Southwest® flights from Chicago-Midway to Louisville from $110

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Low fares from Chicago-Midway to Louisville

$

Chicago-Midway (MDW)to

Louisville (SDF)
Depart: 01/05/2027

One-way

Basic

From
$110
Seen: 22 hrs ago

Chicago-Midway (MDW)to

Louisville (SDF)
Depart: 12/16/2026

One-way

Basic

From
$115
Seen: 8 hrs ago

Chicago-Midway (MDW)to

Louisville (SDF)
Depart: 01/27/2027

One-way

Basic

From
$115
Seen: 6 hrs ago

Chicago-Midway (MDW)to

Louisville (SDF)
Depart: 01/16/2027

One-way

Basic

From
$115
Seen: 5 hrs ago

Chicago-Midway (MDW)to

Louisville (SDF)
Depart: 02/16/2027

One-way

Basic

From
$115
Seen: 4 hrs ago

Chicago-Midway (MDW)to

Louisville (SDF)
Depart: 02/17/2027

One-way

Basic

From
$115
Seen: 4 hrs ago

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Explore flights from Chicago-Midway to Louisville

Nov 2026
From$262*
Seen: 16 hrs ago
One Way/Basic
Dec 2026
From$115*
Seen: 10 hrs ago
One Way/Basic
Jan 2027
From$110*
Seen: 22 hrs ago
One Way/Basic
cmp-daily-histogram-bars-legend-min-price-aria-label $115
cmp-daily-histogram-bars-legend-max-price-aria-label $297
Displaying fares for November-2026
  • MDW–SDF, 11/11/2026: From $263
    11

    Wed

    NOV

  • MDW–SDF, 11/12/2026: From $263
    12

    Thu

  • MDW–SDF, 11/13/2026: From $263
    13

    Fri

  • MDW–SDF, 11/14/2026: From $263
    14

    Sat

  • MDW–SDF, 11/15/2026: From $263
    15

    Sun

  • MDW–SDF, 11/16/2026: From $263
    16

    Mon

  • MDW–SDF, 11/17/2026: From $263
    17

    Tue

  • MDW–SDF, 11/18/2026: From $273
    18

    Wed

  • MDW–SDF, 11/19/2026: From $273
    19

    Thu

  • MDW–SDF, 11/20/2026: From $263
    20

    Fri

  • MDW–SDF, 11/21/2026: From $263
    21

    Sat

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

    Sun

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

    Mon

  • MDW–SDF, 11/24/2026: From $262
    24

    Tue

  • MDW–SDF, 11/25/2026: From $262
    25

    Wed

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

    Thu

  • MDW–SDF, 11/27/2026: From $297
    27

    Fri

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

    Sat

  • MDW–SDF: cmp-view-offers-disclaimer. Find Offers
    29

    Sun

  • MDW–SDF: cmp-view-offers-disclaimer. Find Offers
    30

    Mon

  • MDW–SDF, 12/01/2026: From $115
    01

    Tue

    DEC

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

    Wed

  • MDW–SDF, 12/03/2026: From $135
    03

    Thu

  • MDW–SDF, 12/04/2026: From $150
    04

    Fri

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

    Sat

  • MDW–SDF, 12/06/2026: From $220
    06

    Sun

  • MDW–SDF: cmp-view-offers-disclaimer. Find Offers
    07

    Mon

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

    Tue

  • MDW–SDF, 12/09/2026: From $115
    09

    Wed

  • MDW–SDF, 12/10/2026: From $135
    10

    Thu

    • Range$115-$297

    *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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