$104 Find Cheap Flights from Chicago to Oklahoma - Compare and Save

1 adult
1 adult, Economy, 0 bags

Save 21% or more on flights. Compare deals from all over the web.

Never overpay with our price tracking tools.

Filter searches by price, airline and more to find your best flights.

Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Chicago to Oklahoma

Cheapest round-trip prices found by our users on KAYAK in the last 5 days
Oklahoma City
Oklahoma City1 stop$251
Tulsa
Tulsanonstop$315
Stillwater
Stillwater1 stop$463
Joplin
Joplinnonstop$241
Oklahoma City
Oklahoma City1 stop$251
Tulsa
Tulsanonstop$315
Stillwater
Stillwater1 stop$463
Joplin
Joplinnonstop$241
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 O'Hare Intl Airport to Oklahoma?

Flight prices are below average for this route right now.

Flights to Oklahoma from Chicago O'Hare Intl Airport usually cost between $253 and $446 in September.
The lowest price found in the past 5 days was $251 on Frontier (Sep 26-Sep 29).

What is the cheapest Chicago O'Hare Intl Airport to Oklahoma flight route?

The cheapest ticket to Oklahoma from Chicago O'Hare Intl Airport found in the last 5 days was to Tulsa, at $177 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 5 days was $249.

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

The cheapest time of day to fly to Oklahoma is generally in the afternoon, when round-trip flights cost $373 on average. Morning departures are around 7% 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 $514.

Can I save money by flying with a layover from Chicago O'Hare Intl Airport to Oklahoma?

No, with an average price for the route of $424, prices are generally cheapest when you fly direct.

What is the cheapest month to fly from Chicago O'Hare Intl Airport to Oklahoma?

The cheapest month for flights from Chicago O'Hare Intl Airport to Oklahoma is September, when tickets cost $325 (return) on average. On the other hand, the most expensive months are March and June, when the average cost of round-trip tickets is $503 and $464 respectively.

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

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 Sunday being the most expensive.

How far in advance should I book a flight from Chicago O'Hare Intl Airport to Oklahoma?

To get a below average price on the flight from Chicago O'Hare Intl Airport to Oklahoma, you should book around 4 weeks before departure, which saves you about 45% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 8 weeks before departure.

Good to know

Low season

April

Cheapest flight

$104
Best time to beat the crowds with an average 9% drop in price.
Most popular time to fly with an average 9% increase in price.
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.

Top tips for finding cheap flights to Oklahoma

  • Looking for a cheap flight? 25% of our users found tickets from Chicago to the following destinations at these prices or less: Dallas $181 one-way - $321 round-trip

Reviews of the top 3 airlines serving from Chicago to Oklahoma

 
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.
7.4
United AirlinesOverall score based on 10213 reviews
6.7Food
7.3Comfort
7.1Entertainment
8.1Crew
7.7Boarding
Airline reviews

On time, easy boarding. Anytime you sit in an economy seat, it’s uncomfortable. New plane and the bathrooms were in the galley at the back of the plane which seemed odd.

10.0 ExcellentSharon, Sep 2026
Read more United Airlines reviews

On time, easy boarding. Anytime you sit in an economy seat, it’s uncomfortable. New plane and the bathrooms were in the galley at the back of the plane which seemed odd.

Terrible service - they don’t want to be there and bad food. Entertainment system in economy from the 2000s

No drink service but there was no N/A as an option to choose. Seats were extremely tight. I am under 5.5 and I bumped my knees have no idea how taller people could manage.

Flight delayed, last seat on the plane, no arrival Gate available due to the plane departing late

Kayak booked this flight with only 1h 20min layover in Chicago. This made it impossible for me and several other passengers to reach this flight. Moreover, the gate closed boarding in spite of several passengers still on their way without waiting even one more minute. However, the plane departed with 20min (!) delay, i.e., there would have been at least 15 min time to let the delayed passengers board without causing any delays. I complained and as a "thank you" the attendent booked us on the last (!) flight to Indianapolis ~7h later! Thankfully, I caught the spitefulness and the United customer line rebooked the flight to an earlier flight. Although I can't grade this particular flight since I never had a chance to take it, Kayak made the mistake of a too short layover and the crew at the gate was awful.

Flight did not have wifi service. It was experiencing technical difficulties. Definitely and old plane that needs updating.

Old 757 with poor entertainment system. United no longer partners with United for free text and email. O'Hara an absolute disaster! Limited gates clauses two hour delay. Unfortunately this appears to be the norm.

It was a good experience, unfortunately my checked baggages were come late and not arrived on time.

Very stressful to locate United Airline boarding area, delayed flight, changing boarding area again to another location with all tiredness 😩. But flying was fine.

The baggage handlers broke the handle on my bag that they put under the plane that I checked on the jetway. They traded it out for a less quality bag in Tulsa. But, they said they would try to fix it. Bologna! There was no fixing that bag handle. Someone didn’t care how they treated the bag.

DELAYED AGAIN and AGAIN and AGAIN - not only that, you delay in 20 minute increments for hours and hours instead of having an accurate delay understanding.

AA was fine....the overall experience was subpar, but not due to the airline due to broader issues

No ground air conditioner for the plane. Very hot and humid prior to take off which was an uncomfortable period of time.

Check-in process was poor, very poor, only one person to check-in all passengers, so if one passenger had a check-in issue, all other passengers were delayed. All check-ins should have two airline staff to check-in passengers.

The flight up was great no issues. The flight back home was a cluster. I was told the plane I was waiting on was giving to another flight which caused me to miss my connection flight. Granted the airline did great with getting hotel and vouchr for food.

Flight was delayed and so much of inconvenience related to the gate change.

Nothing was good about this flight. Although the flight actually departed more than 3 hours late, due to “air traffic control management” we pushed back from gate 2 hours and 20 minutes late and proceeded to sit 100 yards from gate for and then n tarmac for another 1/2 hour additional 20 minutes

One thing you can always count on is your AA flight getting delayed. This is not surprising when they operate these planes like a greyhound bus with wings.

The seats cushion on my seat (exit row) needs to be replaced. It felt like I was sitting on a bar rather than a seat cushion. Also, I was in the middle seat and I sat next to an oversized guy (window seat) and he took up about 25% of my space. Otherwise, the experience was good. :)

The flight was delayed by about an hour due to a maintenance issue which later then required a change of planes. The crew was great and friendly. The in-flight entertainment did not play properly on Apple Vision Pro in a Safari browser. Although the movie trailers would play fine, the actual movies themselves just had a black screen with audio. There must be something with copy protection or something that isn’t compatible with the Safari browser on Apple Vision Pro. The free inflight Wi-Fi for American Airlines Advantage members is a nice bonus. and is great that they aren’t charging extra for things that have become basic utilities in 2026, like internet access.

During the flight I suddenly felt very sick, and no one from the crew even tried to help me or check on my condition. They seemed completely indifferent and showed no concern for my well-being. I was very disappointed by the lack of care and compassion. I hope the airline improves its customer service and trains its crew to respond better when passengers need assistance.

Flight was canceled. Most upsetting was message from Kayak, stating that the flight was canceled and click with Kayak for details regarding rebook, refund details. THERE'S NO INFORMATION PROVIDED BY KAYAK EXCEPT THAT FLIGHT IS CANCELED. AND NOW THIS SURVEY TO FIND OUT HOW WAS THE FLIGHT !!!!!!!

Better than expected. Staff were friendly and nice on both flights.

Just know that everything, and I mean everything is “ala cart”. 60$ just to put something in the overhead bin. I will never fly Frontier again nor do I recommend them to anyone else.

Great for the price. No wifi or entertainment, but gate agents and crew were fantastic and we boarded quickly and left on time.

Our flight was canceled for no known reason. We weren’t told until we were checking in at 5:00 am. This was after our last flight with Frontier where we sat on the plane for three hours (not an exaggeration) before we took off because of a mechanical issue. We won’t be flying Frontier again.

I didn’t have enough time to catch my connecting flight and had to use a different Airline. I will be requesting a refund.

I brought a ticket and car rental through Travelocity. There was no where to add a KTN. So I thought i’d add it by looking up ticket on frontier website. I tried 3 times with the frontier chat bot to add my KTN it never updated my boarding pass. So then I tried showing up early to do it in person at the airport. The first employee update my ktn in the system and gave me a new boarding pass. I was sent back by tsa to join regular line. Then I was told to add my Ktn. It would cost me $25 extra. Given the length of the cue I did pay. Congratulations! BUT I will NEVER fly frontier again. Plus the plane was very old. It had actual ashtrays and old looking tray backs. Worst travel experience ever. Im warning my friends and family not to use frontier ever.

It was delayed 9 hours for operational reasons, despite the plane arriving to the airport on time.

Was just ok with over selling I guess. A lot of people in a short space and when we finally arrive i20 minutes, waiting to get out from the plain because we were waiting authorization for out boarding? Something like that.

More options for your flight from Chicago to Oklahoma

Complete your trip to Oklahoma with a hotel stay or car rental