TUL - MDW

$79 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 8/4. 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 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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Flights 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

Thu, Aug 21 - Mon, Aug 25
Southwest Logo
9:50 am - 11:35 amTUL-MDW
1h 45mnonstop
Southwest Logo
2:55 pm - 4:40 pmMDW-TUL
1h 45mnonstop
$157Southwest
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Thu, Aug 21 - Mon, Aug 25
Southwest Logo
7:20 pm - 5:10 amTUL-MDW
9h 50m1 stop
Southwest Logo
2:55 pm - 4:40 pmMDW-TUL
1h 45mnonstop
$167Southwest
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Thu, Aug 21 - Mon, Aug 25
Southwest Logo
9:50 am - 11:35 amTUL-MDW
1h 45mnonstop
Southwest Logo
3:30 pm - 10:20 pmMDW-TUL
6h 50m2 stops
$172Southwest
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Wed, Aug 27 - Thu, Sep 4
Southwest Logo
11:00 am - 5:00 pmTUL-MDW
6h 00m1 stop
Southwest Logo
6:05 pm - 10:55 pmMDW-TUL
4h 50m1 stop
$177Southwest
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Thu, Aug 21 - Mon, Aug 25
Southwest Logo
4:50 pm - 11:40 pmTUL-MDW
6h 50m1 stop
Southwest Logo
10:00 am - 4:15 pmMDW-TUL
6h 15m2 stops
$182Southwest
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Tue, Sep 30 - Tue, Oct 7
Southwest Logo
7:15 am - 3:30 pmTUL-MDW
8h 15m2 stops
Southwest Logo
3:25 pm - 11:55 pmMDW-TUL
8h 30m2 stops
$187Southwest
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Fri, Aug 15 - Wed, Aug 20
Delta Logo
4:25 pm - 9:49 pmTUL-MDW
5h 24m1 stop
Delta Logo
10:11 am - 5:54 pmMDW-TUL
7h 43m1 stop
$256Delta
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Fri, Jul 4 - Wed, Jul 9
Delta Logo
4:27 pm - 9:45 pmTUL-MDW
5h 18m1 stop
Delta Logo
6:00 am - 12:09 pmMDW-TUL
6h 09m1 stop
$274Delta
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Sun, Oct 12 - Sat, Oct 18
Delta Logo
5:55 am - 11:55 amTUL-MDW
6h 00m1 stop
Delta Logo
6:00 am - 11:41 amMDW-TUL
5h 41m1 stop
$283Delta
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Thu, Jul 24 - Mon, Jul 28
Allegiant Air Logo
8:51 am - 2:04 pmTUL-MDW
29h 13m2 stops
Allegiant Air Logo
9:12 am - 8:50 pmMDW-TUL
11h 38m1 stop
$334Allegiant Air
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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 Tuesday and avoid Saturdays if you are looking for the best rates. For your return to Tulsa, you’ll find the best rates on Tuesdays and the most expensive ones on Mondays.

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Good to know

Low seasonJune
High seasonJuly
Cheapest flight$79
Best time to beat the crowds with an average 39% drop in price.
Most popular time to fly with an average 40% 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 $79 for a one-way ticket and $157 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 737-700 Passenger/BBJ1 (winglets) 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 $194 or less one-way and $286 or less round-trip.

Prefer to fly direct from Tulsa to Chicago Midway Airport?

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
See more direct flights

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 4287 reviews
7.1Food
7.6Entertainment
8.2Boarding
8.0Comfort
8.6Crew
Airline reviews

Southwest is typically delayed, and it gets wearisome. It is no longer a discount airline and you get way less than you pay for when it comes to comfort and Ce.

6.0 GoodDavid, Jun 2025BWI - COS
Read more Southwest reviews

Southwest is typically delayed, and it gets wearisome. It is no longer a discount airline and you get way less than you pay for when it comes to comfort and Ce.

We sat on the plane on the tarmac for 4 hours.

I'm not a fan of Southwest's model. I don't like the herding style of boarding.

Flight crew and cabin crew were great. I had to rearrange flights because my original flight was 3hrs delayed for weather, the rub is the flight I moved to boarded on time then we sat at the gate for 2 hours because scheduling stole our first officer for another flight, TWICE. Then our actual FO was an hour delayed. To make it worse my original flight went from a 3 hour delay to departing 15min EARLY. Just poor scheduling operations all around.

Bring back peanuts Take our drink orders when were all seated, especially after you switch to assigned seating.

Staff was far less than helpful at all times. Departure and arrival times mean nothing to Southwest. Extremely disappointed, will never fly with them again, and I’ll be sure to share my experience with all.

It is southwest seat was ok. Not the most comfortable seat

I’ve always loved Southwest. No issues at all. I was flying standby and the gate agent was extremely friendly and helpful. Boarding was smooth and I was able to get a window seat in the emergency exit row. Crew was fantastic! They were very professional and accommodating. We had to divert from our destination due to weather but the flight crew kept everyone at ease and informed us of all pertinent information. Excellent flight

The price of the tickets isn't matching the flight experience. No matter how long the flight is, you're only getting pretzels. The flight attendants looked unkept and over it.

Plz don't take away free bags and free seating

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

Information on your arrival and departure airports

Tulsa (TUL)
Midway (MDW)

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