Southwest® flights from Chicago-Midway to Little Rock from $160

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Low fares from Chicago-Midway to Little Rock

$

Chicago-Midway (MDW)to

Little Rock (LIT)
Depart: 10/27/2026

One-way

Basic

From
$160
Seen: 18 hrs ago

Chicago-Midway (MDW)to

Little Rock (LIT)
Depart: 10/26/2026

One-way

Basic

From
$160
Seen: 22 hrs ago

Chicago-Midway (MDW)to

Little Rock (LIT)
Depart: 11/12/2026

One-way

Basic

From
$160
Seen: 7 hrs ago

Chicago-Midway (MDW)to

Little Rock (LIT)
Depart: 09/30/2026

One-way

Basic

From
$160
Seen: 9 hrs ago

Chicago-Midway (MDW)to

Little Rock (LIT)
Depart: 11/05/2026

One-way

Basic

From
$160
Seen: 18 hrs ago

Chicago-Midway (MDW)to

Little Rock (LIT)
Depart: 11/10/2026

One-way

Basic

From
$160
Seen: 11 hrs ago

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Explore flights from Chicago-Midway to Little Rock

Sep 2026
From$160*
Seen: 9 hrs ago
One Way/Basic
Oct 2026
From$160*
Seen: 18 hrs ago
One Way/Basic
Nov 2026
From$160*
Seen: 10 hrs ago
One Way/Basic
cmp-daily-histogram-bars-legend-min-price-aria-label $160
cmp-daily-histogram-bars-legend-max-price-aria-label $270
Displaying fares for September-2026
  • MDW–LIT, 09/10/2026: From $251
    10

    Thu

    SEP

  • MDW–LIT, 09/11/2026: From $251
    11

    Fri

  • MDW–LIT, 09/12/2026: From $210
    12

    Sat

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

    Sun

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

    Mon

  • MDW–LIT, 09/15/2026: From $210
    15

    Tue

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

    Wed

  • MDW–LIT, 09/17/2026: From $215
    17

    Thu

  • MDW–LIT, 09/18/2026: From $215
    18

    Fri

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

    Sat

  • MDW–LIT, 09/20/2026: From $215
    20

    Sun

  • MDW–LIT: cmp-view-offers-disclaimer. Find Offers
    21

    Mon

  • MDW–LIT, 09/22/2026: From $210
    22

    Tue

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

    Wed

  • MDW–LIT, 09/24/2026: From $180
    24

    Thu

  • MDW–LIT, 09/25/2026: From $239
    25

    Fri

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

    Sat

  • MDW–LIT, 09/27/2026: From $239
    27

    Sun

  • MDW–LIT, 09/28/2026: From $180
    28

    Mon

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

    Tue

  • MDW–LIT, 09/30/2026: From $160
    30

    Wed

  • MDW–LIT, 10/01/2026: From $160
    01

    Thu

    OCT

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

    Fri

  • MDW–LIT, 10/03/2026: From $190
    03

    Sat

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

    Sun

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

    Mon

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

    Tue

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

    Wed

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

    Thu

  • MDW–LIT, 10/09/2026: From $270
    09

    Fri

    • Range$160-$270

    *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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