Southwest® flights from Tulsa to Chicago (O'Hare) from $135

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Low fares from Tulsa to Chicago (O'Hare)

$

Tulsa (TUL)to

Chicago (Midway) (MDW)
Depart: 04/25/2026

One-way

Basic

From
$125
Seen: 8 hrs ago

Tulsa (TUL)to

Chicago (Midway) (MDW)
Depart: 03/04/2026

One-way

Choice

From
$135
Seen: 7 hrs ago

Tulsa (TUL)to

Chicago (Midway) (MDW)
Depart: 03/03/2026

One-way

Choice

From
$135
Seen: 7 hrs ago

Tulsa (TUL)to

Chicago (Midway) (MDW)
Depart: 03/03/2026

One-way

Basic

From
$140
Seen: 7 hrs ago

Tulsa (TUL)to

Chicago (Midway) (MDW)
Depart: 04/25/2026

One-way

Choice

From
$148
Seen: 8 hrs ago

Tulsa (TUL)to

Chicago (Midway) (MDW)
Depart: 04/30/2026

One-way

Basic

From
$152
Seen: 12 hrs ago

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Explore flights from Tulsa to Chicago (O'Hare)

*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:
Tulsa International Airport
Arriving at:
O'Hare International Airport
Distance:
585 miles

Route Information

78† 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 78 weekly flights from Tulsa to Chicago (O'Hare) on Southwest Airlines.
To find the lowest fares by day and time to fly Tulsa 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 Tulsa 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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