$53 Find Cheap Flights from Chicago to Oklahoma

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Chicago to Oklahoma departing on 6/9. 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 Oklahoma

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Oklahoma, 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 Chicago to Oklahoma, as well as popular online travel agencies
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Cheap Flights from Chicago to Oklahoma

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Oklahoma City
Oklahoma City1 stop$160
Tulsa
Tulsanonstop$217
Oklahoma City
Oklahoma City1 stop$160
Tulsa
Tulsanonstop$217

Book Cheap Chicago to Oklahoma Plane Tickets

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

Thu, May 28 - Sat, May 30
Frontier Logo
3:07 pm - 5:50 pm
MDW
-
DFW
2h 43mnonstop
Frontier Logo
11:55 am - 2:12 pm
DFW
-
MDW
2h 17mnonstop
$108Frontier
Sun, May 24 - Wed, May 27
Frontier Logo
9:20 am - 12:21 pm
ORD
-
DFW
3h 01mnonstop
Frontier Logo
1:00 pm - 3:40 pm
DFW
-
ORD
2h 40mnonstop
$110Frontier
Sun, May 24 - Wed, May 27
Spirit Airlines Logo
6:15 am - 8:43 am
ORD
-
DFW
2h 28mnonstop
Spirit Airlines Logo
12:38 pm - 3:03 pm
DFW
-
ORD
2h 25mnonstop
$112Spirit Airlines
Tue, May 12 - Tue, May 19
Spirit Airlines Logo
8:00 am - 10:32 am
ORD
-
DFW
2h 32mnonstop
Spirit Airlines Logo
12:38 pm - 3:03 pm
DFW
-
ORD
2h 25mnonstop
$114Spirit Airlines
Tue, May 26 - Tue, Jun 2
American Airlines Logo
4:59 pm - 7:10 pm
ORD
-
TUL
2h 11mnonstop
American Airlines Logo
12:24 pm - 2:30 pm
TUL
-
ORD
2h 06mnonstop
$217American Airlines
Tue, May 26 - Tue, Jun 2
Southwest Logo
9:05 pm - 11:00 pm
MDW
-
TUL
1h 55mnonstop
Southwest Logo
3:10 pm - 4:50 pm
TUL
-
MDW
1h 40mnonstop
$230Southwest
Tue, May 26 - Tue, Jun 2
American Airlines Logo
4:59 pm - 7:10 pm
ORD
-
TUL
2h 11mnonstop
American Airlines Logo
1:48 pm - 7:48 pm
TUL
-
ORD
6h 00m
1 stop
$240American Airlines
Tue, May 26 - Tue, Jun 2
Southwest Logo
9:05 pm - 11:00 pm
MDW
-
TUL
1h 55mnonstop
Southwest Logo
10:20 am - 4:35 pm
TUL
-
MDW
6h 15m
1 stop
$240Southwest
Thu, Jun 4 - Sun, Jun 7
United Airlines Logo
3:55 pm - 5:57 pm
ORD
-
XNA
2h 02mnonstop
United Airlines Logo
6:32 pm - 8:35 pm
XNA
-
ORD
2h 03mnonstop
$269United Airlines
Tue, May 26 - Wed, May 27
United Airlines Logo
8:27 pm - 10:35 pm
ORD
-
TUL
2h 08mnonstop
United Airlines Logo
6:30 pm - 8:40 pm
TUL
-
ORD
2h 10mnonstop
$297United Airlines
Booking Insights

KAYAK's insights & trends for Chicago to Oklahoma flights

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

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

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Chicago to Oklahoma departing in May.

What is the cheapest Chicago to Oklahoma flight route?

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

The cheapest ticket to Oklahoma from Chicago found in the last 72 hours was to Tulsa, at $243 round-trip. The most popular route is from Chicago O'Hare Intl Airport (ORD) to Oklahoma City (OKC), and the cheapest round-trip airline ticket found on this route in the last 72 hours was $327.

What is the cheapest time of day to fly to Oklahoma?

The average price for all round-trip flights from Chicago to Oklahoma depending on the time of departure, clicked by users on KAYAK in the last 2 weeks.

The cheapest time of day to fly to Oklahoma is generally in the afternoon, when round-trip flights cost $375 on average. Morning departures are around 10% cheaper than evening flights, on average. The most expensive time of day to fly to Oklahoma is generally at night, which is peak travel time and where the average cost of a ticket is $518.

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

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 $379 on average.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Chicago to Oklahoma, 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 Chicago to Oklahoma is October, when tickets cost $68 (return) on average. On the other hand, the most expensive months are March and May, when the average cost of round-trip tickets is $275 and $218 respectively.

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

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

For Chicago to Oklahoma, Wednesday is the cheapest day to fly on average and Monday is the most expensive. Flying from Oklahoma back to Chicago, the best deals are generally found on Thursday, with Monday being the most expensive.

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

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Chicago to Oklahoma, 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 Chicago to Oklahoma, you should book around 4 weeks before departure, which saves you about 44% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 8 weeks before departure.

Good to know

Low seasonFebruary
Cheapest flight$53
Best time to beat the crowds but there is an average 14% increase in price.
Most popular time to fly and prices are also 6% lower on average.
Flight from Chicago O'Hare Airport to Dallas/Fort Worth Airport

FAQs - booking Oklahoma flights

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

    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 Chicago to Oklahoma.

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

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

    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 from Chicago to Oklahoma with an airline and back with another airline.

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

    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 from Chicago to Oklahoma up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top 4 airlines serving from Chicago to Oklahoma

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Oklahoma. 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 Chicago to Oklahoma? 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 4314 reviews
7.0Food
7.5Entertainment
8.0Comfort
8.1Boarding
8.6Crew
Airline reviews

The entire experience from boarding to landing was amazing! The crew were very friendly. Will definitely be back.

10.0 Excellentlarry, Apr 2026
LGB - PHX
Read more Southwest reviews

The entire experience from boarding to landing was amazing! The crew were very friendly. Will definitely be back.

no service at all due to turbulence. they should've at least given us snacks, there were only 10 people on the entire flight.

First time I've had to use the disabled accommodations. And I could not have had a better experience with Southwest, i was having trouble getting from one terminal to another due to my heart failure. And the next thing I know a Southwest agent had made sure. I had a wheelchair at all my flights. Can't thank them enough.

Delayed flight, lack of information, boarding process is a mess as is the carryon luggage causing issues when leaving the plane….just a poor experience.

Comfortable. Easy. No problems. Just wish they had gf options for snacks.

The crew was very kind and made going to Hawaii relaxing and fun to look forward to! Thank you Southwest for a pleasant flight!

This leg was much better, but we did have to have a 3 hour lay o er after coming from a very exhausting hiccup with our flight from BNA to Den

We waited in the airplane for over 45 min for a southwest employee to make the flight. This cause over half the plane to miss their connecting flight in Denver. When we confronted the desk upon arrival, they told us the only flight they had was the next day leaving at 8:50 pm!!! Or they offered to get us to Burbank or LA, but after that we were on our own to get back to Santa Barbara. I paid for a flight from sba to bna bna to sba. My re entry into mom mode has been 💯 rough because of southwest mistake with my flight. And now I’m leaving to Reno tomorrow for a vballl tournament and just discovered that my leg in Vegas has me and my 3 kids on a stand by flight even though I had booked these ticket last year November!! Do better southwest!

Southwest is kind of a slum airline. It’s gotten more expensive over the years for less and less service. I am a Southwest Chase Visa card holder and was forced to choose a seat in the 26th row in the middle seat. However my wife who is a rewards member but doesn’t hold a card or anything else, gets randomly assigned a normally paid seat in row 6! How does that work?

For the first time in a long time, the Wi-Fi actually worked the entire flight! The flight crew was amazing as usual.

A long delay. Don't travel late in the day.

Super friendly with lots of drink options an entertainment. Friendly crew.

The crew was great. Very friendly and responsive. The plane was old, small and tight. We ran out of overhead space and I had to check. Middle seat was particularly tight.

Several missed and almost missed connections. It felt like everything was being patched together last minute without enough resources and it ended up being an extremely stressful experience that basically ruined our weekend on the west coast. What a waste.

Crew was friendly. Seats are too narrow, particularly when a big person is in the adjacent seat, but I understand this is due to smaller planes usually flight into Lincoln. I have experienced several flight delays going out and coming into Lincoln airport, I say maybe 50% or higher of the flights I've taken out of this airport have been delayed.

Great flight. Boarded efficiently. Arrived early at CLT. There was no in flight entertainment on this aircraft. Great crew.

The seat was comfortable. There was a lot of turbulence. If it weren't for that,it would have been okay.

Poor communication, flight was delayed for preventable reasons. I missed my connection.

No meal service to the back of the plane as it started late or was too slow to get it out before it was time to land.

Terrible, if possible won't be flying again anytime soon!

The airplane was an old model, the overhead didn’t have enough room for people’s items and made boarding and boarding disappointing and stressful. Crew allowed passengers to bring more than the permitted baggage sizes.

Original flight was on time, then late, then changed gates...4 times. Once our newest plane came in, it was fine.

I almost missed my flight and they helped me out enormously

Delays experienced in boarding/take off due to incoming plane delayed. However, the boarding time/depart time in the app was significantly delayed in providing these updates. Usually not updated until an hour after we should have already boarded. Poorly managed.

Moved to earlier flight which unexpectedly had maintenance issues initially indicated as quick fix to ultimately plane changes. Moved back to original flight, also delayed. In all cases customer updates and communication very unclear, no updates on drivers for delays.

Typical AA - late by 90+ mn. Gate changed twice... Changed the departure time 6 times No explanation, no communication on reasons for delay I travel with AA twice a year... and it is consistently very poor.. I will continue to use AA only when i have to.

The gate got changed several times and the flight was delayed over an hour. Awful experience

American continues to decline in their customer service and its beyond disappointing.

It was an older plane. First Class was not especially roomy or comfortable. It was a short flight so there were no meal but they did offer mixed nuts which used to be normal but now is rare. Crew member was very polite and professional.

Flight to Tampa was delayed taking off due to plane arriving late but no other issues

Plane was hot and miserable and the crew was rude!

12 hour delay required getting on and off plane 3 times - would have at least liked to have been offered a snack or drink

They didn’t offer a water, even after I asked

They switched our terminal 3 times and we were delayed for four plus hours!!!

It was an early flight and most people napped/slept and the crew let us which was nice.

The crew acted like they had never done this and kept barking passive aggressive orders at people. + the security line + the delay + sitting on the tarmac for 2 hours + none of the apps or signage updating with correct times

More inflight connection. And leg space is horrible. And the paying for baggage I'd ridiculous!!!

My flight was originally from SAT to MCO connecting from MCO to ORD. We got diverted to ATL and than Frontier staff there was sooo un helpful first they said they couldn’t give us any accommodation since our flight first got delayed that cancelled and now it’s 221am and I am still in ATL since they said they need to create a new flight my final destination is ORD and I have been delayed twice and cancelled. With no real help the frontier app didn’t work no email updates over all such a horrible experience

There's no seats that lean back with little leg space i wad uncomfortable the entire flight. Your charges for extra baggage is despicable and costly!!

Remind customers of the need to have passport or new ID for boarding.

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

Cabin class types available on flights to Oklahoma

Cabin classes available on flights to Oklahoma. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.