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: 01/05/2027

One-way

Basic

From
$59
Seen: 6 hrs ago

Minneapolis/St. Paul (MSP)to

Chicago-Midway (MDW)
Depart: 12/16/2026

One-way

Basic

From
$59
Seen: 5 hrs ago

Minneapolis/St. Paul (MSP)to

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

One-way

Basic

From
$59
Seen: 54 minutes ago

Minneapolis/St. Paul (MSP)to

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

One-way

Basic

From
$59
Seen: 1 hour ago

Minneapolis/St. Paul (MSP)to

Chicago-Midway (MDW)
Depart: 01/12/2027

One-way

Basic

From
$59
Seen: 22 hrs ago

Minneapolis/St. Paul (MSP)to

Chicago-Midway (MDW)
Depart: 12/09/2026

One-way

Basic

From
$59
Seen: 18 hrs ago

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

Nov 2026
From$262*
Seen: 18 hrs ago
One Way/Basic
Dec 2026
From$59*
Seen: 18 hrs ago
One Way/Basic
Jan 2027
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 $304
Displaying fares for November-2026
  • MSP–MDW, 11/11/2026: From $278
    11

    Wed

    NOV

  • MSP–MDW, 11/12/2026: From $294
    12

    Thu

  • MSP–MDW, 11/13/2026: From $294
    13

    Fri

  • MSP–MDW, 11/14/2026: From $278
    14

    Sat

  • MSP–MDW, 11/15/2026: From $294
    15

    Sun

  • MSP–MDW, 11/16/2026: From $294
    16

    Mon

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

    Tue

  • MSP–MDW, 11/18/2026: From $278
    18

    Wed

  • MSP–MDW, 11/19/2026: From $294
    19

    Thu

  • MSP–MDW, 11/20/2026: From $304
    20

    Fri

  • MSP–MDW, 11/21/2026: From $278
    21

    Sat

  • MSP–MDW, 11/22/2026: From $294
    22

    Sun

  • MSP–MDW, 11/23/2026: From $294
    23

    Mon

  • MSP–MDW, 11/24/2026: From $278
    24

    Tue

  • MSP–MDW, 11/25/2026: From $262
    25

    Wed

  • MSP–MDW, 11/26/2026: From $262
    26

    Thu

  • MSP–MDW, 11/27/2026: From $262
    27

    Fri

  • MSP–MDW, 11/28/2026: From $278
    28

    Sat

  • MSP–MDW, 11/29/2026: From $282
    29

    Sun

  • MSP–MDW, 11/30/2026: From $282
    30

    Mon

  • MSP–MDW, 12/01/2026: From $262
    01

    Tue

    DEC

  • MSP–MDW, 12/02/2026: From $59
    02

    Wed

  • MSP–MDW, 12/03/2026: From $95
    03

    Thu

  • MSP–MDW, 12/04/2026: From $110
    04

    Fri

  • MSP–MDW, 12/05/2026: From $59
    05

    Sat

  • MSP–MDW, 12/06/2026: From $211
    06

    Sun

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

    Mon

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

    Tue

  • MSP–MDW, 12/09/2026: From $59
    09

    Wed

  • MSP–MDW, 12/10/2026: From $95
    10

    Thu

    • Range$59-$304

    *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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