Southwest® flights from Memphis to Chicago-Midway from $147

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Low fares from Memphis to Chicago-Midway

$

Memphis (MEM)to

Chicago-Midway (MDW)
Depart: 10/21/2026

One-way

Basic

From
$147
Seen: 23 hrs ago

Memphis (MEM)to

Chicago-Midway (MDW)
Depart: 12/05/2026

One-way

Basic

From
$147
Seen: 20 hrs ago

Memphis (MEM)to

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

One-way

Basic

From
$147
Seen: 21 hrs ago

Memphis (MEM)to

Chicago-Midway (MDW)
Depart: 12/01/2026

One-way

Basic

From
$147
Seen: 18 hrs ago

Memphis (MEM)to

Chicago-Midway (MDW)
Depart: 10/27/2026

One-way

Basic

From
$147
Seen: 7 hrs ago

Memphis (MEM)to

Chicago-Midway (MDW)
Depart: 11/18/2026

One-way

Basic

From
$147
Seen: 7 hrs ago

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Explore flights from Memphis to Chicago-Midway

Sep 2026
From$211*
Seen: 21 hrs ago
One Way/Basic
Oct 2026
From$147*
Seen: 6 hrs ago
One Way/Basic
Nov 2026
From$147*
Seen: 6 hrs ago
One Way/Basic
cmp-daily-histogram-bars-legend-min-price-aria-label $178
cmp-daily-histogram-bars-legend-max-price-aria-label $287
Displaying fares for September-2026
  • MEM–MDW, 09/11/2026: From $287
    11

    Fri

    SEP

  • MEM–MDW, 09/12/2026: From $247
    12

    Sat

  • MEM–MDW, 09/13/2026: From $277
    13

    Sun

  • MEM–MDW, 09/14/2026: From $267
    14

    Mon

  • MEM–MDW, 09/15/2026: From $247
    15

    Tue

  • MEM–MDW, 09/16/2026: From $247
    16

    Wed

  • MEM–MDW, 09/17/2026: From $277
    17

    Thu

  • MEM–MDW, 09/18/2026: From $277
    18

    Fri

  • MEM–MDW, 09/19/2026: From $247
    19

    Sat

  • MEM–MDW, 09/20/2026: From $277
    20

    Sun

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

    Mon

  • MEM–MDW, 09/22/2026: From $247
    22

    Tue

  • MEM–MDW, 09/23/2026: From $211
    23

    Wed

  • MEM–MDW, 09/24/2026: From $277
    24

    Thu

  • MEM–MDW, 09/25/2026: From $221
    25

    Fri

  • MEM–MDW, 09/26/2026: From $221
    26

    Sat

  • MEM–MDW: cmp-view-offers-disclaimer. Find Offers
    27

    Sun

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

    Mon

  • MEM–MDW, 09/29/2026: From $211
    29

    Tue

  • MEM–MDW, 09/30/2026: From $221
    30

    Wed

  • MEM–MDW, 10/01/2026: From $221
    01

    Thu

    OCT

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

    Fri

  • MEM–MDW: cmp-view-offers-disclaimer. Find Offers
    03

    Sat

  • MEM–MDW, 10/04/2026: From $201
    04

    Sun

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

    Mon

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

    Tue

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

    Wed

  • MEM–MDW, 10/08/2026: From $178
    08

    Thu

  • MEM–MDW, 10/09/2026: From $178
    09

    Fri

  • MEM–MDW, 10/10/2026: From $208
    10

    Sat

    • Range$178-$287

    *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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