Southwest® flights from Chicago (Midway) to Little Rock from $150

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Low fares from Chicago (Midway) to Little Rock

$

Chicago (Midway) (MDW)to

Little Rock (LIT)
Depart: 08/27/2026

One-way

Basic

From
$150
Seen: 7 hrs ago

Chicago (Midway) (MDW)to

Little Rock (LIT)
Depart: 10/13/2026

One-way

Basic

From
$150
Seen: 6 hrs ago

Chicago (Midway) (MDW)to

Little Rock (LIT)
Depart: 08/31/2026

One-way

Basic

From
$150
Seen: 16 hrs ago

Chicago (Midway) (MDW)to

Little Rock (LIT)
Depart: 09/12/2026

One-way

Basic

From
$150
Seen: 3 hrs ago

Chicago (Midway) (MDW)to

Little Rock (LIT)
Depart: 08/24/2026

One-way

Basic

From
$150
Seen: 1 hour ago

Chicago (Midway) (MDW)to

Little Rock (LIT)
Depart: 09/03/2026

One-way

Basic

From
$150
Seen: 14 hrs ago

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Explore flights from Chicago (Midway) to Little Rock

Aug 2026
From$150*
Seen: 1 hour ago
One Way/Basic
Sep 2026
From$150*
Seen: 14 hrs ago
One Way/Basic
Oct 2026
From$150*
Seen: 13 hrs ago
One Way/Basic
cmp-daily-histogram-bars-legend-min-price-aria-label $150
cmp-daily-histogram-bars-legend-max-price-aria-label $339
Displaying fares for August-2026
  • MDW–LIT, 08/02/2026: From $241
    02

    Sun

    AUG

  • MDW–LIT, 08/03/2026: From $241
    03

    Mon

  • MDW–LIT, 08/04/2026: From $200
    04

    Tue

  • MDW–LIT, 08/05/2026: From $200
    05

    Wed

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

    Thu

  • MDW–LIT, 08/07/2026: From $205
    07

    Fri

  • MDW–LIT, 08/08/2026: From $200
    08

    Sat

  • MDW–LIT, 08/09/2026: From $339
    09

    Sun

  • MDW–LIT, 08/10/2026: From $205
    10

    Mon

  • MDW–LIT, 08/11/2026: From $200
    11

    Tue

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

    Wed

  • MDW–LIT: cmp-view-offers-disclaimer. Find Offers
    13

    Thu

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

    Fri

  • MDW–LIT: cmp-view-offers-disclaimer. Find Offers
    15

    Sat

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

    Sun

  • MDW–LIT, 08/17/2026: From $170
    17

    Mon

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

    Tue

  • MDW–LIT: cmp-view-offers-disclaimer. Find Offers
    19

    Wed

  • MDW–LIT: cmp-view-offers-disclaimer. Find Offers
    20

    Thu

  • MDW–LIT, 08/21/2026: From $150
    21

    Fri

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

    Sat

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

    Sun

  • MDW–LIT, 08/24/2026: From $150
    24

    Mon

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

    Tue

  • MDW–LIT, 08/26/2026: From $150
    26

    Wed

  • MDW–LIT, 08/27/2026: From $150
    27

    Thu

  • MDW–LIT, 08/28/2026: From $150
    28

    Fri

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

    Sat

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

    Sun

  • MDW–LIT, 08/31/2026: From $150
    31

    Mon

  • MDW–LIT, 09/01/2026: From $150
    01

    Tue

    SEP

    • Range$150-$339

    *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:
    Little Rock Regional Airport
    Distance:
    544 miles

    Route Information

    84† Weekly flights

    † 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

    There are 84 weekly flights from Chicago (Midway) to Little Rock on Southwest Airlines.
    To find the lowest fares by day and time to fly Chicago (Midway) to Little Rock with Southwest, check out our Low Fare Calendar.
    You can rent a car at Little Rock Regional Airport book yours with your flight.
    Yes! Flights from Chicago (Midway) to Little Rock—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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