Southwest® flights from Memphis to Chicago (O'Hare)

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Low fares from Memphis to Chicago (O'Hare)

$

Memphis (MEM)to

Chicago (Midway) (MDW)
Depart: 11/02/2026

One-way

Basic

From
$79
Seen: 16 hrs ago

Memphis (MEM)to

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

One-way

Basic

From
$79
Seen: 14 hrs ago

Memphis (MEM)to

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

One-way

Basic

From
$79
Seen: 13 hrs ago

Memphis (MEM)to

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

One-way

Basic

From
$79
Seen: 9 hrs ago

Memphis (MEM)to

Chicago (Midway) (MDW)
Depart: 09/28/2026

One-way

Basic

From
$79
Seen: 6 hrs ago

Memphis (MEM)to

Chicago (Midway) (MDW)
Depart: 09/23/2026

One-way

Basic

From
$79
Seen: 9 hrs ago

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Explore flights from Memphis to Chicago (O'Hare)

Aug 2026
From$227*
Seen: 13 hrs ago
One Way/Basic
Sep 2026
From$79*
Seen: 18 hrs ago
One Way/Basic
Oct 2026
From$79*
Seen: 11 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, 08/25/2026: From $227
    25

    Tue

    AUG

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

    Wed

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

    Thu

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

    Fri

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

    Sat

  • MEM–MDW, 08/30/2026: From $257
    30

    Sun

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

    Mon

  • MEM–MDW, 09/01/2026: From $227
    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 $257
    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 $175
    11

    Fri

  • MEM–MDW, 09/12/2026: From $175
    12

    Sat

  • MEM–MDW, 09/13/2026: From $201
    13

    Sun

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

    Mon

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

    Tue

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

    Wed

  • MEM–MDW, 09/17/2026: From $89
    17

    Thu

  • MEM–MDW, 09/18/2026: From $128
    18

    Fri

  • MEM–MDW: cmp-view-offers-disclaimer. Find Offers
    19

    Sat

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

    Sun

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

    Mon

  • MEM–MDW, 09/22/2026: From $79
    22

    Tue

  • MEM–MDW, 09/23/2026: From $79
    23

    Wed

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

    Thu

    • 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:
    O'Hare International Airport
    Distance:
    491 miles

    Route Information

    60† Weekly flights

    † 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

    There are 60 weekly flights from Memphis to Chicago (O'Hare) on Southwest Airlines.
    To find the lowest fares by day and time to fly Memphis to Chicago (O'Hare) with Southwest, check out our Low Fare Calendar.
    You can rent a car at O'Hare International Airport book yours with your flight.
    Yes! Flights from Memphis to Chicago (O'Hare)—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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