TUL - MDW

$113 Find Cheap Flights from Tulsa 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 Tulsa to Midway departing on 2/28. 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 Tulsa 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 Tulsa to Chicago, as well as popular online travel agencies
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Everything you should know

Cheapest round-trip
$269
Delta
Wed 2/25Sat 2/28
TUL - MDW • 1 stop
Cheapest non-stop
$276
Southwest
Tue 4/7Sat 4/11
TUL - MDW • Non-stop
Top airlines
Delta
Cheapest • from $269 (round-trip)
Southwest
Best reviews • 8.0 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
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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 Tulsa to Midway (TUL-MDW)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Tulsa 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 Tulsa to Midway

Wed, Feb 25 - Sat, Feb 28
Delta Logo
5:16 pm - 10:31 pm
TUL
-
MDW
5h 15m
1 stop
Delta Logo
6:00 am - 12:02 pm
MDW
-
TUL
6h 02m
1 stop
$269Delta
Tue, Apr 7 - Sat, Apr 11
Southwest Logo
5:05 am - 6:50 am
TUL
-
MDW
1h 45mnonstop
Southwest Logo
6:15 pm - 8:10 pm
MDW
-
TUL
1h 55mnonstop
$276Southwest
Tue, Apr 7 - Sat, Apr 11
Southwest Logo
4:50 pm - 9:45 pm
TUL
-
MDW
4h 55m
1 stop
Southwest Logo
6:15 pm - 8:10 pm
MDW
-
TUL
1h 55mnonstop
$286Southwest
Tue, Apr 7 - Sat, Apr 11
Southwest Logo
5:05 am - 6:50 am
TUL
-
MDW
1h 45mnonstop
Southwest Logo
3:05 pm - 9:55 pm
MDW
-
TUL
6h 50m
2 stops
$291Southwest
Tue, Apr 7 - Sat, Apr 11
Southwest Logo
7:45 am - 2:55 pm
TUL
-
MDW
7h 10m
2 stops
Southwest Logo
6:00 am - 1:25 pm
MDW
-
TUL
7h 25m
1 stop
$301Southwest
Sat, Apr 18 - Sun, Apr 19
Southwest Logo
5:10 am - 6:55 am
TUL
-
MDW
1h 45mnonstop
Southwest Logo
9:35 pm - 11:30 pm
MDW
-
TUL
1h 55mnonstop
$305Southwest
Tue, Apr 7 - Sat, Apr 11
Southwest Logo
7:45 am - 3:45 pm
TUL
-
MDW
8h 00m
2 stops
Southwest Logo
3:05 pm - 9:55 pm
MDW
-
TUL
6h 50m
2 stops
$306Southwest
Mon, Mar 9 - Thu, Mar 12
Southwest Logo
8:50 pm - 5:20 am
TUL
-
MDW
8h 30m
1 stop
Southwest Logo
10:00 am - 12:00 pm
MDW
-
TUL
2h 00mnonstop
$313Southwest
Sat, Apr 18 - Sun, Apr 19
Southwest Logo
5:10 am - 6:55 am
TUL
-
MDW
1h 45mnonstop
Southwest Logo
5:10 am - 12:00 pm
MDW
-
TUL
6h 50m
1 stop
$315Southwest
Sat, Apr 18 - Sun, Apr 19
Southwest Logo
7:00 am - 5:15 pm
TUL
-
MDW
10h 15m
2 stops
Southwest Logo
9:35 pm - 11:30 pm
MDW
-
TUL
1h 55mnonstop
$320Southwest
Booking Insights

KAYAK's insights & trends for Tulsa to Midway flights

Get data-powered insights and trends into flights from Tulsa 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 Tulsa to Chicago Midway Airport?

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

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

Can I save money by flying with a layover from Tulsa 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 $329 on average.

Find deals

Good to know

Low seasonAugust
Cheapest flight$113
Best time to beat the crowds with an average 34% drop in price.
Most popular time to fly with an average 7% increase in price.
Flight from Tulsa to Chicago Midway Airport

When to book flights from Tulsa to Midway

Are your dates flexible? Find out the best times to travel from Tulsa 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 Tulsa to Chicago Midway Airport flights

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

    In the last 3 days, the lowest price for a flight from Tulsa to Chicago Midway Airport was $108 for a one-way ticket and $269 for a round-trip.

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

    A passport is not required to fly from Tulsa to Chicago Midway Airport.

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

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

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

    The Boeing 737 MAX 8 is the aircraft model that flies most regularly on the Tulsa to Chicago Midway Airport flight route.

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

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

  • How does KAYAK find such low prices on flights from Tulsa 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 Tulsa to Chicago Midway Airport.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Tulsa 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 Tulsa 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 Tulsa 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 Tulsa with another airline. Booking your flights between Tulsa 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 Tulsa 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 Tulsa 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 Tulsa to Chicago Midway Airport

  • Looking for a cheap flight? 25% of our users found flights on this route for $185 or less one-way and $378 or less round-trip.

Prefer to fly direct from Tulsa 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 Tulsa to Chicago Midway.
Find which airlines fly direct from Tulsa Airport to Chicago Midway Airport, which days they fly and book direct flights.

Direct departures

Tulsa 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 Tulsa

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 Tulsa to Midway

 
See real verified KAYAK customer reviews for airlines flying from Tulsa 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 Tulsa 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 4267 reviews
8.1Boarding
7.5Entertainment
7.0Food
8.6Crew
8.0Comfort
Airline reviews

Flight attendants very hospitable and friendly. Pilot flew a smooth take off and landing.

10.0 ExcellentAnonymous, Feb 2026
MSY - PHX
Read more Southwest reviews

Flight attendants very hospitable and friendly. Pilot flew a smooth take off and landing.

Paid for premium extra leg room but the bin space for rows 1-3 had to go in rows 4-6 and 4-6 had to go to 7-9 because flight attendants have snacks and their luggage upfront. So we pay extra to have to fight thru traffic to get our bags. Only 2nd day of new seating so hope they fix this.

WIFI was great. My selection for seating is an aisle, but during my trip, I never had an aisle seat. If we can get that corrected, I will be thrilled. No snack or drink on this flight.

WIFI was great. My selection for seating is an aisle, but during my trip, I never had an aisle seat. If we can get that corrected, I will be thrilled.

The wifi on the plane is great. The only issue that I have is that I prefer an aisle seat and on my trips this week, I was either in the middle or window. If we can work to secure aisle seating, I will be thrilled. Nice trip.

All good except once again bags took an hour at Midway Airport Happens all the time. Ridiculous

Everything went smoothly and we even arrived a little bit early.

Great vacation. Can't wait till next year for another one.

Great flight but super high price. Glad it was a business trip and not personal

On time. Friendly staff. Took to long to pre bord all the specialty groups. Cramped small plane

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

Information on your arrival and departure airports

Tulsa (TUL)
Midway (MDW)