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: 12/29/2026

One-way

Basic

From
$59
Seen: 16 hrs ago

Memphis (MEM)to

Chicago-Midway (MDW)
Depart: 02/16/2027

One-way

Basic

From
$59
Seen: 10 hrs ago

Memphis (MEM)to

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

One-way

Basic

From
$59
Seen: 16 hrs ago

Memphis (MEM)to

Chicago-Midway (MDW)
Depart: 01/12/2027

One-way

Basic

From
$59
Seen: 18 hrs ago

Memphis (MEM)to

Chicago-Midway (MDW)
Depart: 01/06/2027

One-way

Basic

From
$59
Seen: 13 hrs ago

Memphis (MEM)to

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

One-way

Basic

From
$59
Seen: 17 hrs ago

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Explore flights from Memphis to Chicago-Midway

Nov 2026
From$236*
Seen: 23 hrs ago
One Way/Basic
Dec 2026
From$59*
Seen: 17 hrs ago
One Way/Basic
Jan 2027
From$59*
Seen: 21 hrs ago
One Way/Basic
cmp-daily-histogram-bars-legend-min-price-aria-label $59
cmp-daily-histogram-bars-legend-max-price-aria-label $320
Displaying fares for November-2026
  • MEM–MDW, 11/12/2026: From $292
    12

    Thu

    NOV

  • MEM–MDW, 11/13/2026: From $292
    13

    Fri

  • MEM–MDW, 11/14/2026: From $262
    14

    Sat

  • MEM–MDW, 11/15/2026: From $292
    15

    Sun

  • MEM–MDW, 11/16/2026: From $320
    16

    Mon

  • MEM–MDW, 11/17/2026: From $262
    17

    Tue

  • MEM–MDW, 11/18/2026: From $262
    18

    Wed

  • MEM–MDW, 11/19/2026: From $305
    19

    Thu

  • MEM–MDW, 11/20/2026: From $292
    20

    Fri

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

    Sat

  • MEM–MDW, 11/22/2026: From $292
    22

    Sun

  • MEM–MDW, 11/23/2026: From $292
    23

    Mon

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

    Tue

  • MEM–MDW, 11/25/2026: From $236
    25

    Wed

  • MEM–MDW, 11/26/2026: From $236
    26

    Thu

  • MEM–MDW, 11/27/2026: From $236
    27

    Fri

  • MEM–MDW, 11/28/2026: From $262
    28

    Sat

  • MEM–MDW, 11/29/2026: From $266
    29

    Sun

  • MEM–MDW, 11/30/2026: From $266
    30

    Mon

  • MEM–MDW, 12/01/2026: From $236
    01

    Tue

    DEC

  • MEM–MDW, 12/02/2026: From $59
    02

    Wed

  • MEM–MDW, 12/03/2026: From $95
    03

    Thu

  • MEM–MDW, 12/04/2026: From $216
    04

    Fri

  • MEM–MDW, 12/05/2026: From $59
    05

    Sat

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

    Sun

  • MEM–MDW, 12/07/2026: From $95
    07

    Mon

  • MEM–MDW, 12/08/2026: From $59
    08

    Tue

  • MEM–MDW: cmp-view-offers-disclaimer. Find Offers
    09

    Wed

  • MEM–MDW, 12/10/2026: From $95
    10

    Thu

  • MEM–MDW, 12/11/2026: From $110
    11

    Fri

    • Range$59-$320

    *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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