Southwest® flights from New Orleans to Chicago-Midway from $136

Promo Code

Low fares from New Orleans to Chicago-Midway

$

New Orleans (MSY)to

Chicago-Midway (MDW)
Depart: 11/04/2026

One-way

Basic

From
$136
Seen: 15 hrs ago

New Orleans (MSY)to

Chicago-Midway (MDW)
Depart: 10/27/2026

One-way

Basic

From
$136
Seen: 14 hrs ago

New Orleans (MSY)to

Chicago-Midway (MDW)
Depart: 11/14/2026

One-way

Basic

From
$136
Seen: 3 hrs ago

New Orleans (MSY)to

Chicago-Midway (MDW)
Depart: 11/18/2026

One-way

Basic

From
$136
Seen: 13 hrs ago

New Orleans (MSY)to

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

One-way

Basic

From
$136
Seen: 16 hrs ago

New Orleans (MSY)to

Chicago-Midway (MDW)
Depart: 11/17/2026

One-way

Basic

From
$136
Seen: 1 hour ago

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Explore flights from New Orleans to Chicago-Midway

Sep 2026
From$192*
Seen: 7 hrs ago
One Way/Basic
Oct 2026
From$136*
Seen: 14 hrs ago
One Way/Basic
Nov 2026
From$136*
Seen: 7 hrs ago
One Way/Basic
cmp-daily-histogram-bars-legend-min-price-aria-label $146
cmp-daily-histogram-bars-legend-max-price-aria-label $279
Displaying fares for September-2026
  • MSY–MDW, 09/11/2026: From $231
    11

    Fri

    SEP

  • MSY–MDW, 09/12/2026: From $192
    12

    Sat

  • MSY–MDW: cmp-view-offers-disclaimer. Find Offers
    13

    Sun

  • MSY–MDW, 09/14/2026: From $231
    14

    Mon

  • MSY–MDW, 09/15/2026: From $192
    15

    Tue

  • MSY–MDW: cmp-view-offers-disclaimer. Find Offers
    16

    Wed

  • MSY–MDW, 09/17/2026: From $231
    17

    Thu

  • MSY–MDW, 09/18/2026: From $231
    18

    Fri

  • MSY–MDW, 09/19/2026: From $202
    19

    Sat

  • MSY–MDW, 09/20/2026: From $279
    20

    Sun

  • MSY–MDW: cmp-view-offers-disclaimer. Find Offers
    21

    Mon

  • MSY–MDW, 09/22/2026: From $192
    22

    Tue

  • MSY–MDW: cmp-view-offers-disclaimer. Find Offers
    23

    Wed

  • MSY–MDW, 09/24/2026: From $269
    24

    Thu

  • MSY–MDW, 09/25/2026: From $231
    25

    Fri

  • MSY–MDW, 09/26/2026: From $202
    26

    Sat

  • MSY–MDW, 09/27/2026: From $231
    27

    Sun

  • MSY–MDW, 09/28/2026: From $241
    28

    Mon

  • MSY–MDW, 09/29/2026: From $192
    29

    Tue

  • MSY–MDW: cmp-view-offers-disclaimer. Find Offers
    30

    Wed

  • MSY–MDW, 10/01/2026: From $251
    01

    Thu

    OCT

  • MSY–MDW, 10/02/2026: From $161
    02

    Fri

  • MSY–MDW, 10/03/2026: From $151
    03

    Sat

  • MSY–MDW, 10/04/2026: From $231
    04

    Sun

  • MSY–MDW, 10/05/2026: From $198
    05

    Mon

  • MSY–MDW, 10/06/2026: From $151
    06

    Tue

  • MSY–MDW, 10/07/2026: From $151
    07

    Wed

  • MSY–MDW, 10/08/2026: From $151
    08

    Thu

  • MSY–MDW, 10/09/2026: From $161
    09

    Fri

  • MSY–MDW, 10/10/2026: From $146
    10

    Sat

    • Range$146-$279

    *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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