Southwest® flights from Minneapolis/St. Paul to Chicago-Midway from $72

Promo Code

Low fares from Minneapolis/St. Paul to Chicago-Midway

$

Minneapolis/St. Paul (MSP)to

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

One-way

Basic

From
$72
Seen: 18 hrs ago

Minneapolis/St. Paul (MSP)to

Chicago-Midway (MDW)
Depart: 12/22/2026

One-way

Basic

From
$72
Seen: 20 hrs ago

Minneapolis/St. Paul (MSP)to

Chicago-Midway (MDW)
Depart: 11/16/2026

One-way

Basic

From
$72
Seen: 20 hrs ago

Minneapolis/St. Paul (MSP)to

Chicago-Midway (MDW)
Depart: 12/24/2026

One-way

Basic

From
$72
Seen: 20 hrs ago

Minneapolis/St. Paul (MSP)to

Chicago-Midway (MDW)
Depart: 01/04/2027

One-way

Basic

From
$72
Seen: 8 hrs ago

Minneapolis/St. Paul (MSP)to

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

One-way

Basic

From
$72
Seen: 13 hrs ago

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Explore flights from Minneapolis/St. Paul to Chicago-Midway

Oct 2026
From$273*
Seen: 22 hrs ago
One Way/Basic
Nov 2026
From$72*
Seen: 15 hrs ago
One Way/Basic
Dec 2026
From$72*
Seen: 3 hrs ago
One Way/Basic
cmp-daily-histogram-bars-legend-min-price-aria-label $72
cmp-daily-histogram-bars-legend-max-price-aria-label $289
Displaying fares for October-2026
  • MSP–MDW: cmp-view-offers-disclaimer. Find Offers
    22

    Thu

    OCT

  • MSP–MDW, 10/23/2026: From $289
    23

    Fri

  • MSP–MDW: cmp-view-offers-disclaimer. Find Offers
    24

    Sat

  • MSP–MDW, 10/25/2026: From $289
    25

    Sun

  • MSP–MDW, 10/26/2026: From $289
    26

    Mon

  • MSP–MDW, 10/27/2026: From $273
    27

    Tue

  • MSP–MDW, 10/28/2026: From $273
    28

    Wed

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

    Thu

  • MSP–MDW, 10/30/2026: From $289
    30

    Fri

  • MSP–MDW, 10/31/2026: From $273
    31

    Sat

  • MSP–MDW: cmp-view-offers-disclaimer. Find Offers
    01

    Sun

    NOV

  • MSP–MDW, 11/02/2026: From $289
    02

    Mon

  • MSP–MDW, 11/03/2026: From $273
    03

    Tue

  • MSP–MDW, 11/04/2026: From $273
    04

    Wed

  • MSP–MDW: cmp-view-offers-disclaimer. Find Offers
    05

    Thu

  • MSP–MDW, 11/06/2026: From $257
    06

    Fri

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

    Sat

  • MSP–MDW, 11/08/2026: From $257
    08

    Sun

  • MSP–MDW, 11/09/2026: From $72
    09

    Mon

  • MSP–MDW: cmp-view-offers-disclaimer. Find Offers
    10

    Tue

  • MSP–MDW, 11/11/2026: From $72
    11

    Wed

  • MSP–MDW, 11/12/2026: From $72
    12

    Thu

  • MSP–MDW, 11/13/2026: From $72
    13

    Fri

  • MSP–MDW, 11/14/2026: From $72
    14

    Sat

  • MSP–MDW, 11/15/2026: From $72
    15

    Sun

  • MSP–MDW, 11/16/2026: From $72
    16

    Mon

  • MSP–MDW, 11/17/2026: From $104
    17

    Tue

  • MSP–MDW, 11/18/2026: From $72
    18

    Wed

  • MSP–MDW, 11/19/2026: From $104
    19

    Thu

  • MSP–MDW: cmp-view-offers-disclaimer. Find Offers
    20

    Fri

  • MSP–MDW, 11/21/2026: From $72
    21

    Sat

    • Range$72-$289

    *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:
    Minneapolis-St Paul International Airport
    Arriving at:
    Chicago Midway International Airport
    Average flight time:
    1 hour 30 minutes
    Distance:
    349 miles

    Questions we hear the most

    The average flight time from Minneapolis/St. Paul to Chicago (Midway) is 1 hour 30 minutes.
    There are 103 weekly flights from Minneapolis/St. Paul to Chicago (Midway) on Southwest Airlines.
    Yes, Southwest flies nonstop from Minneapolis/St. Paul to Chicago (Midway) 5 times per day from Monday through Friday.
    Yes, Southwest flies nonstop from Minneapolis/St. Paul to Chicago (Midway) 4 times per day on Saturdays and 6 times per day on Sundays.
    To find the lowest fares by day and time to fly Minneapolis/St. Paul 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 Minneapolis/St. Paul 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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