TUL - CHI

$101 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 4/11. 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

 
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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41,299,237 searches in the past 7 days on KAYAK

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Everything you should know

Cheapest round-trip
$245
Southwest
Sat 4/18Tue 4/21
TUL - MDW • Non-stop
Cheapest one-way
$101
Typical prices: $153-$187
American Airlines
Sat 4/11
TUL - ORD • Non-stop
Advice from real travelers
AI-powered summary based on content written by travel experts. AI can make mistakes.
Southwest allows two free checked bags, saving costs.
United's Wi-Fi offers free messaging for passengers.
Expert advice
Expert advice
Expert advice
Expert advice
Top airlines
Southwest
Cheapest • from $245 (round-trip)
Southwest
Best reviews • 8.0 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Nonstop flights
Every day
You can fly direct with American Airlines, Southwest and United Airlines. Average duration is 1h 57m
Direct flights
Direct flights
+1
+1
Direct flights
Direct flights
+1
Top routes
TUL
-
MDW
Cheapest • 5% average savings
TUL
-
ORD
Most popular
Insights
Insights
Insights
Insights
Top layover airports
St. Louis (STL)
Cheapest • Avg $216 (round-trip)
St. Louis (STL)
Shortest trip • 3h 50m (one-way)
Insights
Insights
Insights
Insights
When to book
4 weeks
in advance
Our data shows that travelers who book at least 4 weeks in advance save around 54% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
August
Cheapest • 22% price drop
April
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
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Flight Deals
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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

Sat, Apr 18 - Tue, Apr 21
Southwest Logo
5:10 am - 6:55 am
TUL
-
MDW
1h 45mnonstop
Southwest Logo
9:40 am - 11:35 am
MDW
-
TUL
1h 55mnonstop
$245Southwest
Mon, Mar 30 - Wed, Apr 8
American Airlines Logo
8:55 am - 10:56 am
TUL
-
ORD
2h 01mnonstop
American Airlines Logo
4:52 pm - 7:02 pm
ORD
-
TUL
2h 10mnonstop
$245American Airlines
Tue, Mar 24 - Tue, Mar 31
United Airlines Logo
10:00 am - 12:05 pm
TUL
-
ORD
2h 05mnonstop
United Airlines Logo
3:35 pm - 5:48 pm
ORD
-
TUL
2h 13mnonstop
$251United Airlines
Sat, Apr 18 - Tue, Apr 21
Southwest Logo
12:00 pm - 1:45 pm
TUL
-
MDW
1h 45mnonstop
Southwest Logo
9:05 pm - 11:00 pm
MDW
-
TUL
1h 55mnonstop
$251Southwest
Mon, Mar 30 - Wed, Apr 8
American Airlines Logo
5:00 am - 11:56 am
TUL
-
ORD
6h 56m
1 stop
American Airlines Logo
9:06 pm - 11:16 pm
ORD
-
TUL
2h 10mnonstop
$255American Airlines
Sat, Apr 18 - Tue, Apr 21
Southwest Logo
12:00 pm - 1:45 pm
TUL
-
MDW
1h 45mnonstop
Southwest Logo
6:30 am - 1:40 pm
MDW
-
TUL
7h 10m
1 stop
$255Southwest
Tue, Apr 14 - Wed, Apr 22
American Airlines Logo
7:32 pm - 9:41 pm
TUL
-
ORD
2h 09mnonstop
American Airlines Logo
9:06 pm - 11:16 pm
ORD
-
TUL
2h 10mnonstop
$257American Airlines
Wed, Apr 15 - Tue, Apr 21
Southwest Logo
5:05 am - 6:50 am
TUL
-
MDW
1h 45mnonstop
Southwest Logo
9:05 pm - 11:00 pm
MDW
-
TUL
1h 55mnonstop
$257Southwest
Sat, Apr 18 - Tue, Apr 21
Southwest Logo
7:00 am - 5:15 pm
TUL
-
MDW
10h 15m
2 stops
Southwest Logo
9:05 pm - 11:00 pm
MDW
-
TUL
1h 55mnonstop
$260Southwest
Sat, Apr 18 - Tue, Apr 21
Southwest Logo
12:00 pm - 1:45 pm
TUL
-
MDW
1h 45mnonstop
Southwest Logo
4:50 pm - 10:45 pm
MDW
-
TUL
5h 55m
1 stop
$261Southwest
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.

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 $251 on the route between Tulsa (TUL) and Chicago Midway Airport (MDW). Over the past month, this route was, on average, 5% 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 Tuesdays 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 $267 (return) on average. On the other hand, the most expensive months are January and December, where the average cost of round-trip tickets is $397 and $392 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 $344 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 54% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 14 weeks before departure.

Expert advice

Expert advice for your flight from Tulsa to Chicago

 
AI-powered summary based on content written by travel experts. AI can make mistakes.
KAYAK teamed up with top travel experts to share the best tips for your journey.
Our travel experts
Duncan Madden

Duncan Madden

Expert on British Airways

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.

Harriet Baskas

Harriet Baskas

Expert on American Airlines

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.

Stefanie Waldek

Stefanie Waldek

Expert on United Airlines

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.

Blane Bachelor

Blane Bachelor

Expert on Southwest

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.

Good to know

Low seasonOctober
Cheapest flight$101
Best time to beat the crowds but there is an average 2% increase in price.
Most popular time to fly and prices are also 2% 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 $101 for a one-way ticket and $245 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, JetBlue, 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?

    Star Alliance, and oneworld are the airline alliances operating flights between Tulsa and Chicago, with Star Alliance 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 $318 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 $365 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 $255 or less one-way and $373 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 4311 reviews
7.5Entertainment
7.0Food
8.6Crew
8.1Boarding
8.0Comfort
Airline reviews

WiFi was not working and didn’t have a beverage service

8.0 ExcellentNick, Mar 2026
BOS - MDW
Read more Southwest reviews

WiFi was not working and didn’t have a beverage service

Snacks are always pretzels. Why can't you also offer peanuts ?

Flight boarded late after announcing on time boarding. Flight arrived only a little late despite late departure. Had trouble connecting to WiFi

Mediocre. Boarding is now unpleasant. The employees, once friendly and nice, are now regularly speaking sternly to passengers, badgering them to do things right so they can take off on time and gate check bags because they don't have enough overhead bin space. The pretzel snack was crushed flat and broken into even smaller pieces, which happens frequently lately. Drink service was suspended before they reached my row.

The last 3 flights between BWI and BDL canceled the beverage service mid- way. Just say up front that the fight is too short. Thanks!

It was canceled. Supposedly weather. But there was no snow in Baltimore. At least we found out before driving to airport

I have not flown Southwest in awhile and had a very pleasant experience. From ticketing to boarding to the flight. The flight left on time and landed ahead of schedule. It won't be so long next time!!

The Southwest experience has definitely taken a dive from its early days. You can no longer deferentiate from other airlines. Air travel is too expensive. Southwest is no longer budget friendly. They have lost me as a loyal customer.

Flight was hours late, unable to sit next to spouse, I have had so much better experiences. Substantially better, only saving grace was that it was a short flight.

An entire day of delays. Cost lots of money. Meals and a hotel.

Wonderful. Quick boarding. Early departure and we arrived 30 minutes early at our destination. Unfortunately, when you arrive early, there is still a departing aircraft at our gate. We had to park for 30 minutes until the gate was clear. So our early arrival was not really early at the gate. Otherwise it was a quick and smooth flight. Appreciated the efficiency.

Crew was great (professional, attentive, prompt). Snacks for 4 hrs flight is deplorable.

United Airlines is my preferred airlines and I am thankful for Gary who also help support me on the phone to switch my flight literally last min.

Seated dude next to me even though lots of empty rows. But main thing was we sat on the tarmac after landing for 30 minutes because of, in the words of the dude who sat next to me, “operational incompetence”. We got changing directions about where to pick up gate checked bags. Pilot and flight attendant were awesome though.

It was a pretty standard flight... until the almost hour and a half spent on the taxi way. I get that the weather has been poor but the delay had nothing to do with the weather and more to do with a plane with several issues tying up the gate. I get that that happens from time to time but this has been EVERY flight I've been on for the past 5 years and I fly 3 to 5 times a year. This isn't just United... it's American, it's Delta. It's an issue with the entire industry. I work for UPS and packages on a cargo plane get better service than people do these days. Anymore I HATE flying.

Perfect flight. Smooth flight. Arrived 20 minutes early at destination. Excellent service.

The flights were on time which was great give. It was holiday travel season and there’d been some weather issues. The only complaint and this is every time with United is the terrible seat design. The head rest is not built for comfort and having my neck bent forward for a cross country trip reminded me while I try not to take United flights as a rule.

Everything was absolutely wonderful from check in to baggage claim. Staff was very professional and sweet. Will definitely recommend United to family and friends.

They did the one thing that really matters - got to Chicago early.

The flight was on time. I generally don’t drink or eat on short flights and the seats were good and the flight attendants were friendly. That’s all I expect

The chicken wrap was tiny ($13 for what looked like a 1/3 of a normal wrap?) and disgusting.

It was good experience this time. The flight was on time.

There was a delay with the plan which cause the flight to leave later and once arrived in Chicago there was another delay and some passengers missed their connecting flights

The gate agent had a really bad attitude and refused to help me get on the standby list. She just handed me a card and said I needed to call a number. I asked her to help with the AA app on my phone and she just shrugged and said she didnt know. After a few phone calls, I eventually just went to a different gate agent on the other side of the terminal and got the help I needed.

Overall, my last three trips on American Airlines have all been either delayed or "rescheduled" due to mechanical issues. At least on delay caused me to miss two possible connecting flights each later than the first. My last option for my last connection required the assistance of the onsite service desk (O'Hare Airport). The wait time for the service desk was such that it jeopardized getting booked on the last connecting flight available for the night. Suffice it to say, my latest experiences with American Airlines have caused me extensive loss of productive business and personal time and can therefore be classified as significantly less than satisfactory.

Waiting for gate in RDU for more than 20mins is crazy.

American Airlines was great and worked very hard to change my ticket so I could get an earlier, direct flight back to Dallas. However, I was informed that Kayak made mistakes with my itinerary and classified my ticket as desiring to be on the earlier flight instead of taking the necessary step of calling AA to get me on the standby list. This ended up keeping me from being added to the standby list and delayed me getting home by 6 hours. I am happy to discuss this further with Kayak so they can correct their procedures so this won't happen again.

Waited for oxygen tanks for 30 minutes after boarding was complete.

We flew in first class. The crew did not offer drinks before the flight took off, but they treated us well during the flight. The food was excellent. There was actually too much food served, but it was nice to have all the options.

Update to handle the delay was very bad, crews no smiles or welcome or thanks. Don’t care attitude

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

Information on your arrival and departure airports