Southwest® flights from Chicago (Midway) to Louisville from $109

Promo Code

Low fares from Chicago (Midway) to Louisville

$

Chicago (Midway) (MDW)to

Louisville (SDF)
Depart: 09/06/2026

One-way

Basic

From
$109
Seen: 21 hrs ago

Chicago (Midway) (MDW)to

Louisville (SDF)
Depart: 09/01/2026

One-way

Basic

From
$109
Seen: 23 hrs ago

Chicago (Midway) (MDW)to

Louisville (SDF)
Depart: 09/24/2026

One-way

Basic

From
$109
Seen: 20 hrs ago

Chicago (Midway) (MDW)to

Louisville (SDF)
Depart: 09/08/2026

One-way

Basic

From
$109
Seen: 19 hrs ago

Chicago (Midway) (MDW)to

Louisville (SDF)
Depart: 09/11/2026

One-way

Basic

From
$109
Seen: 6 hrs ago

Chicago (Midway) (MDW)to

Louisville (SDF)
Depart: 08/24/2026

One-way

Basic

From
$118
Seen: 14 hrs ago

Looking for more low-fare flights?

Check out the Low Fare Calendar to find a fare that works for you. Just choose the month you want to depart and return, and we’ll show you the best fares available.

Find low fares

Explore flights from Chicago (Midway) to Louisville

Aug 2026
From$118*
Seen: 7 hrs ago
One Way/Basic
Sep 2026
From$109*
Seen: 19 hrs ago
One Way/Basic
Oct 2026
From$118*
Seen: 11 hrs ago
One Way/Basic
cmp-daily-histogram-bars-legend-min-price-aria-label $118
cmp-daily-histogram-bars-legend-max-price-aria-label $282
Displaying fares for August-2026
  • MDW–SDF, 08/01/2026: From $251
    01

    Sat

    AUG

  • MDW–SDF, 08/02/2026: From $282
    02

    Sun

  • MDW–SDF, 08/03/2026: From $282
    03

    Mon

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

    Tue

  • MDW–SDF, 08/05/2026: From $251
    05

    Wed

  • MDW–SDF, 08/06/2026: From $282
    06

    Thu

  • MDW–SDF, 08/07/2026: From $282
    07

    Fri

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

    Sat

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

    Sun

  • MDW–SDF, 08/10/2026: From $282
    10

    Mon

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

    Tue

  • MDW–SDF, 08/12/2026: From $251
    12

    Wed

  • MDW–SDF, 08/13/2026: From $227
    13

    Thu

  • MDW–SDF, 08/14/2026: From $227
    14

    Fri

  • MDW–SDF, 08/15/2026: From $227
    15

    Sat

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

    Sun

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

    Mon

  • MDW–SDF, 08/18/2026: From $227
    18

    Tue

  • MDW–SDF, 08/19/2026: From $227
    19

    Wed

  • MDW–SDF, 08/20/2026: From $227
    20

    Thu

  • MDW–SDF, 08/21/2026: From $141
    21

    Fri

  • MDW–SDF, 08/22/2026: From $118
    22

    Sat

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

    Sun

  • MDW–SDF, 08/24/2026: From $118
    24

    Mon

  • MDW–SDF, 08/25/2026: From $118
    25

    Tue

  • MDW–SDF, 08/26/2026: From $118
    26

    Wed

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

    Thu

  • MDW–SDF, 08/28/2026: From $141
    28

    Fri

  • MDW–SDF, 08/29/2026: From $118
    29

    Sat

  • MDW–SDF, 08/30/2026: From $163
    30

    Sun

  • MDW–SDF: cmp-view-offers-disclaimer. Find Offers
    31

    Mon

    • Range$118-$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.

    Explore Flights from Other Popular Origins

    Popular Flights from Chicago (Midway)