CHI - OKC

$89 Find Cheap Flights from Chicago to Oklahoma City

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 City departing on 5/29. 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

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

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

Cheap Flights from Chicago to Oklahoma City

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

Recent round-trip flight deals from Chicago to Oklahoma City

KAYAK's recommended round-trip deals from the most popular airlines that fly from Chicago to Oklahoma City.
Discover the best prices for you by selecting your travel dates on KAYAK.
Frontier Logo
8:04 am - 2:00 pmORD-OKC
5h 56m1 stop
Frontier Logo
12:24 pm - 11:59 pmOKC-ORD
11h 35m1 stop
$198Frontier
Find Deal
Thu, May 29 - Thu, Jun 5
Frontier Logo
6:00 am - 7:37 pmORD-OKC
13h 37m1 stop
Frontier Logo
3:28 pm - 12:20 amOKC-ORD
8h 52m1 stop
$208Frontier
Find Deal
Fri, May 30 - Sun, Jun 1
United Airlines Logo
9:15 am - 11:54 amORD-OKC
2h 39mnonstop
United Airlines Logo
9:40 am - 11:58 amOKC-ORD
2h 18mnonstop
$255United Airlines
Find Deal
Fri, Jul 4 - Tue, Jul 8
Southwest Logo
10:05 pm - 12:05 amMDW-OKC
2h 00mnonstop
Southwest Logo
4:15 pm - 6:10 pmOKC-MDW
1h 55mnonstop
$255Southwest
Find Deal
Wed, Jul 2 - Sat, Jul 5
American Airlines Logo
8:05 am - 2:02 pmORD-OKC
5h 57m1 stop
American Airlines Logo
7:00 pm - 9:11 pmOKC-ORD
2h 11mnonstop
$265American Airlines
Find Deal
Fri, Jul 4 - Tue, Jul 8
Southwest Logo
7:30 pm - 9:30 pmMDW-OKC
2h 00mnonstop
Southwest Logo
6:30 pm - 12:55 amOKC-MDW
6h 25m1 stop
$265Southwest
Find Deal
Fri, Jul 4 - Tue, Jul 8
United Airlines Logo
9:15 am - 11:54 amORD-OKC
2h 39mnonstop
United Airlines Logo
1:00 pm - 3:23 pmOKC-ORD
2h 23mnonstop
$269United Airlines
Find Deal
Tue, Jun 3 - Sat, Jun 7
Delta Logo
5:35 am - 10:20 amORD-OKC
4h 45m1 stop
Delta Logo
7:20 am - 12:02 pmOKC-ORD
4h 42m1 stop
$275Delta
Find Deal
Fri, Jul 4 - Tue, Jul 8
Delta Logo
4:26 pm - 10:30 pmMDW-OKC
6h 04m1 stop
Delta Logo
7:20 am - 1:06 pmOKC-MDW
5h 46m1 stop
$275Delta
Find Deal
Fri, Jul 4 - Tue, Jul 8
American Airlines Logo
3:01 pm - 10:10 pmORD-OKC
7h 09m1 stop
American Airlines Logo
6:55 pm - 9:06 pmOKC-ORD
2h 11mnonstop
$279American Airlines
Find Deal
Tue, Jun 3 - Sat, Jun 7
Expert advice

Expert advice for your flight from Chicago to Oklahoma City

 
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
American Airlines

Main Cabin Extra offers early boarding and complimentary drinks for a small fee.


Download the American Airlines app for in-flight entertainment access.

United Airlines

United's Economy Plus offers up to 6 inches more legroom than standard economy seats.


Purchase Priority Boarding for Zone 2 to ensure overhead bin space for your carry-on.

Southwest

Southwest offers two free checked bags, saving costs on baggage fees.


Use EarlyBird Check-In for a better boarding position, avoiding middle seats.

Read more about Southwestby Blane Bachelor
Our travel experts
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 Chicago to Oklahoma City flights

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

What is the cheapest Chicago to Oklahoma City flight route?

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

Our data shows that the cheapest route for a return flight from Chicago to Oklahoma City cost $212 and was between Chicago O'Hare Intl Airport (ORD) and Oklahoma City (OKC). On average, the best prices are found if you fly this route. The average price for a return flight for this route is $212.

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

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

If you are looking for a flight deal from Chicago to Oklahoma City, look for departures on Saturdays and avoid leaving on a Monday, as it's usually the priciest day. When flying back from Oklahoma City, Thursday is the cheapest day to fly and Sunday is the most expensive.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Chicago to Oklahoma City, 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 City is August, where tickets cost $306 (return) on average. On the other hand, the most expensive months are January and April, where the average cost of round-trip tickets is $477 and $447 respectively.

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

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 City, 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 City, you should book around 3 weeks before departure. For the absolute cheapest price, our data suggests you should book 12 weeks before departure.

Good to know

Low seasonFebruary
High seasonApril
Cheapest flight$89
Best time to beat the crowds with an average 4% drop in price.
Most popular time to fly with an average 19% increase in price.
Flight from Chicago O'Hare Airport to Oklahoma City

When to book flights from Chicago to Oklahoma City

Are your dates flexible? Find out the best times to travel from Chicago to Oklahoma City 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 Chicago to Oklahoma City

  • What is the cheapest flight from Chicago to Oklahoma City?

    In the last 3 days, the lowest price for a flight from Chicago to Oklahoma City was $89 for a one-way ticket and $198 for a round-trip.

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

    Even though you are not required to have a passport, keep in mind that an official ID is needed to board the airplane.

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

    On your way to Oklahoma City, you’ll fly out from one of these Chicago airports: Chicago Midway or Chicago O'Hare Intl. You’ll be landing at Oklahoma City Will Rogers World.

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

    Only American Airlines offers inflight Wi-Fi service on the Chicago to Oklahoma City flight route.

  • Which aircraft models fly most regularly from Chicago to Oklahoma City?

    The Embraer 170 is the aircraft model that flies most regularly on the Chicago to Oklahoma City flight route.

  • Which airline alliances offer flights from Chicago to Oklahoma City?

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

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

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

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

    The two airlines most popular with KAYAK users for flights from Chicago to Oklahoma City are Southwest and United Airlines. With an average price for the route of $372 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 $398 and an overall rating of 7.4.

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

    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 City.

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

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

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

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

    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 Oklahoma City from Chicago 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 Chicago to Oklahoma City

  • Looking for a cheap flight? 25% of our users found flights on this route for $187 or less one-way and $353 or less round-trip.

Prefer to fly direct from Chicago to Oklahoma City?

Find which airlines fly direct from Chicago to Oklahoma City Will Rogers World Airport, which days they fly and book direct flights.

Direct departures

Chicago to Oklahoma City Will Rogers World

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

Oklahoma City Will Rogers World 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
See more direct flights

Top 4 airlines serving from Chicago to Oklahoma City

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Oklahoma City. 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 City? 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 4294 reviews
7.6Entertainment
8.0Comfort
8.2Boarding
8.6Crew
7.1Food
Airline reviews

It is southwest seat was ok. Not the most comfortable seat

8.0 ExcellentJohn, Apr 2025PVD - FLL
Read more Southwest reviews

It is southwest seat was ok. Not the most comfortable seat

I’ve always loved Southwest. No issues at all. I was flying standby and the gate agent was extremely friendly and helpful. Boarding was smooth and I was able to get a window seat in the emergency exit row. Crew was fantastic! They were very professional and accommodating. We had to divert from our destination due to weather but the flight crew kept everyone at ease and informed us of all pertinent information. Excellent flight

The price of the tickets isn't matching the flight experience. No matter how long the flight is, you're only getting pretzels. The flight attendants looked unkept and over it.

Plz don't take away free bags and free seating

The seats were a bit cramped and worn, but otherwise okay.

I would have liked to arrive on time - not 5 hours late!

After a 3 hour layover in Denver my flight was delayed over 5 hours! No explanation; no assistance; no offer to provide compensation; no one at Southwest was willing to offer any assistance. 8 hours in the Denver airport - ridiculous!

It was a perfect flight in all aspects! Both legs!

Only one drink pass through the cabin for a 4 hour flight. Quite rough and bumpy landing.

Boarding process, crew were good. But the seats were so uncomfortable that was all I could focus on. I literally had to sit forward so that all 3 of us could fit in row. I will try to avoid Southwest in the future for any flights over 60 minutes.

A bit rush for transit. Food and entertainment are not available

Smooth boarding process. Early departure, smooth flight, early arrival. The entertainment package has very good recent movie options. The flight crew were friendly and professional.

My flight was scheduled for about 6:05 departure. There were 11 gate changes from 4-7pm and the flight was 3 hours delayed due to operational issues. The plane taxied around the airport for about half an hour before stopping to be de-iced. It would have been nice if we were alerted of the plan to de-ice prior to the 30 minute drive around the airport. The flight attendant was friendly, which was the only redeeming thing about this flight. As a former flight attendant for United, I was extremely disappointed.

Delays took 2hours and thirty minutes making me miss my connecting flight and make me sit in the Chicago airport for 9 hours

Had a short delay once we boarded the aircraft in Chicago, but it was fixed in no time flat then we were on our way. The pilot was able to make up the time lost and we landed 5 minute later then schedualed . Great service

Our seats were all the way in back of the plane,

The seats on this flight were almost roomy enough to be the basic amount needed for human existence. I think my favorite part of this flight was it landed at an A gate, which was the most palatial part of Sea-Tac I've ever seen - a massive improvement from the S gates.

The seats on this flight were almost roomy enough to be the basic amount needed for human existence.

The flight attendants in First Class were mediocre at best. They did not take our tray away until we were about to land and only did so when I press the call button. The United person at the United Club was asked to get us our boarding pass since we missed the flight due in Chicago. She argued that we did not have seats on the flight given to us in Moline. Furthermore, she was adamant that we did not have a First Class ticket. After I spent much time with her trying to show we were correct, she reluctantly agreed. She was probably the most incompetent ticketing person I have ever met and I have traveled 3 million miles on United plus many additional miles with other carriers. United has definitely deteriorated in more than on way.

Short flight - no food understandable. Flight was delayed for over an hour. Overall, it was good.

I have long legs, my foot was out in the aisle and when a flight attendant came walking by and I didn't notice, instead of saying "excuse me" or anything like that, she kicked my foot. Extremely rude

Excellent! The gate agents were kind enough to rebook me on an earlier flight saving me from a 6 hour layover. Even my luggage made it despite the fact that the connection was technically too narrow. The flight itself was very comfortable, roomy, and clean. Plenty of space for my carryon items with plugs to charge my phone. After a long international flight of 14 hours, this was an excellent way to end my travels!

Great experience. Flight boarded easily. Departed early. Smooth flight. Great arrival in DC--almost no taxing! Almost direct to gate from runway. Crew was terrific. Same cookies and beverages in main cabin. I did not use the entertainment system on this flight.

Most of the delay was due to weather which is not what was at issue here. One delay was due to a missing flashlight and in the end the flashlight was actually found on the plane. The entertainment system is very limited. Live TV options offer only a few channels that are not very appealing. Boarding and deplaning are always difficult. It just takes too much time to get on and off the plane. On the plus side, I missed my connecting flight, but was easily able to book a later flight from the app while enroute.

You were more on time than United. I'm so over united delays.

The meals were mediocre and the alcohol selection was poor. I enjoyed the selection of movies and other entertainment.

I chatted with the captain before the flight, and similarly during the welcome announcement, he warned of a turbulent flight that may impact the in-flight service. However, once at altitude, he announced that the weather changed and he immediately turned off the seatbelt sign. But it appeared the cabin crew had already decided to take off this flight. They remained seated and then just chatted in the galley. The flight was fully catered, but only first class received service.

My flight attendant was attentive! The elderly person next to me was flatulent and the flight attendant could see that I was in distress and brought me some face masks

My boarding pass wouldn't pull up in the app very easily and had to really dig through my email. That caused a delay in TSA..

I had a TERRIBLE experience with the AA crew. I believe it was disability-related. It’s unlikely I will fly AA again.

The reps working at the airport counter were dumber than a second coat of paint.

My costume jewelry was stolen out of my bag. Got to airport and my bag weighed 45 pounds- 5 pounds over cost me $100 Long lines in tier one. No entertainment No WiFi no free drinks or snacks

Not very good. Paid in excess of $400 for assigned seating for my family and that was not provided. I want that money back.

The seats were hard molded plastic covered in plastic vinyl. And the scam to charge people extra to sit together. Don’t they know we can just ask someone to trade seats. And watching the staff separate young children from parents… super classy. We had to guilt them into offering up our seats. This companies policies suck. Don’t give them your money.

The seats were awful, hard plastic covered in sheet vinyl. The airline tries to scam you into paying extra to get seat together when the flight wasn’t full. They were going to separate a family with young children but my wife who had a row to herself gave up her seat so the young mom could be with her young boys. I’m never giving this airline my money again.

It was a short flight so no food or entertainment….

Seats are uncomfortable but price is good. Guess I can put up with misery for four hours.

I’ve never traveled on Frontier before. If you want basic, no frills, friendly service at great prices then give them a fly!

Cancelled and declined to find alternatives Earlier flight is 2 days later Sent the cancellation notification very late, wish I knew earlier would have stayed to watch the Miami open final game Very disappointing service

The worst flight of my life. Never will I fly frontier again

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