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Find low faresSouthwest® flights from Tucson to Chicago (Midway) from $117
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1 Passenger
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Low fares from Tucson to Chicago (Midway)
$
Tucson (TUS)to
Chicago (Midway) (MDW)
Depart: 04/18/2026
One-way
Basic
From
$117
Seen: 4 hrs ago
Tucson (TUS)to
Chicago (Midway) (MDW)
Depart: 02/28/2026
One-way
Basic
From
$142
Seen: 57 minutes ago
Tucson (TUS)to
Chicago (Midway) (MDW)
Depart: 02/21/2026
One-way
Basic
From
$146
Seen: 12 hrs ago
Tucson (TUS)to
Chicago (Midway) (MDW)
Depart: 04/18/2026
One-way
Choice
From
$149
Seen: 4 hrs ago
Tucson (TUS)to
Chicago (Midway) (MDW)
Depart: 04/28/2026
One-way
Basic
From
$154
Seen: 11 hrs ago
Tucson (TUS)to
Chicago (Midway) (MDW)
Depart: 04/29/2026
One-way
Basic
From
$154
Seen: 11 hrs ago
Explore flights from Tucson to Chicago (Midway)
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Flight Details
Departing from:
Tucson International Airport
Arriving at:
Chicago Midway International Airport
Average flight time:
3 hours 22 minutes
Distance:
1440 miles
Route Information
144† Weekly flights
- 1‡ Nonstop flight per day Monday through Friday
- 1‡ Nonstop flight on Saturday
- 1‡ Nonstop flight 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 Tucson to Chicago (Midway) is 3 hours 22 minutes.
There are 144 weekly flights from Tucson to Chicago (Midway) on Southwest Airlines.
Yes, Southwest flies nonstop from Tucson to Chicago (Midway) once per day from Monday through Friday.
Yes, Southwest flies nonstop from Tucson to Chicago (Midway) once per day on Saturdays and Sundays.
To find the lowest fares by day and time to fly Tucson to Chicago (Midway) with Southwest, check out our Low Fare Calendar.
You can rent a car at Chicago Midway International Airport book yours with your flight.
Yes! Flights from Tucson to Chicago (Midway)—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.