Southwest® flights from Wichita to Chicago (Midway) from $139

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Low fares from Wichita to Chicago (Midway)

$

Wichita (ICT)to

Chicago (Midway) (MDW)
Depart: 09/30/2026

One-way

Basic

From
$139
Seen: 19 hrs ago

Wichita (ICT)to

Chicago (Midway) (MDW)
Depart: 09/15/2026

One-way

Basic

From
$139
Seen: 20 hrs ago

Wichita (ICT)to

Chicago (Midway) (MDW)
Depart: 09/17/2026

One-way

Basic

From
$139
Seen: 7 hrs ago

Wichita (ICT)to

Chicago (Midway) (MDW)
Depart: 10/22/2026

One-way

Basic

From
$139
Seen: 5 hrs ago

Wichita (ICT)to

Chicago (Midway) (MDW)
Depart: 09/14/2026

One-way

Basic

From
$139
Seen: 5 hrs ago

Wichita (ICT)to

Chicago (Midway) (MDW)
Depart: 09/10/2026

One-way

Basic

From
$139
Seen: 3 hrs ago

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Explore flights from Wichita to Chicago (Midway)

Aug 2026
From$235*
Seen: 3 hrs ago
One Way/Basic
Sep 2026
From$139*
Seen: 6 hrs ago
One Way/Basic
Oct 2026
From$139*
Seen: 23 hrs ago
One Way/Basic
cmp-daily-histogram-bars-legend-min-price-aria-label $139
cmp-daily-histogram-bars-legend-max-price-aria-label $279
Displaying fares for August-2026
  • ICT–MDW: cmp-view-offers-disclaimer. Find Offers
    21

    Fri

    AUG

  • ICT–MDW, 08/22/2026: From $235
    22

    Sat

  • ICT–MDW, 08/23/2026: From $279
    23

    Sun

  • ICT–MDW, 08/24/2026: From $279
    24

    Mon

  • ICT–MDW, 08/25/2026: From $235
    25

    Tue

  • ICT–MDW, 08/26/2026: From $235
    26

    Wed

  • ICT–MDW, 08/27/2026: From $279
    27

    Thu

  • ICT–MDW, 08/28/2026: From $279
    28

    Fri

  • ICT–MDW, 08/29/2026: From $235
    29

    Sat

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

    Sun

  • ICT–MDW, 08/31/2026: From $279
    31

    Mon

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

    Tue

    SEP

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

    Wed

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

    Thu

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

    Fri

  • ICT–MDW: cmp-view-offers-disclaimer. Find Offers
    05

    Sat

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

    Sun

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

    Mon

  • ICT–MDW, 09/08/2026: From $234
    08

    Tue

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

    Wed

  • ICT–MDW, 09/10/2026: From $139
    10

    Thu

  • ICT–MDW, 09/11/2026: From $158
    11

    Fri

  • ICT–MDW, 09/12/2026: From $139
    12

    Sat

  • ICT–MDW, 09/13/2026: From $190
    13

    Sun

  • ICT–MDW, 09/14/2026: From $139
    14

    Mon

  • ICT–MDW, 09/15/2026: From $139
    15

    Tue

  • ICT–MDW: cmp-view-offers-disclaimer. Find Offers
    16

    Wed

  • ICT–MDW, 09/17/2026: From $139
    17

    Thu

  • ICT–MDW, 09/18/2026: From $158
    18

    Fri

  • ICT–MDW, 09/19/2026: From $139
    19

    Sat

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

    Sun

    • Range$139-$279

    *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:
    Wichita Mid-Continent Airport
    Arriving at:
    Chicago Midway International Airport
    Distance:
    589 miles

    Route Information

    80† 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 80 weekly flights from Wichita to Chicago (Midway) on Southwest Airlines.
    To find the lowest fares by day and time to fly Wichita to Chicago (Midway) with Southwest, check out our Low Fare Calendar.
    You can rent a car at Chicago Midway International Airport book yours with your flight.
    Yes! Flights from Wichita to Chicago (Midway)—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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