Southwest® flights from Minneapolis/St. Paul to Chicago-Midway from $59

Promo Code

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

$

Minneapolis/St. Paul (MSP)to

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

One-way

Basic

From
$59
Seen: 19 hrs ago

Minneapolis/St. Paul (MSP)to

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

One-way

Basic

From
$59
Seen: 20 hrs ago

Minneapolis/St. Paul (MSP)to

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

One-way

Basic

From
$59
Seen: 13 hrs ago

Minneapolis/St. Paul (MSP)to

Chicago-Midway (MDW)
Depart: 11/02/2026

One-way

Basic

From
$59
Seen: 16 hrs ago

Minneapolis/St. Paul (MSP)to

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

One-way

Choice

From
$94
Seen: 19 hrs ago

Minneapolis/St. Paul (MSP)to

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

One-way

Choice

From
$94
Seen: 20 hrs ago

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

Sep 2026
From$247*
Seen: 5 hrs ago
One Way/Basic
Oct 2026
From$130*
Seen: 10 hrs ago
One Way/Basic
Nov 2026
From$59*
Seen: 16 hrs ago
One Way/Basic
cmp-daily-histogram-bars-legend-min-price-aria-label $130
cmp-daily-histogram-bars-legend-max-price-aria-label $269
Displaying fares for September-2026
  • MSP–MDW, 09/12/2026: From $253
    12

    Sat

    SEP

  • MSP–MDW, 09/13/2026: From $269
    13

    Sun

  • MSP–MDW, 09/14/2026: From $269
    14

    Mon

  • MSP–MDW, 09/15/2026: From $253
    15

    Tue

  • MSP–MDW, 09/16/2026: From $253
    16

    Wed

  • MSP–MDW, 09/17/2026: From $269
    17

    Thu

  • MSP–MDW, 09/18/2026: From $269
    18

    Fri

  • MSP–MDW, 09/19/2026: From $253
    19

    Sat

  • MSP–MDW, 09/20/2026: From $269
    20

    Sun

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

    Mon

  • MSP–MDW, 09/22/2026: From $253
    22

    Tue

  • MSP–MDW, 09/23/2026: From $253
    23

    Wed

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

    Thu

  • MSP–MDW, 09/25/2026: From $247
    25

    Fri

  • MSP–MDW, 09/26/2026: From $247
    26

    Sat

  • MSP–MDW, 09/27/2026: From $247
    27

    Sun

  • MSP–MDW, 09/28/2026: From $247
    28

    Mon

  • MSP–MDW, 09/29/2026: From $247
    29

    Tue

  • MSP–MDW, 09/30/2026: From $247
    30

    Wed

  • MSP–MDW, 10/01/2026: From $247
    01

    Thu

    OCT

  • MSP–MDW, 10/02/2026: From $130
    02

    Fri

  • MSP–MDW, 10/03/2026: From $130
    03

    Sat

  • MSP–MDW, 10/04/2026: From $196
    04

    Sun

  • MSP–MDW, 10/05/2026: From $130
    05

    Mon

  • MSP–MDW, 10/06/2026: From $130
    06

    Tue

  • MSP–MDW, 10/07/2026: From $130
    07

    Wed

  • MSP–MDW, 10/08/2026: From $130
    08

    Thu

  • MSP–MDW, 10/09/2026: From $169
    09

    Fri

  • MSP–MDW, 10/10/2026: From $184
    10

    Sat

  • MSP–MDW, 10/11/2026: From $183
    11

    Sun

    • Range$130-$269

    *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

    Route Information

    103† Weekly flights
    • 5‡ Nonstop flights per day Monday through Friday
    • 4‡ Nonstop flights on Saturday
    • 6‡ 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 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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