TUS - MDW

$95 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 1/16. 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, 0 bags

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
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Everything you should know

Cheapest round-trip
$227
Overall average: $441
Frontier
Sun 1/11Sun 1/18
TUS - MDW • 2 stops
Cheapest non-stop
$335
Typical prices: $417-$458
Southwest
Tue 1/13Sat 1/17
TUS - MDW • Non-stop
Top airlines
Southwest
Cheapest • from $335 (round-trip)
Southwest
Best reviews • 7.9 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
When to travel
August
Cheapest • 29% price drop
August
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Start a new search
KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Midway!
Flight Deals
Booking Insights
Flight 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

Sun, Jan 11 - Sun, Jan 18
Frontier Logo
9:59 pm - 2:05 pm
TUS
-
MDW
15h 06m2 stops
Frontier Logo
11:05 am - 8:53 am
MDW
-
TUS
22h 48m1 stop
$227Frontier
Fri, Feb 27 - Sat, Mar 7
Frontier Logo
1:26 pm - 3:19 pm
TUS
-
MDW
24h 53m2 stops
Frontier Logo
9:16 pm - 12:43 pm
MDW
-
TUS
16h 27m1 stop
$244Frontier
Tue, Jan 13 - Sat, Jan 17
Southwest Logo
8:20 am - 12:30 pm
TUS
-
MDW
3h 10mnonstop
Southwest Logo
7:30 pm - 10:25 pm
MDW
-
TUS
3h 55mnonstop
$335Southwest
Tue, Jan 13 - Sat, Jan 17
Southwest Logo
12:05 pm - 7:00 pm
TUS
-
MDW
5h 55m1 stop
Southwest Logo
7:30 pm - 10:25 pm
MDW
-
TUS
3h 55mnonstop
$345Southwest
Tue, Jan 13 - Sat, Jan 17
Southwest Logo
7:20 am - 4:45 pm
TUS
-
MDW
8h 25m2 stops
Southwest Logo
7:30 pm - 10:25 pm
MDW
-
TUS
3h 55mnonstop
$350Southwest
Wed, Jan 14 - Tue, Jan 20
Delta Logo
7:00 am - 4:29 pm
TUS
-
MDW
8h 29m1 stop
Delta Logo
6:00 am - 12:32 pm
MDW
-
TUS
7h 32m1 stop
$355Delta
Wed, Jan 14 - Tue, Jan 20
Delta Logo
1:42 pm - 10:07 pm
TUS
-
MDW
7h 25m1 stop
Delta Logo
9:50 am - 10:07 pm
MDW
-
TUS
13h 17m2 stops
$360Delta
Tue, Jan 13 - Sat, Jan 17
Delta Logo
7:00 am - 5:34 pm
TUS
-
MDW
9h 34m2 stops
Delta Logo
9:32 am - 8:52 pm
MDW
-
TUS
12h 20m2 stops
$365Delta
Wed, Jan 7 - Mon, Jan 12
Southwest Logo
8:20 am - 12:30 pm
TUS
-
MDW
3h 10mnonstop
Southwest Logo
8:15 am - 11:15 am
MDW
-
TUS
4h 00mnonstop
$370Southwest
Sat, Jan 17 - Wed, Jan 21
Southwest Logo
6:40 am - 6:30 pm
TUS
-
MDW
10h 50m2 stops
Southwest Logo
10:00 am - 5:25 pm
MDW
-
TUS
8h 25m2 stops
$371Southwest
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 Mondays and the most expensive ones on Fridays.

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 March, where the average cost of round-trip tickets is $758 and $586 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.

No, with an average price for the route of $405, prices are generally cheapest when you fly direct.

Good to know

Low seasonOctober
Cheapest flight$95
Best time to beat the crowds with an average 1% drop in price.
Most popular time to fly and prices are also 30% 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 $95 for a one-way ticket and $227 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 Boeing 737-800 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?

    There are nonstop flights from Tucson to Chicago Midway Airport on a daily basis.

  • 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 $202 or less one-way and $405 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

Tuesday

Southwest

Southwest

Wednesday

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

Tuesday

Southwest

Southwest

Wednesday

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.
7.9
SouthwestOverall score based on 4250 reviews
7.5Entertainment
7.0Food
8.6Crew
8.1Boarding
8.0Comfort
Airline reviews

They sent a notice that they were boarding an hour early. We had to leave the club and run to the gate. They said sorry, that came from corporate and was a mistake. They did not have enough seating because the flight before it had not taken off on time. They moved our gate and delayed it for an hour.

2.0 MediocreRobert, Dec 2025
LAS - TPA
Read more Southwest reviews

They sent a notice that they were boarding an hour early. We had to leave the club and run to the gate. They said sorry, that came from corporate and was a mistake. They did not have enough seating because the flight before it had not taken off on time. They moved our gate and delayed it for an hour.

It was rough. The staff was unprofessional, the choice of on board drinks terrible, it was cramped in space at every airport, they always ran out of overhead bin space so they pressured people to check bags for free or we couldn’t leave on the plane— so I did check my bag to help, and they nearly lost my bag. My bag did not arrive on the luggage belt, another man on my flight and I had to waste our time going to the baggage office to search for our bags. I would only fly southwest again if it was my last choice. Also, my flights were consistently delayed over and over again— at one point they straight up told us we were waiting for the pilot to arrive.

mandatory demand customer to check their carry on because not enough people check bags.

Excellent. Would encourage Southwest to keep current boarding procedures with free style seating. Makes for a fantastic experience

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

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

Information on your arrival and departure airports