Southwest® flights from Chicago (Midway) to Louisville from $119

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Low fares from Chicago (Midway) to Louisville

$

Chicago (Midway) (MDW)to

Louisville (SDF)
Depart: 10/28/2026

One-way

Basic

From
$119
Seen: 21 hrs ago

Chicago (Midway) (MDW)to

Louisville (SDF)
Depart: 09/28/2026

One-way

Basic

From
$119
Seen: 21 hrs ago

Chicago (Midway) (MDW)to

Louisville (SDF)
Depart: 10/17/2026

One-way

Basic

From
$119
Seen: 18 hrs ago

Chicago (Midway) (MDW)to

Louisville (SDF)
Depart: 11/02/2026

One-way

Basic

From
$119
Seen: 14 hrs ago

Chicago (Midway) (MDW)to

Louisville (SDF)
Depart: 09/21/2026

One-way

Basic

From
$119
Seen: 16 hrs ago

Chicago (Midway) (MDW)to

Louisville (SDF)
Depart: 09/19/2026

One-way

Basic

From
$119
Seen: 15 hrs ago

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Explore flights from Chicago (Midway) to Louisville

Aug 2026
From$251*
Seen: 14 hrs ago
One Way/Basic
Sep 2026
From$119*
Seen: 23 hrs ago
One Way/Basic
Oct 2026
From$119*
Seen: 11 hrs ago
One Way/Basic
cmp-daily-histogram-bars-legend-min-price-aria-label $119
cmp-daily-histogram-bars-legend-max-price-aria-label $282
Displaying fares for August-2026
  • MDW–SDF, 08/21/2026: From $282
    21

    Fri

    AUG

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

    Sat

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

    Sun

  • MDW–SDF, 08/24/2026: From $282
    24

    Mon

  • MDW–SDF, 08/25/2026: From $251
    25

    Tue

  • MDW–SDF, 08/26/2026: From $251
    26

    Wed

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

    Thu

  • MDW–SDF, 08/28/2026: From $282
    28

    Fri

  • MDW–SDF, 08/29/2026: From $251
    29

    Sat

  • MDW–SDF, 08/30/2026: From $282
    30

    Sun

  • MDW–SDF, 08/31/2026: From $282
    31

    Mon

  • MDW–SDF, 09/01/2026: From $251
    01

    Tue

    SEP

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

    Wed

  • MDW–SDF, 09/03/2026: From $227
    03

    Thu

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

    Fri

  • MDW–SDF, 09/05/2026: From $202
    05

    Sat

  • MDW–SDF, 09/06/2026: From $202
    06

    Sun

  • MDW–SDF, 09/07/2026: From $227
    07

    Mon

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

    Tue

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

    Wed

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

    Thu

  • MDW–SDF: cmp-view-offers-disclaimer. Find Offers
    11

    Fri

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

    Sat

  • MDW–SDF, 09/13/2026: From $185
    13

    Sun

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

    Mon

  • MDW–SDF, 09/15/2026: From $119
    15

    Tue

  • MDW–SDF, 09/16/2026: From $129
    16

    Wed

  • MDW–SDF, 09/17/2026: From $119
    17

    Thu

  • MDW–SDF, 09/18/2026: From $129
    18

    Fri

  • MDW–SDF, 09/19/2026: From $119
    19

    Sat

  • MDW–SDF, 09/20/2026: From $163
    20

    Sun

    • Range$119-$282

    *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:
    Louisville International Airport
    Average flight time:
    1 hour 11 minutes
    Distance:
    271 miles

    Route Information

    92† Weekly flights
    • 3‡ Nonstop flights per day Monday through Friday
    • 2‡ Nonstop flights on Saturday
    • 3‡ 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 Louisville is 1 hour 11 minutes.
    There are 92 weekly flights from Chicago (Midway) to Louisville on Southwest Airlines.
    Yes, Southwest flies nonstop from Chicago (Midway) to Louisville 3 times per day from Monday through Friday.
    Yes, Southwest flies nonstop from Chicago (Midway) to Louisville 2 times per day on Saturdays and 3 times per day on Sundays.
    To find the lowest fares by day and time to fly Chicago (Midway) to Louisville with Southwest, check out our Low Fare Calendar.
    You can rent a car at Louisville International Airport book yours with your flight.
    Yes! Flights from Chicago (Midway) to Louisville—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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