Fare Guide

Estimated lowest fares found within 7 days

Cheapest Airline United Airlines

The cheapest airline(s) flying from New Orleans to Chicago is United Airlines.

  • United Airlines United Airlines
  • Spirit Airlines Spirit Airlines
  • Southwest Airlines Southwest Airlines
  • American Airlines American Airlines
  • Frontier Airlines Frontier Airlines
  • JetBlue Airways JetBlue Airways
Cheapest Month January

Travel Period: December 2024 - November 2025

The cheapest month(s) to fly from New Orleans to Chicago is January.

  • Dec 2024
  • Jan 2025
  • Feb 2025
  • Mar 2025
  • Apr 2025
  • May 2025
  • Jun 2025
  • Jul 2025
  • Aug 2025
  • Sep 2025
  • Oct 2025
  • Nov 2025
Cheapest Day of the Week Friday

The cheapest day(s) of the week to fly from New Orleans to Chicago is Friday.

  • Sun Sunday
  • Mon Monday
  • Tue Tuesday
  • Wed Wednesday
  • Thu Thursday
  • Fri Friday
  • Sat Saturday

Flight Schedules

Last Updated: Sat, 2 Nov, 2024

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    • Airline Filter by Airline
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      • Availability
        • M
        • T
        • W
        • T
        • F
        • S
        • S
      • 19:45 MSY
        23:40 MDW
        3Hrs, 55m Direct
      • MSYNew Orleans Louis Armstrong Intl Airport 19:45 - MDW 23:40 3h 55m Direct
      • MSYNew Orleans Louis Armstrong Intl Airport 19:45
      • MDWChicago Midway Airport 23:40
      • 3h 55m
      • Direct
      • Southwest Airlines (WN 2517)Boeing 737 700
      • Southwest Airlines (WN 2517)
        • -
        • -
        • -
        • -
        • -
        • -
        • S
      • Boeing 737 700
      • 20:44 MSY
        23:09 ORD
        2Hrs, 25m Direct
      • MSYNew Orleans Louis Armstrong Intl Airport 20:44 - ORD 23:09 2h 25m Direct
      • MSYNew Orleans Louis Armstrong Intl Airport 20:44
      • ORDChicago O'Hare International Airport 23:09
      • 2h 25m
      • Direct
      • United Airlines (UA 2356)Airbus
      • United Airlines (UA 2356)
        • -
        • -
        • -
        • -
        • -
        • S
        • S
      • Airbus
      • 20:55 MSY
        23:10 MDW
        2Hrs, 15m Direct
      • MSYNew Orleans Louis Armstrong Intl Airport 20:55 - MDW 23:10 2h 15m Direct
      • MSYNew Orleans Louis Armstrong Intl Airport 20:55
      • MDWChicago Midway Airport 23:10
      • 2h 15m
      • Direct
      • Southwest Airlines (WN 4963)Boeing 737 Max 8 Passenger
      • Southwest Airlines (WN 4963)
        • -
        • -
        • -
        • -
        • -
        • -
        • S
      • Boeing 737 Max 8 Passenger
      • 21:30 MSY
        23:45 MDW
        2Hrs, 15m Direct
      • MSYNew Orleans Louis Armstrong Intl Airport 21:30 - MDW 23:45 2h 15m Direct
      • MSYNew Orleans Louis Armstrong Intl Airport 21:30
      • MDWChicago Midway Airport 23:45
      • 2h 15m
      • Direct
      • Southwest Airlines (WN 2367)Boeing 737 700
      • Southwest Airlines (WN 2367)
        • M
        • -
        • -
        • -
        • -
        • -
        • -
      • Boeing 737 700
      • 05:00 MSY
        07:15 MDW
        2Hrs, 15m Direct
      • MSYNew Orleans Louis Armstrong Intl Airport 05:00 - MDW 07:15 2h 15m Direct
      • MSYNew Orleans Louis Armstrong Intl Airport 05:00
      • MDWChicago Midway Airport 07:15
      • 2h 15m
      • Direct
      • Southwest Airlines (WN 736)Boeing 737 Max 8 Passenger
      • Southwest Airlines (WN 736)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • Boeing 737 Max 8 Passenger
      • 05:00 MSY
        07:15 MDW
        2Hrs, 15m Direct
      • MSYNew Orleans Louis Armstrong Intl Airport 05:00 - MDW 07:15 2h 15m Direct
      • MSYNew Orleans Louis Armstrong Intl Airport 05:00
      • MDWChicago Midway Airport 07:15
      • 2h 15m
      • Direct
      • Southwest Airlines (WN 3293)Boeing 737 800
      • Southwest Airlines (WN 3293)
        • -
        • T
        • W
        • -
        • -
        • -
        • -
      • Boeing 737 800
      • 05:20 MSY
        10:45 ORD
        5Hrs, 25m Direct
      • MSYNew Orleans Louis Armstrong Intl Airport 05:20 - ORD 10:45 5h 25m Direct
      • MSYNew Orleans Louis Armstrong Intl Airport 05:20
      • ORDChicago O'Hare International Airport 10:45
      • 5h 25m
      • Direct
      • Southwest Airlines (WN 925)Boeing 737 700
      • Southwest Airlines (WN 925)
        • -
        • -
        • -
        • -
        • -
        • -
        • S
      • Boeing 737 700
      • 06:35 MSY
        09:07 ORD
        2Hrs, 32m Direct
      • MSYNew Orleans Louis Armstrong Intl Airport 06:35 - ORD 09:07 2h 32m Direct
      • MSYNew Orleans Louis Armstrong Intl Airport 06:35
      • ORDChicago O'Hare International Airport 09:07
      • 2h 32m
      • Direct
      • American Airlines (AA 3370)Embraer Emb 175
      • American Airlines (AA 3370)
        • M
        • T
        • W
        • T
        • -
        • S
        • S
      • Embraer Emb 175
      • 06:55 MSY
        09:15 MDW
        2Hrs, 20m Direct
      • MSYNew Orleans Louis Armstrong Intl Airport 06:55 - MDW 09:15 2h 20m Direct
      • MSYNew Orleans Louis Armstrong Intl Airport 06:55
      • MDWChicago Midway Airport 09:15
      • 2h 20m
      • Direct
      • Southwest Airlines (WN 3032)Boeing 737 Max 8 Passenger
      • Southwest Airlines (WN 3032)
        • -
        • -
        • -
        • -
        • -
        • -
        • S
      • Boeing 737 Max 8 Passenger
      • 07:00 MSY
        09:32 ORD
        2Hrs, 32m Direct
      • MSYNew Orleans Louis Armstrong Intl Airport 07:00 - ORD 09:32 2h 32m Direct
      • MSYNew Orleans Louis Armstrong Intl Airport 07:00
      • ORDChicago O'Hare International Airport 09:32
      • 2h 32m
      • Direct
      • United Airlines (UA 2189)Boeing 737 800
      • United Airlines (UA 2189)
        • -
        • T
        • W
        • T
        • -
        • -
        • S
      • Boeing 737 800
      • 07:00 MSY
        09:32 ORD
        2Hrs, 32m Direct
      • MSYNew Orleans Louis Armstrong Intl Airport 07:00 - ORD 09:32 2h 32m Direct
      • MSYNew Orleans Louis Armstrong Intl Airport 07:00
      • ORDChicago O'Hare International Airport 09:32
      • 2h 32m
      • Direct
      • United Airlines (UA 2189)Boeing 737 700
      • United Airlines (UA 2189)
        • -
        • -
        • -
        • -
        • F
        • -
        • -
      • Boeing 737 700
      • 07:00 MSY
        09:32 ORD
        2Hrs, 32m Direct
      • MSYNew Orleans Louis Armstrong Intl Airport 07:00 - ORD 09:32 2h 32m Direct
      • MSYNew Orleans Louis Armstrong Intl Airport 07:00
      • ORDChicago O'Hare International Airport 09:32
      • 2h 32m
      • Direct
      • United Airlines (UA 2189)Airbus
      • United Airlines (UA 2189)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • Airbus
      • 08:00 MSY
        10:15 MDW
        2Hrs, 15m Direct
      • MSYNew Orleans Louis Armstrong Intl Airport 08:00 - MDW 10:15 2h 15m Direct
      • MSYNew Orleans Louis Armstrong Intl Airport 08:00
      • MDWChicago Midway Airport 10:15
      • 2h 15m
      • Direct
      • Southwest Airlines (WN 736)Boeing 737 Max 8 Passenger
      • Southwest Airlines (WN 736)
        • M
        • -
        • -
        • -
        • -
        • -
        • -
      • Boeing 737 Max 8 Passenger
      • 08:30 MSY
        11:02 ORD
        2Hrs, 32m Direct
      • MSYNew Orleans Louis Armstrong Intl Airport 08:30 - ORD 11:02 2h 32m Direct
      • MSYNew Orleans Louis Armstrong Intl Airport 08:30
      • ORDChicago O'Hare International Airport 11:02
      • 2h 32m
      • Direct
      • American Airlines (AA 3370)Embraer Emb 175
      • American Airlines (AA 3370)
        • -
        • -
        • -
        • -
        • F
        • -
        • -
      • Embraer Emb 175
      • 08:35 MSY
        10:50 MDW
        2Hrs, 15m Direct
      • MSYNew Orleans Louis Armstrong Intl Airport 08:35 - MDW 10:50 2h 15m Direct
      • MSYNew Orleans Louis Armstrong Intl Airport 08:35
      • MDWChicago Midway Airport 10:50
      • 2h 15m
      • Direct
      • Southwest Airlines (WN 736)Boeing 737 Max 8 Passenger
      • Southwest Airlines (WN 736)
        • -
        • -
        • -
        • -
        • F
        • -
        • -
      • Boeing 737 Max 8 Passenger
      • 10:40 MSY
        13:13 ORD
        2Hrs, 33m Direct
      • MSYNew Orleans Louis Armstrong Intl Airport 10:40 - ORD 13:13 2h 33m Direct
      • MSYNew Orleans Louis Armstrong Intl Airport 10:40
      • ORDChicago O'Hare International Airport 13:13
      • 2h 33m
      • Direct
      • United Airlines (UA 310)Airbus
      • United Airlines (UA 310)
        • -
        • T
        • W
        • -
        • -
        • S
        • S
      • Airbus
      • 10:40 MSY
        13:13 ORD
        2Hrs, 33m Direct
      • MSYNew Orleans Louis Armstrong Intl Airport 10:40 - ORD 13:13 2h 33m Direct
      • MSYNew Orleans Louis Armstrong Intl Airport 10:40
      • ORDChicago O'Hare International Airport 13:13
      • 2h 33m
      • Direct
      • United Airlines (UA 310)Boeing 737 800
      • United Airlines (UA 310)
        • M
        • -
        • -
        • -
        • -
        • -
        • -
      • Boeing 737 800
      • 10:44 MSY
        13:15 ORD
        2Hrs, 31m Direct
      • MSYNew Orleans Louis Armstrong Intl Airport 10:44 - ORD 13:15 2h 31m Direct
      • MSYNew Orleans Louis Armstrong Intl Airport 10:44
      • ORDChicago O'Hare International Airport 13:15
      • 2h 31m
      • Direct
      • United Airlines (UA 310)Boeing 737 800
      • United Airlines (UA 310)
        • -
        • -
        • -
        • T
        • -
        • -
        • -
      • Boeing 737 800
      • 11:55 MSY
        14:15 MDW
        2Hrs, 20m Direct
      • MSYNew Orleans Louis Armstrong Intl Airport 11:55 - MDW 14:15 2h 20m Direct
      • MSYNew Orleans Louis Armstrong Intl Airport 11:55
      • MDWChicago Midway Airport 14:15
      • 2h 20m
      • Direct
      • Southwest Airlines (WN 3955)Boeing 737 800
      • Southwest Airlines (WN 3955)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • Boeing 737 800
      • 12:00 MSY
        14:20 MDW
        2Hrs, 20m Direct
      • MSYNew Orleans Louis Armstrong Intl Airport 12:00 - MDW 14:20 2h 20m Direct
      • MSYNew Orleans Louis Armstrong Intl Airport 12:00
      • MDWChicago Midway Airport 14:20
      • 2h 20m
      • Direct
      • Southwest Airlines (WN 3226)Boeing 737 800
      • Southwest Airlines (WN 3226)
        • -
        • -
        • -
        • -
        • -
        • -
        • S
      • Boeing 737 800
      • 12:10 MSY
        14:25 MDW
        2Hrs, 15m Direct
      • MSYNew Orleans Louis Armstrong Intl Airport 12:10 - MDW 14:25 2h 15m Direct
      • MSYNew Orleans Louis Armstrong Intl Airport 12:10
      • MDWChicago Midway Airport 14:25
      • 2h 15m
      • Direct
      • Southwest Airlines (WN 736)Boeing 737 700
      • Southwest Airlines (WN 736)
        • -
        • -
        • -
        • T
        • -
        • -
        • -
      • Boeing 737 700
      • 13:00 MSY
        15:37 ORD
        2Hrs, 37m Direct
      • MSYNew Orleans Louis Armstrong Intl Airport 13:00 - ORD 15:37 2h 37m Direct
      • MSYNew Orleans Louis Armstrong Intl Airport 13:00
      • ORDChicago O'Hare International Airport 15:37
      • 2h 37m
      • Direct
      • American Airlines (AA 4360)Embraer Emb 175
      • American Airlines (AA 4360)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • Embraer Emb 175
      • 13:11 MSY
        15:45 ORD
        2Hrs, 34m Direct
      • MSYNew Orleans Louis Armstrong Intl Airport 13:11 - ORD 15:45 2h 34m Direct
      • MSYNew Orleans Louis Armstrong Intl Airport 13:11
      • ORDChicago O'Hare International Airport 15:45
      • 2h 34m
      • Direct
      • American Airlines (AA 3632)Embraer Emb 175
      • American Airlines (AA 3632)
        • -
        • T
        • -
        • -
        • -
        • -
        • -
      • Embraer Emb 175
      • 13:11 MSY
        15:47 ORD
        2Hrs, 36m Direct
      • MSYNew Orleans Louis Armstrong Intl Airport 13:11 - ORD 15:47 2h 36m Direct
      • MSYNew Orleans Louis Armstrong Intl Airport 13:11
      • ORDChicago O'Hare International Airport 15:47
      • 2h 36m
      • Direct
      • American Airlines (AA 1078)Boeing 737 800
      • American Airlines (AA 1078)
        • M
        • -
        • W
        • -
        • F
        • -
        • S
      • Boeing 737 800
      • 13:20 MSY
        15:35 MDW
        2Hrs, 15m Direct
      • MSYNew Orleans Louis Armstrong Intl Airport 13:20 - MDW 15:35 2h 15m Direct
      • MSYNew Orleans Louis Armstrong Intl Airport 13:20
      • MDWChicago Midway Airport 15:35
      • 2h 15m
      • Direct
      • Southwest Airlines (WN 4752)Boeing 737 800
      • Southwest Airlines (WN 4752)
        • M
        • -
        • -
        • -
        • -
        • -
        • -
      • Boeing 737 800
      • 14:30 MSY
        01:05 MDW
        10Hrs, 35m Direct
      • MSYNew Orleans Louis Armstrong Intl Airport 14:30 - MDW 01:05 10h 35m Direct
      • MSYNew Orleans Louis Armstrong Intl Airport 14:30
      • MDWChicago Midway Airport 01:05
      • 10h 35m
      • Direct
      • Southwest Airlines (WN 2308)Boeing 737 700
      • Southwest Airlines (WN 2308)
        • -
        • -
        • -
        • -
        • -
        • -
        • S
      • Boeing 737 700
      • 14:40 MSY
        16:55 MDW
        2Hrs, 15m Direct
      • MSYNew Orleans Louis Armstrong Intl Airport 14:40 - MDW 16:55 2h 15m Direct
      • MSYNew Orleans Louis Armstrong Intl Airport 14:40
      • MDWChicago Midway Airport 16:55
      • 2h 15m
      • Direct
      • Southwest Airlines (WN 3293)Boeing 737 Max 8 Passenger
      • Southwest Airlines (WN 3293)
        • -
        • -
        • -
        • -
        • F
        • -
        • -
      • Boeing 737 Max 8 Passenger
      • 16:10 MSY
        18:42 ORD
        2Hrs, 32m Direct
      • MSYNew Orleans Louis Armstrong Intl Airport 16:10 - ORD 18:42 2h 32m Direct
      • MSYNew Orleans Louis Armstrong Intl Airport 16:10
      • ORDChicago O'Hare International Airport 18:42
      • 2h 32m
      • Direct
      • United Airlines (UA 2154)Airbus
      • United Airlines (UA 2154)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • Airbus
      • 16:14 MSY
        18:46 ORD
        2Hrs, 32m Direct
      • MSYNew Orleans Louis Armstrong Intl Airport 16:14 - ORD 18:46 2h 32m Direct
      • MSYNew Orleans Louis Armstrong Intl Airport 16:14
      • ORDChicago O'Hare International Airport 18:46
      • 2h 32m
      • Direct
      • United Airlines (UA 2154)Airbus
      • United Airlines (UA 2154)
        • -
        • -
        • -
        • -
        • F
        • -
        • -
      • Airbus
      • 16:19 MSY
        18:51 ORD
        2Hrs, 32m Direct
      • MSYNew Orleans Louis Armstrong Intl Airport 16:19 - ORD 18:51 2h 32m Direct
      • MSYNew Orleans Louis Armstrong Intl Airport 16:19
      • ORDChicago O'Hare International Airport 18:51
      • 2h 32m
      • Direct
      • United Airlines (UA 2154)Boeing 737 700
      • United Airlines (UA 2154)
        • M
        • T
        • W
        • -
        • -
        • -
        • -
      • Boeing 737 700
      • 16:19 MSY
        18:51 ORD
        2Hrs, 32m Direct
      • MSYNew Orleans Louis Armstrong Intl Airport 16:19 - ORD 18:51 2h 32m Direct
      • MSYNew Orleans Louis Armstrong Intl Airport 16:19
      • ORDChicago O'Hare International Airport 18:51
      • 2h 32m
      • Direct
      • United Airlines (UA 2154)Airbus
      • United Airlines (UA 2154)
        • -
        • -
        • -
        • -
        • -
        • -
        • S
      • Airbus
      • 16:45 MSY
        19:00 MDW
        2Hrs, 15m Direct
      • MSYNew Orleans Louis Armstrong Intl Airport 16:45 - MDW 19:00 2h 15m Direct
      • MSYNew Orleans Louis Armstrong Intl Airport 16:45
      • MDWChicago Midway Airport 19:00
      • 2h 15m
      • Direct
      • Southwest Airlines (WN 736)Boeing 737 800
      • Southwest Airlines (WN 736)
        • -
        • T
        • W
        • -
        • -
        • -
        • -
      • Boeing 737 800
      • 16:55 MSY
        19:10 MDW
        2Hrs, 15m Direct
      • MSYNew Orleans Louis Armstrong Intl Airport 16:55 - MDW 19:10 2h 15m Direct
      • MSYNew Orleans Louis Armstrong Intl Airport 16:55
      • MDWChicago Midway Airport 19:10
      • 2h 15m
      • Direct
      • Southwest Airlines (WN 3293)Boeing 737 Max 8 Passenger
      • Southwest Airlines (WN 3293)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • Boeing 737 Max 8 Passenger
      • 18:05 MSY
        23:55 MDW
        5Hrs, 50m 1 Stop (BNA)
      • MSYNew Orleans Louis Armstrong Intl Airport 18:05 - MDW 23:55 5h 50m 1 Stop (BNA) Nashville
      • MSYNew Orleans Louis Armstrong Intl Airport 18:05
        BNANashville Airport 22:25
      • BNANashville Airport 19:35
        MDWChicago Midway Airport 23:55
      • 5h 50m (2h 50m)
      • 1 Stop BNA · Nashville 2h 50m
      • Southwest Airlines (WN 3252)Boeing 737 Max 8 Passenger
        Southwest Airlines (WN 1647)Boeing 737 700
      • Southwest Airlines (WN 3252)
        • M
        • -
        • -
        • -
        • -
        • -
        • -
      • 18:10 MSY
        00:20 MDW
        6Hrs, 10m 1 Stop (BNA)
      • MSYNew Orleans Louis Armstrong Intl Airport 18:10 - MDW 00:20 6h 10m 1 Stop (BNA) Nashville
      • MSYNew Orleans Louis Armstrong Intl Airport 18:10
        BNANashville Airport 22:45
      • BNANashville Airport 19:40
        MDWChicago Midway Airport 00:20
      • 6h 10m (3h 05m)
      • 1 Stop BNA · Nashville 3h 05m
      • Southwest Airlines (WN 2267)Boeing 737 Max 8 Passenger
        Southwest Airlines (WN 1647)Boeing 737 700
      • Southwest Airlines (WN 2267)
        • -
        • -
        • -
        • -
        • -
        • -
        • S
      • 18:10 MSY
        00:26 ORD
        6Hrs, 16m 1 Stop (EWR)
      • MSYNew Orleans Louis Armstrong Intl Airport 18:10 - ORD 00:26 6h 16m 1 Stop (EWR) New York City
      • MSYNew Orleans Louis Armstrong Intl Airport 18:10
        EWRNewark Liberty International Airport 22:55
      • EWRNewark Liberty International Airport 21:59
        ORDChicago O'Hare International Airport 00:26
      • 6h 16m (56m)
      • 1 Stop EWR · New York City 56m
      • United Airlines (UA 2235)Airbus
        United Airlines (UA 1559)Boeing 737 900
      • United Airlines (UA 2235)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • 18:13 MSY
        00:26 ORD
        6Hrs, 13m 1 Stop (EWR)
      • MSYNew Orleans Louis Armstrong Intl Airport 18:13 - ORD 00:26 6h 13m 1 Stop (EWR) New York City
      • MSYNew Orleans Louis Armstrong Intl Airport 18:13
        EWRNewark Liberty International Airport 22:55
      • EWRNewark Liberty International Airport 22:00
        ORDChicago O'Hare International Airport 00:26
      • 6h 13m (55m)
      • 1 Stop EWR · New York City 55m
      • United Airlines (UA 2235)Boeing 737 900
        United Airlines (UA 1559)Boeing 737 Max 8 Passenger
      • United Airlines (UA 2235)
        • -
        • -
        • -
        • -
        • -
        • -
        • S
      • 18:25 MSY
        23:20 MDW
        4Hrs, 55m 1 Stop (AUS)
      • MSYNew Orleans Louis Armstrong Intl Airport 18:25 - MDW 23:20 4h 55m 1 Stop (AUS) Austin
      • MSYNew Orleans Louis Armstrong Intl Airport 18:25
        AUSAustin-Bergstrom International Airport 20:55
      • AUSAustin-Bergstrom International Airport 20:00
        MDWChicago Midway Airport 23:20
      • 4h 55m (55m)
      • 1 Stop AUS · Austin 55m
      • Southwest Airlines (WN 1984)Boeing 737 800
        Southwest Airlines (WN 3278)Boeing 737 Max 8 Passenger
      • Southwest Airlines (WN 1984)
        • M
        • -
        • -
        • -
        • -
        • -
        • -
      • 18:25 MSY
        00:25 MDW
        6Hrs, 00m 1 Stop (BNA)
      • MSYNew Orleans Louis Armstrong Intl Airport 18:25 - MDW 00:25 6h 1 Stop (BNA) Nashville
      • MSYNew Orleans Louis Armstrong Intl Airport 18:25
        BNANashville Airport 22:50
      • BNANashville Airport 19:55
        MDWChicago Midway Airport 00:25
      • 6h (2h 55m)
      • 1 Stop BNA · Nashville 2h 55m
      • Southwest Airlines (WN 3252)Boeing 737 800
        Southwest Airlines (WN 1647)Boeing 737 800
      • Southwest Airlines (WN 3252)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • 18:25 MSY
        00:20 MDW
        5Hrs, 55m 1 Stop (BNA)
      • MSYNew Orleans Louis Armstrong Intl Airport 18:25 - MDW 00:20 5h 55m 1 Stop (BNA) Nashville
      • MSYNew Orleans Louis Armstrong Intl Airport 18:25
        BNANashville Airport 22:45
      • BNANashville Airport 19:55
        MDWChicago Midway Airport 00:20
      • 5h 55m (2h 50m)
      • 1 Stop BNA · Nashville 2h 50m
      • Southwest Airlines (WN 2628)Boeing 737 Max 8 Passenger
        Southwest Airlines (WN 2804)Boeing 737 Max 8 Passenger
      • Southwest Airlines (WN 2628)
        • -
        • T
        • W
        • -
        • -
        • -
        • -
      • 18:25 MSY
        23:40 MDW
        5Hrs, 15m 1 Stop (DAL)
      • MSYNew Orleans Louis Armstrong Intl Airport 18:25 - MDW 23:40 5h 15m 1 Stop (DAL) Dallas
      • MSYNew Orleans Louis Armstrong Intl Airport 18:25
        DALDallas/Fort Worth Love Field Airport 21:35
      • DALDallas/Fort Worth Love Field Airport 19:55
        MDWChicago Midway Airport 23:40
      • 5h 15m (1h 40m)
      • 1 Stop DAL · Dallas 1h 40m
      • Southwest Airlines (WN 2187)Boeing 737 800
        Southwest Airlines (WN 4546)Boeing 737 800
      • Southwest Airlines (WN 2187)
        • -
        • -
        • -
        • -
        • -
        • -
        • S
      • 18:33 MSY
        00:16 ORD
        5Hrs, 43m 1 Stop (CLT)
      • MSYNew Orleans Louis Armstrong Intl Airport 18:33 - ORD 00:16 5h 43m 1 Stop (CLT) Charlotte
      • MSYNew Orleans Louis Armstrong Intl Airport 18:33
        CLTCharlotte Airport 22:56
      • CLTCharlotte Airport 21:29
        ORDChicago O'Hare International Airport 00:16
      • 5h 43m (1h 27m)
      • 1 Stop CLT · Charlotte 1h 27m
      • American Airlines (AA 2615)Airbus
        American Airlines (AA 1180)Boeing 737 800
      • American Airlines (AA 2615)
        • M
        • T
        • W
        • -
        • F
        • S
        • S
      • 18:35 MSY
        23:20 MDW
        4Hrs, 45m 1 Stop (AUS)
      • MSYNew Orleans Louis Armstrong Intl Airport 18:35 - MDW 23:20 4h 45m 1 Stop (AUS) Austin
      • MSYNew Orleans Louis Armstrong Intl Airport 18:35
        AUSAustin-Bergstrom International Airport 20:55
      • AUSAustin-Bergstrom International Airport 20:10
        MDWChicago Midway Airport 23:20
      • 4h 45m (45m)
      • 1 Stop AUS · Austin 45m
      • Southwest Airlines (WN 384)Boeing 737 800
        Southwest Airlines (WN 2434)Boeing 737 800
      • Southwest Airlines (WN 384)
        • -
        • T
        • W
        • -
        • -
        • -
        • -
      • 18:35 MSY
        23:30 MDW
        4Hrs, 55m 1 Stop (DAL)
      • MSYNew Orleans Louis Armstrong Intl Airport 18:35 - MDW 23:30 4h 55m 1 Stop (DAL) Dallas
      • MSYNew Orleans Louis Armstrong Intl Airport 18:35
        DALDallas/Fort Worth Love Field Airport 21:25
      • DALDallas/Fort Worth Love Field Airport 20:05
        MDWChicago Midway Airport 23:30
      • 4h 55m (1h 20m)
      • 1 Stop DAL · Dallas 1h 20m
      • Southwest Airlines (WN 1722)Boeing 737 700
        Southwest Airlines (WN 4546)Boeing 737 800
      • Southwest Airlines (WN 1722)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • 18:40 MSY
        23:40 MDW
        5Hrs, 00m 1 Stop (AUS)
      • MSYNew Orleans Louis Armstrong Intl Airport 18:40 - MDW 23:40 5h 1 Stop (AUS) Austin
      • MSYNew Orleans Louis Armstrong Intl Airport 18:40
        AUSAustin-Bergstrom International Airport 21:15
      • AUSAustin-Bergstrom International Airport 20:15
        MDWChicago Midway Airport 23:40
      • 5h (1h)
      • 1 Stop AUS · Austin 1h
      • Southwest Airlines (WN 1984)Boeing 737 800
        Southwest Airlines (WN 3278)Boeing 737 700
      • Southwest Airlines (WN 1984)
        • -
        • -
        • -
        • -
        • -
        • -
        • S
      • 18:45 MSY
        00:50 MDW
        6Hrs, 05m 1 Stop (DAL)
      • MSYNew Orleans Louis Armstrong Intl Airport 18:45 - MDW 00:50 6h 05m 1 Stop (DAL) Dallas
      • MSYNew Orleans Louis Armstrong Intl Airport 18:45
        DALDallas/Fort Worth Love Field Airport 22:45
      • DALDallas/Fort Worth Love Field Airport 20:15
        MDWChicago Midway Airport 00:50
      • 6h 05m (2h 30m)
      • 1 Stop DAL · Dallas 2h 30m
      • Southwest Airlines (WN 1049)Boeing 737 700
        Southwest Airlines (WN 5269)Boeing 737 700
      • Southwest Airlines (WN 1049)
        • M
        • -
        • -
        • -
        • -
        • -
        • -
      • 19:00 MSY
        23:10 MDW
        4Hrs, 10m 1 Stop (ATL)
      • MSYNew Orleans Louis Armstrong Intl Airport 19:00 - MDW 23:10 4h 10m 1 Stop (ATL) Atlanta
      • MSYNew Orleans Louis Armstrong Intl Airport 19:00
        ATLAtlanta Hartsfield-Jackson Intl Airport 22:15
      • ATLAtlanta Hartsfield-Jackson Intl Airport 21:25
        MDWChicago Midway Airport 23:10
      • 4h 10m (50m)
      • 1 Stop ATL · Atlanta 50m
      • Southwest Airlines (WN 2517)Boeing 737 800
        Southwest Airlines (WN 4703)Boeing 737 800
      • Southwest Airlines (WN 2517)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • 19:05 MSY
        23:59 ORD
        4Hrs, 54m 1 Stop (IAH)
      • MSYNew Orleans Louis Armstrong Intl Airport 19:05 - ORD 23:59 4h 54m 1 Stop (IAH) Houston
      • MSYNew Orleans Louis Armstrong Intl Airport 19:05
        IAHHouston George Bush Intercontinental Airport 21:30
      • IAHHouston George Bush Intercontinental Airport 20:30
        ORDChicago O'Hare International Airport 23:59
      • 4h 54m (1h)
      • 1 Stop IAH · Houston 1h
      • United Airlines (UA 320)Boeing 737 700
        United Airlines (UA 556)Boeing 737 Max 8 Passenger
      • United Airlines (UA 320)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • 19:05 MSY
        23:59 ORD
        4Hrs, 54m 1 Stop (IAH)
      • MSYNew Orleans Louis Armstrong Intl Airport 19:05 - ORD 23:59 4h 54m 1 Stop (IAH) Houston
      • MSYNew Orleans Louis Armstrong Intl Airport 19:05
        IAHHouston George Bush Intercontinental Airport 21:30
      • IAHHouston George Bush Intercontinental Airport 20:30
        ORDChicago O'Hare International Airport 23:59
      • 4h 54m (1h)
      • 1 Stop IAH · Houston 1h
      • United Airlines (UA 320)Boeing 737 800
        United Airlines (UA 556)Boeing 737 900
      • United Airlines (UA 320)
        • M
        • T
        • W
        • -
        • F
        • -
        • -
      • 19:05 MSY
        23:10 MDW
        4Hrs, 05m 1 Stop (ATL)
      • MSYNew Orleans Louis Armstrong Intl Airport 19:05 - MDW 23:10 4h 05m 1 Stop (ATL) Atlanta
      • MSYNew Orleans Louis Armstrong Intl Airport 19:05
        ATLAtlanta Hartsfield-Jackson Intl Airport 22:15
      • ATLAtlanta Hartsfield-Jackson Intl Airport 21:30
        MDWChicago Midway Airport 23:10
      • 4h 05m (45m)
      • 1 Stop ATL · Atlanta 45m
      • Southwest Airlines (WN 2517)Boeing 737 800
        Southwest Airlines (WN 4703)Boeing 737 800
      • Southwest Airlines (WN 2517)
        • M
        • -
        • -
        • -
        • -
        • -
        • -
      • 19:05 MSY
        23:59 ORD
        4Hrs, 54m 1 Stop (IAH)
      • MSYNew Orleans Louis Armstrong Intl Airport 19:05 - ORD 23:59 4h 54m 1 Stop (IAH) Houston
      • MSYNew Orleans Louis Armstrong Intl Airport 19:05
        IAHHouston George Bush Intercontinental Airport 21:30
      • IAHHouston George Bush Intercontinental Airport 20:30
        ORDChicago O'Hare International Airport 23:59
      • 4h 54m (1h)
      • 1 Stop IAH · Houston 1h
      • United Airlines (UA 320)Airbus
        United Airlines (UA 556)Boeing 737 800
      • United Airlines (UA 320)
        • -
        • -
        • -
        • -
        • -
        • -
        • S
      • 19:10 MSY
        01:00 MDW
        5Hrs, 50m 1 Stop (HOU)
      • MSYNew Orleans Louis Armstrong Intl Airport 19:10 - MDW 01:00 5h 50m 1 Stop (HOU) Houston
      • MSYNew Orleans Louis Armstrong Intl Airport 19:10
        HOUHouston Hobby Airport 22:40
      • HOUHouston Hobby Airport 20:30
        MDWChicago Midway Airport 01:00
      • 5h 50m (2h 10m)
      • 1 Stop HOU · Houston 2h 10m
      • Southwest Airlines (WN 2750)Boeing 737 700
        Southwest Airlines (WN 1732)Boeing 737 700
      • Southwest Airlines (WN 2750)
        • -
        • T
        • W
        • -
        • -
        • -
        • -
      • 19:30 MSY
        23:05 MDW
        3Hrs, 35m 1 Stop (STL)
      • MSYNew Orleans Louis Armstrong Intl Airport 19:30 - MDW 23:05 3h 35m 1 Stop (STL) Saint Louis
      • MSYNew Orleans Louis Armstrong Intl Airport 19:30
        STLSt Louis Lambert Intl Airport 21:55
      • STLSt Louis Lambert Intl Airport 21:15
        MDWChicago Midway Airport 23:05
      • 3h 35m (40m)
      • 1 Stop STL · Saint Louis 40m
      • Southwest Airlines (WN 3681)Boeing 737 800
        Southwest Airlines (WN 652)Boeing 737 800
      • Southwest Airlines (WN 3681)
        • M
        • -
        • -
        • -
        • -
        • -
        • -
      • 19:30 MSY
        00:05 MDW
        4Hrs, 35m 1 Stop (STL)
      • MSYNew Orleans Louis Armstrong Intl Airport 19:30 - MDW 00:05 4h 35m 1 Stop (STL) Saint Louis
      • MSYNew Orleans Louis Armstrong Intl Airport 19:30
        STLSt Louis Lambert Intl Airport 22:55
      • STLSt Louis Lambert Intl Airport 21:15
        MDWChicago Midway Airport 00:05
      • 4h 35m (1h 40m)
      • 1 Stop STL · Saint Louis 1h 40m
      • Southwest Airlines (WN 3681)Boeing 737 800
        Southwest Airlines (WN 4405)Boeing 737 Max 8 Passenger
      • Southwest Airlines (WN 3681)
        • -
        • -
        • -
        • -
        • -
        • -
        • S
      • 19:35 MSY
        23:40 MDW
        4Hrs, 05m 1 Stop (ATL)
      • MSYNew Orleans Louis Armstrong Intl Airport 19:35 - MDW 23:40 4h 05m 1 Stop (ATL) Atlanta
      • MSYNew Orleans Louis Armstrong Intl Airport 19:35
        ATLAtlanta Hartsfield-Jackson Intl Airport 22:45
      • ATLAtlanta Hartsfield-Jackson Intl Airport 22:00
        MDWChicago Midway Airport 23:40
      • 4h 05m (45m)
      • 1 Stop ATL · Atlanta 45m
      • Southwest Airlines (WN 3159)Boeing 737 800
        Southwest Airlines (WN 598)Boeing 737 700
      • Southwest Airlines (WN 3159)
        • -
        • T
        • W
        • -
        • -
        • -
        • -
      • 20:15 MSY
        23:55 MDW
        3Hrs, 40m 1 Stop (STL)
      • MSYNew Orleans Louis Armstrong Intl Airport 20:15 - MDW 23:55 3h 40m 1 Stop (STL) Saint Louis
      • MSYNew Orleans Louis Armstrong Intl Airport 20:15
        STLSt Louis Lambert Intl Airport 22:45
      • STLSt Louis Lambert Intl Airport 22:00
        MDWChicago Midway Airport 23:55
      • 3h 40m (45m)
      • 1 Stop STL · Saint Louis 45m
      • Southwest Airlines (WN 3160)Boeing 737 700
        Southwest Airlines (WN 652)Boeing 737 700
      • Southwest Airlines (WN 3160)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • 20:35 MSY
        01:00 MDW
        4Hrs, 25m 1 Stop (HOU)
      • MSYNew Orleans Louis Armstrong Intl Airport 20:35 - MDW 01:00 4h 25m 1 Stop (HOU) Houston
      • MSYNew Orleans Louis Armstrong Intl Airport 20:35
        HOUHouston Hobby Airport 22:40
      • HOUHouston Hobby Airport 21:55
        MDWChicago Midway Airport 01:00
      • 4h 25m (45m)
      • 1 Stop HOU · Houston 45m
      • Southwest Airlines (WN 2750)Boeing 737 700
        Southwest Airlines (WN 1732)Boeing 737 700
      • Southwest Airlines (WN 2750)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • 20:35 MSY
        01:00 MDW
        4Hrs, 25m 1 Stop (HOU)
      • MSYNew Orleans Louis Armstrong Intl Airport 20:35 - MDW 01:00 4h 25m 1 Stop (HOU) Houston
      • MSYNew Orleans Louis Armstrong Intl Airport 20:35
        HOUHouston Hobby Airport 22:40
      • HOUHouston Hobby Airport 21:55
        MDWChicago Midway Airport 01:00
      • 4h 25m (45m)
      • 1 Stop HOU · Houston 45m
      • Southwest Airlines (WN 1271)Boeing 737 800
        Southwest Airlines (WN 1732)Boeing 737 700
      • Southwest Airlines (WN 1271)
        • -
        • T
        • W
        • -
        • -
        • -
        • -
      • 20:40 MSY
        01:00 MDW
        4Hrs, 20m 1 Stop (HOU)
      • MSYNew Orleans Louis Armstrong Intl Airport 20:40 - MDW 01:00 4h 20m 1 Stop (HOU) Houston
      • MSYNew Orleans Louis Armstrong Intl Airport 20:40
        HOUHouston Hobby Airport 22:40
      • HOUHouston Hobby Airport 22:00
        MDWChicago Midway Airport 01:00
      • 4h 20m (40m)
      • 1 Stop HOU · Houston 40m
      • Southwest Airlines (WN 2873)Boeing 737 700
        Southwest Airlines (WN 1732)Boeing 737 800
      • Southwest Airlines (WN 2873)
        • -
        • -
        • -
        • -
        • -
        • -
        • S
      • 21:40 MSY
        02:39 ORD
        4Hrs, 59m 1 Stop (IAH)
      • MSYNew Orleans Louis Armstrong Intl Airport 21:40 - ORD 02:39 4h 59m 1 Stop (IAH) Houston
      • MSYNew Orleans Louis Armstrong Intl Airport 21:40
        IAHHouston George Bush Intercontinental Airport 00:06
      • IAHHouston George Bush Intercontinental Airport 23:05
        ORDChicago O'Hare International Airport 02:39
      • 4h 59m (1h 01m)
      • 1 Stop IAH · Houston 1h 01m
      • United Airlines (UA 2022)Boeing 737 900
        United Airlines (UA 1238)Boeing 737 900
      • United Airlines (UA 2022)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • 21:40 MSY
        02:24 ORD
        4Hrs, 44m 1 Stop (IAH)
      • MSYNew Orleans Louis Armstrong Intl Airport 21:40 - ORD 02:24 4h 44m 1 Stop (IAH) Houston
      • MSYNew Orleans Louis Armstrong Intl Airport 21:40
        IAHHouston George Bush Intercontinental Airport 23:55
      • IAHHouston George Bush Intercontinental Airport 23:05
        ORDChicago O'Hare International Airport 02:24
      • 4h 44m (50m)
      • 1 Stop IAH · Houston 50m
      • United Airlines (UA 2022)Boeing 737 900
        United Airlines (UA 267)Boeing 737 900
      • United Airlines (UA 2022)
        • -
        • -
        • -
        • -
        • -
        • -
        • S
      • 05:00 MSY
        11:12 ORD
        6Hrs, 12m 1 Stop (IAH)
      • MSYNew Orleans Louis Armstrong Intl Airport 05:00 - ORD 11:12 6h 12m 1 Stop (IAH) Houston
      • MSYNew Orleans Louis Armstrong Intl Airport 05:00
        IAHHouston George Bush Intercontinental Airport 08:30
      • IAHHouston George Bush Intercontinental Airport 06:22
        ORDChicago O'Hare International Airport 11:12
      • 6h 12m (2h 08m)
      • 1 Stop IAH · Houston 2h 08m
      • United Airlines (UA 222)Airbus
        United Airlines (UA 1544)Boeing 737 900
      • United Airlines (UA 222)
        • M
        • T
        • W
        • -
        • -
        • S
        • -
      • 05:00 MSY
        09:05 MDW
        4Hrs, 05m 1 Stop (ATL)
      • MSYNew Orleans Louis Armstrong Intl Airport 05:00 - MDW 09:05 4h 05m 1 Stop (ATL) Atlanta
      • MSYNew Orleans Louis Armstrong Intl Airport 05:00
        ATLAtlanta Hartsfield-Jackson Intl Airport 08:10
      • ATLAtlanta Hartsfield-Jackson Intl Airport 07:25
        MDWChicago Midway Airport 09:05
      • 4h 05m (45m)
      • 1 Stop ATL · Atlanta 45m
      • Southwest Airlines (WN 3159)Boeing 737 800
        Southwest Airlines (WN 1048)Boeing 737 700
      • Southwest Airlines (WN 3159)
        • M
        • -
        • -
        • -
        • -
        • -
        • -
      • 05:00 MSY
        11:12 ORD
        6Hrs, 12m 1 Stop (IAH)
      • MSYNew Orleans Louis Armstrong Intl Airport 05:00 - ORD 11:12 6h 12m 1 Stop (IAH) Houston
      • MSYNew Orleans Louis Armstrong Intl Airport 05:00
        IAHHouston George Bush Intercontinental Airport 08:30
      • IAHHouston George Bush Intercontinental Airport 06:22
        ORDChicago O'Hare International Airport 11:12
      • 6h 12m (2h 08m)
      • 1 Stop IAH · Houston 2h 08m
      • United Airlines (UA 222)Boeing 737 700
        United Airlines (UA 1544)Boeing 737 900
      • United Airlines (UA 222)
        • -
        • -
        • -
        • -
        • -
        • -
        • S
      • 05:00 MSY
        10:02 ORD
        5Hrs, 02m 1 Stop (IAH)
      • MSYNew Orleans Louis Armstrong Intl Airport 05:00 - ORD 10:02 5h 02m 1 Stop (IAH) Houston
      • MSYNew Orleans Louis Armstrong Intl Airport 05:00
        IAHHouston George Bush Intercontinental Airport 07:20
      • IAHHouston George Bush Intercontinental Airport 06:22
        ORDChicago O'Hare International Airport 10:02
      • 5h 02m (58m)
      • 1 Stop IAH · Houston 58m
      • United Airlines (UA 222)Airbus
        United Airlines (UA 469)Airbus A321 Neo
      • United Airlines (UA 222)
        • M
        • T
        • W
        • -
        • -
        • S
        • -
      • 05:00 MSY
        10:02 ORD
        5Hrs, 02m 1 Stop (IAH)
      • MSYNew Orleans Louis Armstrong Intl Airport 05:00 - ORD 10:02 5h 02m 1 Stop (IAH) Houston
      • MSYNew Orleans Louis Armstrong Intl Airport 05:00
        IAHHouston George Bush Intercontinental Airport 07:20
      • IAHHouston George Bush Intercontinental Airport 06:22
        ORDChicago O'Hare International Airport 10:02
      • 5h 02m (58m)
      • 1 Stop IAH · Houston 58m
      • United Airlines (UA 222)Boeing 737 700
        United Airlines (UA 469)Airbus A321 Neo
      • United Airlines (UA 222)
        • -
        • -
        • -
        • -
        • -
        • -
        • S
      • 05:10 MSY
        11:05 MDW
        5Hrs, 55m 1 Stop (BNA)
      • MSYNew Orleans Louis Armstrong Intl Airport 05:10 - MDW 11:05 5h 55m 1 Stop (BNA) Nashville
      • MSYNew Orleans Louis Armstrong Intl Airport 05:10
        BNANashville Airport 09:30
      • BNANashville Airport 06:40
        MDWChicago Midway Airport 11:05
      • 5h 55m (2h 50m)
      • 1 Stop BNA · Nashville 2h 50m
      • Southwest Airlines (WN 1275)Boeing 737 Max 8 Passenger
        Southwest Airlines (WN 1183)Boeing 737 700
      • Southwest Airlines (WN 1275)
        • -
        • -
        • -
        • -
        • -
        • -
        • S
      • 05:15 MSY
        10:40 MDW
        5Hrs, 25m 1 Stop (MCO)
      • MSYNew Orleans Louis Armstrong Intl Airport 05:15 - MDW 10:40 5h 25m 1 Stop (MCO) Orlando
      • MSYNew Orleans Louis Armstrong Intl Airport 05:15
        MCOOrlando International Airport 08:50
      • MCOOrlando International Airport 08:00
        MDWChicago Midway Airport 10:40
      • 5h 25m (50m)
      • 1 Stop MCO · Orlando 50m
      • Southwest Airlines (WN 2745)Boeing 737 800
        Southwest Airlines (WN 3478)Boeing 737 800
      • Southwest Airlines (WN 2745)
        • M
        • -
        • -
        • -
        • -
        • -
        • -
      • 05:20 MSY
        11:10 MDW
        5Hrs, 50m 1 Stop (MCO)
      • MSYNew Orleans Louis Armstrong Intl Airport 05:20 - MDW 11:10 5h 50m 1 Stop (MCO) Orlando
      • MSYNew Orleans Louis Armstrong Intl Airport 05:20
        MCOOrlando International Airport 09:20
      • MCOOrlando International Airport 08:05
        MDWChicago Midway Airport 11:10
      • 5h 50m (1h 15m)
      • 1 Stop MCO · Orlando 1h 15m
      • Southwest Airlines (WN 925)Boeing 737 700
        Southwest Airlines (WN 2235)Boeing 737 800
      • Southwest Airlines (WN 925)
        • -
        • -
        • -
        • -
        • -
        • -
        • S
      • 05:33 MSY
        10:56 ORD
        5Hrs, 23m 1 Stop (DFW)
      • MSYNew Orleans Louis Armstrong Intl Airport 05:33 - ORD 10:56 5h 23m 1 Stop (DFW) Dallas
      • MSYNew Orleans Louis Armstrong Intl Airport 05:33
        DFWDallas/Fort Worth Intl Airport 08:35
      • DFWDallas/Fort Worth Intl Airport 07:24
        ORDChicago O'Hare International Airport 10:56
      • 5h 23m (1h 11m)
      • 1 Stop DFW · Dallas 1h 11m
      • American Airlines (AA 468)Boeing 737 800
        American Airlines (AA 328)Airbus
      • American Airlines (AA 468)
        • M
        • T
        • W
        • T
        • F
        • S
        • S
      • 05:40 MSY
        11:15 MDW
        5Hrs, 35m 1 Stop (HOU)
      • MSYNew Orleans Louis Armstrong Intl Airport 05:40 - MDW 11:15 5h 35m 1 Stop (HOU) Houston
      • MSYNew Orleans Louis Armstrong Intl Airport 05:40
        HOUHouston Hobby Airport 08:50
      • HOUHouston Hobby Airport 07:00
        MDWChicago Midway Airport 11:15
      • 5h 35m (1h 50m)
      • 1 Stop HOU · Houston 1h 50m
      • Southwest Airlines (WN 470)Boeing 737 700
        Southwest Airlines (WN 222)Boeing 737 800
      • Southwest Airlines (WN 470)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • 05:40 MSY
        10:20 MDW
        4Hrs, 40m 1 Stop (HOU)
      • MSYNew Orleans Louis Armstrong Intl Airport 05:40 - MDW 10:20 4h 40m 1 Stop (HOU) Houston
      • MSYNew Orleans Louis Armstrong Intl Airport 05:40
        HOUHouston Hobby Airport 07:55
      • HOUHouston Hobby Airport 07:00
        MDWChicago Midway Airport 10:20
      • 4h 40m (55m)
      • 1 Stop HOU · Houston 55m
      • Southwest Airlines (WN 256)Boeing 737 700
        Southwest Airlines (WN 1628)Boeing 737 700
      • Southwest Airlines (WN 256)
        • -
        • -
        • -
        • -
        • -
        • -
        • S
      • 05:50 MSY
        11:15 MDW
        5Hrs, 25m 1 Stop (HOU)
      • MSYNew Orleans Louis Armstrong Intl Airport 05:50 - MDW 11:15 5h 25m 1 Stop (HOU) Houston
      • MSYNew Orleans Louis Armstrong Intl Airport 05:50
        HOUHouston Hobby Airport 08:50
      • HOUHouston Hobby Airport 07:10
        MDWChicago Midway Airport 11:15
      • 5h 25m (1h 40m)
      • 1 Stop HOU · Houston 1h 40m
      • Southwest Airlines (WN 470)Boeing 737 Max 8 Passenger
        Southwest Airlines (WN 4191)Boeing 737 Max 8 Passenger
      • Southwest Airlines (WN 470)
        • -
        • T
        • W
        • -
        • -
        • -
        • -
      • 06:00 MSY
        12:25 ORD
        6Hrs, 25m 1 Stop (PHL)
      • MSYNew Orleans Louis Armstrong Intl Airport 06:00 - ORD 12:25 6h 25m 1 Stop (PHL) Philadelphia
      • MSYNew Orleans Louis Armstrong Intl Airport 06:00
        PHLPhiladelphia International Airport 10:50
      • PHLPhiladelphia International Airport 09:47
        ORDChicago O'Hare International Airport 12:25
      • 6h 25m (1h 03m)
      • 1 Stop PHL · Philadelphia 1h 03m
      • American Airlines (AA 4794)Embraer Emb 175
        American Airlines (AA 1920)Boeing 737 800
      • American Airlines (AA 4794)
        • -
        • -
        • -
        • -
        • F
        • -
        • -
      • 06:00 MSY
        10:40 MDW
        4Hrs, 40m 1 Stop (DAL)
      • MSYNew Orleans Louis Armstrong Intl Airport 06:00 - MDW 10:40 4h 40m 1 Stop (DAL) Dallas
      • MSYNew Orleans Louis Armstrong Intl Airport 06:00
        DALDallas/Fort Worth Love Field Airport 08:30
      • DALDallas/Fort Worth Love Field Airport 07:30
        MDWChicago Midway Airport 10:40
      • 4h 40m (1h)
      • 1 Stop DAL · Dallas 1h
      • Southwest Airlines (WN 860)Boeing 737 800
        Southwest Airlines (WN 4696)Boeing 737 800
      • Southwest Airlines (WN 860)
        • M
        • -
        • -
        • -
        • -
        • -
        • -
      • 06:00 MSY
        10:55 MDW
        4Hrs, 55m 1 Stop (DAL)
      • MSYNew Orleans Louis Armstrong Intl Airport 06:00 - MDW 10:55 4h 55m 1 Stop (DAL) Dallas
      • MSYNew Orleans Louis Armstrong Intl Airport 06:00
        DALDallas/Fort Worth Love Field Airport 08:45
      • DALDallas/Fort Worth Love Field Airport 07:30
        MDWChicago Midway Airport 10:55
      • 4h 55m (1h 15m)
      • 1 Stop DAL · Dallas 1h 15m
      • Southwest Airlines (WN 2800)Boeing 737 700
        Southwest Airlines (WN 938)Boeing 737 800
      • Southwest Airlines (WN 2800)
        • -
        • T
        • W
        • -
        • -
        • -
        • -
      • 06:00 MSY
        12:25 ORD
        6Hrs, 25m 1 Stop (PHL)
      • MSYNew Orleans Louis Armstrong Intl Airport 06:00 - ORD 12:25 6h 25m 1 Stop (PHL) Philadelphia
      • MSYNew Orleans Louis Armstrong Intl Airport 06:00
        PHLPhiladelphia International Airport 10:50
      • PHLPhiladelphia International Airport 09:41
        ORDChicago O'Hare International Airport 12:25
      • 6h 25m (1h 09m)
      • 1 Stop PHL · Philadelphia 1h 09m
      • American Airlines (AA 2594)Airbus
        American Airlines (AA 1920)Boeing 737 800
      • American Airlines (AA 2594)
        • -
        • -
        • -
        • -
        • -
        • -
        • S
      • 06:00 MSY
        11:30 ORD
        5Hrs, 30m 1 Stop (DAL)
      • MSYNew Orleans Louis Armstrong Intl Airport 06:00 - ORD 11:30 5h 30m 1 Stop (DAL) Dallas
      • MSYNew Orleans Louis Armstrong Intl Airport 06:00
        DALDallas/Fort Worth Love Field Airport 09:05
      • DALDallas/Fort Worth Love Field Airport 07:30
        ORDChicago O'Hare International Airport 11:30
      • 5h 30m (1h 35m)
      • 1 Stop DAL · Dallas 1h 35m
      • Southwest Airlines (WN 860)Boeing 737 800
        Southwest Airlines (WN 4429)Boeing 737 800
      • Southwest Airlines (WN 860)
        • M
        • -
        • -
        • -
        • -
        • -
        • -
      • 06:00 MSY
        10:45 ORD
        4Hrs, 45m 1 Stop (DAL)
      • MSYNew Orleans Louis Armstrong Intl Airport 06:00 - ORD 10:45 4h 45m 1 Stop (DAL) Dallas
      • MSYNew Orleans Louis Armstrong Intl Airport 06:00
        DALDallas/Fort Worth Love Field Airport 08:20
      • DALDallas/Fort Worth Love Field Airport 07:30
        ORDChicago O'Hare International Airport 10:45
      • 4h 45m (50m)
      • 1 Stop DAL · Dallas 50m
      • Southwest Airlines (WN 2800)Boeing 737 700
        Southwest Airlines (WN 3297)Boeing 737 700
      • Southwest Airlines (WN 2800)
        • -
        • T
        • W
        • -
        • -
        • -
        • -
      • 06:00 MSY
        10:10 MDW
        4Hrs, 10m 1 Stop (ATL)
      • MSYNew Orleans Louis Armstrong Intl Airport 06:00 - MDW 10:10 4h 10m 1 Stop (ATL) Atlanta
      • MSYNew Orleans Louis Armstrong Intl Airport 06:00
        ATLAtlanta Hartsfield-Jackson Intl Airport 09:15
      • ATLAtlanta Hartsfield-Jackson Intl Airport 08:25
        MDWChicago Midway Airport 10:10
      • 4h 10m (50m)
      • 1 Stop ATL · Atlanta 50m
      • Southwest Airlines (WN 3159)Boeing 737 700
        Southwest Airlines (WN 1925)Boeing 737 Max 8 Passenger
      • Southwest Airlines (WN 3159)
        • -
        • -
        • -
        • -
        • F
        • -
        • -
      • 06:00 MSY
        12:25 ORD
        6Hrs, 25m 1 Stop (PHL)
      • MSYNew Orleans Louis Armstrong Intl Airport 06:00 - ORD 12:25 6h 25m 1 Stop (PHL) Philadelphia
      • MSYNew Orleans Louis Armstrong Intl Airport 06:00
        PHLPhiladelphia International Airport 10:50
      • PHLPhiladelphia International Airport 09:41
        ORDChicago O'Hare International Airport 12:25
      • 6h 25m (1h 09m)
      • 1 Stop PHL · Philadelphia 1h 09m
      • American Airlines (AA 2594)Airbus
        American Airlines (AA 1920)Boeing 737 800
      • American Airlines (AA 2594)
        • M
        • T
        • W
        • T
        • -
        • S
        • -
      • 06:10 MSY
        12:00 MDW
        5Hrs, 50m 1 Stop (DAL)
      • MSYNew Orleans Louis Armstrong Intl Airport 06:10 - MDW 12:00 5h 50m 1 Stop (DAL) Dallas
      • MSYNew Orleans Louis Armstrong Intl Airport 06:10
        DALDallas/Fort Worth Love Field Airport 09:50
      • DALDallas/Fort Worth Love Field Airport 07:40
        MDWChicago Midway Airport 12:00
      • 5h 50m (2h 10m)
      • 1 Stop DAL · Dallas 2h 10m
      • Southwest Airlines (WN 1219)Boeing 737 800
        Southwest Airlines (WN 1548)Boeing 737 Max 8 Passenger
      • Southwest Airlines (WN 1219)
        • -
        • -
        • -
        • -
        • F
        • -
        • -
      • 06:10 MSY
        11:30 ORD
        5Hrs, 20m 1 Stop (DAL)
      • MSYNew Orleans Louis Armstrong Intl Airport 06:10 - ORD 11:30 5h 20m 1 Stop (DAL) Dallas
      • MSYNew Orleans Louis Armstrong Intl Airport 06:10
        DALDallas/Fort Worth Love Field Airport 09:05
      • DALDallas/Fort Worth Love Field Airport 07:40
        ORDChicago O'Hare International Airport 11:30
      • 5h 20m (1h 25m)
      • 1 Stop DAL · Dallas 1h 25m
      • Southwest Airlines (WN 1219)Boeing 737 800
        Southwest Airlines (WN 2318)Boeing 737 800
      • Southwest Airlines (WN 1219)
        • -
        • -
        • -
        • -
        • F
        • -
        • -
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      What’s the fastest flight time from New Orleans to Chicago?

      The fastest flight time for direct flights from New Orleans to Chicago is 2 hours 15 minutes. Check latest flight schedules & prices on Wego.

      How far is Chicago from New Orleans?

      The flight distance between New Orleans and Chicago is 1344km. Check all available flights on Wego.

      When is the earliest and latest flight of the day?

      The earliest flight of the day departs at 05:00. The last flight of the day departs at 18:05. See the full list of flight times on Wego.

      How many airlines offer direct flights from New Orleans to Chicago?

      There are 3 airlines that offer direct flights from New Orleans to Chicago. Find out the list of airlines on Wego.

      All Airports in New Orleans

      New Orleans Louis Armstrong Intl Airport MSY

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