$114 Cheap Flights from Tucson (TUS) to Chicago (MDW)

View $114 flight on Thu, Jun 5, 2025Opens in a new window

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Find available prices by choosing your travel dates.

Cheap Flights from Tucson to Chicago (TUS-MDW)

Prices were available within the past 7 days and start at $114 for one-way flights and $208 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Frontier Airlines
Thu, May 29 - Sun, Jun 8
TUS
Tucson
MDW
Chicago
$208 Roundtrip, found 20 hours ago
$208
Roundtrip
found 20 hours ago
Select Frontier Airlines flight, departing Thu, May 29 from Tucson to Chicago, returning Sun, Jun 8, priced at $208 found 20 hours ago
Frontier Airlines
Thu, May 29 - Sat, Jun 7
TUS
Tucson
MDW
Chicago
$218 Roundtrip, found 20 hours ago
$218
Roundtrip
found 20 hours ago
Select Frontier Airlines flight, departing Thu, May 29 from Tucson to Chicago, returning Sat, Jun 7, priced at $218 found 20 hours ago
Frontier Airlines
Thu, Jun 5 - Sun, Jun 8
TUS
Tucson
MDW
Chicago
$228 Roundtrip, found 3 hours ago
$228
Roundtrip
found 3 hours ago
Select Frontier Airlines flight, departing Thu, Jun 5 from Tucson to Chicago, returning Sun, Jun 8, priced at $228 found 3 hours ago
Frontier Airlines
Sun, May 25 - Sat, Jun 7
TUS
Tucson
MDW
Chicago
$238 Roundtrip, found 20 hours ago
$238
Roundtrip
found 20 hours ago
Select Frontier Airlines flight, departing Sun, May 25 from Tucson to Chicago, returning Sat, Jun 7, priced at $238 found 20 hours ago
Frontier Airlines
Thu, May 22 - Sun, May 25
TUS
Tucson
MDW
Chicago
$260 Roundtrip, found 1 day ago
$260
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Thu, May 22 from Tucson to Chicago, returning Sun, May 25, priced at $260 found 1 day ago
Frontier Airlines
Thu, May 29 - Sun, Jun 1
TUS
Tucson
MDW
Chicago
$268 Roundtrip, found 7 hours ago
$268
Roundtrip
found 7 hours ago
Select Frontier Airlines flight, departing Thu, May 29 from Tucson to Chicago, returning Sun, Jun 1, priced at $268 found 7 hours ago
Frontier Airlines
Thu, Jun 5 - Sat, Jun 14
TUS
Tucson
MDW
Chicago
$271 Roundtrip, found 2 days ago
$271
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Thu, Jun 5 from Tucson to Chicago, returning Sat, Jun 14, priced at $271 found 2 days ago
Frontier Airlines
Sun, Apr 27 - Sat, May 24
TUS
Tucson
MDW
Chicago
$280 Roundtrip, found 4 days ago
$280
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Sun, Apr 27 from Tucson to Chicago, returning Sat, May 24, priced at $280 found 4 days ago
Southwest Airlines
Wed, May 28 - Sun, Jun 1
TUS
Tucson
MDW
Chicago
$284 Roundtrip, found 1 day ago
$284
Roundtrip
found 1 day ago
Select Southwest Airlines flight, departing Wed, May 28 from Tucson to Chicago, returning Sun, Jun 1, priced at $284 found 1 day ago
Delta
Wed, May 28 - Sun, Jun 1
TUS
Tucson
MDW
Chicago
$324 Roundtrip, found 1 day ago
$324
Roundtrip
found 1 day ago
Select Delta flight, departing Wed, May 28 from Tucson to Chicago, returning Sun, Jun 1, priced at $324 found 1 day ago
Flights from Tucson (TUS) to Chicago (MDW)
Origin airport
Tucson Intl.
Destination airport
Midway Intl.
Airlines serving
Delta, Frontier Airlines, Southwest Airlines
Roundtrip price
$208
Distance
1437 mi

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 May. 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 $114 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?
Cheap round-trip flights from Tucson Intl. Airport (TUS) to Midway Intl. Airport (MDW) start from $361. This information is based on the cheapest price found on Expedia for this return journey departing within the next three months. This airfare is for a Southwest Airlines flight leaving TUS on May 21 2025 and touching down at MDW. The price was last updated on April 24 2025 and has not changed since.
What is the cheapest month to fly from TUS to MDW?
The cheapest flights from TUS to MDW are usually during off-peak season, when demand is lower. To save money, avoid flying during public holidays, school breaks and major local events.
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 TUS to MDW?
Journey from TUS to MDW with Southwest Airlines. This airline currently has the cheapest one-way fare on this route, starting from $192. This fare is based on the lowest price found on Expedia departing within the next three months. The flight takes off from TUS on June 5 2025. Prices were last updated on April 24 2025 and have not changed since.
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.