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$199 Cheap Flights from Tucson (TUS) to Chicago (MDW)

View $199 flight on Fri, Oct 30, 2026Opens in a new window

Popular airlines from Tucson International Airport (TUS) to Chicago Midway Airport (MDW)

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Cheap Flights from Tucson to Chicago (TUS-MDW)

Prices were available within the past 7 days and start at $199 for one-way flights and $405 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Southwest Airlines
Thu, Oct 1 - Sat, Oct 3
TUS
Tucson
MDW
Chicago
$405 Roundtrip, found 3 days ago
$405
Roundtrip
found 3 days ago
Select Southwest Airlines flight, departing Thu, Oct 1 from Tucson to Chicago, returning Sat, Oct 3, priced at $405 found 3 days ago
Southwest Airlines
Fri, Oct 30 - Sat, Oct 31
TUS
Tucson
MDW
Chicago
$407 Roundtrip, found 3 hours ago
$407
Roundtrip
found 3 hours ago
Select Southwest Airlines flight, departing Fri, Oct 30 from Tucson to Chicago, returning Sat, Oct 31, priced at $407 found 3 hours ago
Southwest Airlines
Thu, Nov 12 - Wed, Nov 18
TUS
Tucson
MDW
Chicago
$408 Roundtrip, found 2 days ago
$408
Roundtrip
found 2 days ago
Select Southwest Airlines flight, departing Thu, Nov 12 from Tucson to Chicago, returning Wed, Nov 18, priced at $408 found 2 days ago
Southwest Airlines
Sat, Sep 26 - Sat, Oct 3
TUS
Tucson
MDW
Chicago
$410 Roundtrip, found 2 days ago
$410
Roundtrip
found 2 days ago
Select Southwest Airlines flight, departing Sat, Sep 26 from Tucson to Chicago, returning Sat, Oct 3, priced at $410 found 2 days ago
Southwest Airlines
Mon, Sep 21 - Thu, Sep 24
TUS
Tucson
MDW
Chicago
$413 Roundtrip, found 2 days ago
$413
Roundtrip
found 2 days ago
Select Southwest Airlines flight, departing Mon, Sep 21 from Tucson to Chicago, returning Thu, Sep 24, priced at $413 found 2 days ago
Southwest Airlines
Mon, Nov 2 - Mon, Nov 9
TUS
Tucson
MDW
Chicago
$413 Roundtrip, found 4 days ago
$413
Roundtrip
found 4 days ago
Select Southwest Airlines flight, departing Mon, Nov 2 from Tucson to Chicago, returning Mon, Nov 9, priced at $413 found 4 days ago
Southwest Airlines
Sat, Sep 26 - Sat, Oct 3
TUS
Tucson
MDW
Chicago
$415 Roundtrip, found 2 days ago
$415
Roundtrip
found 2 days ago
Select Southwest Airlines flight, departing Sat, Sep 26 from Tucson to Chicago, returning Sat, Oct 3, priced at $415 found 2 days ago
Delta
Sat, Sep 5 - Fri, Sep 11
TUS
Tucson
MDW
Chicago
$417 Roundtrip, found 1 day ago
$417
Roundtrip
found 1 day ago
Select Delta flight, departing Sat, Sep 5 from Tucson to Chicago, returning Fri, Sep 11, priced at $417 found 1 day ago
Southwest Airlines
Fri, Oct 30 - Sat, Oct 31
TUS
Tucson
MDW
Chicago
$417 Roundtrip, found 3 hours ago
$417
Roundtrip
found 3 hours ago
Select Southwest Airlines flight, departing Fri, Oct 30 from Tucson to Chicago, returning Sat, Oct 31, priced at $417 found 3 hours ago
Southwest Airlines
Sat, Oct 17 - Tue, Oct 20
TUS
Tucson
MDW
Chicago
$422 Roundtrip, found 2 days ago
$422
Roundtrip
found 2 days ago
Select Southwest Airlines flight, departing Sat, Oct 17 from Tucson to Chicago, returning Tue, Oct 20, priced at $422 found 2 days ago

Alternative airports near Chicago

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to O'Hare Intl. ORD. Cheapest option available. Average driving time to city center is 23 minutes. Flights from $474
ORD
O'Hare Intl.
Cheapest
Average driving time to city center23 min
Flights from $474

What you need to know for your flight from Tucson Intl. to Midway Intl.

Tucson (TUS) to Chicago (MDW) at a glance

Travel from Tucson (TUS) to Chicago (MDW) with a selection of airlines offering various options on this domestic short-haul route. Discover cheap flights from Tucson as you compare full-service and low-cost carriers, helping you find the best itinerary that matches your budget and schedule. As you plan your visit to explore Chicago's iconic attractions and vibrant neighborhoods, gather essential information about flights from Tucson International Airport to Midway International Airport.

  • Fastest flight duration: around 3h 15m non-stop
  • Route distance: roughly 1,400 miles (2,250 km)
  • Flights per week: around 8 departures on average
  • Typical fares (one-way): economy tickets often range from $115–$505, depending on seasonality and how far ahead you book

Flights from Tucson International Airport (TUS) to Midway International Airport (MDW)

According to recent traveler bookings, here are the top airlines favored for flights from Tucson to Chicago, covering both non-stop and one-stop options. Common layover locations include Denver International Airport (DEN) with a typical layover of about 1 hour and 45 minutes, Dallas-Fort Worth International Airport (DFW) at approximately 2 hours and 45 minutes, and Harry Reid International Airport (LAS) with a layover of around 2 hours and 15 minutes. This variety allows you to customize your itinerary based on price, total travel time, and cabin class.

  • Southwest Airlines: This budget-friendly airline provides both non-stop and one-stop options, with one-way ticket prices usually between $135 and $515. It dominates the route with about 87% of departures, and a typical non-stop flight lasts around 3 hours and 15 minutes.
  • Frontier Airlines: Known for its low-cost offerings, this airline features one-stop services with one-way fares generally ranging from $115 to $220. It represents about 11% of the departures on this route, with an in-flight duration of 4 hours and 30 minutes, leading to a total travel time of about 7 hours, including layover.
  • Delta: As a full-service airline, Delta provides one-stop flights with one-way fares typically falling between $120 and $350. It accounts for roughly 2% of the departures on this route, featuring an in-flight duration of 4 hours and 30 minutes, resulting in a total journey time of approximately 7 hours, including layover.

Best time to fly from Tucson (TUS) to Chicago (MDW)

The most popular months for travelers flying from Tucson to Chicago are April, August, and December, when peak temperatures in Chicago reach up to 73°F in August. If you prefer quieter travel, consider May, the least busy and relatively cheaper time to visit with fewer crowds and temperatures around 57°F. For better deals, September usually offers the lowest average one-way fare around $190. Flight availability peaks in July, with approximately 9 flights per week, making it easier to find convenient departure times. March and November have the fewest flights, with approximately 7 flights per week.

  • Cheapest time to fly: September usually offers good deals with average one-way fare around $190, roughly 28% cheaper than the yearly average.
  • Another budget-friendly time to fly: August typically offers an average one-way fare of around $192.
  • Most flight options: July has the highest number of flights from Tucson to Chicago, with approximately 9 flights per week, giving you more flexibility in scheduling your trip.
calendar iconMonthtemperature iconTemperaturecrowd level iconDemandflights iconWeekly Flightsprice iconAverage one-way Fare
January25.7°F (-3.5°C)Average8$246
February27.0°F (-2.8°C)Low8$369
March37.0°F (2.8°C)Average7$281
April46.0°F (7.8°C)High8$293
May57.0°F (13.9°C)Low8$257
June67.3°F (19.6°C)Average8$278
July73.4°F (23.0°C)Low9$287
August73.0°F (22.8°C)High8$192
September67.1°F (19.5°C)Average8$190
October54.9°F (12.7°C)Average8$260
November42.3°F (5.7°C)Average7$267
December33.1°F (0.6°C)High8$255

*Average one-way fare is based on Expedia flight booking data from January 2025 to April 2026 for the specified route and travel class and may change depending on availability, dates, and demand.

Alternative route from Tucson (TUS) to Chicago (MDW)

  • Tucson to Chicago (TUS-ORD): O'Hare International Airport (ORD) is located approximately 16 miles from Midway International Airport (MDW). On this route, one-way economy tickets generally fall within the price range of $110 to $490, influenced by the time of year and how far in advance you book. Travelers can choose from both non-stop and one-stop flight options. Leading airlines operating on this route include American Airlines and United. Moreover, first-class service is also offered.

How to find the best prices for flights from Tucson (TUS) to Chicago (MDW)

Getting some of the best deals on flights from Tucson to Chicago is all about timing and flexibility. Here are some key tips to help you save:

  1. Best times to book and fly: cheaper fares are usually available when booking 2-8 weeks in advance, which aligns with when most travelers make their reservations. Departures in the morning, from 5 am to 12 pm, typically offer lower prices and are also the most popular times to fly. Additionally, flying on Sunday provides both cost savings and is the favored travel day.
  2. Set up price alerts: stay updated on price changes by using Expedia's Price Tracker. Receive alerts when fares drop for your selected route.
  3. Bundle and save: bundle your flight and hotel to save on Expedia, or unlock a hotel deal after booking your flight.*
  4. Compare flight options: use Expedia's search tool to compare airlines, routes, direct vs. non-direct flights, and flight times. You can also sort by price to find the most affordable options.
  5. Stay flexible with dates: being open to different travel days can sometimes help you find better prices on flights and hotels.
  6. Think about luggage: nowadays, it's important to check the airline's baggage policies to find the best value. That may be paying for an additional carry-on bag or booking a ticket with checked luggage included. Either way, double-check your allowance before confirming your booking to avoid excess baggage fees at the airport.

*Members only. Savings vary and are not available on all bundles. Select hotels.

Arriving at Midway International Airport from Tucson International Airport

Chicago welcomes travelers from Tucson with a range of transport options based on price, convenience, and proximity. Here's how to reach Chicago efficiently:

  • Hotel transfer: Transfers offer a convenient way to reach your hotel in Chicago, with private rides that can be arranged in advance.
  • Car rental: Renting a car from Midway International Airport is a great option if you plan to explore and sightsee beyond the city. Browse cheap car rentals at Midway International Airport on Expedia.
  • Taxi/ride-hailing: Taxis and ride-hailing services may be available from designated pickup areas outside the terminal, check locally on arrival.
  • Public transportation: From Midway International Airport, key transport links are conveniently located nearby. Midway Station, a metro station, is about 0.2 miles from the airport and easily accessible on foot, while Chicago Ashburn Station, a train station, is approximately 4.1 miles away by car. Additionally, Lyons Seaport, a seaport, is about 7.2 miles from the airport, also reachable by car.

Frequently asked questions

How much does a flight from Tucson, AZ (TUS-Tucson Intl.) to Chicago, IL (MDW-Midway Intl.) cost?
You can find cheap one-way flights from $199 and cheap return flights from $405 Tucson, AZ (TUS-Tucson Intl.) to Chicago, IL (MDW-Midway Intl.) with Expedia. One-way flights generally range between $175 and $590, and roundtrip flights usually range from $391 to $903. Flight prices vary based on the month and day of the week you want to travel, as well as the airline and how far in advance you book your ticket. Filter your search on Expedia by "Price (lowest to highest)" to see the cheapest fares first, and use the Price Tracking tool to receive alerts when Tucson, AZ (TUS-Tucson Intl.) to Chicago, IL (MDW-Midway Intl.) ticket fares go up or down.*Typical price ranges based on flights available on Expedia in the last year. Prices include multi-airline options.
What is the cheapest month to fly from Tucson, AZ (TUS-Tucson Intl.) to Chicago, IL (MDW-Midway Intl.)?
February is the cheapest month to fly from Tucson (TUS) to Chicago (MDW), with average return fares around $389. This is about 13% lower than the average price throughout the year, as demand typically decreases after the holiday season. Other cheap months to fly from Tucson to Chicago include August and September.*Averages based on flights available on Expedia in the last year.
Which airlines fly direct from Tucson, AZ (TUS-Tucson Intl.) to Chicago, IL (MDW-Midway Intl.)?
Enter TUS to MDW and your travel dates, then apply the 'Nonstop' filter to see only direct flights.
What is the cheapest airline that flies from Tucson, AZ (TUS-Tucson Intl.) to Chicago, IL (MDW-Midway Intl.)?
Southwest Airlines is one of the cheapest airlines offering nonstop flights from Tucson (TUS) to Chicago (MDW), with round-trip tickets starting from around $327. Use Expedia's search tool to compare the prices and schedules of airlines that fly this route to find the best option for your plans and budget.*Prices based on flights available on Expedia in the last year.
How do I find cheap flights from Tucson, AZ (TUS-Tucson Intl.) to Chicago, IL (MDW-Midway Intl.)?
To find a cheap flight from Tucson, AZ (TUS-Tucson Intl.) to Chicago, IL (MDW-Midway Intl.), be flexible with your dates. Traveling outside of peak vacation months and booking a mid-week flight can help you save. Early morning and late night flights are often more affordable, too. Expedia allows you to compare flight times, airlines and routes all in one place to find low fares. You can also set up Price Tracking and receive alerts when fares go up or down.
What is the best airline to fly with from Tucson, AZ (TUS-Tucson Intl.) to Chicago, IL (MDW-Midway Intl.)?
The best airline to fly with from Tucson, AZ (TUS) to Chicago, IL (MDW) will differ from traveler to traveler. If you like to fly early, WN offers early morning flights. If price is the most important factor, WN typically offers the lowest fares. WN offers the most daily flights from TUS to MDW, which is great if flexibility is what you value most. The best carrier for this journey could also be the one you have a loyalty membership with, as flying with that airline or another airline within the same alliance could help you collect points or enjoy lounge access.
What is the best time to fly from Tucson, AZ (TUS-Tucson Intl.) to Chicago, IL (MDW-Midway Intl.)?
The best times to fly from Tucson (TUS) to Chicago (MDW) are February and August. In February, you can find return flights for about $389, which is quite reasonable. August is also popular, providing good weather and plenty of activities in Chicago. These months offer a nice balance of affordability and enjoyable travel experiences, based on booking data from the past year.*Prices based on flights available on Expedia in the last year.
How many flights per day from Tucson, AZ (TUS-Tucson Intl.) to Chicago, IL (MDW-Midway Intl.)?
There are approximately 1 nonstop flights per day from Tucson Intl. (TUS) to Midway Intl. (MDW). For more options, look at flights that include layovers.
What is the earliest flight from Tucson, AZ (TUS-Tucson Intl.) to Chicago, IL (MDW-Midway Intl.)?
The earliest flight from Tucson International Airport (TUS) to Midway International Airport (MDW) usually leaves at around 5:00 AM. This seasonal service operates in April and May, giving you a great opportunity to arrive in Chicago early and make the most of your day. To compare early flights on Expedia, select the "Early Morning" and "Morning" filters in your search.
What are the most popular departure times for flights from Tucson, AZ (TUS-Tucson Intl.) to Chicago, IL (MDW-Midway Intl.)?
The most popular departure times for flights from Tucson (TUS) to Chicago (MDW) are in the early morning, from 6am to 9am. About 27% of passengers prefer this time window. Many major carriers, including Southwest Airlines, offer flights during this window. This timing works well because it allows you to arrive in Chicago with plenty of time to enjoy your day.
How long does it take to fly from Tucson, AZ (TUS-Tucson Intl.) to Chicago, IL (MDW-Midway Intl.)?
Direct flights from TUS to MDW usually take about 3 hours 20 minutes, traveling roughly 1,438 miles. If you opt for a connecting flight, expect to add around 4 hours 40 minutes to your journey. Keep in mind that actual flight times can vary due to wind patterns, weather, and air traffic.
Can you fly business or first class from Tucson, AZ (TUS-Tucson Intl.) to Chicago, IL (MDW-Midway Intl.)?
First class seats are offered on the TUS to MDW route with Delta Air Lines.
How do I earn miles on a Tucson, AZ (TUS-Tucson Intl.) to Chicago, IL (MDW-Midway Intl.) flight with Expedia?
It's easy to earn miles on a Tucson, AZ (TUS-Tucson Intl.) to Chicago, IL (MDW-Midway Intl.) flight when you book with Expedia. Before you confirm your booking, simply select your frequent flyer program and enter your program number. As a member of One Key™, you can also earn OneKeyCash™* on top of your airline miles when you book with Expedia.*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.
What airports do you fly into for Chicago from Tucson Intl. (TUS)?
When traveling from Tucson Intl. (TUS) to Chicago, you can fly into O'Hare Intl. (ORD) and Midway Intl. (MDW). Some flights may connect through major hubs like Portland Intl. (PDX), Seattle - Tacoma Intl. (SEA), Sky Harbor Intl. (PHX) before reaching Chicago. Compare routes and airports on Expedia to find the best flight options for your travel plans.
Is it cheaper to buy a plane ticket from Tucson, AZ (TUS-Tucson Intl.) to Chicago, IL (MDW-Midway Intl.) at the last minute?
Typically, booking a last minute flight from Tucson, AZ (TUS-Tucson Intl.) to Chicago, IL (MDW-Midway Intl.) will be more expensive than booking in advance. As the departure date approaches, there are usually fewer seats available which can drive up the cost. However, if there's some wiggle room with your travel dates and times, you could bag a cheap last-minute fare.
Is it cheaper to book a Tucson, AZ (TUS-Tucson Intl.) to Chicago, IL (MDW-Midway Intl.) flight and hotel package?
Securing a Tucson, AZ (TUS-Tucson Intl.) to Chicago, IL (MDW-Midway Intl.) Chicago Vacation Packages is usually cheaper than booking separately. With Expedia, you can enjoy the ease of organizing your travels all in one place. Select from our extensive range of stays and then add flights, activities and car rentals to your booking. Bundle everything together, and you could save hundreds of dollars.
Can I cancel or change the date of my flight from Tucson, AZ (TUS-Tucson Intl.) to Chicago, IL (MDW-Midway Intl.)?
If you booked your Tucson, AZ (TUS-Tucson Intl.) to Chicago, IL (MDW-Midway Intl.) flight within the last 24 hours, you may be able to modify or cancel it without any fees. Depending on the airline and the type of ticket you have, additional charges may apply for changes beyond this timeframe. Airline policies and contact information can be found in your itinerary or confirmation email. Or, head to our Customer Service portal if you'd like more information.

Travel information

Origin airport
Tucson Intl.
Destination airport
Midway Intl.
Airlines serving
Delta, Southwest Airlines
Roundtrip price
$405
Distance
1437 mi

Book with confidence

Tucson to Chicago Flights

The cheapest times to fly from Tucson to Chicago

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Tucson to Chicago are during the month of October. You can find some of the cheapest flights from Tucson to Chicago with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Tucson to Chicago

Sunday is one of the best days to book for cheap flights from Tucson to Chicago: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Tucson to Chicago

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Tucson to Chicago in 2026. You can also book with separate airlines for your outbound and return journeys, from $199 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Tucson to Chicago flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Tucson to Chicago airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Tucson to Chicago Flights

*Flight schedules are subject to change.

*Available to One Key members.

 

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