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$99+ Cheap flights from Tucson (TUS) to Midway (MDW)

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 2/26. Fares are subject to change and may not be available on all flights or dates of travel.
TUS — MDW
Jan 27 — Feb 31
Tue 1/27
Tue 2/3
1 adult, Economy
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Cheap flight deals from Tucson to Midway

Cheapest flights from Tucson to Midway
Explore the most affordable flight options available from Tucson to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 28, 2025.

This eDestinos deal was found by Cheapflights users on 12/27. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/307:20 pmTUS - MDW
2 stops25h 52mFrontier
Sun 1/46:00 amMDW - TUS
2 stops30h 55mFrontier
Deal found 12/27$653
This Southwest deal was found by Cheapflights users on 12/26. 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.
Sat 12/275:50 pmTUS - MDW
1 stop5h 45mSouthwest
Sat 1/38:10 amMDW - TUS
1 stop7h 35mSouthwest
Deal found 12/26$831
This Kiwi.com deal was found by Cheapflights users on 12/26. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/317:28 pmTUS - MDW
2 stops40h 53mMultiple Airlines
Sun 1/48:00 amMDW - TUS
1 stop10h 53mMultiple Airlines
Deal found 12/26$838
This Southwest deal was found by Cheapflights users on 12/27. 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 12/302:45 pmTUS - MDW
Nonstop3h 15mSouthwest
Sun 1/48:00 amMDW - TUS
Nonstop3h 55mSouthwest
Deal found 12/27$915
This Southwest deal was found by Cheapflights users on 12/26. 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.
Tue 12/302:45 pmTUS - MDW
Nonstop3h 15mSouthwest
Sat 1/38:10 amMDW - TUS
1 stop7h 35mSouthwest
Deal found 12/26$925
This Southwest deal was found by Cheapflights users on 12/26. 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.
Sat 12/271:25 pmTUS - MDW
1 stop6h 15mSouthwest
Mon 12/295:15 amMDW - TUS
1 stop5h 40mSouthwest
Deal found 12/26$931

Find flight deals from Tucson to Midway

Discover tips and strategies to find the most affordable flight options for your journey from Tucson (TUS) to Midway (MDW). 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 December 28, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$275
(Southwest)

One-way from

$99
(Trip.com)

Popular in

February

Cheapest in

August

Average price

$450

Good round-trip deal

$358 or less

Good one-way deal

$208 or less
Provider with most accurate pricing for Tucson-Chicago Midway flight deals.
Search Deals
Provider most trusted by Cheapflights users for Tucson-Chicago Midway flights.
Search Deals
From Tucson to Chicago Midway
Search Deals
One-way flight from Tucson to Chicago Midway
Search Deals
Highest demand for flights based on searches. 16% potential increase in price ($101 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 5% potential price decrease ($24 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals
Price to beat on a round-trip flight from Tucson to Chicago Midway.
Search Deals
Price to beat on a one-way flight from Tucson to Chicago Midway.
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Tucson to Midway 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 December 28, 2025.
Use the filters below to find and compare flights from Tucson to Chicago Midway Airport that are best for you.

Fly from

Tucson

Fly to

Midway

Route

Depart

Return

Price

TucsonChicago

TUS - MDW

TUSMDW

Tucson

Sat 1/24

12:20 pm-4:30 pm

Nonstop3h 10m

Chicago Midway

Sat 1/31

8:25 am-2:25 pm

1 stop7h 00m

$284

TucsonChicago

TUS - MDW

TUSMDW

Tucson

Tue 3/3

9:00 am-4:05 pm

1 stop6h 05m

Chicago Midway

Tue 3/10

3:25 pm-5:15 pm

Nonstop3h 50m

$351

TucsonChicago

TUS - MDW

TUSMDW

Tucson

Wed 3/4

1:35 pm-10:50 pm

2 stops8h 15m

Chicago Midway

Wed 3/18

6:35 pm-10:10 pm

1 stop5h 35m

$366

TucsonChicago

TUS - MDW

TUSMDW

Tucson

Wed 4/1

6:25 am-4:55 pm

1 stop8h 30m

Chicago Midway

Tue 4/7

9:30 am-9:05 pm

2 stops13h 35m

$398

TucsonChicago

TUS - MDW

TUSMDW

Tucson

Wed 2/18

1:34 pm-10:31 pm

1 stop7h 57m

Chicago Midway

Tue 2/24

9:50 am-10:05 pm

2 stops13h 15m

$412

TucsonChicago

TUS - MDW

TUSMDW

Tucson

Fri 3/27

6:35 pm-4:35 am

1 stop8h 00m

Chicago Midway

Thu 4/2

4:05 pm-5:55 pm

Nonstop3h 50m

$426

TucsonChicago

TUS - MDW

TUSMDW

Tucson

Wed 2/25

1:34 pm-10:31 pm

1 stop7h 57m

Chicago Midway

Sun 3/1

1:28 pm-10:05 pm

2 stops9h 37m

$442

TucsonChicago

TUS - MDW

TUSMDW

Tucson

Fri 1/30

6:00 pm-8:52 am

2 stops13h 52m

Chicago Midway

Mon 2/2

10:46 am-10:37 pm

2 stops12h 51m

$445

TucsonChicago

TUS - MDW

TUSMDW

Tucson

Fri 5/29

12:45 pm-5:55 pm

Nonstop3h 10m

Chicago Midway

Sat 6/6

4:50 pm-11:00 pm

2 stops8h 10m

$447

TucsonChicago

TUS - MDW

TUSMDW

Tucson

Thu 2/26

7:00 am-5:37 pm

2 stops9h 37m

Chicago Midway

Sat 2/28

11:06 am-7:58 pm

1 stop9h 52m

$447

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/27

Showing 1-10 of 20 results
1
2

Compare providers for flights from Tucson to Midway

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 Midway in December.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 starsTrust Score*3 stars
JustAirTicketPrice Accuracy-Trust Score*1 star

*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 Midway Airport flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Tucson-Chicago Midway Airport flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Tucson-Chicago Midway Airport flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Tucson-Chicago Midway Airport flights, Cheapflights users trust eDreams the most. eDreams 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 Midway Airport 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 Midway

Have a flexible travel schedule? Discover the best time to fly to Midway 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 Midway Airport

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

Currently, March is the cheapest month in which you can book a flight from Tucson to Chicago Midway Airport (average of $191). Flying from Tucson to Chicago Midway Airport in November is currently the most expensive (average of $500). 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 MDW?

Find hourly flight availability from Tucson to Midway. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 28, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Tucson to Chicago Midway Airport as you normally would.

Reviews of airlines servicing Midway

Get insights into the airlines that provide service to Midway. 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 Midway. Reviews last updated December 28, 2025.
Read through reviews of airlines operating flights from Tucson to Chicago Midway Airport, such as Southwest. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,256 reviews

Overall

8.0

Crew

8.6

Entertainment

7.5

Food

7.0

Boarding

8.1

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Southwest
8.0
Very good
4,256 reviews
Southwest
8.0
Very good
4,256 reviews

Overall

8.0

Crew

8.6

Entertainment

7.5

Food

7.0

Boarding

8.1

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Related info for your journey

Find useful and relevant information for your journey from Tucson to Midway. 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 Midway?

    If you book a flight to Chicago Midway from Tucson, you will be flying from Tucson, which is the city’s only airport. Tucson (TUS) is located 7.5 mi from the center of Tucson. There are 0 flights from Tucson to Chicago Midway per day from 1 airline.

  • How long is the flight from Tucson to Chicago Midway Airport?

    Airlines like Southwest and Delta fly from Tucson to Chicago Midway Airport in about 3h 10m. The time it takes to get you to your destination can typically vary by up to 5h 20m. The distance between Tucson and Chicago Midway Airport is about 1437 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What is the cheapest airline to fly from Tucson to Chicago Midway Airport round-trip?

    Currently priced at $300, Southwest will fly you from Tucson to Chicago Midway Airport and back. In addition to Southwest, many other airlines offer competitively priced options for your trip. Southwest is 39% cheaper than the average price of flights available within the next 90 days to this destination.

  • What are the cheapest flights from Tucson to Chicago Midway Airport?

    Looking at all options, your cheapest flight can be booked for $153. While the most popular route (Tucson - Chicago Midway) can be booked for $275 on average, our data indicates $342 when flying from Tucson to Chicago Midway Airport.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Tucson to Midway 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 Midway Airport?

    Currently, March is the cheapest month in which you can book a flight from Tucson to Chicago Midway Airport (average of $191). Flying from Tucson to Chicago Midway Airport in November is currently the most expensive (average of $500). 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 Midway Airport?

Book flights to Chicago Midway Airport if you plan to visit one of these locations
Lansing
Merrillville
Hammond
Porter
Benton Harbor

Browse thousands of different options on Cheapflights for your next trip

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Top airline flying from Tucson to Midway

Discover the top airline that operate flights from Tucson to Midway. 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 December 28, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$300Average$469FlexibilityNo cancel feeOn-time63%

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