CHI - OKC

$99 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 8/30. 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 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 (CHI-OKC)

 
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.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Chicago to Oklahoma City

Sat, Aug 23 - Mon, Aug 25
Frontier Logo
7:00 am - 2:46 pmORD-OKC
7h 46m1 stop
Frontier Logo
8:26 pm - 9:42 pmOKC-ORD
25h 16m1 stop
$207Frontier
Find Deal
Mon, Aug 18 - Tue, Aug 19
Frontier Logo
5:40 am - 5:15 pmORD-OKC
11h 35m1 stop
Frontier Logo
10:20 am - 9:42 pmOKC-ORD
11h 22m1 stop
$208Frontier
Find Deal
Tue, Aug 26 - Tue, Sep 2
American Airlines Logo
12:01 pm - 2:17 pmORD-OKC
2h 16mnonstop
American Airlines Logo
2:02 pm - 4:18 pmOKC-ORD
2h 16mnonstop
$217American Airlines
Find Deal
Wed, Aug 20 - Sat, Aug 23
Southwest Logo
5:15 pm - 7:15 pmMDW-OKC
2h 00mnonstop
Southwest Logo
7:00 am - 8:55 amOKC-MDW
1h 55mnonstop
$217Southwest
Find Deal
Sat, Aug 23 - Mon, Aug 25
American Airlines Logo
12:01 pm - 2:17 pmORD-OKC
2h 16mnonstop
American Airlines Logo
5:33 pm - 7:48 pmOKC-ORD
2h 15mnonstop
$222American Airlines
Find Deal
Tue, Dec 9 - Mon, Dec 15
United Airlines Logo
9:10 am - 11:44 amORD-OKC
2h 34mnonstop
United Airlines Logo
7:30 am - 9:45 amOKC-ORD
2h 15mnonstop
$223United Airlines
Find Deal
Sat, Aug 23 - Mon, Aug 25
Southwest Logo
7:25 pm - 9:25 pmMDW-OKC
2h 00mnonstop
Southwest Logo
6:50 am - 8:45 amOKC-MDW
1h 55mnonstop
$223Southwest
Find Deal
Sat, Dec 6 - Tue, Dec 16
Delta Logo
5:55 pm - 11:53 pmORD-OKC
5h 58m1 stop
Delta Logo
11:25 am - 6:56 pmOKC-ORD
7h 31m1 stop
$237Delta
Find Deal
Wed, Sep 10 - Wed, Sep 17
Delta Logo
4:25 pm - 11:59 pmMDW-OKC
7h 34m1 stop
Delta Logo
5:30 am - 11:48 amOKC-MDW
6h 18m1 stop
$237Delta
Find Deal
Sun, Sep 7 - Wed, Sep 10
United Airlines Logo
7:46 pm - 10:15 pmORD-OKC
2h 29mnonstop
United Airlines Logo
7:25 am - 9:44 amOKC-ORD
2h 19mnonstop
$272United Airlines
Find Deal
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
Booking Insights

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.

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

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 $136 and was between Chicago Midway Airport (MDW) 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 $136.

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 Sunday, as it's usually the priciest day. When flying back from Oklahoma City, Saturday 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 $328 (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.

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

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.

No, with an average price for the route of $633, prices are generally cheapest when you fly direct.

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 4 weeks before departure, which saves you about 40% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 26 weeks before departure.

Good to know

Low seasonFebruary
Cheapest flight$99
Best time to beat the crowds with an average 6% drop in price.
Most popular time to fly with an average 16% 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 $99 for a one-way ticket and $207 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 Canadair (Bombardier) Regional Jet 700 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 $374 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 $433 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 $341 or less round-trip.

Prefer to fly direct from Chicago to Oklahoma City?

 
Direct data is based off flight results for the next 60 days. Find direct flights from all airlines flying direct from Chicago to Oklahoma City Will Rogers World.
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

Reviews of the 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 4241 reviews
8.0Comfort
8.6Crew
7.0Food
8.1Boarding
7.5Entertainment
Airline reviews

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.

2.0 MediocreAnonymous, Jul 2025AUS - RDU
Read more Southwest reviews

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.

WiFi did not work. For as outrageous as these flights cost, when they’re advertised with certain services/ features they should be in working order

Worst experience I had on Southwest. Still better than most, but the seating was barely tolerable.

The Southwest employees (all two of them) were very nice and cheerful despite the fact the line to self-check a bag (simply drop it off) was hundreds of people long. Thank God I arrived early to the airport because I stood in this line for at least an hour. Once on the flight that had been delayed by an hour, we had no Wi-Fi and thus no entertainment. Finally, I hope the investor strong arm tactics against Southwest pay off in a short-term windfall to your C-Suite because the rest of you are screwed. I have been a faithful Southwest customer for 15 years due to everything you just got rid of. I'm flying to Idaho and Washington in October, both places I used to simply book with Southwest without a second thought now with Frontier (Washington) and United (Idaho) because they offer everything the "new" Southwest does but cheaper and at better times, destinations, etc. This really makes me sad...

It was okay. The plane was delayed from earlier in the day, but they kept updating the departure time, sometimes later, sometimes earlier. That was stressful. Once we finally got on and took off, it was fine. I was supposed to have a connection in Chicago to Los Angeles, and the time for so late I was rebooked to arrive in LA 3 hours late. The departure time to Chicago later became early enough to have taken my original connection and arrive earlier but that wasn't an option.

It was one and half hour late... Not sure if any other experience matters.

Delayed flight. Nicest crew member was a SW pilot flying seated next to me who kindly move to seat the final passenger. Flight extra delayed. My cup of refreshment of ginger ale was so packed with ice it was literally 2 sips.

For my birthday trip this was my second time ever flying, this trip was the best.

It was delayed instead of departing at 9:20pm, we departed at 11pm… putting us in Columbus after 2am! It was awful. Had I known about the delay, I could have spent some time in the United Lounge… I was starving because I started my journey in Budapest… so I was exhausted and hungry. Plus I had to make new arrangements to be picked up at the airport in Columbus, instead of midnight it was 2:30 am after getting luggage and out of airport. Not feasible. I would have just stayed in Chicago for the night and gotten a morning flight.

It was great, I’m very grateful for the pilots and crew flight attendants for everything.

Evidently, my seat had the only broken TV. I couldn’t plug it in, get it to come on, or watch anything, and of course, no one could fix it while we were on the plane. The service was good and the boarding was quick

I was charged for my daughters bag when I am supposed to receive two free checked bags with my United Explorer card.

The schedule to Moline changed 5 times. The gate changed 6 times. That is a pathetic way to run an airline. No wonder that no one in our company flies on United Express to or from Moline. Changes happen most of the time. I learned my lesson on this trip…never again!

Flight was great. Efficient boarding. Short flight. Early arrival. Friendly flight crew. The entertainment system did not work well. Could not access it until the aircraft reached 10K feet or more. Lots of glitches.

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

3 hour weather delay followed by 1 hour (and counting) maintenance delay. UGH!

After we'd boarded , they canceled the flight. The crew didn't even know , we just all received text messages. Then after they deplaned us , AA was just like "too bad, go F your self, we sure ain't gonna help you"

After a two hour delay, my flight was CANCELLED! No pilot available. Such BS.

Amazing food, great staff, with one noticable detail missing ...but no seat entertainment in any of aircraft ...I am not a fan

I wish American Airlines would change the airline industry by loading the plane back to front instead of front to back. Planes would board so much more smoothly and quickly.

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.

Boarding in Orlando was not good. Giant mob at the gate, should have been lines.

Decent clean onboard experience. Okay discount airline experience. Unfortunately, any customer service interactions are difficult and unhelpful. There is no service. Also, a premium seat only gets you premium boarding if you line up first. Once they start general boarding you must go to the back of the line. Not very premium

baggage clamed had to wait over a hour and half for all people on my flight it was terrible

The ticketing agents were rude but then we had a great gate agent very nice we had to ride a buss out to where the plane was parked but it was in some back corner of the airport when we got to the plane the captain who was great btw was cleaning the plane because the same rude ticketing agent told them they we not contracted to vacuum the plane. The ride to las Vegas was fine We had a connecting flight to Dallas. The flight was fine but when we arrived in Dallas everyone who flew on any frontier airlines the picked up bags from baggage claim D15 had to wait over a hour for their bags to start we arrived at 11:30pm ish to the gate we didn't leave the baggage clamed till 12:50 am very not happy and i used to fly frontier 4 times a week for work in Denver i will not be using them again

I was 2 hr arrive in the airport and 45 min in the line . After take to my turn . The agent tell me I’m later . I can not board . So my vacation was going to the floor . Just for their bad customer service agent in the airline

Frontier Airlines was AWFUL. I was an hour early for my flight and the lady refused to check me in. I had to purchase a whole new ticket with a different airline.

My flight was canceled I was promised a reginf still not received.

Late, terrible communication, horrible planning of passenger seating until the literal last minute. One of the worst flying experiences of my life. Y'all suck

Both legs of the flight were changed. The day of the flight and length of the trip.

First of all, we never got on the connecting flight to Denver. They delayed our flight for two hours. If we would have gotten on that flight, we would have been stuck in Denver for 13 hours. So we re- routed our flight for a straight through flight to Oklahoma two days later. THEN, they delayed that flight for two hours. After that we were able to finally get on our flight and come home. Frontier Airlines - one of the worst airlines I have ever been on.

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

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