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Not ready to book? to track prices.Southwest flights from Tucson to Chicago Midway Airport
Our best Southwest deals on Tucson to Chicago Midway Airport flight tickets
Delta flights from Tucson to Chicago Midway Airport
Our best Delta deals on Tucson to Chicago Midway Airport flight tickets
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Use the filters below to find and compare flights from Tucson to Chicago Midway Airport that are best for you.
Fly from
Fly to
Route
Depart
Return
TucsonChicago
TUS Tucson - MDW Chicago Midway
TUSMDW
Tucson
Tue 12/1
3:10 pm-9:30 pm
1 stop5h 20m
Chicago Midway
Tue 12/8
3:50 pm-6:45 pm
Nonstop3h 55m
TucsonChicago
TUS Tucson - MDW Chicago Midway
TUSMDW
Tucson
Tue 11/10
8:10 am-12:30 pm
Nonstop3h 20m
Chicago Midway
Mon 11/16
5:20 am-11:25 am
1 stop7h 05m
TucsonChicago
TUS Tucson - MDW Chicago Midway
TUSMDW
Tucson
Sat 11/7
10:20 am-2:30 pm
Nonstop3h 10m
Chicago Midway
Tue 11/10
6:05 am-10:50 am
1 stop5h 45m
TucsonChicago
TUS Tucson - MDW Chicago Midway
TUSMDW
Tucson
Wed 12/2
6:05 am-2:15 pm
1 stop7h 10m
Chicago Midway
Tue 12/8
3:50 pm-6:45 pm
Nonstop3h 55m
TucsonChicago
TUS Tucson - MDW Chicago Midway
TUSMDW
Tucson
Wed 11/4
8:10 am-12:30 pm
Nonstop3h 20m
Chicago Midway
Wed 11/11
1:20 pm-10:25 pm
2 stops10h 05m
TucsonChicago
TUS Tucson - MDW Chicago Midway
TUSMDW
Tucson
Tue 11/10
8:10 am-12:30 pm
Nonstop3h 20m
Chicago Midway
Mon 11/16
1:20 pm-9:55 pm
2 stops9h 35m
TucsonChicago
TUS Tucson - MDW Chicago Midway
TUSMDW
Tucson
Sat 12/12
10:20 am-2:30 pm
Nonstop3h 10m
Chicago Midway
Tue 1/5
1:20 pm-10:20 pm
2 stops10h 00m
TucsonChicago
TUS Tucson - MDW Chicago Midway
TUSMDW
Tucson
Sat 11/7
10:20 am-2:30 pm
Nonstop3h 10m
Chicago Midway
Tue 11/10
6:05 am-2:25 pm
2 stops9h 20m
TucsonChicago
TUS Tucson - MDW Chicago Midway
TUSMDW
Tucson
Sat 11/7
2:27 pm-10:33 pm
1 stop7h 06m
Chicago Midway
Sat 11/14
4:13 pm-11:06 pm
1 stop7h 53m
TucsonChicago
TUS Tucson - MDW Chicago Midway
TUSMDW
Tucson
Sat 12/12
3:03 pm-10:54 pm
1 stop6h 51m
Chicago Midway
Wed 1/6
6:00 am-12:14 pm
1 stop7h 14m
See travel insights to Chicago from
How to get the cheapest flight ticket from Tucson to Chicago Midway Airport
Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip
What is the typical price of a round-trip flight between Tucson and Chicago Midway Airport?
Prices are currently low for flights on this route.
Typical prices usually range from $413 to $463.The lowest price recently found on this route was $295.
What is the cheapest month to fly to Chicago Midway Airport?
The month of November is, on average, the cheapest month to fly to Chicago Midway Airport from Tucson, with most prices found around $0. If you are unable to visit Chicago Midway Airport during the month of November, then departing from Tucson during the month September is also very affordable. Most momondo users find prices during this month for around $223.
What is the cheapest day to depart on your flight to Chicago Midway Airport?
According to our data, Wednesday is the cheapest day to fly to Chicago Midway Airport from Tucson. The lowest ticket price found for a Wednesday departure recently was $456. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. On the other hand, Saturday is the most expensive day to depart from Tucson because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $517.
What is the cheapest time of day to depart on your flight to Chicago Midway Airport?
Flying to Chicago Midway Airport from Tucson in the morning is the least expensive time of day to depart. momondo users have found prices as low as $470 when looking at flights departing in the morning. Try not to purchase tickets at noon because they tend to be around $534. Of course, these prices can vary depending on the time of year and what airport you fly to.
What is the cheapest Tucson to Chicago Midway flight route?
Fly from Tucson to Chicago Midway for the best Tucson - Chicago Midway flight prices
What cabin class options are available on Tucson to Chicago Midway Airport flights?
There is only 1 cabin class available to choose from on Tucson to Chicago Midway Airport flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.
Can stopping save me money on Tucson to Chicago Midway Airport flights?
No. A direct flight is the cheapest option for a flight between Tucson to Chicago Midway Airport.
When to book flights from Tucson to Chicago Midway Airport
Cheap Tucson to Chicago Midway Airport (TUS to MDW) flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from Tucson to Chicago Midway Airport
Frequently asked questions about flying from Tucson to Chicago Midway Airport
How far is Tucson to Chicago Midway by plane?
Tucson and Chicago Midway are 1434.2 mi apart from one another. In terms of flight time, this usually takes a little over 3h 10m.
When did momondo last update prices for flights from Tucson Airport to Chicago Midway Airport?
Prices for flights from Tucson Airport to Chicago Midway Airport are refreshed on a daily basis.
How many operators does momondo search for flights from Tucson Airport to Chicago Midway Airport?
The number of operators available for flights from Tucson Airport to Chicago Midway Airport is 1 as of October 2026.
How old do you have to be to fly from Tucson Airport to Chicago Midway Airport?
The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Tucson Airport to Chicago Midway Airport.
What documentation or ID do you need to fly to Chicago Midway Airport?
The necessary travel and health documents for your Chicago Midway Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.
What is the most popular plane model from Tucson to Chicago Midway Airport?
momondo data reveals that the most frequently booked plane model on the route from Tucson to Chicago Midway Airport is Boeing 737 MAX 8, representing 20.00% of all bookings. The subsequent popular models are Boeing 737-800 at 20.00%, Embraer 175 (Enhanced Winglets) at 12.00%, and Boeing 737-800 Passenger/BBJ2 (winglets) at 10.00%.
What is the most popular airline from Tucson to Chicago Midway Airport?
Based on momondo bookings for this flight route, the most popular airline on flight routes from Tucson to Chicago Midway Airport is Southwest (100% of total bookings).
Best airlines flying from Tucson to Chicago Midway Airport
Compare and see reviews for airlines that fly from Tucson to Chicago Midway Airport with momondo
| Airline | Rating | Free Cancellation | Price | ||
|---|---|---|---|---|---|
| PriceFrom $217 | Free Cancellation | Rating 7.9 4,222 reviews |
Southwest Flights From Tucson to Chicago Midway Airport
Southwest is one of the most popular airlines flying from Tucson to Chicago Midway Airport, operating 5 flights/week on average for this route. A good Southwest flight deal for Tucson to Chicago Midway Airport starts from $217 round-trip, up to an average price of $452. Our users have rated Southwest at 7.9/10.
Traveling to a place near Chicago?
Book flights to Chicago if you plan to visit one of these locationsWhy use momondo?
Why should I use momondo to find a flight deal from Tucson to Chicago?
We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Tucson to Chicago for you.
Can I find flights from Tucson to Chicago with flexible booking policies on momondo?
Yes. All flights to Chicago from Tucson on momondo can be compared and filtered by various policies on offer, including flexible booking.
How can momondo help me find flights from Tucson to Chicago?
momondo provides multiple filters to help you find the best flight to Chicago from Tucson. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.
I’m not ready to book a flight from Tucson to Chicago right now. Can momondo alert me if prices change?
Yes. momondo can track prices for Tucson to Chicago flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.