Southwest® flights from Chicago-Midway to Louisville from $96

Promo Code

Low fares from Chicago-Midway to Louisville

$

Chicago-Midway (MDW)to

Louisville (SDF)
Depart: 12/23/2026

One-way

Basic

From
$96
Seen: 21 hrs ago

Chicago-Midway (MDW)to

Louisville (SDF)
Depart: 12/13/2026

One-way

Basic

From
$96
Seen: 10 hrs ago

Chicago-Midway (MDW)to

Louisville (SDF)
Depart: 12/18/2026

One-way

Basic

From
$96
Seen: 14 hrs ago

Chicago-Midway (MDW)to

Louisville (SDF)
Depart: 12/11/2026

One-way

Basic

From
$96
Seen: 13 hrs ago

Chicago-Midway (MDW)to

Louisville (SDF)
Depart: 11/12/2026

One-way

Basic

From
$96
Seen: 13 hrs ago

Chicago-Midway (MDW)to

Louisville (SDF)
Depart: 11/11/2026

One-way

Basic

From
$96
Seen: 17 hrs ago

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Explore flights from Chicago-Midway to Louisville

Oct 2026
From$270*
Seen: 13 hrs ago
One Way/Basic
Nov 2026
From$96*
Seen: 17 hrs ago
One Way/Basic
Dec 2026
From$96*
Seen: 11 hrs ago
One Way/Basic
cmp-daily-histogram-bars-legend-min-price-aria-label $96
cmp-daily-histogram-bars-legend-max-price-aria-label $313
Displaying fares for October-2026
  • MDW–SDF, 10/21/2026: From $270
    21

    Wed

    OCT

  • MDW–SDF, 10/22/2026: From $312
    22

    Thu

  • MDW–SDF, 10/23/2026: From $312
    23

    Fri

  • MDW–SDF, 10/24/2026: From $270
    24

    Sat

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

    Sun

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

    Mon

  • MDW–SDF, 10/27/2026: From $270
    27

    Tue

  • MDW–SDF: cmp-view-offers-disclaimer. Find Offers
    28

    Wed

  • MDW–SDF, 10/29/2026: From $312
    29

    Thu

  • MDW–SDF, 10/30/2026: From $312
    30

    Fri

  • MDW–SDF, 10/31/2026: From $270
    31

    Sat

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

    Sun

    NOV

  • MDW–SDF, 11/02/2026: From $257
    02

    Mon

  • MDW–SDF, 11/03/2026: From $257
    03

    Tue

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

    Wed

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

    Thu

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

    Fri

  • MDW–SDF, 11/07/2026: From $257
    07

    Sat

  • MDW–SDF, 11/08/2026: From $257
    08

    Sun

  • MDW–SDF, 11/09/2026: From $233
    09

    Mon

  • MDW–SDF, 11/10/2026: From $96
    10

    Tue

  • MDW–SDF, 11/11/2026: From $96
    11

    Wed

  • MDW–SDF, 11/12/2026: From $96
    12

    Thu

  • MDW–SDF, 11/13/2026: From $96
    13

    Fri

  • MDW–SDF, 11/14/2026: From $96
    14

    Sat

  • MDW–SDF, 11/15/2026: From $313
    15

    Sun

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

    Mon

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

    Tue

  • MDW–SDF, 11/18/2026: From $96
    18

    Wed

  • MDW–SDF, 11/19/2026: From $96
    19

    Thu

  • MDW–SDF, 11/20/2026: From $141
    20

    Fri

    • Range$96-$313

    *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

    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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