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$128+ 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 5/5. Fares are subject to change and may not be available on all flights or dates of travel.
TUS — CHI
Apr 27 — May 41
Mon 4/27
Mon 5/4
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 February, booked 87 days in advance, depart on a Thursday or Saturday 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 March 28, 2026.

This Southwest deal was found by Cheapflights users on 3/24. 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.
Tue 4/286:35 pm
TUS
-
MDW
1 stop8h 50m
Southwest
Wed 4/294:00 pm
MDW
-
TUS
Nonstop3h 45m
Southwest
Deal found 3/24$265
This United Airlines deal was found by Cheapflights users on 3/24. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/281:29 pm
TUS
-
ORD
1 stop5h 51m
United Airlines
Wed 4/297:45 pm
ORD
-
TUS
Nonstop4h 17m
United Airlines
Deal found 3/24$265
This Southwest deal was found by Cheapflights users on 3/26. 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 5/277:50 am
TUS
-
MDW
2 stops9h 40m
Southwest
Tue 6/24:00 pm
MDW
-
TUS
Nonstop3h 45m
Southwest
Deal found 3/26$271
This Southwest deal was found by Cheapflights users on 3/24. 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 4/224:20 pm
TUS
-
ORD
1 stop5h 35m
Southwest
Wed 4/2910:30 am
ORD
-
TUS
1 stop8h 15m
Southwest
Deal found 3/24$275
This Delta deal was found by Cheapflights users on 3/25. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/155:37 pm
TUS
-
MDW
2 stops13h 10m
Delta
Tue 4/219:29 am
MDW
-
TUS
1 stop5h 42m
Delta
Deal found 3/25$280
This Delta deal was found by Cheapflights users on 3/25. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/155:37 pm
TUS
-
ORD
2 stops12h 24m
Delta
Tue 4/212:09 pm
ORD
-
TUS
1 stop9h 22m
Delta
Deal found 3/25$280
This Southwest deal was found by Cheapflights users on 3/26. 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 5/277:50 am
TUS
-
ORD
1 stop13h 05m
Southwest
Tue 6/24:50 pm
ORD
-
TUS
1 stop7h 20m
Southwest
Deal found 3/26$281
This American Airlines deal was found by Cheapflights users on 3/25. 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 5/76:00 am
TUS
-
ORD
Nonstop3h 32m
American Airlines
Tue 5/1210:07 pm
ORD
-
TUS
Nonstop3h 52m
American Airlines
Deal found 3/25$283
This Southwest deal was found by Cheapflights users on 3/24. 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.
Tue 4/2812:45 pm
TUS
-
ORD
2 stops9h 10m
Southwest
Wed 4/297:45 am
ORD
-
TUS
2 stops11h 00m
Southwest
Deal found 3/24$285
This Delta deal was found by Cheapflights users on 3/25. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/126:00 am
TUS
-
MDW
2 stops10h 33m
Delta
Tue 5/199:23 am
MDW
-
TUS
2 stops8h 41m
Delta
Deal found 3/25$286
This Southwest deal was found by Cheapflights users on 3/25. 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 4/156:05 pm
TUS
-
MDW
1 stop8h 30m
Southwest
Sat 4/188:40 pm
MDW
-
TUS
Nonstop3h 45m
Southwest
Deal found 3/25$293
This American Airlines deal was found by Cheapflights users on 3/26. 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 4/165:05 pm
TUS
-
ORD
1 stop5h 27m
American Airlines
Wed 4/2210:11 pm
ORD
-
TUS
Nonstop3h 48m
American Airlines
Deal found 3/26$294

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 March 28, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$265
(Southwest)

One-way from

$128
(Southwest)

Popular in

November

Cheapest in

August

Average price

$453

Good round-trip deal

$413 or less

Good one-way deal

$257 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. 4% potential increase in price ($19 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($5 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in March 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 March 28, 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

TucsonChicago

TUS - MDW

TUSMDW

Tucson

Tue 4/28

6:35 pm-5:00 am

2 stops8h 25m

Chicago Midway

Wed 4/29

4:00 pm-5:45 pm

Nonstop3h 45m

$270

TucsonChicago

TUS - ORD

TUSORD

Tucson

Tue 4/28

4:20 pm-11:55 pm

1 stop5h 35m

Chicago O'Hare Intl

Wed 4/29

7:45 am-4:45 pm

2 stops11h 00m

$280

TucsonChicago

TUS - ORD

TUSORD

Tucson

Wed 4/22

5:37 pm-8:01 am

2 stops12h 24m

Chicago O'Hare Intl

Wed 4/29

12:14 pm-9:31 pm

2 stops11h 17m

$286

TucsonChicago

TUS - MDW

TUSMDW

Tucson

Sat 5/2

11:00 am-11:25 pm

1 stop10h 25m

Chicago Midway

Mon 5/4

4:35 pm-6:20 pm

Nonstop3h 45m

$327

TucsonChicago

TUS - ORD

TUSORD

Tucson

Sat 5/2

5:50 am-2:30 pm

1 stop6h 40m

Chicago O'Hare Intl

Mon 5/4

6:15 pm-9:55 pm

1 stop5h 40m

$331

TucsonChicago

TUS - ORD

TUSORD

Tucson

Sat 4/11

11:00 am-11:25 pm

2 stops10h 25m

Chicago O'Hare Intl

Wed 4/15

4:50 pm-10:10 pm

1 stop7h 20m

$403

TucsonChicago

TUS - ORD

TUSORD

Tucson

Mon 4/20

5:37 pm-8:01 am

2 stops12h 24m

Chicago O'Hare Intl

Thu 4/23

7:35 am-4:56 pm

2 stops11h 21m

$409

TucsonChicago

TUS - MDW

TUSMDW

Tucson

Tue 7/14

6:40 am-1:50 pm

1 stop5h 10m

Chicago Midway

Tue 7/21

5:25 pm-10:00 pm

1 stop6h 35m

$427

TucsonChicago

TUS - MDW

TUSMDW

Tucson

Wed 8/5

7:25 am-2:45 pm

1 stop5h 20m

Chicago Midway

Wed 8/12

10:20 am-4:25 pm

1 stop8h 05m

$427

TucsonChicago

TUS - ORD

TUSORD

Tucson

Wed 5/13

12:45 pm-10:55 pm

1 stop8h 10m

Chicago O'Hare Intl

Wed 5/20

6:15 am-11:55 am

1 stop7h 40m

$427

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/24

Showing 1-10 of 40 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 March.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
PricelinePrice Accuracy1 starTrust 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

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

Use this chart to determine the optimal time to book a round-trip flight from Tucson to Chicago. Price data was last updated on March 13, 2026.

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 87 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

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 $106). Flying from Tucson to Chicago in June is currently the most expensive (average of $234). 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 March 28, 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 49% on airfare.

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 March 23, 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. Saturday evenings flights should be avoided if possible as fares are typically the most expensive at this time.

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 March 28, 2026.

The most flights from TUS to CHI are scheduled on a Saturday (7 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (3 on average).

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

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 March 28, 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
4,333 reviews

Food

7.0

Comfort

8.0

Crew

8.6

Entertainment

7.5

Overall

8.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
Southwest
8.0
Very good
4,333 reviews
Southwest
8.0
Very good
4,333 reviews

Food

7.0

Comfort

8.0

Crew

8.6

Entertainment

7.5

Overall

8.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
United Airlines
7.4
Good
9,500 reviews
Southwest
8.0
Very good
4,333 reviews

Food

7.0

Comfort

8.0

Crew

8.6

Entertainment

7.5

Overall

8.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
American Airlines
7.1
Good
11,520 reviews
Southwest
8.0
Very good
4,333 reviews

Food

7.0

Comfort

8.0

Crew

8.6

Entertainment

7.5

Overall

8.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
Frontier
5.7
Fair
3,013 reviews
Southwest
8.0
Very good
4,333 reviews

Food

7.0

Comfort

8.0

Crew

8.6

Entertainment

7.5

Overall

8.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

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 4 outbound flights to Chicago per day.

  • How long is the flight from Tucson to Chicago?

    Airlines like United Airlines and Southwest fly from Tucson to Chicago in about 5h 51m. The time it takes to get you to your destination can typically vary by up to 2h 34m. There are 1434 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 $168. Other airlines that can offer you cheap pricing are American Airlines, from $269, and United Airlines, from $270. Frontier is priced at 60% 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 Frontier. According to our data, you can fly for as low as $78. Users have also found prices from $163 and $170 on United Airlines and American Airlines, 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: SkyWest Airlines (90%), United Airlines (87%), Royal Jordanian( 86%).

  • What are the cheapest flights from Tucson to Chicago?

    Looking at all options, your cheapest flight can be booked for $212. While the most popular route (Tucson - Chicago O'Hare Intl) can be booked for $281 on average, our data indicates $888 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 $106). Flying from Tucson to Chicago in June is currently the most expensive (average of $234). 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
Lansing
Merrillville
Hammond
Porter
Benton Harbor

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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 March 28, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$168Average$254FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$269Average$420FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$270Average$457FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$300Average$429FlexibilityNo cancel feeOn-time63%

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