TUS - MDW

$119 Find Cheap Flights from Tucson to Chicago Midway Airport

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Tucson to Midway departing on 10/12. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy

KAYAK searches hundreds of travel sites at once for deals on flights to Chicago Midway Airport

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Tucson to Chicago, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Tucson to Chicago, as well as popular online travel agencies
Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

Save 22% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Bundle and saveSave money when you bundle your flight + hotel.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Flights Deals
Booking Insights
Flights Deals

Cheap Flights from Tucson to Midway (TUS-MDW)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Tucson to Midway that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Tucson to Midway

Sat, Aug 30 - Sat, Sep 6
Southwest Logo
6:45 am - 12:00 pmTUS-MDW
3h 15mnonstop
Southwest Logo
5:45 pm - 7:20 pmMDW-TUS
3h 35mnonstop
$269Southwest
Find Deal
Sat, Aug 30 - Sat, Sep 6
Southwest Logo
6:45 am - 12:00 pmTUS-MDW
3h 15mnonstop
Southwest Logo
5:05 pm - 8:45 pmMDW-TUS
5h 40m1 stop
$279Southwest
Find Deal
Wed, Sep 10 - Sat, Sep 13
Southwest Logo
6:15 am - 3:30 pmTUS-MDW
7h 15m2 stops
Southwest Logo
5:45 pm - 7:20 pmMDW-TUS
3h 35mnonstop
$284Southwest
Find Deal
Wed, Sep 3 - Wed, Sep 17
Southwest Logo
6:50 am - 4:30 pmTUS-MDW
7h 40m1 stop
Southwest Logo
6:00 am - 9:25 amMDW-TUS
5h 25m1 stop
$289Southwest
Find Deal
Mon, Sep 22 - Thu, Sep 25
Southwest Logo
7:20 am - 12:35 pmTUS-MDW
3h 15mnonstop
Southwest Logo
8:30 am - 10:10 amMDW-TUS
3h 40mnonstop
$292Southwest
Find Deal
Wed, Sep 3 - Tue, Sep 16
Delta Logo
6:00 am - 6:37 pmTUS-MDW
10h 37m2 stops
Delta Logo
6:00 am - 11:47 amMDW-TUS
7h 47m1 stop
$294Delta
Find Deal
Wed, Sep 10 - Mon, Sep 15
Southwest Logo
8:00 am - 4:40 pmTUS-MDW
6h 40m1 stop
Southwest Logo
8:30 am - 10:10 amMDW-TUS
3h 40mnonstop
$298Southwest
Find Deal
Sat, Aug 30 - Sat, Sep 6
Delta Logo
6:00 am - 6:37 pmTUS-MDW
10h 37m2 stops
Delta Logo
1:43 pm - 9:47 pmMDW-TUS
10h 04m2 stops
$299Delta
Find Deal
Tue, Aug 19 - Fri, Aug 22
Southwest Logo
1:00 pm - 9:50 pmTUS-MDW
6h 50m1 stop
Southwest Logo
8:30 am - 10:10 amMDW-TUS
3h 40mnonstop
$300Southwest
Find Deal
Mon, Sep 22 - Thu, Sep 25
Southwest Logo
3:45 pm - 12:05 amTUS-MDW
6h 20m1 stop
Southwest Logo
8:30 am - 10:10 amMDW-TUS
3h 40mnonstop
$302Southwest
Find Deal
Booking Insights

KAYAK's insights & trends for Tucson to Midway flights

Get data-powered insights and trends into flights from Tucson to Midway to help you find the cheapest flights, the best time to fly and much more.

What’s the cheapest day of the week to fly from Tucson to Chicago Midway Airport?

The average price of all round-trip flights from Tucson to Chicago Midway Airport clicked on KAYAK for each day over the last 12 months.

When flying from Tucson to Chicago Midway Airport, you should consider leaving on a Saturday and avoid Sundays if you are looking for the best rates. For your return to Tucson, you’ll find the best rates on Tuesdays and the most expensive ones on Saturdays.

What is the cheapest month to fly from Tucson to Chicago Midway Airport?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Tucson to Chicago Midway Airport, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Tucson to Chicago Midway Airport is August, where tickets cost $349 (return) on average. On the other hand, the most expensive months are February and November, where the average cost of round-trip tickets is $1,017 and $620 respectively.

Can I save money by flying with a layover from Tucson to Chicago Midway Airport?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

Yes, flying with a layover may cost you more time, but you can also save money on the route, with a 1 stop layover the cheapest option at $349 on average.

Good to know

Low seasonFebruary
Cheapest flight$119
Best time to beat the crowds but there is an average 94% increase in price.
Most popular time to fly and prices are also 34% lower on average.
Flight from Tucson to Chicago Midway Airport

When to book flights from Tucson to Midway

Are your dates flexible? Find out the best times to travel from Tucson to Midway based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking Tucson to Chicago Midway Airport flights

  • What is the cheapest flight from Tucson to Chicago Midway Airport?

    In the last 3 days, the lowest price for a flight from Tucson to Chicago Midway Airport was $119 for a one-way ticket and $269 for a round-trip.

  • Do I need a passport to fly between Tucson and Chicago Midway Airport?

    No

  • Which airports will I be using when flying from Tucson to Chicago Midway Airport?

    Tucson airport is called Tucson and the only airport in Chicago Midway Airport is Chicago Midway.

  • Which airlines offer Wi-Fi service onboard planes from Tucson to Chicago Midway Airport?

    American Airlines, and Delta offer inflight Wi-Fi service on the Tucson to Chicago Midway Airport flight route.

  • Which aircraft models fly most regularly from Tucson to Chicago Midway Airport?

    The Embraer 175 (Enhanced Winglets) is the aircraft model that flies most regularly on the Tucson to Chicago Midway Airport flight route.

  • On which days can I fly direct from Tucson to Chicago Midway Airport?

    You can catch a nonstop flight from Tucson to Chicago Midway Airport on Monday, Thursday, Friday, Saturday, and Sunday.

  • How does KAYAK find such low prices on flights from Tucson to Chicago Midway Airport?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Tucson to Chicago Midway Airport.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Tucson to Chicago Midway Airport?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago Midway Airport from Tucson is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Tucson to Chicago Midway Airport?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago Midway Airport with an airline and back to Tucson with another airline. Booking your flights between Tucson and MDW can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Tucson to Chicago Midway Airport?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago Midway Airport from Tucson up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

KAYAK’s top tips for finding a cheap flight from Tucson to Chicago Midway Airport

  • Looking for a cheap flight? 25% of our users found flights on this route for $219 or less one-way and $347 or less round-trip.

Prefer to fly direct from Tucson to Chicago Midway Airport?

 
Direct data is based off flight results for the next 60 days. Find direct flights from all airlines flying direct from Tucson to Chicago Midway.
Find which airlines fly direct from Tucson Airport to Chicago Midway Airport, which days they fly and book direct flights.

Direct departures

Tucson to Chicago Midway

Monday

Southwest

Southwest

Thursday

Southwest

Southwest

Friday

Southwest

Southwest

Saturday

Southwest

Southwest

Sunday

Southwest

Southwest

See more direct flights

Direct returns

Chicago Midway to Tucson

Monday

Southwest

Southwest

Thursday

Southwest

Southwest

Friday

Southwest

Southwest

Saturday

Southwest

Southwest

Sunday

Southwest

Southwest

See more direct flights

Reviews of the top airline flying from Tucson to Midway

 
See real verified KAYAK customer reviews for airlines flying from Tucson to Chicago. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Tucson to Midway? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
SouthwestOverall score based on 4246 reviews
8.1Boarding
7.0Food
7.5Entertainment
8.0Comfort
8.6Crew
Airline reviews

Worst experience I had on Southwest. Still better than most, but the seating was barely tolerable.

4.0 OkayBobby, Jul 2025BNA - MDW
Read more Southwest reviews

Worst experience I had on Southwest. Still better than most, but the seating was barely tolerable.

It was okay. The plane was delayed from earlier in the day, but they kept updating the departure time, sometimes later, sometimes earlier. That was stressful. Once we finally got on and took off, it was fine. I was supposed to have a connection in Chicago to Los Angeles, and the time for so late I was rebooked to arrive in LA 3 hours late. The departure time to Chicago later became early enough to have taken my original connection and arrive earlier but that wasn't an option.

First time traveling on Southwest since bag fees were implemented. Usual good service. Just more expensive now.

Everything was on time. I was disappointed by the front section female, African American flight attendant. I did not see her name tag or would have identified by name not race. As passengers moved to the bathroom early in flight, she would say with a disdainful tone “I have to say the seat belt light is on” then go back to her book. Better trained flight attendants say something like be careful the seat belt light is on.

Flight was awfully bumpy and landing was a bit jolting. I was in the restroom when snacks and drinks were served and was not asked if i wanted any. I had to ask for water finally.

Delayed 4 hours due to mechanical issues. No mention of compensation for being over 3 hours late

I like that it was on time and the staff was friendly.

At time of arrival to the airport, there were plenty of kiosks open/running for checking and baggage tags. While waiting to drop my bag, a team member was checking everyone's IDs against their baggage tag to verify a match/compliance to save additional time when dropping it at the front of the line. This was actually a really big time saver and greatly appreciated! Once boarding was starting, the team member had a clear and audible voice with their announcements, with direct (yet friendly) instructions for the boarding process. Once actually boarding, the flight crew gave genuine greetings while walking on board and were very nice and attentive during the flight. The take-off and landing were one of the smoothest I've had in MANY of years. Kudos to the pilots! I literally cannot remember the last time a had such a smooth landing :D

No space for our carryon and needed to check at plane before boarding !

I had a front row middle. I am not a big person and I barely fit in between that seat! No place to put my arms, even though the guys on each side were not taking over the arm rests. It felt like a frontier flight (if that tells you everything )

Everything you need to know for your flight from Tucson to Midway

Information on your arrival and departure airports

Not what you’re looking for? Find thousands of other hotels, flights, car rentals and package deals with KAYAK.