Southwest® flights from New Orleans to Chicago-Midway from $93

Promo Code

Low fares from New Orleans to Chicago-Midway

$

New Orleans (MSY)to

Chicago-Midway (MDW)
Depart: 12/01/2026

One-way

Basic

From
$93
Seen: 1 hour ago

New Orleans (MSY)to

Chicago-Midway (MDW)
Depart: 12/05/2026

One-way

Basic

From
$98
Seen: 2 hrs ago

New Orleans (MSY)to

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

One-way

Basic

From
$99
Seen: 16 hrs ago

New Orleans (MSY)to

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

One-way

Basic

From
$99
Seen: 12 hrs ago

New Orleans (MSY)to

Chicago-Midway (MDW)
Depart: 01/05/2027

One-way

Basic

From
$99
Seen: 3 hrs ago

New Orleans (MSY)to

Chicago-Midway (MDW)
Depart: 01/07/2027

One-way

Basic

From
$99
Seen: 37 minutes ago

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Explore flights from New Orleans to Chicago-Midway

Oct 2026
From$212*
Seen: 20 hrs ago
One Way/Basic
Nov 2026
From$99*
Seen: 14 hrs ago
One Way/Basic
Dec 2026
From$93*
Seen: 1 hour ago
One Way/Basic
cmp-daily-histogram-bars-legend-min-price-aria-label $99
cmp-daily-histogram-bars-legend-max-price-aria-label $336
Displaying fares for October-2026
  • MSY–MDW, 10/23/2026: From $251
    23

    Fri

    OCT

  • MSY–MDW, 10/24/2026: From $212
    24

    Sat

  • MSY–MDW, 10/25/2026: From $275
    25

    Sun

  • MSY–MDW, 10/26/2026: From $251
    26

    Mon

  • MSY–MDW, 10/27/2026: From $212
    27

    Tue

  • MSY–MDW, 10/28/2026: From $212
    28

    Wed

  • MSY–MDW, 10/29/2026: From $251
    29

    Thu

  • MSY–MDW, 10/30/2026: From $251
    30

    Fri

  • MSY–MDW, 10/31/2026: From $212
    31

    Sat

  • MSY–MDW, 11/01/2026: From $261
    01

    Sun

    NOV

  • MSY–MDW, 11/02/2026: From $261
    02

    Mon

  • MSY–MDW, 11/03/2026: From $212
    03

    Tue

  • MSY–MDW: cmp-view-offers-disclaimer. Find Offers
    04

    Wed

  • MSY–MDW, 11/05/2026: From $251
    05

    Thu

  • MSY–MDW, 11/06/2026: From $251
    06

    Fri

  • MSY–MDW: cmp-view-offers-disclaimer. Find Offers
    07

    Sat

  • MSY–MDW: cmp-view-offers-disclaimer. Find Offers
    08

    Sun

  • MSY–MDW: cmp-view-offers-disclaimer. Find Offers
    09

    Mon

  • MSY–MDW, 11/10/2026: From $109
    10

    Tue

  • MSY–MDW, 11/11/2026: From $99
    11

    Wed

  • MSY–MDW, 11/12/2026: From $100
    12

    Thu

  • MSY–MDW, 11/13/2026: From $126
    13

    Fri

  • MSY–MDW, 11/14/2026: From $99
    14

    Sat

  • MSY–MDW, 11/15/2026: From $336
    15

    Sun

  • MSY–MDW, 11/16/2026: From $291
    16

    Mon

  • MSY–MDW, 11/17/2026: From $99
    17

    Tue

  • MSY–MDW, 11/18/2026: From $99
    18

    Wed

  • MSY–MDW, 11/19/2026: From $261
    19

    Thu

  • MSY–MDW, 11/20/2026: From $251
    20

    Fri

  • MSY–MDW, 11/21/2026: From $251
    21

    Sat

  • MSY–MDW, 11/22/2026: From $260
    22

    Sun

    • Range$99-$336

    *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

    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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