Southwest® flights from Chicago-Midway to Denver from $110

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Low fares from Chicago-Midway to Denver

$

Chicago-Midway (MDW)to

Denver (DEN)
Depart: 12/15/2026

One-way

Basic

From
$110
Seen: 14 hrs ago

Chicago-Midway (MDW)to

Denver (DEN)
Depart: 12/16/2026

One-way

Basic

From
$110
Seen: 16 hrs ago

Chicago-Midway (MDW)to

Denver (DEN)
Depart: 01/13/2027

One-way

Basic

From
$138
Seen: 15 hrs ago

Chicago-Midway (MDW)to

Denver (DEN)
Depart: 02/10/2027

One-way

Basic

From
$138
Seen: 7 hrs ago

Chicago-Midway (MDW)to

Denver (DEN)
Depart: 02/02/2027

One-way

Basic

From
$138
Seen: 6 hrs ago

Chicago-Midway (MDW)to

Denver (DEN)
Depart: 02/17/2027

One-way

Basic

From
$138
Seen: 30 minutes ago

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Explore flights from Chicago-Midway to Denver

Nov 2026
From$249*
Seen: 2 hrs ago
One Way/Basic
Dec 2026
From$110*
Seen: 14 hrs ago
One Way/Basic
Jan 2027
From$138*
Seen: 6 hrs ago
One Way/Basic
cmp-daily-histogram-bars-legend-min-price-aria-label $138
cmp-daily-histogram-bars-legend-max-price-aria-label $332
Displaying fares for November-2026
  • MDW–DEN, 11/13/2026: From $327
    13

    Fri

    NOV

  • MDW–DEN, 11/14/2026: From $249
    14

    Sat

  • MDW–DEN, 11/15/2026: From $322
    15

    Sun

  • MDW–DEN, 11/16/2026: From $327
    16

    Mon

  • MDW–DEN, 11/17/2026: From $274
    17

    Tue

  • MDW–DEN, 11/18/2026: From $249
    18

    Wed

  • MDW–DEN, 11/19/2026: From $327
    19

    Thu

  • MDW–DEN, 11/20/2026: From $327
    20

    Fri

  • MDW–DEN, 11/21/2026: From $279
    21

    Sat

  • MDW–DEN, 11/22/2026: From $327
    22

    Sun

  • MDW–DEN, 11/23/2026: From $327
    23

    Mon

  • MDW–DEN, 11/24/2026: From $279
    24

    Tue

  • MDW–DEN, 11/25/2026: From $249
    25

    Wed

  • MDW–DEN, 11/26/2026: From $327
    26

    Thu

  • MDW–DEN, 11/27/2026: From $249
    27

    Fri

  • MDW–DEN, 11/28/2026: From $274
    28

    Sat

  • MDW–DEN, 11/29/2026: From $332
    29

    Sun

  • MDW–DEN, 11/30/2026: From $279
    30

    Mon

  • MDW–DEN, 12/01/2026: From $249
    01

    Tue

    DEC

  • MDW–DEN, 12/02/2026: From $249
    02

    Wed

  • MDW–DEN, 12/03/2026: From $249
    03

    Thu

  • MDW–DEN, 12/04/2026: From $178
    04

    Fri

  • MDW–DEN, 12/05/2026: From $158
    05

    Sat

  • MDW–DEN, 12/06/2026: From $208
    06

    Sun

  • MDW–DEN, 12/07/2026: From $158
    07

    Mon

  • MDW–DEN, 12/08/2026: From $138
    08

    Tue

  • MDW–DEN, 12/09/2026: From $138
    09

    Wed

  • MDW–DEN, 12/10/2026: From $158
    10

    Thu

  • MDW–DEN, 12/11/2026: From $178
    11

    Fri

  • MDW–DEN, 12/12/2026: From $158
    12

    Sat

    • Range$138-$332

    *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:
    Denver International Airport
    Average flight time:
    2 hours 38 minutes
    Distance:
    895 miles

    Questions we hear the most

    The average flight time from Chicago (Midway) to Denver is 2 hours 38 minutes.
    There are 156 weekly flights from Chicago (Midway) to Denver on Southwest Airlines.
    Yes, Southwest flies nonstop from Chicago (Midway) to Denver 6 times per day from Monday through Friday.
    Yes, Southwest flies nonstop from Chicago (Midway) to Denver 5 times per day on Saturdays and 7 times per day on Sundays.
    To find the lowest fares by day and time to fly Chicago (Midway) to Denver with Southwest, check out our Low Fare Calendar.
    You can rent a car at Denver International Airport book yours with your flight.
    Yes! Flights from Chicago (Midway) to Denver—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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