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OKC - CHI

$105 Find cheap flights from Oklahoma City to Chicago

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 7/1. 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
Thu 6/27
Thu 7/4

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 42,816,550 times on KAYAK, and here is why:

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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
4:46 pm - 12:11 amOKC-ORD
7h 25m1 stop
7:30 pm - 6:49 pmORD-OKC
23h 19m1 stop
$158Frontier
Find Deal
Sat, Aug 17 - Sat, Aug 31
1:15 pm - 4:33 amOKC-MDW
15h 18m1 stop
10:26 pm - 12:35 pmMDW-OKC
14h 09m1 stop
$198Frontier
Find Deal
Tue, Jun 11 - Sat, Jun 15
7:35 am - 9:52 amOKC-ORD
2h 17mnonstop
9:25 am - 11:48 amORD-OKC
2h 23mnonstop
$200United Airlines
Find Deal
Tue, Jun 25 - Tue, Jul 2
7:10 pm - 12:13 amOKC-ORD
5h 03m1 stop
9:25 am - 11:48 amORD-OKC
2h 23mnonstop
$210United Airlines
Find Deal
Tue, Jun 25 - Tue, Jul 2
4:06 pm - 6:16 pmOKC-ORD
2h 10mnonstop
7:25 am - 2:38 pmORD-OKC
7h 13m1 stop
$237American Airlines
Find Deal
Wed, Sep 4 - Tue, Sep 10
8:10 am - 2:56 pmOKC-MDW
6h 46m1 stop
6:15 pm - 11:54 pmMDW-OKC
5h 39m1 stop
$238Delta
Find Deal
Wed, Oct 2 - Sat, Oct 5
4:15 pm - 11:54 pmOKC-ORD
7h 39m1 stop
11:19 am - 5:48 pmORD-OKC
6h 29m1 stop
$238Delta
Find Deal
Wed, Sep 4 - Tue, Sep 10
11:27 am - 1:35 pmOKC-ORD
2h 08mnonstop
8:43 am - 10:57 amORD-OKC
2h 14mnonstop
$254American Airlines
Find Deal
Wed, Sep 4 - Tue, Sep 10
10:04 am - 7:33 pmOKC-ORD
9h 29m1 stop
10:36 am - 6:08 pmORD-OKC
31h 32m3 stops
Wed, Jul 24 - Wed, Jul 31
10:04 am - 10:56 pmOKC-ORD
12h 52m1 stop
10:14 am - 7:16 pmORD-OKC
33h 02m2 stops
Wed, Jul 24 - Fri, Aug 2

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 $158 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 $286.

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 $238 on average. On the other hand, the most expensive months are October and June, where the average cost of tickets is $373 and $366 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 59 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 ($105) and Delta ($119), and the lowest round-trip tickets were found on Frontier ($158) and United Airlines ($200).

Which airlines fly most frequently between Oklahoma City and Chicago?

United Airlines connects Oklahoma City to Chicago up to 4 flights per day, followed by American Airlines (3 flights per day), and Southwest (2 flights 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 $136 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 9 and 10 nonstop flights that take off from Oklahoma City and land in Chicago, with an average flight time of 2h 07m. The most common departure time is 5:00 am and most flights take off in the afternoon, while the most flights land at Chicago O'Hare Intl Airport. Each week, there are 64 flights. The most frequent day of departure is Wednesday, when 16% of all weekly flights depart. The fewest flights depart on a Thursday.

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 5:00 am and will be landing in Chicago at 6:55 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 5:38 pm and lands at 7:45 pm.

Good to know

Low season

March

High season

June

Cheapest flight

$105
Best time to beat the crowds but there is an average 4% increase in price.
Most popular time to fly with an average 19% 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 $105 for a one-way ticket and $158 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 $321 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 $302 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 $256 or less one-way and $483 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 10799 reviews
7.2Comfort
6.7Food
7.7Boarding
8.1Crew
7.1Entertainment
Airline reviews

I was told we'd have a hot breakfast option in first class, so I chose not get a hot breakfast. It was a very strange meal, but the fresh fruit was very good quality. Service was excellent from ORD to ELP. No service from MBS to ORD, not even water. However, when flying American from FNT to ORD, which is a shorter flight, they at least pass out snacks and offer water.

8.0 ExcellentMichelle, Apr 2024MBS - ORD
Read more about United Airlines reviews

I was told we'd have a hot breakfast option in first class, so I chose not get a hot breakfast. It was a very strange meal, but the fresh fruit was very good quality. Service was excellent from ORD to ELP. No service from MBS to ORD, not even water. However, when flying American from FNT to ORD, which is a shorter flight, they at least pass out snacks and offer water.

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 CX617 from HK to BKK was delayed more than 1.5 hours.

This flight is frequently delayed. The connections seemingly are more frequently delayed. I’ve missed connections as a result twice on the same route to charlotte then Charleston. Final destination arrival has been the next day, twice in a row. No pilots, no crew. Too many excuses. Unfortunately, my days with American are over.

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.

I had a terrible experience with Frontier. I arrived before the 60 minute cut off and was told that Frontier has a two hour window for bags. I was then told the next available flight wasn’t until the end of the day (I had booked a 6am flight). I took a look around and saw other people being told that they could not board their flights or that they had to pay additional fees. I opted to rebook on American Airlines. There’s absolutely no straightforward way to contact Frontier, so this ticket was a complete waste of money. Oh - and the kicker is that the lady lied about the two hour cut off.

Frontier won’t help you at the airport without paying $25. Carry on was $75. Then you get on the plain and every beverage or snack is also a charge. Seats are hard and real packed in. I would never fly them again.

Worst experience I have seen. The flight was cancelled without any reason.

My experience with frontier staff at the Denver airport was absolutely horrible. The manager on duty was even worst if was the worst experience I have ever had, I have never been treated so poorly as a customer in my life! The staff was extremely rude, eye rolls and attitude and then refusal to help me at all. I wish I could never fly frontier again that’s how horrible it was!

The Frontier app wasn’t working. So I could not pay for a carry on the week prior to flying. They charged me 99$ at the gate to carry on a duffle bag.

Good for the price. My only complaint is that the pilot should keep the air flowing while passengers are waiting to getting out of airplane.

Plane could have been more on time. More leg room .

I arrived 1 hour prior to boarding, and they said I was too late for a domestic flight. First time I heard that :-(

Check in online was easy. Seats aren’t very comfortable

Fecal matter in seat back pocket. Presumably from a kids diaper.

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.
7/1Mon
1 stopFrontier
5h 56mOKC-ORD
$105
9/8Sun
1 stopFrontier
9h 08mOKC-ORD
$109
7/16Tue
1 stopDelta
5h 28mOKC-ORD
$119
8/12Mon
nonstopUnited Airlines
2h 17mOKC-ORD
$120
6/26Wed
nonstopUnited Airlines
2h 17mOKC-ORD
$126
7/20Sat
1 stopAmerican Airlines
5h 37mOKC-ORD
$149
9/8Sun
nonstopAmerican Airlines
2h 12mOKC-ORD
$154
7/19Fri
1 stopDelta
5h 28mOKC-ORD
$176
7/19Fri
2 stops
20h 05mOKC-ORD
$273
6/2Sun
3 stops
33h 58mOKC-ORD
$277

Search by stops

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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.
5/30Thu
multi-stopFrontier
8h 01mOKC-MDW
6/11Tue
multi-stopFrontier
11h 27mMDW-OKC
$257
5/30Thu
multi-stopFrontier
7h 49mOKC-ORD
6/11Tue
multi-stopFrontier
11h 27mORD-OKC
$257
6/2Sun
multi-stopFrontier
9h 29mOKC-ORD
6/5Wed
multi-stopFrontier
14h 41mORD-OKC
$311
5/30Thu
multi-stopFrontier
7h 49mOKC-ORD
8/30Fri
multi-stopFrontier
20h 58mORD-OKC
$319
6/2Sun
multi-stop
8h 58mOKC-ORD
6/5Wed
multi-stop
24h 28mORD-OKC
$398
6/2Sun
multi-stop
33h 58mOKC-ORD
6/5Wed
multi-stop
24h 28mORD-OKC
$440
5/29Wed
nonstopUnited Airlines
2h 17mOKC-ORD
6/11Tue
nonstopUnited Airlines
2h 23mORD-OKC
$551
5/29Wed
nonstopAmerican Airlines
2h 06mOKC-ORD
6/11Tue
multi-stopAmerican Airlines
6h 55mORD-OKC
$561
5/29Wed
multi-stopAmerican Airlines
6h 03mOKC-ORD
6/11Tue
multi-stopAmerican Airlines
6h 55mORD-OKC
$569
5/30Thu
nonstopUnited Airlines
2h 17mOKC-ORD
6/2Sun
nonstopUnited Airlines
2h 23mORD-OKC
$725

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Oklahoma City - Chicago Flights

Departure:

Oklahoma City (OKC)United States

Return flight deals:

Chicago - Oklahoma City

Cabin classes:

$569
$2,716
$1,583
$286