TUL - CHI

$106 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 9/5. 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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Flight 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

Wed, Oct 1 - Wed, Oct 8
American Airlines Logo
6:45 am - 8:47 amTUL-ORD
2h 02mnonstop
American Airlines Logo
10:20 pm - 12:22 amORD-TUL
2h 02mnonstop
$218American Airlines
Find Deal
Wed, Sep 10 - Thu, Sep 11
United Airlines Logo
2:41 pm - 4:45 pmTUL-ORD
2h 04mnonstop
United Airlines Logo
8:59 am - 11:10 amORD-TUL
2h 11mnonstop
$224United Airlines
Find Deal
Mon, Oct 27 - Sat, Nov 1
American Airlines Logo
7:00 am - 9:05 amTUL-ORD
2h 05mnonstop
American Airlines Logo
9:56 am - 11:56 amORD-TUL
2h 00mnonstop
$231American Airlines
Find Deal
Wed, Oct 1 - Wed, Oct 8
American Airlines Logo
6:45 am - 8:47 amTUL-ORD
2h 02mnonstop
American Airlines Logo
1:22 pm - 10:33 pmORD-TUL
9h 11m1 stop
$232American Airlines
Find Deal
Wed, Sep 17 - Mon, Sep 22
American Airlines Logo
3:50 pm - 6:00 pmTUL-ORD
2h 10mnonstop
American Airlines Logo
10:05 pm - 8:31 amORD-TUL
10h 26m1 stop
$233American Airlines
Find Deal
Wed, Oct 15 - Sat, Oct 18
Southwest Logo
6:55 pm - 12:05 amTUL-MDW
5h 10m1 stop
Southwest Logo
8:25 am - 10:20 amMDW-TUL
1h 55mnonstop
$234Southwest
Find Deal
Sat, Oct 4 - Tue, Oct 7
Southwest Logo
6:05 pm - 11:05 pmTUL-ORD
5h 00m1 stop
Southwest Logo
1:30 pm - 11:00 pmORD-TUL
9h 30m2 stops
$249Southwest
Find Deal
Sat, Oct 4 - Sun, Oct 5
United Airlines Logo
9:47 am - 11:57 amTUL-ORD
2h 10mnonstop
United Airlines Logo
8:59 am - 11:10 amORD-TUL
2h 11mnonstop
$286United Airlines
Find Deal
Wed, Oct 1 - Wed, Oct 8
Delta Logo
12:42 pm - 5:35 pmTUL-MDW
4h 53m1 stop
Delta Logo
10:35 am - 6:02 pmMDW-TUL
7h 27m1 stop
$298Delta
Find Deal
Tue, Sep 9 - Fri, Sep 12
Delta Logo
1:55 pm - 9:26 pmTUL-MDW
7h 31m1 stop
Delta Logo
12:43 pm - 5:53 pmMDW-TUL
5h 10m1 stop
$366Delta
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
Booking Insights

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?

Data is based on round-trip flight searches on KAYAK over the past month.

The cheapest return flight from Tulsa to Chicago costs $217 on the route between Tulsa (TUL) and Chicago Midway Airport (MDW). Over the past month, this route was, on average, 3% cheaper than other Tulsa-Chicago routes. The most popular route is between Tulsa (TUL) and Chicago O'Hare Intl Airport (ORD).

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 $282 (return) on average. On the other hand, the most expensive months are January and December, where the average cost of round-trip tickets is $649 and $383 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 $309 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, which saves you about 58% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 21 weeks before departure.

Good to know

Low seasonDecember
Cheapest flight$106
Best time to beat the crowds but there is an average 5% increase in price.
Most popular time to fly and prices are also 23% lower on average.
Flight from Tulsa to Chicago O'Hare 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 $106 for a one-way ticket and $218 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, Delta, and Alaska 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 $383 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 $224 or less one-way and $291 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 4246 reviews
7.0Food
8.1Boarding
8.0Comfort
8.6Crew
7.5Entertainment
Airline reviews

Near 4 hour flight with only 1 service. Had to use call button to request water. Internet and power not working until into flight. Internet would stop working during flight.

6.0 GoodDavid, Aug 2025MCO - DEN
Read more Southwest reviews

Near 4 hour flight with only 1 service. Had to use call button to request water. Internet and power not working until into flight. Internet would stop working during flight.

Southwest's seats are the least comfortable I have ever sat in.

The cabin was quiet for the redeye flight. The area was clean. The staff was great. The 787 Max was in good condition. Drawbacks were that the seat widths were tight for some passengers. The seat padding was at best average and for a long flight uncomfortable.

Southwest like most American domestic airlines, is a mediocre airline. But it is among the cheapest. Oh well.

My flight was delayed 50 minutes and we were rushed to board to then sit for 15 minutes until the pilot arrived. Unacceptable since we could have waited to board. Also the delayed flight was updated AFTER we boarded to more than the 10 minutes as originally stated.

Other than a bit of a delay, everything was good. Again, the boarding process and picking seats is the only thing I don't enjoy.

If we are going to have to pay for luggage, make it easier to do. Put something on the app during check-in so I don't need to do it at the kiosk. I've done it twice recently and I ended up having to pay at the desk because something went wrong at the kiosk in Tampa.

southwest just starting charging for luggage. hadnt realized it until it was too late. now out $70 when i couldve bought a carry on if i wouldve known. free bags was one of the only reasons i chose southwest over another airline (the other being no assigned seats, which is apparently also being changed). stupid business decision. wont be flying southwest anymore.

The quality of Southwest Airlines continues to degrade each time I fly with them. If it were not for the free luggage, I would probably choose another airline. Their prices are a little bit competitive, but way too high for the quality of the service. Southwest is not unique in this way. Domestic flight in the United States of America has continued to be a lower and lower quality product. Very sad when you compare the quality of domestic airlines to that of many international airlines around the world.

Very smooth checking in our luggage with a super pleasant SW agent. I enjoyed a fun entertaining movie.

Flight attendant in first class gave poor service (like he didn't want to be there) and food was awful. We sat waiting for gate upon arrival over 45 mins.

Weather delay in Chicago?. No sense of urgency to make connection in Chicago for our connecting flight that wasn't delayed. Connection was missed.

Overall it was good. I missed my connection but I was put on another flight.

Overall a very poor experience - booked premium economy tickets but due to last minute flight delays , all my itinery went for a toss and had to fly economy class with no access to lounge or any compensation by united airlines to make up for the flight delays . i had expected better experience than that from united.

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

Any flight to ORD after about 2pm this summer has been challenging. Flight was delayed getting in (coming from ORD) and that led to it not leaving before a ground stop due to lightening before they could fuel the plane, and so forth. They made up some time but we were still late in arriving at ORD, and that led to missed connections.

Food was ok, but not as good as I have had before on AA.

Pretty good. The food was just mediocre, the boarding and crew were good.

My flight got switched and my prepaid bag didnt transfer over properly so I paid to check ANOTHER BAG. I was placed in a middle seat and it was just miserable. At least it was a bulkhead row so I had legroom. The flight just never seem3d to end

Was not able to watch most shows on the entertainment site. They would not load

On Wednesday, July 30 we were in mid flight from Manchester to Charlotte and we turned around because the right engine was malfunctioning. That was the last flight out of Manchester that night. I was rebooked for Thursday, which became a weather event Friday. There were no seats left on the flight from Manchester to Charlotte. Consequently I didn’t leave Manchester until Saturday morning and we flew to Chicago so to say the least my scheduled flight and return to Iowa was three days off and it messed with my business schedule. Consequently cash flow. I would like some sort of acknowledgment of this event.

Dreadful experience. Our flight was delayed more than 8 hours due to a maintenance issue and the assistance from rebooking was poor. I was travelling with a bad knee and needed assistance waited in one place more than 3 hours before someone came with a wheelchair. The woman next to me was a 91 year old great grandmother who had waited more than 4 hours. There were moments of support from the staff but it appeared as they were going against the direction of management. It was apathy, lack of ownership and dismissive responses with small moments of kindness and understanding typically from grey haired, female, veteran staff..

Couldn’t get the door on the plane to close leading to a nearly 2 hour delay. But, hey at least they didn’t cancel the flight.

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.

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

Information on your arrival and departure airports

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