Southwest® flights from Chicago (Midway) to Denver from $107

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Low fares from Chicago (Midway) to Denver

$

Chicago (Midway) (MDW)to

Denver (DEN)
Depart: 09/11/2026

One-way

Basic

From
$107
Seen: 21 hrs ago

Chicago (Midway) (MDW)to

Denver (DEN)
Depart: 09/05/2026

One-way

Basic

From
$107
Seen: 3 hrs ago

Chicago (Midway) (MDW)to

Denver (DEN)
Depart: 09/06/2026

One-way

Basic

From
$117
Seen: 15 minutes ago

Chicago (Midway) (MDW)to

Denver (DEN)
Depart: 09/29/2026

One-way

Basic

From
$119
Seen: 23 hrs ago

Chicago (Midway) (MDW)to

Denver (DEN)
Depart: 09/02/2026

One-way

Basic

From
$119
Seen: 23 hrs ago

Chicago (Midway) (MDW)to

Denver (DEN)
Depart: 08/31/2026

One-way

Basic

From
$119
Seen: 22 hrs ago

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Explore flights from Chicago (Midway) to Denver

Aug 2026
From$119*
Seen: 22 hrs ago
One Way/Basic
Sep 2026
From$107*
Seen: 21 hrs ago
One Way/Basic
Oct 2026
From$119*
Seen: 9 hrs ago
One Way/Basic
cmp-daily-histogram-bars-legend-min-price-aria-label $119
cmp-daily-histogram-bars-legend-max-price-aria-label $326
Displaying fares for August-2026
  • MDW–DEN, 08/04/2026: From $239
    04

    Tue

    AUG

  • MDW–DEN, 08/05/2026: From $229
    05

    Wed

  • MDW–DEN, 08/06/2026: From $277
    06

    Thu

  • MDW–DEN, 08/07/2026: From $277
    07

    Fri

  • MDW–DEN, 08/08/2026: From $229
    08

    Sat

  • MDW–DEN, 08/09/2026: From $277
    09

    Sun

  • MDW–DEN, 08/10/2026: From $326
    10

    Mon

  • MDW–DEN, 08/11/2026: From $229
    11

    Tue

  • MDW–DEN, 08/12/2026: From $229
    12

    Wed

  • MDW–DEN, 08/13/2026: From $277
    13

    Thu

  • MDW–DEN, 08/14/2026: From $277
    14

    Fri

  • MDW–DEN, 08/15/2026: From $229
    15

    Sat

  • MDW–DEN, 08/16/2026: From $277
    16

    Sun

  • MDW–DEN, 08/17/2026: From $277
    17

    Mon

  • MDW–DEN, 08/18/2026: From $209
    18

    Tue

  • MDW–DEN, 08/19/2026: From $209
    19

    Wed

  • MDW–DEN, 08/20/2026: From $209
    20

    Thu

  • MDW–DEN: cmp-view-offers-disclaimer. Find Offers
    21

    Fri

  • MDW–DEN, 08/22/2026: From $209
    22

    Sat

  • MDW–DEN, 08/23/2026: From $209
    23

    Sun

  • MDW–DEN, 08/24/2026: From $119
    24

    Mon

  • MDW–DEN, 08/25/2026: From $119
    25

    Tue

  • MDW–DEN, 08/26/2026: From $119
    26

    Wed

  • MDW–DEN: cmp-view-offers-disclaimer. Find Offers
    27

    Thu

  • MDW–DEN, 08/28/2026: From $129
    28

    Fri

  • MDW–DEN, 08/29/2026: From $119
    29

    Sat

  • MDW–DEN: cmp-view-offers-disclaimer. Find Offers
    30

    Sun

  • MDW–DEN, 08/31/2026: From $119
    31

    Mon

  • MDW–DEN: cmp-view-offers-disclaimer. Find Offers
    01

    Tue

    SEP

  • MDW–DEN, 09/02/2026: From $119
    02

    Wed

  • MDW–DEN, 09/03/2026: From $129
    03

    Thu

    • Range$119-$326

    *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

    Route Information

    156† Weekly flights
    • 6‡ Nonstop flights per day Monday through Friday
    • 5‡ Nonstop flights on Saturday
    • 7‡ 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 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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