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

Promo Code

Low fares from Chicago (Midway) to Denver

$

Chicago (Midway) (MDW)to

Denver (DEN)
Depart: 09/15/2026

One-way

Basic

From
$107
Seen: 23 hrs ago

Chicago (Midway) (MDW)to

Denver (DEN)
Depart: 10/14/2026

One-way

Basic

From
$107
Seen: 22 hrs ago

Chicago (Midway) (MDW)to

Denver (DEN)
Depart: 10/03/2026

One-way

Basic

From
$107
Seen: 15 hrs ago

Chicago (Midway) (MDW)to

Denver (DEN)
Depart: 10/07/2026

One-way

Basic

From
$107
Seen: 18 hrs ago

Chicago (Midway) (MDW)to

Denver (DEN)
Depart: 10/27/2026

One-way

Basic

From
$107
Seen: 18 hrs ago

Chicago (Midway) (MDW)to

Denver (DEN)
Depart: 10/31/2026

One-way

Basic

From
$107
Seen: 10 hrs ago

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Check out the Low Fare Calendar to find a fare that works for you. Just choose the month you want to depart and return, and we’ll show you the best fares available.

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Explore flights from Chicago (Midway) to Denver

Aug 2026
From$219*
Seen: 4 hrs ago
One Way/Basic
Sep 2026
From$107*
Seen: 12 hrs ago
One Way/Basic
Oct 2026
From$107*
Seen: 10 hrs ago
One Way/Basic
cmp-daily-histogram-bars-legend-min-price-aria-label $107
cmp-daily-histogram-bars-legend-max-price-aria-label $277
Displaying fares for August-2026
  • MDW–DEN, 08/24/2026: From $277
    24

    Mon

    AUG

  • MDW–DEN, 08/25/2026: From $219
    25

    Tue

  • MDW–DEN, 08/26/2026: From $219
    26

    Wed

  • MDW–DEN, 08/27/2026: From $277
    27

    Thu

  • MDW–DEN, 08/28/2026: From $277
    28

    Fri

  • MDW–DEN, 08/29/2026: From $219
    29

    Sat

  • MDW–DEN, 08/30/2026: From $277
    30

    Sun

  • MDW–DEN: cmp-view-offers-disclaimer. Find Offers
    31

    Mon

  • MDW–DEN, 09/01/2026: From $219
    01

    Tue

    SEP

  • MDW–DEN, 09/02/2026: From $219
    02

    Wed

  • MDW–DEN, 09/03/2026: From $277
    03

    Thu

  • MDW–DEN, 09/04/2026: From $277
    04

    Fri

  • MDW–DEN, 09/05/2026: From $166
    05

    Sat

  • MDW–DEN, 09/06/2026: From $166
    06

    Sun

  • MDW–DEN: cmp-view-offers-disclaimer. Find Offers
    07

    Mon

  • MDW–DEN, 09/08/2026: From $209
    08

    Tue

  • MDW–DEN, 09/09/2026: From $166
    09

    Wed

  • MDW–DEN, 09/10/2026: From $166
    10

    Thu

  • MDW–DEN, 09/11/2026: From $166
    11

    Fri

  • MDW–DEN, 09/12/2026: From $166
    12

    Sat

  • MDW–DEN, 09/13/2026: From $168
    13

    Sun

  • MDW–DEN, 09/14/2026: From $147
    14

    Mon

  • MDW–DEN, 09/15/2026: From $107
    15

    Tue

  • MDW–DEN, 09/16/2026: From $107
    16

    Wed

  • MDW–DEN, 09/17/2026: From $178
    17

    Thu

  • MDW–DEN, 09/18/2026: From $119
    18

    Fri

  • MDW–DEN, 09/19/2026: From $107
    19

    Sat

  • MDW–DEN, 09/20/2026: From $195
    20

    Sun

  • MDW–DEN, 09/21/2026: From $168
    21

    Mon

  • MDW–DEN, 09/22/2026: From $107
    22

    Tue

  • MDW–DEN, 09/23/2026: From $107
    23

    Wed

    • Range$107-$277

    *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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