CHI - OKC

$87 Find Cheap Flights from Chicago to Oklahoma City - Compare and Save

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 8/29. 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, 0 bags

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Everything you should know

Cheapest round-trip
$160
Typical prices: $343-$526
Frontier
Sat 9/26Mon 10/5
ORD - OKC • 1 stop
Cheapest non-stop
$237
Typical prices: $309-$484
United Airlines
Mon 11/9Mon 11/16
ORD - OKC • Non-stop
Top airlines
Cheapest • from $160 (round-trip)
Best reviews • 8.0 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Nonstop flights
You can fly direct with American Airlines, Southwest and United Airlines. Average duration is 2h 15m
Direct flights
Direct flights
+1
+1
Direct flights
Direct flights
+1
Top routes
Cheapest • 12% average savings
Most popular
Insights
Insights
Insights
Insights
Top layover airports
Cheapest • Avg $160 (round-trip)
Shortest trip • 5h 04m (one-way)
Insights
Insights
Insights
Insights
When to book
in advance
Our data shows that travelers who book at least 5 weeks in advance save around 38% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
Cheapest • 15% price drop
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
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Flight 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, Sep 26 - Mon, Oct 5
Frontier Logo
6:30 am - 7:35 pm
ORD
-
OKC
13h 05m
1 stop
Frontier Logo
8:30 pm - 12:23 am
OKC
-
ORD
27h 53m
1 stop
$160Frontier
Thu, Oct 1 - Mon, Oct 5
Frontier Logo
6:30 am - 7:35 pm
ORD
-
OKC
13h 05m
1 stop
Frontier Logo
8:30 pm - 12:23 am
OKC
-
ORD
27h 53m
1 stop
$168Frontier
Sat, Nov 7 - Sat, Nov 14
American Airlines Logo
6:10 pm - 8:42 pm
ORD
-
OKC
2h 32mnonstop
American Airlines Logo
7:01 am - 9:30 am
OKC
-
ORD
2h 29mnonstop
$237American Airlines
Mon, Oct 26 - Wed, Oct 28
American Airlines Logo
4:09 pm - 6:49 pm
ORD
-
OKC
2h 40mnonstop
American Airlines Logo
12:41 pm - 3:00 pm
OKC
-
ORD
2h 19mnonstop
$237American Airlines
Mon, Nov 9 - Mon, Nov 16
United Airlines Logo
8:05 pm - 10:34 pm
ORD
-
OKC
2h 29mnonstop
United Airlines Logo
7:00 am - 9:18 am
OKC
-
ORD
2h 18mnonstop
$237United Airlines
Thu, Aug 27 - Mon, Aug 31
United Airlines Logo
3:35 pm - 6:05 pm
ORD
-
OKC
2h 30mnonstop
United Airlines Logo
9:15 am - 11:50 am
OKC
-
ORD
2h 35mnonstop
$237United Airlines
Wed, Aug 26 - Wed, Sep 2
Southwest Logo
10:15 am - 12:20 pm
MDW
-
OKC
2h 05mnonstop
Southwest Logo
3:20 pm - 5:10 pm
OKC
-
MDW
1h 50mnonstop
$237Southwest
Sat, Sep 5 - Sun, Sep 6
Southwest Logo
10:10 am - 12:15 pm
MDW
-
OKC
2h 05mnonstop
Southwest Logo
5:55 am - 7:55 am
OKC
-
MDW
2h 00mnonstop
$237Southwest
Sat, Aug 22 - Tue, Aug 25
Delta Logo
12:29 pm - 8:19 pm
ORD
-
OKC
7h 50m
1 stop
Delta Logo
11:19 am - 4:51 pm
OKC
-
ORD
5h 32m
1 stop
$257Delta
Sat, Aug 22 - Mon, Aug 24
Delta Logo
12:29 pm - 8:19 pm
ORD
-
OKC
7h 50m
1 stop
Delta Logo
5:12 pm - 11:57 pm
OKC
-
ORD
6h 45m
1 stop
$257Delta
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?

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 City departing in September.

Flight prices are below average for this route right now.

Flights to Oklahoma City from Chicago usually cost between $377 and $488 in September.
The lowest price found in the past 5 days was $160 on Frontier (Sep 26-Oct 5).

What is the cheapest Chicago to Oklahoma City flight route?

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

The cheapest return flight from Chicago to Oklahoma City costs $237 on the route between Chicago Midway Airport (MDW) and Oklahoma City (OKC). Over the past month, flights between Chicago O'Hare Intl Airport (ORD) and Oklahoma City (OKC) were, on average, 12% cheaper than other Chicago-Oklahoma City routes. This is also the most popular route.

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 Wednesdays 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 January, where tickets cost $345 (return) on average. On the other hand, the most expensive months are June and July, where the average cost of round-trip tickets is $483 and $480 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 $385, 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 5 weeks before departure, which saves you about 38% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 8 weeks before departure.

Expert advice

Expert advice for your flight from Chicago to Oklahoma City

 
AI-powered summary based on content written by travel experts. AI can make mistakes.
KAYAK teamed up with top travel experts to share the best tips for your journey.
Our travel experts
Harriet Baskas

Harriet Baskas

Expert on American Airlines

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.

Stefanie Waldek

Stefanie Waldek

Expert on United Airlines

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.

Blane Bachelor

Blane Bachelor

Expert on Southwest

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.

Good to know

Low season

August

Cheapest flight

$87
Best time to beat the crowds but there is an average 5% increase in price.
Most popular time to fly and prices are also 12% lower on average.
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 5 days, the lowest price for a flight from Chicago to Oklahoma City was $87 for a one-way ticket and $160 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?

    American Airlines, JetBlue, and Alaska Airlines offer 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 $373 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 $415 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 $185 or less one-way and $359 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 4227 reviews
8.6Crew
7.0Food
8.1Boarding
7.5Entertainment
8.0Comfort
Airline reviews

Boarding process of asking for volunteers to check bags goes against the system you had before with 2 bags checked free. This process is more of a guilt trip than a caring attitude toward the customer. In addition bag-size scrutiny has increased which also slows down the process of boarding. My wife said she will not fly on your airline again unless there is no other option.

10.0 ExcellentDenis, Aug 2026
MDW - ATL
Read more Southwest reviews

Boarding process of asking for volunteers to check bags goes against the system you had before with 2 bags checked free. This process is more of a guilt trip than a caring attitude toward the customer. In addition bag-size scrutiny has increased which also slows down the process of boarding. My wife said she will not fly on your airline again unless there is no other option.

Overall good, just screaming kids in the area the whole flight.

OKay. I sat in the back of the plane and it was really loud between babies and little kids, and adults who.like to talk a lot and loudly most of the flight.

The first time I flew in the extra legroom section. It was difficult to notice a difference. I had bad luck with my neighbors. The crew was okay. Southwest has reduced the live TV options.

The new boarding process was easy and straightforward. Very pleasant.

I flew twice this week on Southwest, was delayed over 2 hours both ways. From Pittsburgh to Chicago it was due to weather but the gate agents, pilot etc were great at updating everyone. Today from Midway to Pittsburgh the plane had come from an international location, kept getting delayed, no information was given until we were delayed for the third time. It was ridiculous, whoever scheduled that plane to fly to Pittsburgh after didn’t consider a lot of things.

WiFi did not work. Boarding with the new seating assignments took too long. The temperature in the terminal was obnoxious. +/- 80°

The staff was very friendly, professional, and courteous. The overall flight was a great experience.

Haven’t flown on SW in years. Flight was on time departing and arriving. Served vegan butter onion flavored pretzels which were bad. Coke served was in a tiny paper cup. Crew was not engaging. Felt like they were going through the motions. Old plane, tight seats and no leg room.

Plane crashed into a bus or some other vehicle on the ground while pulling out of the gate. No injuries, but wing tip was damaged and returned to gate for “maintenance issues” and we departed 5 hours later because the plane went out of service and new plane was flown in from a nearby airport, Midway.

It was hot and not as comfortable as the flight to Chicago. Must have been a different plane that needs to be worked on or replaced.

The SFO lounge closes at 12 midnight. My flight took off at 2AM

It was extremely hot in the cabin the entire flight, vent air was worn

Have not had a flight out or returning to Norfolk that has not required maintenance, and a gate delay. Properly staff the crew so maintenance can be performed without last minute emergencies on each flight and there is enough staff to have gates prepared for inbound flights. Staff to ensure the safety and on time service vs. profit.

My original flight was cancelled and that affected my trip and my plans and I got no compensation and customer service was hard to reach as well

The flight was delayed by a hour and I wish they had communicated it sooner. No issues on the plane, it did take a while for food to come.

Know that the movies that you are going to be offered are the oldest be rated movies they could possibly get. They may have one or two new movies that they keep advertising but when you’re flying 15 hours, there is nothing to see past the first new movie.

Great experience. Boarding was fast, staff were very nice and funny, everything at the seat worked well.

Horrible! Several delays and then was cancelled! I spent over 24 hours in the airport and was unable to get a hotel or food voucher.

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.

I had my flight of Cedar Rapids. THen Chicago to Boston. Flight out of Cedar rapids was delayed by 12 hrs. Had to drive to Chicago to catch my flight

Long delays to board due to mechanical issues with plane.

Flight was delayed, boarded, sat at the gate for more than 30 minutes, left the gate then waited on the pad for another 30 to 60 minutes then returned to the gate, deboarded and was cancelled... alternative flight was not booked automatically. Waited in line for 30 minutes but fortunately an alternate flight to a different destination was found ... no thanks to the travel agent used by kayak

The flight from Milwaukee to Dallas was great the staff absolutely amazing. After that EVERYTHING WENT DOWN HILL!!! ABSOLUTELY HORRIBLE!!! WILL NOT FLY THIS AIRLINE AGAIN

I was very unhappy with the lack of communication from the cockpit. It took close to a half an hour before we took off after the doors were closed, and we got no announcements as to progress. It would be nice to get some acknowledgement of the situation and updates as to when we are taking off.

The boarding and fllight were good. The reason for the ok rating was the long walk to get to the transport to finally get to the gate.

This flight was delayed but it worked in my favor because my Atlanta to Dallas flight was delayed.

Flight from Dallas to OKC was good, but my trip was interrupted due to a delayed flight from Austin to DFW, which happens all the time. I frequently miss my connection from DFW and American can never seem to make this work!

No choice of meal in first class. Was the worst meal I’ve ever had in first class.

Do not rebook people without asking .. threw the whole return trip off

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.

They changed my flight and did not want to accommodate me or try to help me in any way. They do not care about their customers.

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

Information on your arrival and departure airports