CHI - OKC

$90 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 6/29. 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
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

Thu, Jul 3 - Sun, Jul 6
Frontier Logo
5:01 am - 11:24 amORD-OKC
6h 23m1 stop
Frontier Logo
12:24 pm - 12:22 amOKC-ORD
11h 58m1 stop
$180Frontier
Find Deal
Sat, Jun 28 - Sun, Jun 29
Frontier Logo
7:00 am - 6:40 pmORD-OKC
11h 40m1 stop
Frontier Logo
12:24 pm - 12:14 amOKC-ORD
11h 50m1 stop
$190Frontier
Find Deal
Mon, Aug 18 - Tue, Aug 19
American Airlines Logo
10:10 pm - 8:03 amORD-OKC
9h 53m1 stop
American Airlines Logo
9:42 am - 11:55 amOKC-ORD
2h 13mnonstop
$204American Airlines
Find Deal
Tue, Jul 15 - Tue, Jul 15
American Airlines Logo
11:53 am - 5:17 pmORD-OKC
5h 24m1 stop
American Airlines Logo
7:00 pm - 9:11 pmOKC-ORD
2h 11mnonstop
$224American Airlines
Find Deal
Fri, Jul 11 - Sun, Jul 13
Allegiant Air Logo
9:12 am - 2:52 pmMDW-OKC
5h 40m1 stop
Allegiant Air Logo
8:09 pm - 8:22 amOKC-MDW
12h 13m1 stop
$253Allegiant Air
Find Deal
Fri, Jul 4 - Thu, Jul 17
Allegiant Air Logo
9:12 am - 2:52 pmMDW-OKC
5h 40m1 stop
Allegiant Air Logo
8:09 pm - 8:22 amOKC-MDW
12h 13m1 stop
$270Allegiant Air
Find Deal
Tue, Jul 15 - Wed, Jul 16
Southwest Logo
10:05 pm - 12:05 amMDW-OKC
2h 00mnonstop
Southwest Logo
5:10 am - 7:05 amOKC-MDW
1h 55mnonstop
$277Southwest
Find Deal
Wed, Jul 2 - Wed, Jul 16
United Airlines Logo
9:15 am - 11:54 amORD-OKC
2h 39mnonstop
United Airlines Logo
9:40 am - 11:58 amOKC-ORD
2h 18mnonstop
$280United Airlines
Find Deal
Sat, Aug 2 - Mon, Aug 4
Southwest Logo
9:00 am - 11:05 amMDW-OKC
2h 05mnonstop
Southwest Logo
5:05 am - 7:00 amOKC-MDW
1h 55mnonstop
$282Southwest
Find Deal
Fri, Aug 29 - Tue, Sep 2
United Airlines Logo
7:46 pm - 10:15 pmORD-OKC
2h 29mnonstop
United Airlines Logo
4:10 pm - 6:27 pmOKC-ORD
2h 17mnonstop
$309United 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
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 $283 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 $283.

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, 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 $325 (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 $643, 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 3 weeks before departure. For the absolute cheapest price, our data suggests you should book 26 weeks before departure.

Good to know

Low seasonFebruary
High seasonApril
Cheapest flight$90
Best time to beat the crowds with an average 5% drop in price.
Most popular time to fly with an average 17% 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 $90 for a one-way ticket and $180 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 175 (Enhanced Winglets) 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 $406 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 $222 or less one-way and $283 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 4280 reviews
8.0Comfort
8.6Crew
7.1Food
7.6Entertainment
8.2Boarding
Airline reviews

Southwest is Southwest. No frills. If you're luck enough to get a happy crew (we did), then it makes for a nicer flight.

10.0 ExcellentMichael, Jun 2025SMF - SEA
Read more Southwest reviews

Southwest is Southwest. No frills. If you're luck enough to get a happy crew (we did), then it makes for a nicer flight.

Southwest is typically delayed, and it gets wearisome. It is no longer a discount airline and you get way less than you pay for when it comes to comfort and Ce.

We sat on the plane on the tarmac for 4 hours.

I'm not a fan of Southwest's model. I don't like the herding style of boarding.

Flight crew and cabin crew were great. I had to rearrange flights because my original flight was 3hrs delayed for weather, the rub is the flight I moved to boarded on time then we sat at the gate for 2 hours because scheduling stole our first officer for another flight, TWICE. Then our actual FO was an hour delayed. To make it worse my original flight went from a 3 hour delay to departing 15min EARLY. Just poor scheduling operations all around.

Bring back peanuts Take our drink orders when were all seated, especially after you switch to assigned seating.

Staff was far less than helpful at all times. Departure and arrival times mean nothing to Southwest. Extremely disappointed, will never fly with them again, and I’ll be sure to share my experience with all.

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.

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

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,

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.

They canceled flight. Hard to believe there was even a plane incoming for us to get on

The worst. We never made our connection and they did absolutely nothing to help us at the airport.

Our flight was cancelled. They could do nothing to help us get another flight that was timely. Because the first leg was cancelled we were unable to get to our connection. We had to book on an entirely different airline for today. So we spent more money, lost a day of vacation and will never fly Frontier again, so the 'we are sorry, here is $100 credit' is a joke since we won't be flying on Frontier.

No way to get boarding pass on my phone. In order to print the bag ticket a boarding pass is needed. Asked the agent to print me one, they said they typically do not due this as its so much work. I showed the email confirmation and I asked how i could do it my self the agent replied he did not know as there was no link. The flight was delayed due to an attendant forgetting to come to work. On the flight no drinks were offered only for purchase meals.

No way to get boarding pass on my phone. In order to print the bag ticket a boarding pass is needed. Asked the agent to print me one, they said they typically do not due this as its so much work. I showed the email confirmation and I asked how i could do it my self the agent replied he did not know as there was no link. On the flight no drinks were offered only for purchase meals.

Since you have to pay for overhead bags then they shouldn't be running out of space and asking individuals who paid to remove stuff from the overhead

Cancelled flight after I arrived at airport after 75 min drive and parking. Next flight was 4 days in the future. Had to scramble and buy a much more expensive flight on another carrier.

Book with frontier airlines with the mentality that they'll cancel your flight, kick you off and lose your luggage. Anything besides that is a win. Compare prices with other airlines (to include luggage) and if frontier is still worth it, book it but know all of their policies.

You get what you pay for nothing essentially but a hard uncomfortable seat that doesn’t recline and kids screaming all around you and chaotic boarding and limited check bag weight allowance when compared to other airlines

I never got to experience the flight because they delayed my first flight and I missed this one. Then Frontier didn't want to help me rebook a flight to get me to my final destination.

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

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