Southwest® flights from Memphis to Chicago-Midway from $59

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Low fares from Memphis to Chicago-Midway

$

Memphis (MEM)to

Chicago-Midway (MDW)
Depart: 12/10/2026

One-way

Basic

From
$59
Seen: 19 hrs ago

Memphis (MEM)to

Chicago-Midway (MDW)
Depart: 11/19/2026

One-way

Basic

From
$59
Seen: 13 hrs ago

Memphis (MEM)to

Chicago-Midway (MDW)
Depart: 11/26/2026

One-way

Basic

From
$59
Seen: 6 hrs ago

Memphis (MEM)to

Chicago-Midway (MDW)
Depart: 12/21/2026

One-way

Basic

From
$59
Seen: 14 hrs ago

Memphis (MEM)to

Chicago-Midway (MDW)
Depart: 01/07/2027

One-way

Basic

From
$59
Seen: 19 hrs ago

Memphis (MEM)to

Chicago-Midway (MDW)
Depart: 12/22/2026

One-way

Basic

From
$59
Seen: 15 hrs ago

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Explore flights from Memphis to Chicago-Midway

Oct 2026
From$59*
Seen: 17 hrs ago
One Way/Basic
Nov 2026
From$59*
Seen: 22 hrs ago
One Way/Basic
Dec 2026
From$59*
Seen: 14 hrs ago
One Way/Basic
cmp-daily-histogram-bars-legend-min-price-aria-label $59
cmp-daily-histogram-bars-legend-max-price-aria-label $277
Displaying fares for October-2026
  • MEM–MDW: cmp-view-offers-disclaimer. Find Offers
    03

    Sat

    OCT

  • MEM–MDW, 10/04/2026: From $277
    04

    Sun

  • MEM–MDW, 10/05/2026: From $277
    05

    Mon

  • MEM–MDW, 10/06/2026: From $271
    06

    Tue

  • MEM–MDW, 10/07/2026: From $247
    07

    Wed

  • MEM–MDW, 10/08/2026: From $277
    08

    Thu

  • MEM–MDW, 10/09/2026: From $277
    09

    Fri

  • MEM–MDW, 10/10/2026: From $257
    10

    Sat

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

    Sun

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

    Mon

  • MEM–MDW, 10/13/2026: From $247
    13

    Tue

  • MEM–MDW, 10/14/2026: From $247
    14

    Wed

  • MEM–MDW, 10/15/2026: From $277
    15

    Thu

  • MEM–MDW, 10/16/2026: From $221
    16

    Fri

  • MEM–MDW, 10/17/2026: From $221
    17

    Sat

  • MEM–MDW, 10/18/2026: From $232
    18

    Sun

  • MEM–MDW, 10/19/2026: From $221
    19

    Mon

  • MEM–MDW, 10/20/2026: From $221
    20

    Tue

  • MEM–MDW, 10/21/2026: From $221
    21

    Wed

  • MEM–MDW, 10/22/2026: From $221
    22

    Thu

  • MEM–MDW, 10/23/2026: From $175
    23

    Fri

  • MEM–MDW, 10/24/2026: From $175
    24

    Sat

  • MEM–MDW, 10/25/2026: From $201
    25

    Sun

  • MEM–MDW, 10/26/2026: From $175
    26

    Mon

  • MEM–MDW, 10/27/2026: From $59
    27

    Tue

  • MEM–MDW, 10/28/2026: From $175
    28

    Wed

  • MEM–MDW, 10/29/2026: From $175
    29

    Thu

  • MEM–MDW, 10/30/2026: From $175
    30

    Fri

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

    Sat

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

    Sun

    NOV

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

    Mon

    • Range$59-$277

    *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:
    Memphis International Airport
    Arriving at:
    Chicago Midway International Airport
    Average flight time:
    1 hour 38 minutes
    Distance:
    480 miles

    Route Information

    132† Weekly flights
    • 2‡ Nonstop flights per day Monday through Friday
    • 1‡ Nonstop flight on Saturday
    • 2‡ 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 Memphis to Chicago (Midway) is 1 hour 38 minutes.
    There are 132 weekly flights from Memphis to Chicago (Midway) on Southwest Airlines.
    Yes, Southwest flies nonstop from Memphis to Chicago (Midway) 2 times per day from Monday through Friday.
    Yes, Southwest flies nonstop from Memphis to Chicago (Midway) once per day on Saturdays and 2 times per day on Sundays.
    To find the lowest fares by day and time to fly Memphis to Chicago (Midway) with Southwest, check out our Low Fare Calendar.
    You can rent a car at Chicago Midway International Airport book yours with your flight.
    Yes! Flights from Memphis to Chicago (Midway)—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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