Southwest® flights from Memphis to Chicago (Midway) from $79

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Low fares from Memphis to Chicago (Midway)

$

Memphis (MEM)to

Chicago (Midway) (MDW)
Depart: 11/03/2026

One-way

Basic

From
$79
Seen: 14 hrs ago

Memphis (MEM)to

Chicago (Midway) (MDW)
Depart: 10/07/2026

One-way

Basic

From
$79
Seen: 20 hrs ago

Memphis (MEM)to

Chicago (Midway) (MDW)
Depart: 10/31/2026

One-way

Basic

From
$79
Seen: 8 hrs ago

Memphis (MEM)to

Chicago (Midway) (MDW)
Depart: 11/04/2026

One-way

Basic

From
$79
Seen: 5 hrs ago

Memphis (MEM)to

Chicago (Midway) (MDW)
Depart: 11/23/2026

One-way

Basic

From
$79
Seen: 1 hour ago

Memphis (MEM)to

Chicago (Midway) (MDW)
Depart: 09/16/2026

One-way

Basic

From
$79
Seen: 19 hrs ago

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Explore flights from Memphis to Chicago (Midway)

Aug 2026
From$227*
Seen: 12 hrs ago
One Way/Basic
Sep 2026
From$79*
Seen: 19 hrs ago
One Way/Basic
Oct 2026
From$79*
Seen: 19 hrs ago
One Way/Basic
cmp-daily-histogram-bars-legend-min-price-aria-label $79
cmp-daily-histogram-bars-legend-max-price-aria-label $257
Displaying fares for August-2026
  • MEM–MDW, 08/22/2026: From $227
    22

    Sat

    AUG

  • MEM–MDW, 08/23/2026: From $257
    23

    Sun

  • MEM–MDW: cmp-view-offers-disclaimer. Find Offers
    24

    Mon

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

    Tue

  • MEM–MDW, 08/26/2026: From $227
    26

    Wed

  • MEM–MDW, 08/27/2026: From $257
    27

    Thu

  • MEM–MDW, 08/28/2026: From $257
    28

    Fri

  • MEM–MDW, 08/29/2026: From $227
    29

    Sat

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

    Sun

  • MEM–MDW, 08/31/2026: From $257
    31

    Mon

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

    Tue

    SEP

  • MEM–MDW, 09/02/2026: From $227
    02

    Wed

  • MEM–MDW, 09/03/2026: From $257
    03

    Thu

  • MEM–MDW, 09/04/2026: From $211
    04

    Fri

  • MEM–MDW, 09/05/2026: From $175
    05

    Sat

  • MEM–MDW, 09/06/2026: From $175
    06

    Sun

  • MEM–MDW, 09/07/2026: From $201
    07

    Mon

  • MEM–MDW, 09/08/2026: From $201
    08

    Tue

  • MEM–MDW, 09/09/2026: From $175
    09

    Wed

  • MEM–MDW, 09/10/2026: From $175
    10

    Thu

  • MEM–MDW, 09/11/2026: From $128
    11

    Fri

  • MEM–MDW, 09/12/2026: From $79
    12

    Sat

  • MEM–MDW, 09/13/2026: From $181
    13

    Sun

  • MEM–MDW, 09/14/2026: From $79
    14

    Mon

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

    Tue

  • MEM–MDW, 09/16/2026: From $79
    16

    Wed

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

    Thu

  • MEM–MDW, 09/18/2026: From $138
    18

    Fri

  • MEM–MDW, 09/19/2026: From $79
    19

    Sat

  • MEM–MDW, 09/20/2026: From $181
    20

    Sun

  • MEM–MDW, 09/21/2026: From $79
    21

    Mon

    • Range$79-$257

    *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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