Southwest® flights from New Orleans to Chicago-Midway from $146

Promo Code

Low fares from New Orleans to Chicago-Midway

$

New Orleans (MSY)to

Chicago-Midway (MDW)
Depart: 12/12/2026

One-way

Basic

From
$146
Seen: 11 hrs ago

New Orleans (MSY)to

Chicago-Midway (MDW)
Depart: 12/23/2026

One-way

Basic

From
$146
Seen: 9 hrs ago

New Orleans (MSY)to

Chicago-Midway (MDW)
Depart: 12/02/2026

One-way

Basic

From
$146
Seen: 11 hrs ago

New Orleans (MSY)to

Chicago-Midway (MDW)
Depart: 12/30/2026

One-way

Basic

From
$146
Seen: 7 hrs ago

New Orleans (MSY)to

Chicago-Midway (MDW)
Depart: 12/16/2026

One-way

Basic

From
$146
Seen: 4 hrs ago

New Orleans (MSY)to

Chicago-Midway (MDW)
Depart: 11/25/2026

One-way

Basic

From
$146
Seen: 20 hrs ago

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Explore flights from New Orleans to Chicago-Midway

Oct 2026
From$202*
Seen: 11 hrs ago
One Way/Basic
Nov 2026
From$146*
Seen: 12 hrs ago
One Way/Basic
Dec 2026
From$146*
Seen: 23 hrs ago
One Way/Basic
cmp-daily-histogram-bars-legend-min-price-aria-label $156
cmp-daily-histogram-bars-legend-max-price-aria-label $319
Displaying fares for October-2026
  • MSY–MDW, 10/04/2026: From $251
    04

    Sun

    OCT

  • MSY–MDW, 10/05/2026: From $241
    05

    Mon

  • MSY–MDW: cmp-view-offers-disclaimer. Find Offers
    06

    Tue

  • MSY–MDW, 10/07/2026: From $202
    07

    Wed

  • MSY–MDW, 10/08/2026: From $241
    08

    Thu

  • MSY–MDW, 10/09/2026: From $241
    09

    Fri

  • MSY–MDW, 10/10/2026: From $202
    10

    Sat

  • MSY–MDW, 10/11/2026: From $251
    11

    Sun

  • MSY–MDW, 10/12/2026: From $319
    12

    Mon

  • MSY–MDW, 10/13/2026: From $207
    13

    Tue

  • MSY–MDW, 10/14/2026: From $202
    14

    Wed

  • MSY–MDW, 10/15/2026: From $241
    15

    Thu

  • MSY–MDW, 10/16/2026: From $241
    16

    Fri

  • MSY–MDW, 10/17/2026: From $202
    17

    Sat

  • MSY–MDW, 10/18/2026: From $251
    18

    Sun

  • MSY–MDW, 10/19/2026: From $241
    19

    Mon

  • MSY–MDW, 10/20/2026: From $202
    20

    Tue

  • MSY–MDW, 10/21/2026: From $202
    21

    Wed

  • MSY–MDW, 10/22/2026: From $241
    22

    Thu

  • MSY–MDW, 10/23/2026: From $202
    23

    Fri

  • MSY–MDW, 10/24/2026: From $202
    24

    Sat

  • MSY–MDW: cmp-view-offers-disclaimer. Find Offers
    25

    Sun

  • MSY–MDW, 10/26/2026: From $241
    26

    Mon

  • MSY–MDW, 10/27/2026: From $202
    27

    Tue

  • MSY–MDW, 10/28/2026: From $202
    28

    Wed

  • MSY–MDW, 10/29/2026: From $241
    29

    Thu

  • MSY–MDW, 10/30/2026: From $241
    30

    Fri

  • MSY–MDW, 10/31/2026: From $202
    31

    Sat

  • MSY–MDW, 11/01/2026: From $251
    01

    Sun

    NOV

  • MSY–MDW, 11/02/2026: From $171
    02

    Mon

  • MSY–MDW, 11/03/2026: From $156
    03

    Tue

    • Range$156-$319

    *Fares displayed have been collected within the last 24 hours and may no longer be available at time of booking. Additional fees and charges for optional products and services may apply. Modifying this information may result in a different fare. To find the most updated fare, please visit Southwest.com. Fares listed are Basic, which are subject to additional terms and conditions.

    Flight Details

    Departing from:
    Louis Armstrong International Airport
    Arriving at:
    Chicago Midway International Airport
    Average flight time:
    2 hours 19 minutes
    Distance:
    825 miles

    Route Information

    156† Weekly flights
    • 3‡ Nonstop flights per day Monday through Friday
    • 3‡ Nonstop flights on Saturday
    • 4‡ Nonstop flights on Sunday

    † Weekly flights based on DOT published scheduled average flights Monday through Sunday between 9/1/2025 and 9/30/2025. Note: route may not operate every day of the week.

    ‡ Nonstop flights based on DOT published scheduled average flights Monday through Sunday between 9/1/2025 and 9/30/2025.

    Questions we hear the most

    The average flight time from New Orleans to Chicago (Midway) is 2 hours 19 minutes.
    There are 156 weekly flights from New Orleans to Chicago (Midway) on Southwest Airlines.
    Yes, Southwest flies nonstop from New Orleans to Chicago (Midway) 3 times per day from Monday through Friday.
    Yes, Southwest flies nonstop from New Orleans to Chicago (Midway) 3 times per day on Saturdays and 4 times per day on Sundays.
    To find the lowest fares by day and time to fly New Orleans to Chicago (Midway) with Southwest, check out our Low Fare Calendar.
    You can rent a car at Chicago Midway International Airport book yours with your flight.
    Yes! Flights from New Orleans to Chicago (Midway)—or from here or there to anywhere—can be changed with no change fees. Fare difference may apply.
    Check the status of your upcoming Southwest flight.
    Check out the Southwest Airlines® Help Center for answers about everything Southwest.

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