Find flights
Deals
Insights
When to book
FAQs & Tips
Direct Flights
Airlines

OKC - CHI

Find cheap flights from Oklahoma City to Chicago from $49

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Oklahoma City to Chicago departing on 5/6. 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
0 bags
Fri 5/24
Fri 5/31

Search hundreds of travel sites at once for deals on flights to Chicago

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Oklahoma City to Chicago, 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 Oklahoma City to Chicago, as well as popular online travel agencies
In the last 7 days travelers have searched 45,119,101 times on KAYAK, and here is why:

Save 22% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Bundle and saveSave money when you bundle your flight + hotel.

Cheap flight deals from Oklahoma City to Chicago (OKC-CHI)

Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Oklahoma City to Chicago 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 and deals for you by selecting your travel dates.
Choose your dates
5:01 pm - 8:39 pmOKC-MDW
27h 38m1 stop
10:59 pm - 10:39 amMDW-OKC
11h 40m1 stop
$120Frontier
Find Deal
Fri, May 10 - Sun, May 12
5:01 pm - 8:39 pmOKC-MDW
27h 38m1 stop
10:59 pm - 10:39 amMDW-OKC
11h 40m1 stop
$127Frontier
Find Deal
Fri, May 10 - Sun, May 12
6:58 pm - 11:09 amOKC-MDW
16h 11m1 stop
5:11 am - 3:17 pmMDW-OKC
10h 06m1 stop
$134Frontier
Find Deal
Sat, May 18 - Mon, May 20
5:01 pm - 4:38 pmOKC-MDW
23h 37m1 stop
10:22 pm - 12:35 pmMDW-OKC
14h 13m1 stop
$157Frontier
Find Deal
Fri, May 10 - Thu, May 16
5:34 pm - 7:45 pmOKC-ORD
2h 11mnonstop
8:15 am - 10:34 amORD-OKC
2h 19mnonstop
$174American Airlines
Find Deal
Sat, Aug 17 - Wed, Aug 21
7:10 am - 9:20 amOKC-ORD
2h 10mnonstop
8:15 am - 10:34 amORD-OKC
2h 19mnonstop
$189American Airlines
Find Deal
Sat, Aug 17 - Sat, Aug 31
6:00 am - 1:54 pmOKC-ORD
7h 54m1 stop
5:55 pm - 11:51 pmORD-OKC
5h 56m1 stop
$193Delta
Find Deal
Sat, Aug 17 - Wed, Aug 21
6:00 am - 1:54 pmOKC-ORD
7h 54m1 stop
5:55 pm - 11:51 pmORD-OKC
5h 56m1 stop
$208Delta
Find Deal
Sat, Aug 17 - Sat, Aug 31
7:35 am - 9:52 amOKC-ORD
2h 17mnonstop
3:50 pm - 6:13 pmORD-OKC
2h 23mnonstop
$293United Airlines
Find Deal
Sat, May 25 - Sat, May 25
7:10 pm - 12:13 amOKC-ORD
5h 03m1 stop
9:25 am - 11:48 amORD-OKC
2h 23mnonstop
$301United Airlines
Find Deal
Fri, May 24 - Sat, May 25

Flights from Oklahoma City to Chicago - Travel Insights & Trends

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

What is the cheapest Oklahoma City to Chicago flight route?

The cheapest price for flight routes found by users searching on KAYAK in the last 2 weeks for one-way flights from Oklahoma City to Chicago.
Our data shows that the cheapest route for a one-way flight from Oklahoma City to Chicago cost $151 and was between Oklahoma City and Chicago O'Hare Intl Airport. On average, the best prices are found if you fly this route. The average price for a return flight for this route is $259.

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

The average price of all flights from Oklahoma City to Chicago clicked on KAYAK for each day over the last 12 months.
If your flying dates are flexible, you should consider flying to Chicago on a Wednesday, as we generally find the cheapest rates on that day for this route. On the other hand, Monday is the most expensive day to fly from Oklahoma City to Chicago. For your return ticket, we recommend flying on a Saturday and avoiding Mondays for the best deals.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for flights from Oklahoma City to Chicago, 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 Oklahoma City to Chicago is January, where tickets cost $281 on average. On the other hand, the most expensive months are June and May, where the average cost of tickets is $433 and $397 respectively.

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

To calculate daily average prices, KAYAK takes all prices for each day before departure over the last year for flights from Oklahoma City to Chicago, removes the top 0.1% to account for outliers, and then takes the average of all the values for each month.
To get a below average price on the flight from Oklahoma City to Chicago, you should book around 2 weeks before departure. For the absolute cheapest price, our data suggests you should book 89 days before departure.

Which airlines provide the cheapest flights from Oklahoma City to Chicago?

The cheapest price for the route for each airline clicked by KAYAK users in the last 72 hours.
In the past 3 days, the cheapest one-way tickets to Chicago from Oklahoma City were found on Frontier ($49) and American Airlines ($135), and the lowest round-trip tickets were found on Frontier ($120) and American Airlines ($174).

Which airlines fly most frequently between Oklahoma City and Chicago?

American Airlines connects Oklahoma City to Chicago up to 5 flights per day, followed by United Airlines (4 flights per day), and Southwest (one flight per day).

Which airlines fly non-stop between Oklahoma City and Chicago?

Airline and price data is aggregated from results in KAYAK’s search results from the last 2 weeks for flights from Oklahoma City to Chicago.
There are 3 airlines that fly nonstop from Oklahoma City to Chicago. They are: American Airlines, Southwest and United Airlines. The cheapest price of all airlines flying this route was found with United Airlines at $135 for a one-way flight. On average, the best prices for this route can be found at United Airlines.

How many flights are there between Oklahoma City and Chicago per day?

Each day, there are between 10 and 12 nonstop flights that take off from Oklahoma City and land in Chicago, with an average flight time of 2h 10m. The most common departure time is 5:00 am and most flights take off in the morning, while the most flights land at Chicago O'Hare Intl Airport. Each week, there are 79 flights. The most frequent day of departure is Thursday, when 15% of all weekly flights depart. The fewest flights depart on a Saturday.

Which cabin class options are there for flights between Oklahoma City and Chicago?

The average price of flights for each cabin class for the route found by users searching on KAYAK over the last 2 weeks.
There are 4 cabin class options for the route. These are First, Business, Economy and Prem Economy. Perform a search on KAYAK to find the latest prices and availability for all cabin fares, which differ across airlines.

How long does a flight from Oklahoma City to Chicago take?

Nonstop flights from Oklahoma City generally make it to Chicago in 2h 06m. The flying distance between the two cities is 699 miles.

What’s the earliest departure time from Oklahoma City to Chicago?

Early birds can take the earliest flight from Oklahoma City at 5:15 am and will be landing in Chicago at 7:10 am.

What’s the latest departure time from Oklahoma City to Chicago?

If you prefer to fly at night, the latest flight from Oklahoma City to Chicago jets off at 5:45 pm and lands at 7:40 pm.

Good to know

Low season

January

High season

July

Cheapest flight

$49
Best time to beat the crowds with an average 17% drop in price.
Most popular time to fly with an average 3% increase in price.
Flight from Oklahoma City to Chicago O'Hare Airport

When to book flights from Oklahoma City to Chicago

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

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

    In the last 3 days, the lowest price for a flight from Oklahoma City to Chicago was $49 for a one-way ticket and $120 for a round-trip.

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

    No

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

    Oklahoma City is served by only 1 airport and there are 2 airports in Chicago. You will leave Oklahoma City from Oklahoma City Will Rogers World and you will be arriving in Chicago at one of these airports: Chicago Midway or Chicago O'Hare Intl.

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

    American Airlines, Alaska Airlines, and Delta offer inflight Wi-Fi service on the Oklahoma City to Chicago flight route.

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

    The Embraer 175 (Enhanced Winglets) is the aircraft model that flies most regularly on the Oklahoma City to Chicago flight route.

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

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

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

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

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

    The two airlines most popular with KAYAK users for flights from Oklahoma City to Chicago are United Airlines and American Airlines. With an average price for the route of $315 and an overall rating of 7.4, United Airlines is the most popular choice. American Airlines is also a great choice for the route, with an average price of $306 and an overall rating of 7.3.

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

    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 Oklahoma City to Chicago.

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

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

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

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

    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 Chicago from Oklahoma City up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top tips for finding a cheap flight from Oklahoma City to Chicago

  • Looking for a cheap flight? 25% of our users found flights on this route for $235 or less one-way and $427 or less round-trip.

Prefer to fly non-stop from Oklahoma City to Chicago?

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

Nonstop departures

Oklahoma City Will Rogers World to Chicago

Monday

Aer Lingus, Air Canada, Air New Zealand, +10 more

Aer Lingus, Air Canada, +11 more

Tuesday

Aer Lingus, Air Canada, Air New Zealand, +10 more

Aer Lingus, Air Canada, +11 more

Wednesday

Aer Lingus, Air Canada, Air New Zealand, +10 more

Aer Lingus, Air Canada, +11 more

Thursday

Aer Lingus, Air Canada, Air New Zealand, +10 more

Aer Lingus, Air Canada, +11 more

Friday

Aer Lingus, Air Canada, Air New Zealand, +10 more

Aer Lingus, Air Canada, +11 more

Saturday

Aer Lingus, Air Canada, Air New Zealand, +10 more

Aer Lingus, Air Canada, +11 more

Sunday

Aer Lingus, Air Canada, Air New Zealand, +10 more

Aer Lingus, Air Canada, +11 more

See more direct flights

Nonstop returns

Chicago to Oklahoma City Will Rogers World

Monday

Aer Lingus, Air Canada, Air New Zealand, +10 more

Aer Lingus, Air Canada, +11 more

Tuesday

Aer Lingus, Air Canada, Air New Zealand, +10 more

Aer Lingus, Air Canada, +11 more

Wednesday

Aer Lingus, Air Canada, Air New Zealand, +10 more

Aer Lingus, Air Canada, +11 more

Thursday

Aer Lingus, Air Canada, Air New Zealand, +10 more

Aer Lingus, Air Canada, +11 more

Friday

Aer Lingus, Air Canada, Air New Zealand, +10 more

Aer Lingus, Air Canada, +11 more

Saturday

Aer Lingus, Air Canada, Air New Zealand, +10 more

Aer Lingus, Air Canada, +11 more

Sunday

Aer Lingus, Air Canada, Air New Zealand, +10 more

Aer Lingus, Air Canada, +11 more

See more direct flights
See more direct flights

Top 3 airlines serving from Oklahoma City to Chicago

 
See real verified KAYAK customer reviews for airlines flying from Oklahoma City to Chicago. 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 Oklahoma City to Chicago? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.4
United AirlinesOverall score based on 11272 reviews
6.7food
8.1crew
7.7boarding
7.2comfort
7.1entertainment
Airline reviews

The delays (5 hrs) were a comedy of errors, and the multiple safety issues encountered were very concerning.

2.0 MediocreMichelle, Apr 2024ELP - ORD
Read more about United Airlines reviews

The delays (5 hrs) were a comedy of errors, and the multiple safety issues encountered were very concerning.

The flight was delayed instead of leaving at 11 it left at 12.20

United WiFi is consistently unusable (it can take 10 mins to load a single web page). If you need Wifi to do work, be prepared to lose half a day of productivity.

Good movies, iffy pay WiFi, food ok- on time though and that was great!

Some of these FA’s need attitude check. Snarky bitches

Awful…flight was delayed more than 12hrs, missed all connections to Fort Wayne, IN, had to get flight to another city 2 hours from my destination, flight was again delayed by 40 mins because they did not have enough fuel, again missed a connection, finally arrived in Indiana at 11pm…but before my 2 hour drive home, ay, no Five That Our Luggage Never Made On The plane and Still In Chicago

Boarding was friendly and quick. While the plane model was older with no live tv, the entertainment was full of movies and tv shows. All food was available. Pilots were very communicative with status of the flight. Flight landed on time.

The Palm Springs to Chicago O’Hare was on Time and Palm Springs airport is easier navigate. As our connection was only an approximately 50 minutes, we asked staff for insights for the Chicago airport in terms of transferring into the other terminal from which our flight left, and they were unhelpful. However, the United App was very helpful in terms of notifications and even providing directions. The Chicago to Detroit flight was significantly delayed which we all know does happen. However, there were very few updates or notifications as to why this was happening when we would actually arrive. It took nearly 30 minutes for bags to make it to baggage claim. We arrived nearly 1 hour late on a 40 minute flight.

Flight cancelled due to fog. No other flights available for 36 hours. Directed by United to book passage on another carrier, and submit receipts for reimbursement. Did that. United now states they will not reimburse. Currently out 2 grand.

The flight was delayed by 4 hours !!!!! It was very uncomfortable , and they told us only one our before departure

Entertainment was okay not because anything was wrong but it is a short flight so having no wifi is annoying but understandable. Crew was outstanding as usual

Those seats were way too narrow. I had the middle seat, one person was a very skinny person and we still couldn’t avoid touching each other anytime one of us moved. The other person was larger and we were basically sitting in each others lap the entire flight. There was zero entertainment. The flight was long enough to justify tvs, but no. Gotta sit there in your infant seat and twiddle your thumbs.

Flight was fine. It took an unusually long time to have baggage delivered to the carousel in ORD.

Average - flew with Jet Blue internal and it was far more comfortable and better food and entertainment. Notable difference

The flight got canceled due to mechanical issues, and he to be rebooked and missed my appointments for that day

The flight was scheduled to depart DCA at 12:30 pm but was delayed twice on the ground so that we were finally scheduled to depart at around 4:00 pm. Once we boarded, it was announced that takeoff would be delayed again to fix a hydraulic problem which delayed our eventual takeoff until around 5:00 pm. Once we departed, it was a smooth flight back to ORD. We did not get any explanation about what caused the original significant delay. In my experience, this happens frequently with AA.

The only problem experienced was a ground stop in Chicago due to weather. But the crew handled everything professionally. They prioritized rebooking those passengers who had connecting flights and then deplaning the other passengers. When the hold was lifted, they efficiently re-boarded all the passengers so that we could depart before our departure limit expired.

Our second leg to Jackson WY was unable to land due to weather. We were flown back to Dallas after stopping in SLC. We were given hotel rooms and vouchers. We were told that we would be back on the same plane in the morning. Instead we were given a different flight with different seats. Not a good experience. No one knew what was going on.

Turn on the heat. Flight was way too cold from Arizona to Chicago.

Perfect flight. On time departure and early arrival. Smooth flight.

Flight was OK. Seats were good no cell phone charges on the plane no TVs or entertainment.

There were 3 leg for the trip and each leg was delayed by 90 minutes or more. The boarding process takes forever with people waiting on the jetway even though most folks do not have carry-on. The whole process is poorly managed.

Flight cancelled and was told by a rude gate agent that they don’t accommodate on other airlines. Had to wait 5 hours for a connecting flight that had a 7 hour layover. Would not allow bags to be checked early so we couldn’t go through security .Had to rent a car for the afternoon to store bags and get a meal. Also incurred a hotel fee. No apology or reason given for the cancellation- just rudeness.

They cancelled the flight then did nothing to help us rebook. It was awful - I won’t fly with them again

The process of buying the ticket and navigating all the hidden charges that Frontier throws at you was a terrible experience. The actual airport experience and flying was fine.

The truck that was refueling the plane drove away with the hose still connected to the plane and ripped part of the plane off with it

Not have to pay for every single item to take a flight. Seating and delays sucked.

Flight was cancelled and I had to spend the night in the airport lugging my suitcase around

If you don’t check in 24 hours in advance, they will charge you $110 to check your bag instead of the $30. I did not get an email with this information and did not check in. In addition, my flight home was cancelled at layover and I had to spend the night in the airport, and then have another layover at another airport before making it home. Will not fly frontier again.

Terrible. Seats are bad and the baggage policy is inconsistent

Book cheap flights from Oklahoma City to Chicago

Recent one-way flight deals

 
Only flying one-way? Below are some of the best one-way flight deals from Oklahoma City to Chicago found on KAYAK in the last 72 hours.
5/6Mon
1 stopFrontier
7h 57mOKC-ORD
$49
5/6Mon
1 stopFrontier
18h 39mOKC-MDW
$60
7/22Mon
nonstopAmerican Airlines
2h 11mOKC-ORD
$135
7/21Sun
1 stopAmerican Airlines
6h 27mOKC-ORD
$144
5/8Wed
1 stopDelta
7h 32mOKC-MDW
$193
5/6Mon
1 stopDelta
5h 07mOKC-ORD
$193
5/8Wed
nonstopUnited Airlines
2h 20mOKC-ORD
$219
4/30Tue
nonstopSouthwest
1h 55mOKC-MDW
$240
4/30Tue
1 stopSouthwest
5h 10mOKC-MDW
$249
5/25Sat
2 stopsUnited Airlines
21h 34mOKC-ORD
$250

Search by stops

Search by airline

Search by price

Last minute flights from Oklahoma City to Chicago

Last minute flight, train and bus deals

 
These last-minute flight deals are the cheapest flights found on KAYAK in the last 72 hours for flights from Oklahoma City to Chicago that are departing in the next 10 days.
4/29Mon
multi-stopFrontier
19h 34mOKC-MDW
5/10Fri
multi-stopFrontier
10h 31mMDW-OKC
$207
4/29Mon
multi-stopFrontier
8h 52mOKC-ORD
4/30Tue
multi-stopFrontier
21h 38mORD-OKC
$260
4/29Mon
multi-stopFrontier
23h 57mOKC-MDW
4/30Tue
multi-stopFrontier
17h 10mMDW-OKC
$267
4/28Sun
nonstopUnited Airlines
2h 20mOKC-ORD
5/5Sun
nonstopUnited Airlines
2h 34mORD-OKC
$633
4/28Sun
multi-stopAmerican Airlines
8h 02mOKC-ORD
5/5Sun
nonstopAmerican Airlines
2h 18mORD-OKC
$641
4/28Sun
multi-stopAmerican Airlines
7h 42mOKC-ORD
5/5Sun
multi-stopAmerican Airlines
8h 06mORD-OKC
$649
4/26Fri
multi-stopAmerican Airlines
24h 41mOKC-ORD
4/27Sat
nonstopAmerican Airlines
2h 22mORD-OKC
$680
4/27Sat
nonstopUnited Airlines
2h 23mOKC-ORD
4/27Sat
nonstopUnited Airlines
2h 30mORD-OKC
$709
4/26Fri
nonstopAmerican Airlines
2h 09mOKC-ORD
4/29Mon
nonstopAmerican Airlines
2h 20mORD-OKC
$715
4/28Sun
multi-stopUnited Airlines
5h 27mOKC-ORD
5/5Sun
multi-stopUnited Airlines
7h 00mORD-OKC
$855

Search by stops

Search by airline

Search by price

Oklahoma City - Chicago Flights

Departure:

Oklahoma City (OKC)United States

Return flight deals:

Chicago - Oklahoma City

Cabin classes:

$757
$1,200
$1,225
$259