Southwest® flights from Chicago-Midway to Detroit from $99

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Low fares from Chicago-Midway to Detroit

$

Chicago-Midway (MDW)to

Detroit (DTW)
Depart: 11/12/2026

One-way

Basic

From
$99
Seen: 17 hrs ago

Chicago-Midway (MDW)to

Detroit (DTW)
Depart: 10/08/2026

One-way

Basic

From
$99
Seen: 11 hrs ago

Chicago-Midway (MDW)to

Detroit (DTW)
Depart: 12/08/2026

One-way

Basic

From
$99
Seen: 5 hrs ago

Chicago-Midway (MDW)to

Detroit (DTW)
Depart: 10/20/2026

One-way

Basic

From
$99
Seen: 7 hrs ago

Chicago-Midway (MDW)to

Detroit (DTW)
Depart: 12/17/2026

One-way

Basic

From
$99
Seen: 23 hrs ago

Chicago-Midway (MDW)to

Detroit (DTW)
Depart: 11/19/2026

One-way

Basic

From
$99
Seen: 23 hrs ago

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Explore flights from Chicago-Midway to Detroit

Sep 2026
From$229*
Seen: 22 hrs ago
One Way/Basic
Oct 2026
From$99*
Seen: 19 hrs ago
One Way/Basic
Nov 2026
From$99*
Seen: 19 hrs ago
One Way/Basic
cmp-daily-histogram-bars-legend-min-price-aria-label $99
cmp-daily-histogram-bars-legend-max-price-aria-label $272
Displaying fares for September-2026
  • MDW–DTW: cmp-view-offers-disclaimer. Find Offers
    11

    Fri

    SEP

  • MDW–DTW, 09/12/2026: From $239
    12

    Sat

  • MDW–DTW, 09/13/2026: From $257
    13

    Sun

  • MDW–DTW, 09/14/2026: From $256
    14

    Mon

  • MDW–DTW, 09/15/2026: From $229
    15

    Tue

  • MDW–DTW, 09/16/2026: From $229
    16

    Wed

  • MDW–DTW, 09/17/2026: From $256
    17

    Thu

  • MDW–DTW: cmp-view-offers-disclaimer. Find Offers
    18

    Fri

  • MDW–DTW: cmp-view-offers-disclaimer. Find Offers
    19

    Sat

  • MDW–DTW, 09/20/2026: From $256
    20

    Sun

  • MDW–DTW, 09/21/2026: From $246
    21

    Mon

  • MDW–DTW, 09/22/2026: From $239
    22

    Tue

  • MDW–DTW, 09/23/2026: From $229
    23

    Wed

  • MDW–DTW, 09/24/2026: From $256
    24

    Thu

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

    Fri

  • MDW–DTW, 09/26/2026: From $229
    26

    Sat

  • MDW–DTW, 09/27/2026: From $272
    27

    Sun

  • MDW–DTW, 09/28/2026: From $237
    28

    Mon

  • MDW–DTW, 09/29/2026: From $229
    29

    Tue

  • MDW–DTW, 09/30/2026: From $229
    30

    Wed

  • MDW–DTW, 10/01/2026: From $99
    01

    Thu

    OCT

  • MDW–DTW: cmp-view-offers-disclaimer. Find Offers
    02

    Fri

  • MDW–DTW, 10/03/2026: From $99
    03

    Sat

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

    Sun

  • MDW–DTW, 10/05/2026: From $143
    05

    Mon

  • MDW–DTW, 10/06/2026: From $143
    06

    Tue

  • MDW–DTW, 10/07/2026: From $99
    07

    Wed

  • MDW–DTW, 10/08/2026: From $99
    08

    Thu

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

    Fri

  • MDW–DTW: cmp-view-offers-disclaimer. Find Offers
    10

    Sat

    • Range$99-$272

    *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:
    Chicago Midway International Airport
    Arriving at:
    Wayne County Airport
    Average flight time:
    1 hour 6 minutes
    Distance:
    228 miles

    Route Information

    68† Weekly flights
    • 3‡ Nonstop flights per day Monday through Friday
    • 3‡ Nonstop flights on Saturday
    • 3‡ 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 Chicago (Midway) to Detroit is 1 hour 6 minutes.
    There are 68 weekly flights from Chicago (Midway) to Detroit on Southwest Airlines.
    Yes, Southwest flies nonstop from Chicago (Midway) to Detroit 3 times per day from Monday through Friday.
    Yes, Southwest flies nonstop from Chicago (Midway) to Detroit 3 times per day on Saturdays and Sundays.
    To find the lowest fares by day and time to fly Chicago (Midway) to Detroit with Southwest, check out our Low Fare Calendar.
    You can rent a car at Wayne County Airport book yours with your flight.
    Yes! Flights from Chicago (Midway) to Detroit—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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