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Find low faresSouthwest® flights from Tucson to Chicago (O'Hare) from $164
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1 Passenger
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Low fares from Tucson to Chicago (O'Hare)
$
Tucson (TUS)to
Chicago (Midway) (MDW)
Depart: 04/01/2026
One-way
Choice
From
$154
Seen: 5 hrs ago
Tucson (TUS)to
Chicago (Midway) (MDW)
Depart: 03/21/2026
One-way
Basic
From
$154
Seen: 16 hrs ago
Tucson (TUS)to
Chicago (Midway) (MDW)
Depart: 03/10/2026
One-way
Basic
From
$154
Seen: 7 hrs ago
Tucson (TUS)to
Chicago (Midway) (MDW)
Depart: 03/11/2026
One-way
Basic
From
$154
Seen: 15 hrs ago
Tucson (TUS)to
Chicago (Midway) (MDW)
Depart: 03/24/2026
One-way
Basic
From
$154
Seen: 8 hrs ago
Tucson (TUS)to
Chicago (Midway) (MDW)
Depart: 03/18/2026
One-way
Basic
From
$154
Seen: 12 hrs ago
Explore flights from Tucson to Chicago (O'Hare)
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Flight Details
Departing from:
Tucson International Airport
Arriving at:
O'Hare International Airport
Distance:
1437 miles
Route Information
72† 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 72 weekly flights from Tucson to Chicago (O'Hare) on Southwest Airlines.
To find the lowest fares by day and time to fly Tucson 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 Tucson 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.