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: 09/29/2026

One-way

Basic

From
$59
Seen: 17 hrs ago

Minneapolis/St. Paul (MSP)to

Chicago (Midway) (MDW)
Depart: 11/09/2026

One-way

Basic

From
$59
Seen: 17 hrs ago

Minneapolis/St. Paul (MSP)to

Chicago (Midway) (MDW)
Depart: 09/21/2026

One-way

Basic

From
$59
Seen: 13 hrs ago

Minneapolis/St. Paul (MSP)to

Chicago (Midway) (MDW)
Depart: 10/06/2026

One-way

Basic

From
$59
Seen: 11 hrs ago

Minneapolis/St. Paul (MSP)to

Chicago (Midway) (MDW)
Depart: 10/21/2026

One-way

Basic

From
$59
Seen: 7 hrs ago

Minneapolis/St. Paul (MSP)to

Chicago (Midway) (MDW)
Depart: 10/26/2026

One-way

Basic

From
$59
Seen: 2 hrs ago

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Explore flights from Minneapolis/St. Paul to Chicago (Midway)

Aug 2026
From$233*
Seen: 4 hrs ago
One Way/Basic
Sep 2026
From$59*
Seen: 19 hrs ago
One Way/Basic
Oct 2026
From$59*
Seen: 19 hrs ago
One Way/Basic
cmp-daily-histogram-bars-legend-min-price-aria-label $59
cmp-daily-histogram-bars-legend-max-price-aria-label $278
Displaying fares for August-2026
  • MSP–MDW, 08/23/2026: From $249
    23

    Sun

    AUG

  • MSP–MDW, 08/24/2026: From $249
    24

    Mon

  • MSP–MDW, 08/25/2026: From $233
    25

    Tue

  • MSP–MDW, 08/26/2026: From $233
    26

    Wed

  • MSP–MDW, 08/27/2026: From $249
    27

    Thu

  • MSP–MDW, 08/28/2026: From $249
    28

    Fri

  • MSP–MDW, 08/29/2026: From $233
    29

    Sat

  • MSP–MDW, 08/30/2026: From $249
    30

    Sun

  • MSP–MDW, 08/31/2026: From $249
    31

    Mon

  • MSP–MDW, 09/01/2026: From $278
    01

    Tue

    SEP

  • MSP–MDW, 09/02/2026: From $233
    02

    Wed

  • MSP–MDW: cmp-view-offers-disclaimer. Find Offers
    03

    Thu

  • MSP–MDW, 09/04/2026: From $249
    04

    Fri

  • MSP–MDW, 09/05/2026: From $184
    05

    Sat

  • MSP–MDW, 09/06/2026: From $184
    06

    Sun

  • MSP–MDW, 09/07/2026: From $227
    07

    Mon

  • MSP–MDW, 09/08/2026: From $227
    08

    Tue

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

    Wed

  • MSP–MDW, 09/10/2026: From $184
    10

    Thu

  • MSP–MDW, 09/11/2026: From $184
    11

    Fri

  • MSP–MDW: cmp-view-offers-disclaimer. Find Offers
    12

    Sat

  • MSP–MDW, 09/13/2026: From $114
    13

    Sun

  • MSP–MDW: cmp-view-offers-disclaimer. Find Offers
    14

    Mon

  • MSP–MDW, 09/15/2026: From $59
    15

    Tue

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

    Wed

  • MSP–MDW, 09/17/2026: From $149
    17

    Thu

  • MSP–MDW, 09/18/2026: From $114
    18

    Fri

  • MSP–MDW, 09/19/2026: From $109
    19

    Sat

  • MSP–MDW, 09/20/2026: From $114
    20

    Sun

  • MSP–MDW, 09/21/2026: From $59
    21

    Mon

  • MSP–MDW, 09/22/2026: From $59
    22

    Tue

    • Range$59-$278

    *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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