Southwest® flights from Chicago-Midway to New Orleans from $161

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Low fares from Chicago-Midway to New Orleans

$

Chicago-Midway (MDW)to

New Orleans (MSY)
Depart: 01/20/2027

One-way

Basic

From
$161
Seen: 9 hrs ago

Chicago-Midway (MDW)to

New Orleans (MSY)
Depart: 01/30/2027

One-way

Basic

From
$161
Seen: 9 hrs ago

Chicago-Midway (MDW)to

New Orleans (MSY)
Depart: 02/09/2027

One-way

Basic

From
$161
Seen: 9 hrs ago

Chicago-Midway (MDW)to

New Orleans (MSY)
Depart: 01/13/2027

One-way

Basic

From
$161
Seen: 4 hrs ago

Chicago-Midway (MDW)to

New Orleans (MSY)
Depart: 12/19/2026

One-way

Basic

From
$161
Seen: 4 hrs ago

Chicago-Midway (MDW)to

New Orleans (MSY)
Depart: 12/15/2026

One-way

Basic

From
$161
Seen: 1 hour ago
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Explore flights from Chicago-Midway to New Orleans

cmp-daily-histogram-bars-legend-min-price-aria-label $172
cmp-daily-histogram-bars-legend-max-price-aria-label $290
Displaying fares for November-2026
  • MDW–MSY, 11/11/2026: From $217
    11

    Wed

    NOV

  • MDW–MSY, 11/12/2026: From $290
    12

    Thu

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

    Fri

  • MDW–MSY, 11/14/2026: From $217
    14

    Sat

  • MDW–MSY, 11/15/2026: From $256
    15

    Sun

  • MDW–MSY, 11/16/2026: From $256
    16

    Mon

  • MDW–MSY: cmp-view-offers-disclaimer. Find Offers
    17

    Tue

  • MDW–MSY, 11/18/2026: From $227
    18

    Wed

  • MDW–MSY, 11/19/2026: From $266
    19

    Thu

  • MDW–MSY, 11/20/2026: From $266
    20

    Fri

  • MDW–MSY, 11/21/2026: From $217
    21

    Sat

  • MDW–MSY, 11/22/2026: From $256
    22

    Sun

  • MDW–MSY, 11/23/2026: From $256
    23

    Mon

  • MDW–MSY, 11/24/2026: From $227
    24

    Tue

  • MDW–MSY, 11/25/2026: From $217
    25

    Wed

  • MDW–MSY, 11/26/2026: From $256
    26

    Thu

  • MDW–MSY, 11/27/2026: From $256
    27

    Fri

  • MDW–MSY, 11/28/2026: From $217
    28

    Sat

  • MDW–MSY: cmp-view-offers-disclaimer. Find Offers
    29

    Sun

  • MDW–MSY, 11/30/2026: From $256
    30

    Mon

  • MDW–MSY, 12/01/2026: From $177
    01

    Tue

    DEC

  • MDW–MSY, 12/02/2026: From $172
    02

    Wed

  • MDW–MSY, 12/03/2026: From $266
    03

    Thu

  • MDW–MSY, 12/04/2026: From $222
    04

    Fri

  • MDW–MSY, 12/05/2026: From $172
    05

    Sat

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

    Sun

  • MDW–MSY, 12/07/2026: From $197
    07

    Mon

  • MDW–MSY, 12/08/2026: From $177
    08

    Tue

  • MDW–MSY, 12/09/2026: From $177
    09

    Wed

  • MDW–MSY, 12/10/2026: From $227
    10

    Thu

  • Range$172-$290

    Flight Details

    Departing from:
    Chicago Midway International Airport
    Arriving at:
    Louis Armstrong International Airport
    Average flight time:
    2 hours 14 minutes
    Distance:
    825 miles

    Explore New Orleans

    The bayou is calling. The rich culture and deep history of New Orleans awaits you when you deplane at Louis Armstrong New Orleans International Airport. Let the local lore and legends of Crescent City cast their spell upon you—book a car, call a ride share, or hop on the public transit system and see which wonders will draw you to them.

    If you find yourself in town for it, Mardi Gras is a rager to end all ragers. This citywide party stretches on right up until Ash Wednesday. Catch some beads, take in a parade, and have a drink! New Orleans is known for live music. The saints will always be marching in, whether you’re enjoying some Dixieland ditties out in the street, jazz or blues in a smoky night club, zydeco at a pop-up party, or a big-stadium pop music show. And Nawlins’ food is just as eclectic as its music: gumbo, red beans and rice, jambalaya, muffaletta, po-boys, beignets—the menu goes on and on. Add in some cocktails, and you might never find your way home from the Big Easy.

    Questions we hear the most

    The average flight time from Chicago (Midway) to New Orleans is 2 hours 14 minutes.
    There are 156 weekly flights from Chicago (Midway) to New Orleans on Southwest Airlines.
    Yes, Southwest flies nonstop from Chicago (Midway) to New Orleans 3 times per day from Monday through Friday.
    Yes, Southwest flies nonstop from Chicago (Midway) to New Orleans 3 times per day on Saturdays and 4 times per day on Sundays.
    To find the lowest fares by day and time to fly Chicago (Midway) to New Orleans with Southwest, check out our Low Fare Calendar.
    You can rent a car at Louis Armstrong International Airport book yours with your flight.
    Yes! Flights from Chicago (Midway) to New Orleans—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.

    Popular Flights from Chicago-Midway