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: 01/07/2027

One-way

Basic

From
$59
Seen: 19 hrs ago

Chicago-Midway (MDW)to

Minneapolis/St. Paul (MSP)
Depart: 12/16/2026

One-way

Basic

From
$59
Seen: 20 hrs ago

Chicago-Midway (MDW)to

Minneapolis/St. Paul (MSP)
Depart: 12/22/2026

One-way

Basic

From
$86
Seen: 12 hrs ago

Chicago-Midway (MDW)to

Minneapolis/St. Paul (MSP)
Depart: 11/21/2026

One-way

Basic

From
$86
Seen: 17 hrs ago

Chicago-Midway (MDW)to

Minneapolis/St. Paul (MSP)
Depart: 12/18/2026

One-way

Basic

From
$86
Seen: 9 hrs ago

Chicago-Midway (MDW)to

Minneapolis/St. Paul (MSP)
Depart: 12/11/2026

One-way

Basic

From
$86
Seen: 19 hrs ago
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Explore flights from Chicago-Midway to Minneapolis/St. Paul

cmp-daily-histogram-bars-legend-min-price-aria-label $135
cmp-daily-histogram-bars-legend-max-price-aria-label $359
Displaying fares for October-2026
  • MDW–MSP, 10/03/2026: From $263
    03

    Sat

    OCT

  • MDW–MSP, 10/04/2026: From $279
    04

    Sun

  • MDW–MSP, 10/05/2026: From $279
    05

    Mon

  • MDW–MSP, 10/06/2026: From $279
    06

    Tue

  • MDW–MSP, 10/07/2026: From $263
    07

    Wed

  • MDW–MSP, 10/08/2026: From $279
    08

    Thu

  • MDW–MSP, 10/09/2026: From $294
    09

    Fri

  • MDW–MSP, 10/10/2026: From $263
    10

    Sat

  • MDW–MSP, 10/11/2026: From $279
    11

    Sun

  • MDW–MSP, 10/12/2026: From $279
    12

    Mon

  • MDW–MSP, 10/13/2026: From $263
    13

    Tue

  • MDW–MSP, 10/14/2026: From $263
    14

    Wed

  • MDW–MSP, 10/15/2026: From $279
    15

    Thu

  • MDW–MSP, 10/16/2026: From $279
    16

    Fri

  • MDW–MSP, 10/17/2026: From $247
    17

    Sat

  • MDW–MSP, 10/18/2026: From $359
    18

    Sun

  • MDW–MSP, 10/19/2026: From $275
    19

    Mon

  • MDW–MSP, 10/20/2026: From $247
    20

    Tue

  • MDW–MSP, 10/21/2026: From $247
    21

    Wed

  • MDW–MSP, 10/22/2026: From $247
    22

    Thu

  • MDW–MSP, 10/23/2026: From $247
    23

    Fri

  • MDW–MSP, 10/24/2026: From $196
    24

    Sat

  • MDW–MSP, 10/25/2026: From $196
    25

    Sun

  • MDW–MSP, 10/26/2026: From $135
    26

    Mon

  • MDW–MSP, 10/27/2026: From $196
    27

    Tue

  • MDW–MSP, 10/28/2026: From $196
    28

    Wed

  • MDW–MSP, 10/29/2026: From $196
    29

    Thu

  • MDW–MSP, 10/30/2026: From $196
    30

    Fri

  • MDW–MSP, 10/31/2026: From $135
    31

    Sat

  • MDW–MSP, 11/01/2026: From $183
    01

    Sun

    NOV

  • MDW–MSP, 11/02/2026: From $135
    02

    Mon

  • Range$135-$359

    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

    Route Information

    64† 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.

    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.

    Popular Flights from Chicago-Midway