Southwest® flights from Indianapolis to Chicago-Midway from $120

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Low fares from Indianapolis to Chicago-Midway

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Indianapolis (IND)to

Chicago-Midway (MDW)
Depart: 11/24/2026

One-way

Basic

From
$120
Seen: 21 hrs ago

Indianapolis (IND)to

Chicago-Midway (MDW)
Depart: 11/17/2026

One-way

Basic

From
$120
Seen: 4 hrs ago

Indianapolis (IND)to

Chicago-Midway (MDW)
Depart: 01/04/2027

One-way

Basic

From
$120
Seen: 4 hrs ago

Indianapolis (IND)to

Chicago-Midway (MDW)
Depart: 12/17/2026

One-way

Basic

From
$120
Seen: 2 hrs ago

Indianapolis (IND)to

Chicago-Midway (MDW)
Depart: 12/08/2026

One-way

Basic

From
$120
Seen: 21 hrs ago

Indianapolis (IND)to

Chicago-Midway (MDW)
Depart: 12/29/2026

One-way

Basic

From
$120
Seen: 23 hrs ago

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Explore flights from Indianapolis to Chicago-Midway

Oct 2026
From$268*
Seen: 15 hrs ago
One Way/Basic
Nov 2026
From$120*
Seen: 21 hrs ago
One Way/Basic
Dec 2026
From$120*
Seen: 21 hrs ago
One Way/Basic
cmp-daily-histogram-bars-legend-min-price-aria-label $120
cmp-daily-histogram-bars-legend-max-price-aria-label $329
Displaying fares for October-2026
  • IND–MDW, 10/23/2026: From $329
    23

    Fri

    OCT

  • IND–MDW: cmp-view-offers-disclaimer. Find Offers
    24

    Sat

  • IND–MDW, 10/25/2026: From $329
    25

    Sun

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    26

    Mon

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    27

    Tue

  • IND–MDW, 10/28/2026: From $268
    28

    Wed

  • IND–MDW, 10/29/2026: From $329
    29

    Thu

  • IND–MDW, 10/30/2026: From $329
    30

    Fri

  • IND–MDW, 10/31/2026: From $268
    31

    Sat

  • IND–MDW, 11/01/2026: From $329
    01

    Sun

    NOV

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    02

    Mon

  • IND–MDW, 11/03/2026: From $268
    03

    Tue

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    04

    Wed

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    05

    Thu

  • IND–MDW, 11/06/2026: From $255
    06

    Fri

  • IND–MDW, 11/07/2026: From $255
    07

    Sat

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

    Sun

  • IND–MDW, 11/09/2026: From $130
    09

    Mon

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    10

    Tue

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    11

    Wed

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    12

    Thu

  • IND–MDW, 11/13/2026: From $124
    13

    Fri

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    14

    Sat

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    15

    Sun

  • IND–MDW, 11/16/2026: From $120
    16

    Mon

  • IND–MDW, 11/17/2026: From $120
    17

    Tue

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

    Wed

  • IND–MDW, 11/19/2026: From $120
    19

    Thu

  • IND–MDW, 11/20/2026: From $194
    20

    Fri

  • IND–MDW, 11/21/2026: From $120
    21

    Sat

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

    Sun

    • Range$120-$329

    *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:
    Indianapolis International Airport
    Arriving at:
    Chicago Midway International Airport
    Average flight time:
    1 hour 6 minutes
    Distance:
    162 miles

    Questions we hear the most

    The average flight time from Indianapolis to Chicago (Midway) is 1 hour 6 minutes.
    There are 99 weekly flights from Indianapolis to Chicago (Midway) on Southwest Airlines.
    Yes, Southwest flies nonstop from Indianapolis to Chicago (Midway) 2 times per day from Monday through Friday.
    Yes, Southwest flies nonstop from Indianapolis to Chicago (Midway) 2 times per day on Saturdays and Sundays.
    To find the lowest fares by day and time to fly Indianapolis 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 Indianapolis 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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