Southwest® flights from Chicago-Midway to Oklahoma City from $135

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Low fares from Chicago-Midway to Oklahoma City

$

Chicago-Midway (MDW)to

Oklahoma City (OKC)
Depart: 11/19/2026

One-way

Basic

From
$135
Seen: 16 hrs ago

Chicago-Midway (MDW)to

Oklahoma City (OKC)
Depart: 11/18/2026

One-way

Basic

From
$135
Seen: 21 hrs ago

Chicago-Midway (MDW)to

Oklahoma City (OKC)
Depart: 12/23/2026

One-way

Basic

From
$135
Seen: 11 hrs ago

Chicago-Midway (MDW)to

Oklahoma City (OKC)
Depart: 11/21/2026

One-way

Basic

From
$135
Seen: 15 hrs ago

Chicago-Midway (MDW)to

Oklahoma City (OKC)
Depart: 12/10/2026

One-way

Basic

From
$135
Seen: 15 hrs ago

Chicago-Midway (MDW)to

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

One-way

Basic

From
$135
Seen: 4 hrs ago

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Explore flights from Chicago-Midway to Oklahoma City

Oct 2026
From$263*
Seen: 12 hrs ago
One Way/Basic
Nov 2026
From$135*
Seen: 10 hrs ago
One Way/Basic
Dec 2026
From$135*
Seen: 5 hrs ago
One Way/Basic
cmp-daily-histogram-bars-legend-min-price-aria-label $135
cmp-daily-histogram-bars-legend-max-price-aria-label $291
Displaying fares for October-2026
  • MDW–OKC: cmp-view-offers-disclaimer. Find Offers
    21

    Wed

    OCT

  • MDW–OKC: cmp-view-offers-disclaimer. Find Offers
    22

    Thu

  • MDW–OKC, 10/23/2026: From $291
    23

    Fri

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

    Sat

  • MDW–OKC, 10/25/2026: From $291
    25

    Sun

  • MDW–OKC, 10/26/2026: From $291
    26

    Mon

  • MDW–OKC, 10/27/2026: From $263
    27

    Tue

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

    Wed

  • MDW–OKC, 10/29/2026: From $291
    29

    Thu

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

    Fri

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

    Sat

  • MDW–OKC: cmp-view-offers-disclaimer. Find Offers
    01

    Sun

    NOV

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

    Mon

  • MDW–OKC, 11/03/2026: From $263
    03

    Tue

  • MDW–OKC, 11/04/2026: From $263
    04

    Wed

  • MDW–OKC, 11/05/2026: From $264
    05

    Thu

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

    Fri

  • MDW–OKC, 11/07/2026: From $263
    07

    Sat

  • MDW–OKC, 11/08/2026: From $264
    08

    Sun

  • MDW–OKC, 11/09/2026: From $135
    09

    Mon

  • MDW–OKC: cmp-view-offers-disclaimer. Find Offers
    10

    Tue

  • MDW–OKC, 11/11/2026: From $135
    11

    Wed

  • MDW–OKC, 11/12/2026: From $135
    12

    Thu

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

    Fri

  • MDW–OKC, 11/14/2026: From $135
    14

    Sat

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

    Sun

  • MDW–OKC, 11/16/2026: From $135
    16

    Mon

  • MDW–OKC, 11/17/2026: From $135
    17

    Tue

  • MDW–OKC, 11/18/2026: From $135
    18

    Wed

  • MDW–OKC, 11/19/2026: From $135
    19

    Thu

  • MDW–OKC, 11/20/2026: From $189
    20

    Fri

    • Range$135-$291

    *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

    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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