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Midway

$86+ 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 10/9. Fares are subject to change and may not be available on all flights or dates of travel.
TUS — MDW
ago. 19 — ago. 261
mar. 8/19
mar. 8/26
1 adult, Economy
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Cheap 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 agosto 14, 2025.

Round-trip from

$247
(Southwest)

One-way from

$86
(Frontier)

Popular in

February

Cheapest in

August

Average price

$349

Good round-trip deal

$336 or less

Good one-way deal

$213 or less
From Tucson to Chicago Midway
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One-way flight from Tucson to Chicago Midway
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Highest demand for flights based on searches. 24% potential increase in price ($166 potential increase over avg. RT price).
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Cheapest flight prices on average. 9% potential price decrease ($47 potential savings vs. average RT price).
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Average for round-trip flights in August 2025
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Price to beat on a round-trip flight from Tucson to Chicago Midway.
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Price to beat on a one-way flight from Tucson to Chicago Midway.
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Find 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 agosto 14, 2025.

This Southwest deal was found by Cheapflights users on 8/14. 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.
vie. 9/57:20 amTUS - MDW
Nonstop3h 15mSouthwest
jue. 9/118:30 amMDW - TUS
Nonstop3h 40mSouthwest
Deal found 8/14$247
This Delta deal was found by Cheapflights users on 8/14. 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.
sáb. 9/66:00 amTUS - MDW
1 stop7h 28mDelta
sáb. 9/134:31 pmMDW - TUS
1 stop7h 05mDelta
Deal found 8/14$267
This Delta deal was found by Cheapflights users on 8/11. 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.
sáb. 10/412:57 pmTUS - MDW
1 stop6h 13mDelta
mar. 11/111:00 pmMDW - TUS
2 stops10h 54mDelta
Deal found 8/11$272
This Southwest deal was found by Cheapflights users on 8/12. 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.
vie. 10/176:30 amTUS - MDW
Nonstop3h 20mSouthwest
mar. 10/215:30 pmMDW - TUS
2 stops7h 00mSouthwest
Deal found 8/12$287
This Southwest deal was found by Cheapflights users on 8/14. 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.
sáb. 9/66:45 amTUS - MDW
Nonstop3h 15mSouthwest
sáb. 9/135:45 pmMDW - TUS
Nonstop3h 35mSouthwest
Deal found 8/14$297
This Delta deal was found by Cheapflights users on 8/12. 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.
mié. 9/2412:57 pmTUS - MDW
1 stop6h 39mDelta
vie. 9/266:00 amMDW - TUS
1 stop7h 47mDelta
Deal found 8/12$303
This Southwest deal was found by Cheapflights users on 8/13. 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.
vie. 9/123:45 pmTUS - MDW
1 stop6h 20mSouthwest
dom. 9/149:20 amMDW - TUS
Nonstop3h 35mSouthwest
Deal found 8/13$306
This Southwest deal was found by Cheapflights users on 8/12. 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.
jue. 9/43:45 pmTUS - MDW
1 stop6h 20mSouthwest
jue. 9/188:30 amMDW - TUS
Nonstop3h 40mSouthwest
Deal found 8/12$307

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 agosto 14, 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

vie. 9/5

7:20 am-12:35 pm

Nonstop3h 15m

Chicago Midway

jue. 9/11

8:30 am-10:10 am

Nonstop3h 40m

$247

TucsonChicago

TUS - MDW

TUSMDW

Tucson

sáb. 9/6

6:00 am-3:28 pm

1 stop7h 28m

Chicago Midway

sáb. 9/13

4:31 pm-9:36 pm

1 stop7h 05m

$267

TucsonChicago

TUS - MDW

TUSMDW

Tucson

sáb. 9/13

12:57 pm-9:10 pm

1 stop6h 13m

Chicago Midway

sáb. 9/20

4:25 pm-9:36 pm

1 stop7h 11m

$267

TucsonChicago

TUS - MDW

TUSMDW

Tucson

mar. 10/7

1:17 pm-10:14 pm

1 stop6h 57m

Chicago Midway

mié. 10/8

9:20 am-8:35 pm

2 stops13h 15m

$272

TucsonChicago

TUS - MDW

TUSMDW

Tucson

mié. 10/1

12:57 pm-9:36 pm

1 stop6h 39m

Chicago Midway

mié. 10/8

9:20 am-8:35 pm

2 stops13h 15m

$272

TucsonChicago

TUS - MDW

TUSMDW

Tucson

sáb. 10/4

12:57 pm-9:10 pm

1 stop6h 13m

Chicago Midway

mar. 11/11

1:00 pm-10:54 pm

2 stops10h 54m

$272

TucsonChicago

TUS - MDW

TUSMDW

Tucson

mié. 9/24

12:57 pm-9:36 pm

1 stop6h 39m

Chicago Midway

jue. 9/25

9:20 am-8:33 pm

2 stops13h 13m

$272

TucsonChicago

TUS - MDW

TUSMDW

Tucson

vie. 10/24

4:47 pm-9:40 am

2 stops14h 53m

Chicago Midway

mar. 10/28

5:04 pm-10:26 pm

1 stop7h 22m

$272

TucsonChicago

TUS - MDW

TUSMDW

Tucson

sáb. 10/4

12:57 pm-9:10 pm

1 stop6h 13m

Chicago Midway

mar. 10/7

9:20 am-8:35 pm

2 stops13h 15m

$272

TucsonChicago

TUS - MDW

TUSMDW

Tucson

sáb. 10/4

12:57 pm-9:10 pm

1 stop6h 13m

Chicago Midway

mié. 10/8

9:20 am-8:35 pm

2 stops13h 15m

$272

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/14

Showing 1-10 of 19 results
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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, April is the cheapest month in which you can book a flight from Tucson to Chicago Midway Airport (average of $160). Flying from Tucson to Chicago Midway Airport in November is currently the most expensive (average of $249). 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 agosto 14, 2025.

One of the essential ways to save on airfare from Tucson to Chicago Midway Airport 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 24% on airfare.

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 agosto 14, 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
4,244 reviews

Crew

8.6

Boarding

8.1

Food

7.0

Overall

8.0

Entertainment

7.5

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
Southwest
8.0
Very good
4,244 reviews
Southwest
8.0
Very good
4,244 reviews

Crew

8.6

Boarding

8.1

Food

7.0

Overall

8.0

Entertainment

7.5

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.

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.

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

    Currently priced at $302, 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 41% 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 $159. While the most popular route (Tucson - Chicago Midway) can be booked for $267 on average our data indicates $330 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, April is the cheapest month in which you can book a flight from Tucson to Chicago Midway Airport (average of $160). Flying from Tucson to Chicago Midway Airport in November is currently the most expensive (average of $249). 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
Merrillville
Lansing
Hammond
Benton Harbor
Porter
Chesterton

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 agosto 14, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$302Average$469FlexibilityNo cancel feeOn-time63%

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