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

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

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Chicago-Midway (MDW)to

Minneapolis/St. Paul (MSP)
Depart: 02/03/2027

One-way

Basic

From
$59
Seen: 20 hrs ago

Chicago-Midway (MDW)to

Minneapolis/St. Paul (MSP)
Depart: 01/20/2027

One-way

Basic

From
$59
Seen: 17 hrs ago

Chicago-Midway (MDW)to

Minneapolis/St. Paul (MSP)
Depart: 12/29/2026

One-way

Basic

From
$84
Seen: 8 hrs ago

Chicago-Midway (MDW)to

Minneapolis/St. Paul (MSP)
Depart: 01/06/2027

One-way

Basic

From
$84
Seen: 3 hrs ago

Chicago-Midway (MDW)to

Minneapolis/St. Paul (MSP)
Depart: 01/19/2027

One-way

Basic

From
$84
Seen: 10 hrs ago

Chicago-Midway (MDW)to

Minneapolis/St. Paul (MSP)
Depart: 12/30/2026

One-way

Basic

From
$84
Seen: 6 hrs ago
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Explore flights from Chicago-Midway to Minneapolis/St. Paul

cmp-daily-histogram-bars-legend-min-price-aria-label $84
cmp-daily-histogram-bars-legend-max-price-aria-label $299
Displaying fares for November-2026
  • MDW–MSP, 11/14/2026: From $283
    14

    Sat

    NOV

  • MDW–MSP, 11/15/2026: From $299
    15

    Sun

  • MDW–MSP, 11/16/2026: From $299
    16

    Mon

  • MDW–MSP, 11/17/2026: From $283
    17

    Tue

  • MDW–MSP, 11/18/2026: From $283
    18

    Wed

  • MDW–MSP, 11/19/2026: From $299
    19

    Thu

  • MDW–MSP, 11/20/2026: From $299
    20

    Fri

  • MDW–MSP, 11/21/2026: From $283
    21

    Sat

  • MDW–MSP, 11/22/2026: From $299
    22

    Sun

  • MDW–MSP, 11/23/2026: From $299
    23

    Mon

  • MDW–MSP, 11/24/2026: From $283
    24

    Tue

  • MDW–MSP, 11/25/2026: From $283
    25

    Wed

  • MDW–MSP, 11/26/2026: From $299
    26

    Thu

  • MDW–MSP, 11/27/2026: From $267
    27

    Fri

  • MDW–MSP, 11/28/2026: From $283
    28

    Sat

  • MDW–MSP, 11/29/2026: From $287
    29

    Sun

  • MDW–MSP, 11/30/2026: From $287
    30

    Mon

  • MDW–MSP, 12/01/2026: From $267
    01

    Tue

    DEC

  • MDW–MSP, 12/02/2026: From $267
    02

    Wed

  • MDW–MSP, 12/03/2026: From $267
    03

    Thu

  • MDW–MSP, 12/04/2026: From $124
    04

    Fri

  • MDW–MSP, 12/05/2026: From $104
    05

    Sat

  • MDW–MSP, 12/06/2026: From $216
    06

    Sun

  • MDW–MSP, 12/07/2026: From $124
    07

    Mon

  • MDW–MSP, 12/08/2026: From $84
    08

    Tue

  • MDW–MSP, 12/09/2026: From $84
    09

    Wed

  • MDW–MSP, 12/10/2026: From $104
    10

    Thu

  • MDW–MSP, 12/11/2026: From $124
    11

    Fri

  • MDW–MSP, 12/12/2026: From $104
    12

    Sat

  • MDW–MSP, 12/13/2026: From $203
    13

    Sun

  • Range$84-$299

    Flight Details

    Departing from:
    Chicago Midway International Airport
    Arriving at:
    Minneapolis-St Paul International Airport
    Average flight time:
    1 hour 28 minutes
    Distance:
    349 miles

    Explore Minneapolis/St. Paul

    While the Minneapolis/St. Paul area is known as the Twin Cities, both Minneapolis and St. Paul are uniquely enriching destinations with plenty to see and do. Whether the purpose of your trip is business or vacation, you’ll discover a hotbed of culture, art, history, and fun within this major metropolitan area.

    Downtown Minneapolis is just 11 minutes from the airport; the fastest and most cost-effective way to get there is the Metro Transit’s Blue Line. Hop on and settle in for a leisurely ride. Upon your arrival, there are numerous cultural attractions to explore. Catch a show at the legendary Guthrie Theater, known for a variety of performances from classical to experimental theater. Peruse the bookshelves of the Minneapolis Central Library, Hennepin County’s largest library, with almost 2.5 million books, DVDs, music, and government documents. Architecture buffs will love a stroll or bike ride across the Stone Arch Bridge, the only one of its kind to have ever crossed the Mississippi River. Minneapolis is also home to the famous Mall of America, the largest American mall by floor space, with its own theme park and aquarium. Take a 20-minute drive south to Bloomington and experience it for yourself.

    Questions we hear the most

    The average flight time from Chicago (Midway) to Minneapolis/St. Paul is 1 hour 28 minutes.
    There are 64 weekly flights from Chicago (Midway) to Minneapolis/St. Paul on Southwest Airlines.
    Yes, Southwest flies nonstop from Chicago (Midway) to Minneapolis/St. Paul 5 times per day from Monday through Friday.
    Yes, Southwest flies nonstop from Chicago (Midway) to Minneapolis/St. Paul 4 times per day on Saturdays and 6 times per day on Sundays.
    To find the lowest fares by day and time to fly Chicago (Midway) to Minneapolis/St. Paul with Southwest, check out our Low Fare Calendar.
    You can rent a car at Minneapolis-St Paul International Airport book yours with your flight.
    Yes! Flights from Chicago (Midway) to Minneapolis/St. Paul—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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