Southwest® flights from Memphis to Chicago-Midway from $116

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Low fares from Memphis to Chicago-Midway

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Memphis (MEM)to

Chicago-Midway (MDW)
Depart: 12/24/2026

One-way

Basic

From
$116
Seen: 21 hrs ago

Memphis (MEM)to

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

One-way

Basic

From
$116
Seen: 22 hrs ago

Memphis (MEM)to

Chicago-Midway (MDW)
Depart: 11/12/2026

One-way

Basic

From
$116
Seen: 16 hrs ago

Memphis (MEM)to

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

One-way

Basic

From
$116
Seen: 14 hrs ago

Memphis (MEM)to

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

One-way

Basic

From
$116
Seen: 7 hrs ago

Memphis (MEM)to

Chicago-Midway (MDW)
Depart: 01/04/2027

One-way

Basic

From
$116
Seen: 5 hrs ago

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Explore flights from Memphis to Chicago-Midway

Oct 2026
From$257*
Seen: 16 hrs ago
One Way/Basic
Nov 2026
From$116*
Seen: 17 hrs ago
One Way/Basic
Dec 2026
From$116*
Seen: 12 hrs ago
One Way/Basic
cmp-daily-histogram-bars-legend-min-price-aria-label $116
cmp-daily-histogram-bars-legend-max-price-aria-label $287
Displaying fares for October-2026
  • MEM–MDW: cmp-view-offers-disclaimer. Find Offers
    23

    Fri

    OCT

  • MEM–MDW, 10/24/2026: From $257
    24

    Sat

  • MEM–MDW, 10/25/2026: From $287
    25

    Sun

  • MEM–MDW, 10/26/2026: From $287
    26

    Mon

  • MEM–MDW, 10/27/2026: From $257
    27

    Tue

  • MEM–MDW, 10/28/2026: From $257
    28

    Wed

  • MEM–MDW, 10/29/2026: From $287
    29

    Thu

  • MEM–MDW, 10/30/2026: From $287
    30

    Fri

  • MEM–MDW, 10/31/2026: From $257
    31

    Sat

  • MEM–MDW, 11/01/2026: From $287
    01

    Sun

    NOV

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

    Mon

  • MEM–MDW, 11/03/2026: From $257
    03

    Tue

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

    Wed

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

    Thu

  • MEM–MDW, 11/06/2026: From $231
    06

    Fri

  • MEM–MDW, 11/07/2026: From $231
    07

    Sat

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

    Sun

  • MEM–MDW, 11/09/2026: From $116
    09

    Mon

  • MEM–MDW, 11/10/2026: From $116
    10

    Tue

  • MEM–MDW, 11/11/2026: From $116
    11

    Wed

  • MEM–MDW, 11/12/2026: From $116
    12

    Thu

  • MEM–MDW, 11/13/2026: From $122
    13

    Fri

  • MEM–MDW, 11/14/2026: From $116
    14

    Sat

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

    Sun

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

    Mon

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

    Tue

  • MEM–MDW, 11/18/2026: From $116
    18

    Wed

  • MEM–MDW, 11/19/2026: From $116
    19

    Thu

  • MEM–MDW, 11/20/2026: From $211
    20

    Fri

  • MEM–MDW, 11/21/2026: From $126
    21

    Sat

  • MEM–MDW, 11/22/2026: From $122
    22

    Sun

    • Range$116-$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

    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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