Southwest® flights from Chicago-Midway to Des Moines from $119

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Low fares from Chicago-Midway to Des Moines

$

Chicago-Midway (MDW)to

Des Moines (DSM)
Depart: 10/21/2026

One-way

Basic

From
$119
Seen: 28 minutes ago

Chicago-Midway (MDW)to

Des Moines (DSM)
Depart: 11/10/2026

One-way

Basic

From
$119
Seen: 9 hrs ago

Chicago-Midway (MDW)to

Des Moines (DSM)
Depart: 11/14/2026

One-way

Basic

From
$119
Seen: 3 hrs ago

Chicago-Midway (MDW)to

Des Moines (DSM)
Depart: 10/17/2026

One-way

Basic

From
$119
Seen: 22 hrs ago

Chicago-Midway (MDW)to

Des Moines (DSM)
Depart: 11/06/2026

One-way

Basic

From
$129
Seen: 18 hrs ago

Chicago-Midway (MDW)to

Des Moines (DSM)
Depart: 10/16/2026

One-way

Basic

From
$129
Seen: 18 hrs ago

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Explore flights from Chicago-Midway to Des Moines

Sep 2026
From$224*
Seen: 17 hrs ago
One Way/Basic
Oct 2026
From$119*
Seen: 28 minutes ago
One Way/Basic
Nov 2026
From$119*
Seen: 3 hrs ago
One Way/Basic
cmp-daily-histogram-bars-legend-min-price-aria-label $129
cmp-daily-histogram-bars-legend-max-price-aria-label $274
Displaying fares for September-2026
  • MDW–DSM, 09/10/2026: From $274
    10

    Thu

    SEP

  • MDW–DSM, 09/11/2026: From $274
    11

    Fri

  • MDW–DSM: cmp-view-offers-disclaimer. Find Offers
    12

    Sat

  • MDW–DSM, 09/13/2026: From $274
    13

    Sun

  • MDW–DSM, 09/14/2026: From $274
    14

    Mon

  • MDW–DSM, 09/15/2026: From $274
    15

    Tue

  • MDW–DSM, 09/16/2026: From $274
    16

    Wed

  • MDW–DSM: cmp-view-offers-disclaimer. Find Offers
    17

    Thu

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

    Fri

  • MDW–DSM, 09/19/2026: From $274
    19

    Sat

  • MDW–DSM: cmp-view-offers-disclaimer. Find Offers
    20

    Sun

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

    Mon

  • MDW–DSM: cmp-view-offers-disclaimer. Find Offers
    22

    Tue

  • MDW–DSM: cmp-view-offers-disclaimer. Find Offers
    23

    Wed

  • MDW–DSM, 09/24/2026: From $224
    24

    Thu

  • MDW–DSM, 09/25/2026: From $224
    25

    Fri

  • MDW–DSM: cmp-view-offers-disclaimer. Find Offers
    26

    Sat

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

    Sun

  • MDW–DSM, 09/28/2026: From $224
    28

    Mon

  • MDW–DSM, 09/29/2026: From $224
    29

    Tue

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

    Wed

  • MDW–DSM, 10/01/2026: From $155
    01

    Thu

    OCT

  • MDW–DSM, 10/02/2026: From $129
    02

    Fri

  • MDW–DSM: cmp-view-offers-disclaimer. Find Offers
    03

    Sat

  • MDW–DSM: cmp-view-offers-disclaimer. Find Offers
    04

    Sun

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    05

    Mon

  • MDW–DSM: cmp-view-offers-disclaimer. Find Offers
    06

    Tue

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

    Wed

  • MDW–DSM: cmp-view-offers-disclaimer. Find Offers
    08

    Thu

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

    Fri

    • Range$129-$274

    *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:
    Des Moines Airport
    Distance:
    306 miles

    Route Information

    43† Weekly flights

    † 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

    There are 43 weekly flights from Chicago (Midway) to Des Moines on Southwest Airlines.
    To find the lowest fares by day and time to fly Chicago (Midway) to Des Moines with Southwest, check out our Low Fare Calendar.
    You can rent a car at Des Moines Airport book yours with your flight.
    Yes! Flights from Chicago (Midway) to Des Moines—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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