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Midway

$155+ 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 11/14. Fares are subject to change and may not be available on all flights or dates of travel.
TUS — MDW
Jul 27 — Aug 31
Mon 7/27
Mon 8/3
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 June 27, 2026.

This Southwest deal was found by Cheapflights users on 6/26. 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 10/277:25 am
TUS
-
MDW
Nonstop3h 15m
Southwest
Fri 10/303:55 pm
MDW
-
TUS
Nonstop3h 40m
Southwest
Deal found 6/26$309
This Southwest deal was found by Cheapflights users on 6/26. 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 10/134:35 pm
TUS
-
MDW
1 stop5h 30m
Southwest
Fri 10/303:55 pm
MDW
-
TUS
Nonstop3h 40m
Southwest
Deal found 6/26$319
This Southwest deal was found by Cheapflights users on 6/23. 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.
Tue 8/189:25 am
TUS
-
MDW
1 stop8h 35m
Southwest
Tue 8/2510:20 am
MDW
-
TUS
1 stop8h 05m
Southwest
Deal found 6/23$329
This Southwest deal was found by Cheapflights users on 6/25. 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.
Tue 10/277:00 am
TUS
-
MDW
1 stop8h 05m
Southwest
Sun 11/112:20 pm
MDW
-
TUS
Nonstop3h 45m
Southwest
Deal found 6/25$349
This Southwest deal was found by Cheapflights users on 6/26. 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.
Fri 7/172:25 pm
TUS
-
MDW
1 stop8h 15m
Southwest
Sun 7/196:10 am
MDW
-
TUS
1 stop6h 15m
Southwest
Deal found 6/26$359
This Southwest deal was found by Cheapflights users on 6/24. 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 7/87:25 pm
TUS
-
MDW
1 stop8h 00m
Southwest
Wed 7/156:45 am
MDW
-
TUS
1 stop9h 25m
Southwest
Deal found 6/24$364
This Delta deal was found by Cheapflights users on 6/26. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/187:12 am
TUS
-
MDW
2 stops13h 24m
Delta
Tue 9/16:05 am
MDW
-
TUS
2 stops12h 02m
Delta
Deal found 6/26$369
This Delta deal was found by Cheapflights users on 6/22. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/161:45 pm
TUS
-
MDW
1 stop7h 00m
Delta
Wed 9/306:05 am
MDW
-
TUS
1 stop8h 30m
Delta
Deal found 6/22$373

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 June 27, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$309
(Southwest)

One-way from

$155
(Southwest)

Popular in

November

Cheapest in

September

Average price

$356

Good round-trip deal

$424 or less

Good one-way deal

$283 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. 1% potential increase in price ($5 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($14 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in June 2026
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 June 27, 2026.
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

Cheapest round-trip

TucsonChicago

TUS - MDW

TUSMDW

Tucson

Tue 10/13

4:35 pm-12:05 am

1 stop5h 30m

Chicago Midway

Fri 10/30

6:30 pm-11:15 pm

1 stop6h 45m

$329

TucsonChicago

TUS - MDW

TUSMDW

Tucson

Tue 10/13

4:35 pm-12:05 am

1 stop5h 30m

Chicago Midway

Sun 11/15

7:25 am-1:20 pm

1 stop6h 55m

$329

TucsonChicago

TUS - MDW

TUSMDW

Tucson

Fri 9/11

11:55 am-7:00 pm

1 stop5h 05m

Chicago Midway

Tue 9/15

3:50 pm-9:55 pm

1 stop8h 05m

$329

TucsonChicago

TUS - MDW

TUSMDW

Tucson

Fri 7/24

4:47 pm-9:13 am

2 stops14h 26m

Chicago Midway

Fri 7/31

5:10 pm-9:49 pm

1 stop6h 39m

$334
Quickest round-trip

TucsonChicago

TUS - MDW

TUSMDW

Tucson

Thu 11/5

7:30 am-11:40 am

Nonstop3h 10m

Chicago Midway

Mon 11/9

12:20 pm-3:05 pm

Nonstop3h 45m

$339

TucsonChicago

TUS - MDW

TUSMDW

Tucson

Tue 8/18

7:25 am-5:10 pm

2 stops7h 45m

Chicago Midway

Fri 9/18

8:00 am-1:20 pm

2 stops7h 20m

$339

TucsonChicago

TUS - MDW

TUSMDW

Tucson

Tue 8/18

10:35 am-9:05 pm

2 stops8h 30m

Chicago Midway

Tue 8/25

10:30 am-4:25 pm

2 stops7h 55m

$339

TucsonChicago

TUS - MDW

TUSMDW

Tucson

Thu 8/6

2:00 pm-11:45 pm

1 stop7h 45m

Chicago Midway

Sun 8/9

6:30 am-9:45 am

1 stop5h 15m

$359

TucsonChicago

TUS - MDW

TUSMDW

Tucson

Sat 7/18

2:35 pm-11:45 pm

1 stop7h 10m

Chicago Midway

Sat 7/25

5:10 am-9:00 am

1 stop5h 50m

$389

TucsonChicago

TUS - MDW

TUSMDW

Tucson

Fri 7/24

2:25 pm-12:15 am

2 stops7h 50m

Chicago Midway

Sun 7/26

6:10 am-10:25 am

1 stop6h 15m

$394

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/23

Showing 1-10 of 19 resultsSorted by cheapest first
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 June.
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 Midway Airport flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Tucson-Chicago Midway Airport flight deals on Cheapflights vs. FlightHub >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 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 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, September is the cheapest month in which you can book a flight from Tucson to Chicago Midway Airport (average of $223). Flying from Tucson to Chicago Midway Airport in November is currently the most expensive (average of $577). 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 June 27, 2026.

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 June 27, 2026.
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
7.9
Good
4,246 reviews

Comfort

8.0

Food

7.0

Entertainment

7.5

Overall

7.9

Crew

8.6

Boarding

8.1

Reviews

1 / 20
6.0
Good

Reza,Jun 2026

TPA - MDW

The seats were super cramped and couldn’t move without hitting other passengers
Southwest
7.9
Good
4,246 reviews
Southwest
7.9
Good
4,246 reviews

Comfort

8.0

Food

7.0

Entertainment

7.5

Overall

7.9

Crew

8.6

Boarding

8.1

Reviews

1 / 20
6.0
Good

Reza,Jun 2026

TPA - MDW

The seats were super cramped and couldn’t move without hitting other passengers

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 5h 30m. The time it takes to get you to your destination can typically vary by up to 8h 56m. 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 $217, 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 49% 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 $197. While the most popular route (Tucson - Chicago Midway) can be booked for $309 on average, our data indicates $447 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, September is the cheapest month in which you can book a flight from Tucson to Chicago Midway Airport (average of $223). Flying from Tucson to Chicago Midway Airport in November is currently the most expensive (average of $577). 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
Benton Harbor
Lansing
Merrillville
Hammond
Porter

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 June 27, 2026.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$217Average$425FlexibilityNo cancel feeOn-time63%

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