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Cheap flights from Tucson to Chicago from $67

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Tucson to Chicago departing on 12/14. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Cheap round-trip flights

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Southwest Logo
7:40 am - 11:50 amTUS-MDW
3h 10mnonstop
Southwest Logo
7:40 pm - 10:30 pmMDW-TUS
3h 50mnonstop
$291Southwest
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Sat, Dec 6 - Sat, Dec 13
Southwest Logo
8:20 am - 12:30 pmTUS-MDW
3h 10mnonstop
Southwest Logo
3:40 pm - 8:50 pmMDW-TUS
6h 10m1 stop
$297Southwest
Find Deal
Wed, Jan 14 - Wed, Jan 21
Southwest Logo
3:00 pm - 10:45 pmTUS-MDW
6h 45m1 stop
Southwest Logo
7:40 pm - 10:30 pmMDW-TUS
3h 50mnonstop
$301Southwest
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Sat, Dec 6 - Sat, Dec 13
Southwest Logo
6:45 am - 4:30 pmTUS-MDW
8h 45m2 stops
Southwest Logo
7:40 pm - 10:30 pmMDW-TUS
3h 50mnonstop
$306Southwest
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Sat, Dec 6 - Sat, Dec 13
Delta Logo
1:49 pm - 11:47 pmTUS-MDW
8h 58m1 stop
Delta Logo
6:00 am - 3:14 pmMDW-TUS
10h 14m1 stop
$311Delta
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Wed, Dec 17 - Tue, Jan 6
Southwest Logo
1:35 pm - 9:50 pmTUS-MDW
7h 15m2 stops
Southwest Logo
3:40 pm - 8:50 pmMDW-TUS
6h 10m1 stop
$312Southwest
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Wed, Jan 14 - Wed, Jan 21
Delta Logo
6:45 am - 6:06 pmTUS-MDW
10h 21m2 stops
Delta Logo
1:50 pm - 11:45 pmMDW-TUS
10h 55m2 stops
$321Delta
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Sat, Dec 6 - Sat, Dec 13
Frontier Logo
6:15 pm - 9:21 amTUS-MDW
14h 06m1 stop
Frontier Logo
6:12 am - 6:58 pmMDW-TUS
37h 46m2 stops
$382Frontier
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Tue, Dec 23 - Sat, Jan 3
Frontier Logo
9:21 am - 8:39 pmTUS-MDW
10h 18m1 stop
Frontier Logo
9:39 pm - 1:35 pmMDW-TUS
16h 56m2 stops
$387Frontier
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Thu, Nov 6 - Thu, Nov 13
Multiple Airlines Logo
6:15 pm - 9:21 amTUS-MDW
14h 06m1 stop
Multiple Airlines Logo
8:00 am - 6:28 pmMDW-TUS
35h 28m2 stops
$454Multiple Airlines
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Tue, Dec 23 - Tue, Dec 30

Southwest flights from Tucson to Chicago Midway Airport

Our best Southwest deals on Tucson to Chicago Midway Airport flight tickets
Southwest
Dec 6
TUS7:40 amTucson
3h 10m
MDW11:50 amChicago Midway
Dec 13
MDW7:40 pmChicago Midway
3h 50m
TUS10:30 pmTucson
$291
Find similar
Southwest
Jan 14
TUS8:20 amTucson
3h 10m
MDW12:30 pmChicago Midway
Jan 21
MDW3:40 pmChicago Midway
6h 10m
1 stop
TUS8:50 pmTucson
$297
Find similar
Southwest
Dec 6
TUS3:00 pmTucson
6h 45m
1 stop
MDW10:45 pmChicago Midway
Dec 13
MDW7:40 pmChicago Midway
3h 50m
TUS10:30 pmTucson
$301
Find similar

Delta flights from Tucson to Chicago Midway Airport

Our best Delta deals on Tucson to Chicago Midway Airport flight tickets
Delta
Dec 17
TUS1:49 pmTucson
8h 58m
1 stop
MDW11:47 pmChicago Midway
Jan 6
MDW6:00 amChicago Midway
10h 14m
1 stop
TUS3:14 pmTucson
$311
Find similar
Delta
Dec 6
TUS6:45 amTucson
10h 21m
2 stops
MDW6:06 pmChicago Midway
Dec 13
MDW1:50 pmChicago Midway
10h 55m
2 stops
TUS11:45 pmTucson
$321
Find similar
Delta
Nov 15
TUS6:45 amTucson
10h 23m
2 stops
MDW6:08 pmChicago Midway
Nov 17
MDW1:15 pmChicago Midway
11h 44m
2 stops
TUS11:59 pmTucson
$346
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Tucson to Chicago Midway Airport that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated October 26, 2025.
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

Price

TucsonChicago

TUS - MDW

TUSMDW

Tucson

Sat 12/6

7:40 am-11:50 am

Nonstop3h 10m

Chicago Midway

Sat 12/13

7:40 pm-10:30 pm

Nonstop3h 50m

$291

TucsonChicago

TUS - MDW

TUSMDW

Tucson

Wed 1/14

8:20 am-12:30 pm

Nonstop3h 10m

Chicago Midway

Wed 1/21

3:40 pm-8:50 pm

1 stop6h 10m

$297

TucsonChicago

TUS - MDW

TUSMDW

Tucson

Sat 12/6

3:00 pm-10:45 pm

1 stop6h 45m

Chicago Midway

Sat 12/13

7:40 pm-10:30 pm

Nonstop3h 50m

$301

TucsonChicago

TUS - MDW

TUSMDW

Tucson

Sat 12/6

6:45 am-4:30 pm

2 stops8h 45m

Chicago Midway

Sat 12/13

7:40 pm-10:30 pm

Nonstop3h 50m

$306

TucsonChicago

TUS - MDW

TUSMDW

Tucson

Wed 12/17

1:49 pm-11:47 pm

1 stop8h 58m

Chicago Midway

Tue 1/6

6:00 am-3:14 pm

1 stop10h 14m

$311

TucsonChicago

TUS - MDW

TUSMDW

Tucson

Wed 1/14

1:35 pm-9:50 pm

2 stops7h 15m

Chicago Midway

Wed 1/21

3:40 pm-8:50 pm

1 stop6h 10m

$312

TucsonChicago

TUS - MDW

TUSMDW

Tucson

Sat 12/6

6:45 am-6:06 pm

2 stops10h 21m

Chicago Midway

Sat 12/13

1:50 pm-11:45 pm

2 stops10h 55m

$321

TucsonChicago

TUS - MDW

TUSMDW

Tucson

Tue 12/23

6:15 pm-9:21 am

1 stop14h 06m

Chicago Midway

Sat 1/3

6:12 am-6:58 pm

2 stops37h 46m

$382

TucsonChicago

TUS - MDW

TUSMDW

Tucson

Thu 11/6

9:21 am-8:39 pm

1 stop10h 18m

Chicago Midway

Thu 11/13

9:39 pm-1:35 pm

2 stops16h 56m

$387

TucsonChicago

TUS - MDW

TUSMDW

Tucson

Tue 12/23

6:15 pm-9:21 am

1 stop14h 06m

Chicago Midway

Tue 12/30

8:00 am-6:28 pm

2 stops35h 28m

$454

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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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 cheapest month to fly to Chicago Midway Airport?

The month of August is, on average, the cheapest month to fly to Chicago Midway Airport from Tucson, with most prices found around $349. If you are unable to visit Chicago Midway Airport during the month of August, then departing from Tucson during the month June is also very affordable. Most momondo users find prices during this month for around $416.

What is the cheapest day to depart on your flight to Chicago Midway Airport?

According to our data, Saturday is the cheapest day to fly to Chicago Midway Airport from Tucson. The lowest ticket price found for a Saturday departure recently was $446. 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, Sunday 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 $526.

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 $473 when looking at flights departing in the morning. Try not to purchase tickets in the afternoon because they tend to be around $576. 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 flights?

There is only 1 cabin class available to choose from on Tucson to Chicago Midway 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?

You could potentially save up to 43% on your flight if you consider stops on a Tucson to Chicago Midway Airport flight.

When to book flights from Tucson to Chicago Midway Airport

Are you open to changing your travel dates? Check out the ideal times to fly from Tucson to Chicago Midway Airport according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

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

Best Price Found

$308

Fastest flight time

3h 10m

Direct flights

Every day
The best one-way flight to Chicago Midway Airport from Tucson in the past 72 hours is $308. The best round-trip flight deal from Tucson to Chicago Midway Airport found on momondo in the last 72 hours is $397.
The fastest flight from Tucson to Chicago Midway Airport takes 3h 10m
Direct flights go from Tucson to Chicago Midway Airport every day.
Search flight deals

  • 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?

  • 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?

  • What is the most popular airline from Tucson to Chicago Midway Airport?

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
SouthwestPriceFrom $300Free CancellationRating
8.0
4,235 reviews
Search Southwest flights

  • 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 $300 round-trip, up to an average price of $471. Our users have rated Southwest at 8.0/10.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Benton Harbor
Saint Joseph
Lansing
Portage
Schererville
Valparaiso
Crown Point
Munster
Chesterton
Monticello
Porter
Griffith
Saint John

Why 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.

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