TUL - CHI

$99 Find Cheap Flights from Tulsa to Chicago

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 Chicago departing on 9/16. 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

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

 
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 Chicago (TUL-CHI)

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

Thu, Aug 7 - Mon, Aug 11
Southwest Logo
9:50 am - 11:35 amTUL-MDW
1h 45mnonstop
Southwest Logo
2:55 pm - 4:40 pmMDW-TUL
1h 45mnonstop
$197Southwest
Find Deal
Wed, Aug 27 - Thu, Sep 4
American Airlines Logo
7:00 am - 9:04 amTUL-ORD
2h 04mnonstop
American Airlines Logo
6:55 pm - 9:04 pmORD-TUL
2h 09mnonstop
$197American Airlines
Find Deal
Thu, Aug 7 - Mon, Aug 11
American Airlines Logo
7:00 am - 9:04 amTUL-ORD
2h 04mnonstop
American Airlines Logo
10:20 pm - 12:21 amORD-TUL
2h 01mnonstop
$199American Airlines
Find Deal
Thu, Aug 7 - Mon, Aug 11
Southwest Logo
6:40 pm - 11:50 pmTUL-MDW
5h 10m1 stop
Southwest Logo
2:55 pm - 4:40 pmMDW-TUL
1h 45mnonstop
$207Southwest
Find Deal
Thu, Sep 4 - Tue, Sep 9
Southwest Logo
6:55 am - 4:40 pmTUL-MDW
9h 45m2 stops
Southwest Logo
4:50 pm - 6:40 pmMDW-TUL
1h 50mnonstop
$212Southwest
Find Deal
Thu, Aug 7 - Sat, Aug 9
United Airlines Logo
10:09 am - 12:15 pmTUL-ORD
2h 06mnonstop
United Airlines Logo
12:45 pm - 2:49 pmORD-TUL
2h 04mnonstop
$214United Airlines
Find Deal
Thu, Aug 7 - Sat, Aug 9
Southwest Logo
9:50 am - 11:35 amTUL-MDW
1h 45mnonstop
Southwest Logo
8:35 am - 10:25 amMDW-TUL
1h 50mnonstop
$214Southwest
Find Deal
Wed, Aug 6 - Mon, Aug 11
Delta Logo
4:20 pm - 9:42 pmTUL-MDW
5h 22m1 stop
Delta Logo
6:04 am - 11:57 amMDW-TUL
5h 53m1 stop
$217Delta
Find Deal
Thu, Aug 7 - Sat, Aug 9
Delta Logo
6:00 am - 11:48 amTUL-MDW
5h 48m1 stop
Delta Logo
10:31 am - 3:35 pmMDW-TUL
5h 04m1 stop
$234Delta
Find Deal
Thu, Oct 23 - Tue, Oct 28
United Airlines Logo
9:47 am - 11:57 amTUL-ORD
2h 10mnonstop
United Airlines Logo
12:45 pm - 3:00 pmORD-TUL
2h 15mnonstop
$267United Airlines
Find Deal
Expert advice

Expert advice for your flight from Tulsa to Chicago

 
Snippets provided in this section are AI-generated based on a summarization of KAYAK-commissioned articles. The articles are presented as-is, for general informational purposes only, and may not be up-to-date. The opinions contained in the articles are original to the author and reflect their authentic experience, which may vary significantly from the experience of others.
KAYAK teamed up with top travel experts to share the best tips for your journey.
Airlines
British Airways

BA's Euro Traveller fares include a carry-on, avoiding surprise fees.


BA's Avios can be used for reward flights, but check taxes and fees first.

American Airlines

Main Cabin Extra offers early boarding and complimentary drinks, enhancing comfort on short flights.


American's Wi-Fi offers 20 minutes free with an ad, ideal for quick tasks.

United Airlines

United offers Priority Boarding for Zone 2, ensuring overhead bin space for carry-ons.


United's Wi-Fi offers free messaging; T-Mobile customers enjoy free streaming on flights.

Southwest

Southwest allows two free checked bags, saving costs for travelers with more luggage.


Set an alarm for 24-hour check-in to secure a better boarding position.

Read more about Southwestby Blane Bachelor
Our travel experts
Duncan Madden

Duncan Madden

Expert on British Airways

Duncan Madden

Duncan Madden

Duncan is a freelance travel writer, copywriter and book author in constant search of travel stories and the perpetual sensation of being on holiday. He’s never happier than when on a dusty trail in search of empty waves or ducking under the piste tape in search of snowbound solitude. British born, living in Germany, but happiest heading for the horizon. His first book, Found in Translation, explores the etymologies and stories of country names around the world and is out now.

Read more
Harriet Baskas

Harriet Baskas

Expert on American Airlines

Harriet Baskas

Harriet Baskas

Harriet is an award-winning journalist who is happiest in an airport or an unusual museum. Her stories about airports, air travel, and the business of travel have appeared on NBC News, CNBC, USA TODAY, The Points Guy and other outlets. She is the creator of the StuckatTheAirport.com blog and the author of nine books. When not out on the road or exploring the latest airport amenities, she’s home in Seattle getting ready for the next adventure.

Read more
Stefanie Waldek

Stefanie Waldek

Expert on United Airlines

Stefanie Waldek

Stefanie Waldek

Stefanie Waldek is a freelance space, travel, and design writer based in Saratoga Springs, NY. Her words have appeared in Space.com, Travel + Leisure, Condé Nast Traveler, Architectural Digest, and House Beautiful, among other publications. An expert in aviation and expedition cruising, Stefanie is frequently up in the air or on the sea, likely en route to Antarctica or the Arctic.

Read more
Blane Bachelor

Blane Bachelor

Expert on Southwest

Blane Bachelor

Blane Bachelor

Blane Bachelor is a journalist and editor specializing in travel and aviation who writes regularly for top global outlets. Born and raised in Florida, Blane has worked and lived in four countries, including the Netherlands, where she’s currently based with her family. Her favorite way to get to know a new destination is by running or riding a bike around town – or hearing a spooky ghost story about local history. She will always choose the window seat.

Read more
Useful Info

KAYAK's insights & trends for Tulsa to Chicago flights

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

How much is a round-trip flight from Tulsa to Chicago?

What is the cheapest Tulsa to Chicago flight route?

The cheapest price for flight routes found by users searching on KAYAK in the last 2 weeks for round-trip flights from Tulsa to Chicago.

Our data shows that the cheapest route for a return flight from Tulsa to Chicago cost $167 and was between Tulsa (TUL) and Chicago Midway Airport (MDW). On average, the best prices are found if you fly this route. The average price for a return flight for this route is $167.

What’s the cheapest day of the week to fly from Tulsa to Chicago?

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

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

What is the cheapest month to fly from Tulsa to Chicago?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Tulsa to Chicago, 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 Tulsa to Chicago is August, where tickets cost $269 (return) on average. On the other hand, the most expensive months are January and April, where the average cost of round-trip tickets is $649 and $358 respectively.

Can I save money by flying with a layover from Tulsa to Chicago?

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 $341 on average.

How far in advance should I book a flight from Tulsa to Chicago?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Tulsa to Chicago, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Tulsa to Chicago, you should book around 4 weeks before departure. For the absolute cheapest price, our data suggests you should book 14 weeks before departure.

Good to know

Low seasonJanuary
High seasonNovember
Cheapest flight$99
Best time to beat the crowds but there is an average 81% increase in price.
Most popular time to fly and prices are also 4% lower on average.
Flight from Tulsa to Chicago Midway Airport

When to book flights from Tulsa to Chicago

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

  • Where can I park my car at the Tulsa Airport?

    Your most affordable option for parking at TUL is in the Uncovered Economy Parking Lot. You can catch a free shuttle from this lot to the TUL terminal. If you want to be closer to the terminal, you can park in the Covered Garage, just opposite the terminal. However, this will cost a little bit more.

  • Are there any therapy dogs at TUL?

    Yes. As you wait for your flight to Chicago, you might encounter a therapy dog from the Welcome Waggin’ Program at TUL. Therapy dogs and their trained handlers roam Departures in order to offer delight, distraction, and solace to passengers who are waiting for a flight.

  • Which of the Chicago airports has private facilities for nursing moms?

    Both Chicago airports provide private areas where traveling moms can nurse or pump. Midway has a Mamava lactation pod on Concourse A near Gate A5 and a Mother's Room next to the Yoga Room on Concourse C. At ORD, you can find Mother's Rooms in Terminals 1, 2, 3, and 5, and Mamava pods in 1, 2, and 3.

  • Can I find a USO military lounge at either Chicago Airport?

    Yes. Both ORD and MDW have USO lounges. In fact, ORD has two. These private military lounges welcome US military personnel and their families free of charge. The USO at MDW is located airside on Concourse C and open every day from 8 am to 8 pm. One USO at ORD is in T2 on the Mezzanine level and the other is in T3 in the Rotunda of the G Concourse. The USO military lounges at ORD are open every day from 9 am to 5 pm.

  • What is the cheapest flight from Tulsa to Chicago?

    In the last 3 days, the lowest price for a flight from Tulsa to Chicago was $99 for a one-way ticket and $197 for a round-trip.

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

    No

  • Which airports will I be using when flying from Tulsa to Chicago?

    On your way to Chicago, you’ll fly out from Tulsa. You’ll be landing in one of Chicago’s 2 airports: Chicago Midway or Chicago O'Hare Intl.

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

    American Airlines, Austrian Airlines, Lufthansa, Delta, and United Airlines offer inflight Wi-Fi service on the Tulsa to Chicago flight route.

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

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

  • Which airline alliances offer flights from Tulsa to Chicago?

    oneworld, and Star Alliance are the airline alliances operating flights between Tulsa and Chicago, with oneworld being the most commonly used for this route.

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

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

  • Which is the best airline for flights from Tulsa to Chicago, Southwest or United Airlines?

    The two airlines most popular with KAYAK users for flights from Tulsa to Chicago are Southwest and United Airlines. With an average price for the route of $329 and an overall rating of 8.0, Southwest is the most popular choice. United Airlines is also a great choice for the route, with an average price of $369 and an overall rating of 7.4.

  • How does KAYAK find such low prices on flights from Tulsa to Chicago?

    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.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago 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?

    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 with an airline and back to Tulsa with another airline.

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

    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 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

  • Looking for a cheap flight? 25% of our users found flights on this route for $219 or less one-way and $352 or less round-trip.
  • A hub for Omni Air International, the Tulsa International Airport (TUL) is located in northeastern Oklahoma. Flights to Chicago land at either Midway International Airport (MDW) or the larger Chicago O'Hare International Airport (ORD). Midway is a hub for Southwest and O'Hare is a hub for United and American Airlines.
  • If you are a flying from TUL into MDW, you can catch a flight on Southwest or Delta with one stop in either Dallas, St. Louis, or Atlanta. Delta also offers flights from TUL to MDW with two stops, either in Atlanta and then Dallas or in Atlanta and then Minneapolis.
  • TUL makes several accommodations in order to make travel as efficient as possible for differently-abled travelers. Passengers can find at least one accessible stall in every restroom, wheelchair availability, and a sunflower lanyard program designed to assist passengers who have challenges that may not be immediately noticeable, such as hearing loss, Crohn's disease, or PTSD.
  • Southwest, American, Delta, and United offer flights from TUL to ORD with one stop in cities such as Houston, Washington DC, New York, Denver, or Charlotte, among others. Delta, United, and American also offer flights from TUL to ORD with two stops.
  • If you have time to indulge yourself before your flight to Chicago, you can visit one of the many Massage Chairs located throughout TUL. These massage stations can be found both landside and airside.

Prefer to fly direct from Tulsa to Chicago?

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

Direct departures

Tulsa to Chicago

Monday

American Airlines, Southwest, United Airlines

American Airlines, Southwest, +1 more

Tuesday

American Airlines, Southwest, United Airlines

American Airlines, Southwest, +1 more

Wednesday

American Airlines, Southwest, United Airlines

American Airlines, Southwest, +1 more

Thursday

American Airlines, Southwest, United Airlines

American Airlines, Southwest, +1 more

Friday

American Airlines, Southwest, United Airlines

American Airlines, Southwest, +1 more

Saturday

American Airlines, Southwest, United Airlines

American Airlines, Southwest, +1 more

Sunday

American Airlines, Southwest, United Airlines

American Airlines, Southwest, +1 more

See more direct flights

Direct returns

Chicago to Tulsa

Monday

American Airlines, Southwest, United Airlines

American Airlines, Southwest, +1 more

Tuesday

American Airlines, Southwest, United Airlines

American Airlines, Southwest, +1 more

Wednesday

American Airlines, Southwest, United Airlines

American Airlines, Southwest, +1 more

Thursday

American Airlines, Southwest, United Airlines

American Airlines, Southwest, +1 more

Friday

American Airlines, Southwest, United Airlines

American Airlines, Southwest, +1 more

Saturday

American Airlines, Southwest, United Airlines

American Airlines, Southwest, +1 more

Sunday

American Airlines, Southwest, United Airlines

American Airlines, Southwest, +1 more

See more direct flights

Reviews of the top 3 airlines serving from Tulsa to Chicago

 
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 Chicago? 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 4272 reviews
8.2Boarding
8.0Comfort
8.6Crew
7.6Entertainment
7.0Food
Airline reviews

Delayed flight. Nicest crew member was a SW pilot flying seated next to me who kindly move to seat the final passenger. Flight extra delayed. My cup of refreshment of ginger ale was so packed with ice it was literally 2 sips.

4.0 OkayTraci, Jun 2025OAK - SEA
Read more Southwest reviews

Delayed flight. Nicest crew member was a SW pilot flying seated next to me who kindly move to seat the final passenger. Flight extra delayed. My cup of refreshment of ginger ale was so packed with ice it was literally 2 sips.

For my birthday trip this was my second time ever flying, this trip was the best.

after landing, we stay 2 hours on the taxi way before reaching the gate The airline and the crew were good though

No trays in our seats, we sat in first row, purchased a business class fare. Had to hold our drinks and snack in our hands. No plugs for our cell phones. Had to pay for it a drink cocktail each. Seats so uncomfortable.

Flight wasn’t even full, but too many carry-ons caused us to run out of bin space. New bag fee has folks who would usually check their bags carrying on. Watching Southwest morph into Spirit/Frontier is so sad to watch

Sat on tarmac for 2 hours and then missed my connecting flight

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.

Cluster mess boarding. Can't wait for SWA reserved seating. Internet didn't seem to work on the plane.

Flights delayed by 4-6 hours. Boarding was a mess and unclear. Bags were not at arrival airport and had never even been put on the plane. No idea when I’ll get them. Don’t fly into Denver!

It was fine, definitely older planes with no charging or anything. There’s no entertainment set up on board, but it is nice that they allow you to access the in flight entertainment from your phone without having to pay for the Wi-Fi and they do offer free texting.

I liked that the flight was nonstop from ORD to CIU for $200 round trip.

While the staff was pleasant and helpful, the following observations are for your awareness. There was some delay on the tarmac on take off and landing. The paid lunch/food offerings were limited. Entertainment was only available on WiFi at a cost.

The first flight was better in terms of the aircraft.

Smooth flight. Boarding was chaotic. Could not hear the gate agent over the intercom. People were lined up in the wrong lines. Groups one and two were told to board through line one and group 3 through line 2. All very confusing. Once in the air, the flight was smooth. There was no entertainment option on this aircraft, even though it was a larger aircraft.

Overall poor for me I paid extra for seats with leg room and my regional flights exit row seats have less leg room then the others that's money that could have been saved and on my final flight home the flights air was not operating it was unbearably hot in the cabin I will be contacting United and filing a DOT complaint

There's just no way to sit fully upright and comfortably in these seats. There needs to be 2 more inches of room, and that's not something that only one person on the flight needs - the whole flight needs 2 more inches of room. If that means you sell 6 less seats, so be it. It's too close for anyone. Forcing people to pay for "premium" economy just to get "barely enough space to breathe" isn't really an answer to that.

The crew were very nice. The Chocolate is good and v there’s no entertainment. Thanks

The crew were very nice. I would have appreciated a pillow for comfort. I had a special meal that was sloppy, but the salad was great. Thanks

The plane was in Moline all night. Consequently, we assumed an on time departure at 8:15am. Unfortunately, and as is the normal case with United in Moline, we departed 2.5 hours late. When the crew came, it was discovered that there was very little heat in the plane. Seems this should have been checked hours before the crew arrived. Then when we boarded and the plane was to be de-iced, the United de-icing truck was not working! We awaited the American Airlines truck. All of this caused us to miss our connection in Chicago. My suggestion is never take United Airlines flight from Moline. We have been disappointed 80% of the time and have vowed to not take United again from Moline.

The flight was fine and the crew awesome. The problem is ORD and AA. Computers went down, ORD fell apart and a 40 min flight turned into a 3 hour trip. Guess the answer is to not try and fly to ORD after noon. But, as I said, crew was awesome and did everything they could to lesson the flight time.

The flight was fine but the 8 hour delay in Chicago was awful - 5 gate changes and repeated delays without an explanation. No vouchers. Nothing.

Most miserable flight ever. We waited almost 2 hours on the runway because the flight was oversold. American offered $1200 credit. Then there was some nonsense about weight distribution. Ridiculous. No food for 8 plus hours on the flight. I will be writing a letter.

The flight was 2 hour delayed, otherwise everything was excellent. The delay was due to the hourly limit requirement so given that as a reason, I'm happy with the flight!

Not sure the logic of the boarding in Groups. I was loaded first on the aisle. Then the guy in the middle. Then the guy by the window. Constantly holding up the other people boarding behind them with us blocking the aisle and this happened in most of the other rows

To start, I’d like to say that every American Airline personnel I interacted with on the ground, especially flight crew, was very friendly and did their best to help me out. Despite this, however, my experience with the airline was an entire mess. The 7:19 PM flight was heavily delayed due to weather, and pushed to 10:30 AM the next morning. Because of this, I had to spend the night inside of the airport. At some point later in the night, I got an email saying that the flight had been canceled. I called the support number, and the representative on the other line told me that the flight was still on and that I didn’t need to rebook. The next morning, no one came to the gate to open the door for the crew until almost 11 AM. By this time the flight crew had been waiting for over an hour, and they had called management to get someone to open the door for them multiple times. Around 11:30, the gate screen had changed to a different flight. I ended up buying a last minute ticket with Southwest airline just to get to Chicago, because the next flight with American wasn’t until 7:19 pm that day. Now, earlier that morning my suitcase had been sent ahead of me to ORD. I went to baggage claim to ask them if I could have my suitcase forwarded to where I was staying. The representative at SDF baggage claim said they could and put the claim in for me. As I was going back through TSA, I got an email that the airline had found my suitcase, but the next step was to send it BACK to SDF. I called the airline support number again, and I made it clear that my suitcase needed to stay in Chicago and to not come back to SDF. The representative told me that they would hold my suitcase at ORD and that it wasn’t going to be forwarded anywhere. Once I got there, I found that they had loaded my suitcase onto a plane to send it back to SDF. Thankfully, I had gotten to the baggage claim counter in time for them to put in a request to bring my suitcase back up. My refund with the airline is processing already, but because of this entire experience and miscommunication at every turn of the way, I will not book with American Airlines in the future.

The plane was late and then sat on the runway for almost 45 minutes before taking off.

Crew professional. Easy bag drop off. On time. Good entertainment.

Everything was great. Boarding, early departure, early arrival, and deplaning were smooth. Smooth flight.

Per usual, flight status, staff courtesy and professionalism were excellent

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

Information on your arrival and departure airports

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