Southwest® flights from Wichita to Chicago-Midway from $119

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Low fares from Wichita to Chicago-Midway

$

Wichita (ICT)to

Chicago-Midway (MDW)
Depart: 10/08/2026

One-way

Basic

From
$119
Seen: 22 hrs ago

Wichita (ICT)to

Chicago-Midway (MDW)
Depart: 12/10/2026

One-way

Basic

From
$119
Seen: 9 hrs ago

Wichita (ICT)to

Chicago-Midway (MDW)
Depart: 10/03/2026

One-way

Basic

From
$119
Seen: 16 hrs ago

Wichita (ICT)to

Chicago-Midway (MDW)
Depart: 10/05/2026

One-way

Basic

From
$119
Seen: 14 hrs ago

Wichita (ICT)to

Chicago-Midway (MDW)
Depart: 10/06/2026

One-way

Basic

From
$119
Seen: 14 hrs ago

Wichita (ICT)to

Chicago-Midway (MDW)
Depart: 10/07/2026

One-way

Basic

From
$119
Seen: 3 hrs ago

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Explore flights from Wichita to Chicago-Midway

Sep 2026
From$244*
Seen: 20 hrs ago
One Way/Basic
Oct 2026
From$119*
Seen: 14 hrs ago
One Way/Basic
Nov 2026
From$119*
Seen: 10 hrs ago
One Way/Basic
cmp-daily-histogram-bars-legend-min-price-aria-label $119
cmp-daily-histogram-bars-legend-max-price-aria-label $299
Displaying fares for September-2026
  • ICT–MDW: cmp-view-offers-disclaimer. Find Offers
    11

    Fri

    SEP

  • ICT–MDW, 09/12/2026: From $255
    12

    Sat

  • ICT–MDW, 09/13/2026: From $299
    13

    Sun

  • ICT–MDW: cmp-view-offers-disclaimer. Find Offers
    14

    Mon

  • ICT–MDW, 09/15/2026: From $255
    15

    Tue

  • ICT–MDW, 09/16/2026: From $255
    16

    Wed

  • ICT–MDW, 09/17/2026: From $289
    17

    Thu

  • ICT–MDW, 09/18/2026: From $299
    18

    Fri

  • ICT–MDW, 09/19/2026: From $245
    19

    Sat

  • ICT–MDW, 09/20/2026: From $289
    20

    Sun

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

    Mon

  • ICT–MDW, 09/22/2026: From $245
    22

    Tue

  • ICT–MDW, 09/23/2026: From $245
    23

    Wed

  • ICT–MDW, 09/24/2026: From $254
    24

    Thu

  • ICT–MDW: cmp-view-offers-disclaimer. Find Offers
    25

    Fri

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

    Sat

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

    Sun

  • ICT–MDW, 09/28/2026: From $244
    28

    Mon

  • ICT–MDW, 09/29/2026: From $244
    29

    Tue

  • ICT–MDW, 09/30/2026: From $254
    30

    Wed

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

    Thu

    OCT

  • ICT–MDW, 10/02/2026: From $155
    02

    Fri

  • ICT–MDW, 10/03/2026: From $119
    03

    Sat

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

    Sun

  • ICT–MDW, 10/05/2026: From $119
    05

    Mon

  • ICT–MDW, 10/06/2026: From $119
    06

    Tue

  • ICT–MDW, 10/07/2026: From $119
    07

    Wed

  • ICT–MDW, 10/08/2026: From $119
    08

    Thu

  • ICT–MDW, 10/09/2026: From $190
    09

    Fri

  • ICT–MDW: cmp-view-offers-disclaimer. Find Offers
    10

    Sat

    • Range$119-$299

    *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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