Southwest® flights from Chicago (Midway) to Oklahoma City from $119

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Low fares from Chicago (Midway) to Oklahoma City

$

Chicago (Midway) (MDW)to

Oklahoma City (OKC)
Depart: 09/19/2026

One-way

Basic

From
$119
Seen: 19 hrs ago

Chicago (Midway) (MDW)to

Oklahoma City (OKC)
Depart: 11/26/2026

One-way

Basic

From
$119
Seen: 15 hrs ago

Chicago (Midway) (MDW)to

Oklahoma City (OKC)
Depart: 09/16/2026

One-way

Basic

From
$119
Seen: 6 hrs ago

Chicago (Midway) (MDW)to

Oklahoma City (OKC)
Depart: 09/28/2026

One-way

Basic

From
$119
Seen: 2 hrs ago

Chicago (Midway) (MDW)to

Oklahoma City (OKC)
Depart: 10/22/2026

One-way

Basic

From
$119
Seen: 6 hrs ago

Chicago (Midway) (MDW)to

Oklahoma City (OKC)
Depart: 10/01/2026

One-way

Basic

From
$119
Seen: 6 hrs ago

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Explore flights from Chicago (Midway) to Oklahoma City

Aug 2026
From$233*
Seen: 17 hrs ago
One Way/Basic
Sep 2026
From$119*
Seen: 8 hrs ago
One Way/Basic
Oct 2026
From$119*
Seen: 22 hrs ago
One Way/Basic
cmp-daily-histogram-bars-legend-min-price-aria-label $119
cmp-daily-histogram-bars-legend-max-price-aria-label $261
Displaying fares for August-2026
  • MDW–OKC: cmp-view-offers-disclaimer. Find Offers
    22

    Sat

    AUG

  • MDW–OKC: cmp-view-offers-disclaimer. Find Offers
    23

    Sun

  • MDW–OKC, 08/24/2026: From $261
    24

    Mon

  • MDW–OKC, 08/25/2026: From $233
    25

    Tue

  • MDW–OKC, 08/26/2026: From $233
    26

    Wed

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

    Thu

  • MDW–OKC, 08/28/2026: From $261
    28

    Fri

  • MDW–OKC, 08/29/2026: From $233
    29

    Sat

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

    Sun

  • MDW–OKC, 08/31/2026: From $261
    31

    Mon

  • MDW–OKC, 09/01/2026: From $233
    01

    Tue

    SEP

  • MDW–OKC, 09/02/2026: From $233
    02

    Wed

  • MDW–OKC, 09/03/2026: From $261
    03

    Thu

  • MDW–OKC, 09/04/2026: From $234
    04

    Fri

  • MDW–OKC, 09/05/2026: From $185
    05

    Sat

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

    Sun

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

    Mon

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

    Tue

  • MDW–OKC, 09/09/2026: From $185
    09

    Wed

  • MDW–OKC, 09/10/2026: From $185
    10

    Thu

  • MDW–OKC: cmp-view-offers-disclaimer. Find Offers
    11

    Fri

  • MDW–OKC: cmp-view-offers-disclaimer. Find Offers
    12

    Sat

  • MDW–OKC: cmp-view-offers-disclaimer. Find Offers
    13

    Sun

  • MDW–OKC, 09/14/2026: From $167
    14

    Mon

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

    Tue

  • MDW–OKC, 09/16/2026: From $119
    16

    Wed

  • MDW–OKC, 09/17/2026: From $129
    17

    Thu

  • MDW–OKC, 09/18/2026: From $131
    18

    Fri

  • MDW–OKC, 09/19/2026: From $119
    19

    Sat

  • MDW–OKC, 09/20/2026: From $212
    20

    Sun

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

    Mon

    • Range$119-$261

    *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:
    Chicago Midway International Airport
    Arriving at:
    Will Rogers Airport
    Average flight time:
    2 hours 4 minutes
    Distance:
    691 miles

    Route Information

    151† Weekly flights
    • 1‡ Nonstop flight 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 Chicago (Midway) to Oklahoma City is 2 hours 4 minutes.
    There are 151 weekly flights from Chicago (Midway) to Oklahoma City on Southwest Airlines.
    Yes, Southwest flies nonstop from Chicago (Midway) to Oklahoma City once per day from Monday through Friday.
    Yes, Southwest flies nonstop from Chicago (Midway) to Oklahoma City once per day on Saturdays and 2 times per day on Sundays.
    To find the lowest fares by day and time to fly Chicago (Midway) to Oklahoma City with Southwest, check out our Low Fare Calendar.
    You can rent a car at Will Rogers Airport book yours with your flight.
    Yes! Flights from Chicago (Midway) to Oklahoma City—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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