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$150+ Cheap flights from Tucson (TUS) to Chicago (CHI)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/20. Fares are subject to change and may not be available on all flights or dates of travel.
TUS — CHI
Aug 23 — Aug 301
Sun 8/23
Sun 8/30
1 adult, Economy
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Find cheap flights from Tucson to Chicago with Cheapflights

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Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

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Cheapflights Tip: The best prices from Tucson to Chicago are usually found in August or September, booked 90 days in advance, depart on a Saturday or Thursday and return on a Tuesday

Cheap flight deals from Tucson to Chicago

Cheapest flights from Tucson to Chicago
Explore the most affordable flight options available from Tucson to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 24, 2026.

This Southwest deal was found by Cheapflights users on 7/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/711:25 am
TUS
-
MDW
Nonstop3h 15m
Southwest
Wed 10/213:05 pm
MDW
-
TUS
Nonstop3h 40m
Southwest
Deal found 7/22$397
This American Airlines deal was found by Cheapflights users on 7/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/26:11 am
TUS
-
ORD
Nonstop3h 48m
American Airlines
Tue 9/89:46 am
ORD
-
TUS
Nonstop3h 43m
American Airlines
Deal found 7/22$397
This American Airlines deal was found by Cheapflights users on 7/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/1512:19 pm
TUS
-
ORD
Nonstop3h 57m
American Airlines
Wed 8/199:46 am
ORD
-
TUS
Nonstop3h 43m
American Airlines
Deal found 7/23$398
This American Airlines deal was found by Cheapflights users on 7/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/2912:19 pm
TUS
-
ORD
Nonstop3h 57m
American Airlines
Sun 9/69:14 pm
ORD
-
TUS
Nonstop3h 43m
American Airlines
Deal found 7/20$402
This Sun Country Air deal was found by Cheapflights users on 7/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/217:16 pm
TUS
-
ORD
1 stop14h 07m
Sun Country Air
Thu 12/3111:53 am
ORD
-
TUS
1 stop8h 05m
Sun Country Air
Deal found 7/22$405
This American Airlines deal was found by Cheapflights users on 7/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/1312:19 pm
TUS
-
ORD
Nonstop3h 57m
American Airlines
Wed 8/1910:10 am
ORD
-
TUS
1 stop4h 57m
American Airlines
Deal found 7/21$406
This Southwest deal was found by Cheapflights users on 7/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/711:25 am
TUS
-
MDW
Nonstop3h 15m
Southwest
Wed 10/149:05 am
MDW
-
TUS
1 stop6h 30m
Southwest
Deal found 7/23$407
This American Airlines deal was found by Cheapflights users on 7/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/210:25 am
TUS
-
ORD
1 stop5h 36m
American Airlines
Wed 9/99:45 am
ORD
-
TUS
Nonstop3h 52m
American Airlines
Deal found 7/22$407
This Southwest deal was found by Cheapflights users on 7/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/15:45 am
TUS
-
MDW
Nonstop3h 15m
Southwest
Sat 10/37:55 pm
MDW
-
TUS
Nonstop3h 40m
Southwest
Deal found 7/23$410
This American Airlines deal was found by Cheapflights users on 7/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/72:31 pm
TUS
-
ORD
Nonstop3h 44m
American Airlines
Mon 10/1211:45 am
ORD
-
TUS
Nonstop3h 56m
American Airlines
Deal found 7/22$410
This Southwest deal was found by Cheapflights users on 7/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/55:45 am
TUS
-
MDW
Nonstop3h 15m
Southwest
Sat 10/107:55 pm
MDW
-
TUS
Nonstop3h 40m
Southwest
Deal found 7/19$415
This Southwest deal was found by Cheapflights users on 7/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/1311:55 am
TUS
-
MDW
1 stop5h 05m
Southwest
Wed 8/193:15 pm
MDW
-
TUS
1 stop7h 20m
Southwest
Deal found 7/22$417

Find flight deals from Tucson to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Tucson (TUS) to Chicago (CHI). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated July 24, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$397
(Southwest)

One-way from

$150
(CheapOair)

Popular in

April

Cheapest in

August

Average price

$416

Good round-trip deal

$369 or less

Good one-way deal

$314 or less
Provider with most accurate pricing for Tucson-Chicago (CHI) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Tucson-Chicago (CHI) flights.
Search Deals
From Tucson to Chicago (CHI)
Search Deals
One-way flight from Tucson to Chicago (CHI)
Search Deals
Highest demand for flights based on searches. 11% potential increase in price ($56 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($8 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in July 2026
Search Deals
Price to beat on a round-trip flight from Tucson to Chicago (CHI).
Search Deals
Price to beat on a one-way flight from Tucson to Chicago (CHI).
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Tucson to Chicago 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, Cheapflights users made 2,558,603 searches. Data last updated July 24, 2026.
Use the filters below to find and compare flights from Tucson to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

TucsonChicago

TUS - MDW

TUSMDW

Tucson

Wed 10/7

11:25 am-4:40 pm

Nonstop3h 15m

Chicago Midway

Wed 10/21

6:05 am-10:45 am

1 stop6h 40m

$407

TucsonChicago

TUS - ORD

TUSORD

Tucson

Sat 10/31

7:22 am-6:20 pm

1 stop8h 58m

Chicago O'Hare Intl

Wed 11/4

2:07 pm-9:27 pm

1 stop8h 20m

$417

TucsonChicago

TUS - ORD

TUSORD

Tucson

Sat 9/12

5:30 am-1:21 pm

1 stop5h 51m

Chicago O'Hare Intl

Wed 9/16

10:55 am-5:03 pm

1 stop8h 08m

$417

TucsonChicago

TUS - MDW

TUSMDW

Tucson

Sat 9/12

10:40 am-5:35 pm

1 stop4h 55m

Chicago Midway

Wed 9/16

10:15 am-6:00 pm

1 stop9h 45m

$417

TucsonChicago

TUS - ORD

TUSORD

Tucson

Wed 9/2

1:28 pm-11:57 pm

1 stop8h 29m

Chicago O'Hare Intl

Wed 9/16

8:25 am-3:51 pm

2 stops9h 26m

$422

TucsonChicago

TUS - MDW

TUSMDW

Tucson

Thu 8/20

5:35 am-2:35 pm

2 stops7h 00m

Chicago Midway

Wed 8/26

2:10 pm-8:25 pm

1 stop8h 15m

$422

TucsonChicago

TUS - ORD

TUSORD

Tucson

Wed 10/21

9:45 am-6:30 pm

1 stop6h 45m

Chicago O'Hare Intl

Mon 10/26

7:45 pm-10:06 pm

Nonstop4h 21m

$425

TucsonChicago

TUS - ORD

TUSORD

Tucson

Thu 8/13

6:29 am-6:19 pm

2 stops9h 50m

Chicago O'Hare Intl

Wed 8/19

2:00 pm-8:56 pm

2 stops8h 56m

$427

TucsonChicago

TUS - MDW

TUSMDW

Tucson

Wed 10/21

11:25 am-4:40 pm

Nonstop3h 15m

Chicago Midway

Mon 10/26

10:35 am-4:35 pm

2 stops8h 00m

$430

TucsonChicago

TUS - MDW

TUSMDW

Tucson

Thu 9/24

3:45 pm-5:00 am

2 stops11h 15m

Chicago Midway

Thu 10/1

2:35 pm-11:25 pm

2 stops10h 50m

$433

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/20

Showing 1-10 of 39 resultsSorted by cheapest first
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Compare providers for flights from Tucson to Chicago

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Tucson to Chicago in July.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Tucson-Chicago flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Tucson-Chicago flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Tucson-Chicago flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Tucson-Chicago flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Tucson-Chicago flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Tucson to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Tucson with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Tucson to Chicago

What is the cheapest month to book a flight from Tucson to Chicago?

Currently, September is the cheapest month in which you can book a flight from Tucson to Chicago (average of $329). Flying from Tucson to Chicago in April is currently the most expensive (average of $515). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from TUS to CHI?

Find hourly flight availability from Tucson to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated July 24, 2026.

One of the essential ways to save on airfare from Tucson to Chicago is to remain as flexible as possible. Flights that are in the afternoon tend to be the most expensive. A flight at noon could potentially save you up to 39% on airfare.

Weekly flight availability from Tucson to Chicago

Explore weekly flight availability from Tucson to Chicago. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated July 24, 2026.

The most flights from TUS to CHI are scheduled on a Monday (13 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (5 on average).

How much does it cost to fly round-trip from Tucson to Chicago?

Airfare is typical for this route at the moment.
Tucson to Chicago flights typically cost between $314 and $454 in October.
The cheapest round-trip price found within the last 5 days was $397 on Southwest (Oct 7-Oct 21).

How far ahead should I book a flight from Tucson to Chicago?

The price you pay for your flight from Tucson to Chicago may vary depending on when you book. For the best chance of a lower fare, look to book 88 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

What is the cheapest day to fly from Tucson to Chicago?

Use this chart to determine the cheapest time to fly round-trip from Tucson to Chicago. Price data was last updated on July 18, 2026.

Travelers seeking maximum savings on their Tucson to Chicago flight should consider departing on Thursday afternoons when fares are most often at their lowest. Monday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.

The best insider tips for Tucson to Chicago flights

AI-powered summary based on content written by travel experts. AI can make mistakes.
Cheapflights partnered with top experts to bring you the best recommendations for your Tucson to Chicago trip
Our travel experts
Gabriel Leigh

Gabriel Leigh

Expert on British Airways

Gabriel is a writer and video creator. As senior content producer for Flightradar24 and Monocle’s transport correspondent, he keeps a close eye on aviation in particular. He has also written travel articles for the likes of The New York Times. Born in New York but raised around the world, he now lives in Sweden. He’s been to 75 countries, flying 2.3 million miles on 113 airlines and through 234 airports in the process.

Read more
Harriet Baskas

Harriet Baskas

Expert on United Airlines

Harriet is an award-winning journalist who is happiest in an airport or an unusual museum. Her stories about airports, air travel, and the business of travel have appeared on NBC News, CNBC, USA TODAY, The Points Guy and other outlets. She is the creator of the StuckatTheAirport.com blog and the author of nine books. When not out on the road or exploring the latest airport amenities, she’s home in Seattle getting ready for the next adventure.

Read more

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Chicago. Reviews last updated July 24, 2026.
Read through reviews of airlines operating flights from Tucson to Chicago, such as Southwest,United Airlines, andAmerican Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,234 reviews

Comfort

8.0

Crew

8.6

Entertainment

7.5

Boarding

8.1

Overall

8.0

Food

7.0

Reviews

1 / 20
8.0
Excellent

Libby,Jun 2026

TUS - LAS

One delay in a 2 layover flight=a good trip. The crew was great.
Southwest
8.0
Very good
4,234 reviews
Southwest
8.0
Very good
4,234 reviews

Comfort

8.0

Crew

8.6

Entertainment

7.5

Boarding

8.1

Overall

8.0

Food

7.0

Reviews

1 / 20
8.0
Excellent

Libby,Jun 2026

TUS - LAS

One delay in a 2 layover flight=a good trip. The crew was great.
United Airlines
7.4
Good
10,029 reviews
Southwest
8.0
Very good
4,234 reviews

Comfort

8.0

Crew

8.6

Entertainment

7.5

Boarding

8.1

Overall

8.0

Food

7.0

Reviews

1 / 20
8.0
Excellent

Libby,Jun 2026

TUS - LAS

One delay in a 2 layover flight=a good trip. The crew was great.
American Airlines
7.1
Good
11,843 reviews
Southwest
8.0
Very good
4,234 reviews

Comfort

8.0

Crew

8.6

Entertainment

7.5

Boarding

8.1

Overall

8.0

Food

7.0

Reviews

1 / 20
8.0
Excellent

Libby,Jun 2026

TUS - LAS

One delay in a 2 layover flight=a good trip. The crew was great.

Related info for your journey

Find useful and relevant information for your journey from Tucson to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Tucson to Chicago?

    Tucson (TUS), located 7.5 mi from the city center, is the airport you fly out of when you book flights from Tucson to Chicago. 4 airlines have flights from Tucson to Chicago on a regular basis. Booking flights from Tucson to Chicago should not be difficult; the airport handles an average of 10 outbound flights to Chicago per day.

  • How long is the flight from Tucson to Chicago?

    Airlines like American Airlines, Sun Country Air, and Southwest fly from Tucson to Chicago in about 3h 15m. The time it takes to get you to your destination can typically vary by up to 10h 52m. There are 1437 mi between Tucson and Chicago. This flight may include one or multiple stops.

  • What are the cheapest airlines flying from Tucson to Chicago round-trip?

    Cheapflights users have booked flights from Tucson to Chicago round-trip from $156. Other airlines that can offer you cheap pricing are Southwest, from $217, and American Airlines, from $291. Frontier is priced at 63% lower than the current average price of a flight leaving 3 months from now.

  • What are the cheapest airlines to fly from Tucson to Chicago one-way?

    For one-way options, check prices for United Airlines. According to our data, you can fly for as low as $163. Users have also found prices from $170 and $249 on American Airlines and Southwest, respectively.

  • What are the most reliable airlines from Tucson to Chicago?

    Before booking your flight to Chicago from Tucson, check out the most reliable airlines to get you to your destination on time: Qatar Airways (86%), Aer Lingus (77%), British Airways( 77%).

  • What are the cheapest flights from Tucson to Chicago?

    Looking at all options, your cheapest flight can be booked for $188. While the most popular route (Tucson - Chicago O'Hare Intl) can be booked for $397 on average, our data indicates $2,310 when flying from Tucson to Chicago.

  • Can I find deals for flights from Tucson to Chicago that include hotel bookings?

    Yes. In addition to deals on Tucson to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Tucson to Chicago?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Tucson to Chicago.

  • Can I find deals for business class flights from Tucson to Chicago?

    Yes. Cheapflights offers flight deals from Tucson to Chicago by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Tucson to Chicago?

    Currently, September is the cheapest month in which you can book a flight from Tucson to Chicago (average of $329). Flying from Tucson to Chicago in April is currently the most expensive (average of $515). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Benton Harbor
Lansing
Merrillville
Valparaiso
Hammond
Saint Joseph
Porter

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Top 4 airlines flying from Tucson to Chicago

Discover the top 4 airlines that operate flights from Tucson to Chicago. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated July 24, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$156Average$254FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$217Average$436FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$291Average$435FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$311Average$485FlexibilityNo cancel feeOn-time69%

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