$91 Cheap Flights from Tucson (TUS) to Chicago (MDW)

View $91 flight on Thu, Oct 9, 2025Opens in a new window

Popular airlines from Tucson International Airport (TUS) to Chicago Midway Airport (MDW)

Cheap Flights from Tucson to Chicago (TUS-MDW)

Prices were available within the past 7 days and start at $91 for one-way flights and $257 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Southwest Airlines
Sun, Sep 21 - Wed, Sep 24
TUS
Tucson
MDW
Chicago
$257 Roundtrip, just found
$257
Roundtrip
just found
Select Southwest Airlines flight, departing Sun, Sep 21 from Tucson to Chicago, returning Wed, Sep 24, priced at $257 just found
Frontier Airlines
Fri, Sep 5 - Tue, Sep 9
TUS
Tucson
MDW
Chicago
$262 Roundtrip, found 2 days ago
$262
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Fri, Sep 5 from Tucson to Chicago, returning Tue, Sep 9, priced at $262 found 2 days ago
Southwest Airlines
Wed, Sep 3 - Mon, Sep 8
TUS
Tucson
MDW
Chicago
$262 Roundtrip, found 4 days ago
$262
Roundtrip
found 4 days ago
Select Southwest Airlines flight, departing Wed, Sep 3 from Tucson to Chicago, returning Mon, Sep 8, priced at $262 found 4 days ago
Delta
Sat, Sep 20 - Sat, Sep 27
TUS
Tucson
MDW
Chicago
$267 Roundtrip, just found
$267
Roundtrip
just found
Select Delta flight, departing Sat, Sep 20 from Tucson to Chicago, returning Sat, Sep 27, priced at $267 just found
Southwest Airlines
Wed, Sep 3 - Mon, Sep 8
TUS
Tucson
MDW
Chicago
$267 Roundtrip, found 4 days ago
$267
Roundtrip
found 4 days ago
Select Southwest Airlines flight, departing Wed, Sep 3 from Tucson to Chicago, returning Mon, Sep 8, priced at $267 found 4 days ago
Southwest Airlines
Sat, Sep 6 - Mon, Sep 8
TUS
Tucson
MDW
Chicago
$272 Roundtrip, found 2 days ago
$272
Roundtrip
found 2 days ago
Select Southwest Airlines flight, departing Sat, Sep 6 from Tucson to Chicago, returning Mon, Sep 8, priced at $272 found 2 days ago
Southwest Airlines
Sat, Sep 6 - Mon, Sep 8
TUS
Tucson
MDW
Chicago
$278 Roundtrip, found 2 days ago
$278
Roundtrip
found 2 days ago
Select Southwest Airlines flight, departing Sat, Sep 6 from Tucson to Chicago, returning Mon, Sep 8, priced at $278 found 2 days ago
Frontier Airlines
Thu, Oct 16 - Sat, Oct 25
TUS
Tucson
MDW
Chicago
$279 Roundtrip, found 5 days ago
$279
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Thu, Oct 16 from Tucson to Chicago, returning Sat, Oct 25, priced at $279 found 5 days ago
Southwest Airlines
Sat, Nov 1 - Tue, Nov 4
TUS
Tucson
MDW
Chicago
$287 Roundtrip, found 3 days ago
$287
Roundtrip
found 3 days ago
Select Southwest Airlines flight, departing Sat, Nov 1 from Tucson to Chicago, returning Tue, Nov 4, priced at $287 found 3 days ago
Southwest Airlines
Fri, Sep 12 - Sun, Sep 14
TUS
Tucson
MDW
Chicago
$287 Roundtrip, found 3 hours ago
$287
Roundtrip
found 3 hours ago
Select Southwest Airlines flight, departing Fri, Sep 12 from Tucson to Chicago, returning Sun, Sep 14, priced at $287 found 3 hours ago

Find the cheapest month to fly from Tucson (TUS) to Chicago (MDW)

March is typically the cheapest month to fly

From $120 - $798 per traveler.

Graph displaying average flight prices per month

Alternative airports near Chicago

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to O'Hare Intl. ORD. Cheapest option available. Average driving time to city center is 23 minutes. Flights from $275
ORD
O'Hare Intl.
Cheapest
Average driving time to city center23 min
Flights from $275
Flights from Tucson (TUS) to Chicago (MDW)
Origin airport
Tucson Intl.
Destination airport
Midway Intl.
Airlines serving
Delta, Southwest Airlines
Roundtrip price
$257
Distance
1437 mi
Average flight time
4 hours 15 mins

Tucson to Chicago Flights

The cheapest times to fly from Tucson to Chicago

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Tucson to Chicago are during the month of September. You can find some of the cheapest flights from Tucson to Chicago with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Tucson to Chicago

Sunday is one of the best days to book for cheap flights from Tucson to Chicago: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Tucson to Chicago

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Tucson to Chicago in 2025. You can also book with separate airlines for your outbound and return journeys, from $91 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Tucson to Chicago flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Tucson to Chicago airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Frequently asked questions

How much does a flight from Tucson Intl. Airport (TUS) to Midway Intl. Airport (MDW) cost?
Get a cheap one-way flight from $91 or cheap return flight from $257 from Tucson Intl. Airport (TUS) to Midway Intl. Airport (MDW) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to find our cheapest flight deals on this route.
What is the cheapest month to fly from Tucson Intl. Airport (TUS) to Midway Intl. Airport (MDW)?
September is the least expensive month to fly from TUS to MDW. Traveling during an off-peak travel window is often the key to finding a great deal.
Which airlines fly direct from Tucson Intl. Airport (TUS) to Midway Intl. Airport (MDW)?
When flying out of Tucson Intl. Airport (TUS), you can catch a nonstop flight to Midway Intl. Airport (MDW) with Southwest Airlines.
What is the cheapest airline that flies from Tucson Intl. Airport (TUS) to Midway Intl. Airport (MDW)?
Expedia's filter tool lets you easily compare different airlines, departure times and fares all in one place. Choose your preferences, then sort by "Price (lowest to highest)" to find the carrier with the cheapest TUS to MDW flight.
How many flights per day from Tucson Intl. Airport (TUS) to Midway Intl. Airport (MDW)?
On average, only 1 direct flight departs each day from Tucson Intl. Airport (TUS) to Midway Intl. Airport (MDW). Want additional options? Use Expedia's filters to find flights with layovers and add a new destination to your journey.
What are the most popular departure times for flights from Tucson Intl. Airport (TUS) to Midway Intl. Airport (MDW)?
Flights between TUS and MDW are busiest at 8 AM. For a quieter trip and potentially cheaper prices, look for a departure that's outside typical rush times.
What day of the week has the most flights from TUS to MDW?
If you travel on a Wednesday, you'll get the biggest range of options for flights from Tucson Intl. Airport (TUS) to Midway Intl. Airport (MDW).
What is the earliest flight from Tucson Intl. Airport (TUS) to Midway Intl. Airport (MDW)?
Tucson Intl. Airport (TUS)'s first flight to Midway Intl. Airport (MDW) is at approximately 6:15AM UTC-7. With a flight time of 3h 10m, you'll arrive at around 10:25AM UTC-6.
How long does it take to fly from Tucson Intl. Airport (TUS) to Midway Intl. Airport (MDW)?
Typically, it takes 3 hours and 13 minutes to travel the 1,450 mi from TUS to MDW.
What airline has the least delays from TUS to MDW?
Southwest Airlines has the best track record for on-time direct flights from Tucson Intl. Airport (TUS) to Midway Intl. Airport (MDW), with an on-time score of 98%. Use the Expedia App to check your flight schedule before you go and get real-time alerts about any trip changes.
What is the best time to fly from Tucson Intl. Airport (TUS) to Midway Intl. Airport (MDW)?
Choose a flight from Tucson Intl. Airport (TUS) to Midway Intl. Airport (MDW) that takes off before 3 PM to reduce the likelihood of delays. Departures later than this have a 22% higher chance of being canceled, on average.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
What airports do you fly into for Chicago from Tucson Intl. Airport (TUS)?
If you're catching a direct flight from Tucson Intl. Airport (TUS) to Chicago, you can touch down at either O'Hare Intl. Airport (ORD) or Midway Intl. Airport (MDW).
Is it cheaper to buy a plane ticket from Tucson Intl. Airport (TUS) to Midway Intl. Airport (MDW) last-minute?
Booking your flight from TUS to MDW just before your getaway is generally more expensive. However, if you're flexible with your departure dates and times, you could land a cheap last-minute fare.
Is it cheaper to book a TUS to MDW flight and hotel package?
Compared with arranging hotels and flights separately, booking a TUS to MDW flight and hotel package with Expedia could lead to significant savings. What's more, having everything in one easy place will take the hassle out of travel planning. Simply secure your flights and choose from our wide range of stays, then customize your trip with other add-ons like activities, tours and car rentals.
Can I cancel or change the date of my flight from Tucson Intl. Airport (TUS) to Midway Intl. Airport (MDW)?
It's usually possible to cancel or reschedule your TUS to MDW flight. However, if the booking was made more than 24 hours ago, additional charges may apply. Refer to your airline's policies in your itinerary to see what changes are possible and if any costs are involved. You'll also find more information on our Customer Service portal.

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*Available to One Key members.