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Cheap flights from Oklahoma City to Chicago from $59

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Oklahoma City to Chicago departing on 2/18. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from Oklahoma City to Chicago

Cheap round-trip flights

These are some of the best round-trip flight deals from Oklahoma City to Chicago that have been recently found on momondo from popular airlines, departing in the coming months.

Cheap one-way flights

Flying one-way? These are some of the best deals recently discovered on momondo for flights from Oklahoma City to Chicago.

Cheap last minute flights

Planning a quick getaway from Oklahoma City to Chicago? These are the last-minute flight deals available now.

Cheap direct flights

If you prefer a non-stop journey, check out our latest direct flight deals to Chicago, so you can enjoy a seamless trip without layovers.

Cheap bus & train deals from Oklahoma City to Chicago

Find recent round-trip train or bus tickets from Oklahoma City to Chicago.

All round-trip flight deals to Chicago

The cheapest plane tickets to Chicago found on KAYAK recently.
6:11 pm - 5:31 amOKC-MDW
11h 20m1 stop
7:05 am - 7:29 pmMDW-OKC
12h 24m1 stop
$117Frontier
Find Deal
Mon, Mar 3 - Tue, Mar 4
6:11 pm - 5:00 amOKC-ORD
10h 49m1 stop
6:50 am - 7:29 pmORD-OKC
12h 39m1 stop
$117Frontier
Find Deal
Mon, Mar 3 - Tue, Mar 4
5:17 am - 7:30 amOKC-ORD
2h 13mnonstop
8:32 pm - 11:01 pmORD-OKC
2h 29mnonstop
$291American Airlines
Find Deal
Tue, Jan 28 - Thu, Jan 30
5:17 am - 7:30 amOKC-ORD
2h 13mnonstop
2:50 pm - 5:04 pmORD-OKC
2h 14mnonstop
$292American Airlines
Find Deal
Tue, Jan 14 - Sat, Jan 18
7:20 am - 9:15 amOKC-MDW
1h 55mnonstop
8:45 pm - 11:00 pmMDW-OKC
2h 15mnonstop
$292Southwest
Find Deal
Wed, Jan 8 - Thu, Jan 9
5:05 am - 7:00 amOKC-MDW
1h 55mnonstop
4:30 pm - 6:45 pmMDW-OKC
2h 15mnonstop
$293Southwest
Find Deal
Thu, Feb 13 - Sat, Feb 15
7:05 am - 12:46 pmOKC-MDW
5h 41m1 stop
6:00 am - 12:30 pmMDW-OKC
6h 30m1 stop
$310Delta
Find Deal
Wed, Jan 8 - Sat, Jan 11
5:35 am - 1:45 pmOKC-ORD
8h 10m1 stop
5:45 am - 12:30 pmORD-OKC
6h 45m1 stop
$310Delta
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Tue, Jan 28 - Sat, Feb 1
7:35 am - 9:54 amOKC-ORD
2h 19mnonstop
7:35 pm - 10:14 pmORD-OKC
2h 39mnonstop
$344United Airlines
Find Deal
Mon, Jan 6 - Mon, Jan 13
5:00 am - 10:46 amOKC-ORD
5h 46m1 stop
7:35 pm - 10:14 pmORD-OKC
2h 39mnonstop
$354United Airlines
Find Deal
Mon, Jan 6 - Mon, Jan 13
8:29 pm - 12:17 amOKC-MDW
27h 48m1 stop
$59Frontier
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Tue, Feb 18
8:29 pm - 1:25 pmOKC-ORD
16h 56m1 stop
$59Frontier
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Tue, Feb 25
7:25 am - 9:44 amOKC-ORD
2h 19mnonstop
$146United Airlines
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Fri, Jan 17
5:40 am - 7:35 amOKC-MDW
1h 55mnonstop
$146Southwest
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Fri, Jan 17
5:15 am - 7:28 amOKC-ORD
2h 13mnonstop
$147American Airlines
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Wed, Dec 25
8:15 am - 10:10 amOKC-MDW
1h 55mnonstop
$147Southwest
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Sat, Jan 25
7:05 am - 12:46 pmOKC-MDW
5h 41m1 stop
$155Delta
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Wed, Jan 15
5:35 am - 1:45 pmOKC-ORD
8h 10m1 stop
$155Delta
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Sun, Jan 19
6:44 am - 2:12 pmOKC-ORD
7h 28m1 stop
$156American Airlines
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Wed, Dec 25
7:30 am - 9:39 amOKC-ORD
2h 09mnonstop
$163United Airlines
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Mon, Feb 17
8:28 pm - 11:46 pmOKC-ORD
27h 18m1 stop
8:34 pm - 10:29 amORD-OKC
13h 55m1 stop
$462Frontier
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Sun, Dec 22 - Sun, Jan 5
4:55 pm - 6:50 pmOKC-MDW
1h 55mnonstop
8:45 pm - 11:00 pmMDW-OKC
2h 15mnonstop
$569Southwest
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Mon, Dec 23 - Tue, Jan 7
1:42 pm - 3:51 pmOKC-ORD
2h 09mnonstop
8:32 pm - 11:01 pmORD-OKC
2h 29mnonstop
$569American Airlines
Find Deal
Mon, Dec 23 - Tue, Jan 7
5:20 pm - 11:10 pmOKC-ORD
5h 50m1 stop
7:35 pm - 10:14 pmORD-OKC
2h 39mnonstop
$578United Airlines
Find Deal
Sat, Dec 21 - Wed, Jan 8
1:30 pm - 6:20 pmOKC-MDW
4h 50m1 stop
8:45 pm - 11:00 pmMDW-OKC
2h 15mnonstop
$578Southwest
Find Deal
Mon, Dec 23 - Tue, Jan 7
4:46 pm - 9:19 pmOKC-ORD
4h 33m1 stop
8:32 pm - 11:01 pmORD-OKC
2h 29mnonstop
$579American Airlines
Find Deal
Mon, Dec 23 - Tue, Jan 7
6:30 am - 12:35 pmOKC-MDW
6h 05m2 stops
8:45 pm - 11:00 pmMDW-OKC
2h 15mnonstop
$583Southwest
Find Deal
Mon, Dec 23 - Tue, Jan 7
11:26 am - 4:17 pmOKC-MDW
4h 51m1 stop
5:07 pm - 11:55 pmMDW-OKC
6h 48m1 stop
$636Delta
Find Deal
Sun, Dec 22 - Mon, Jan 6
2:21 pm - 10:06 pmOKC-MDW
7h 45m1 stop
6:00 am - 12:30 pmMDW-OKC
6h 30m1 stop
$707Delta
Find Deal
Sat, Dec 21 - Wed, Jan 8
5:00 am - 10:46 amOKC-ORD
5h 46m1 stop
7:35 pm - 10:14 pmORD-OKC
2h 39mnonstop
$708United Airlines
Find Deal
Sun, Dec 22 - Thu, Jan 9
5:17 am - 7:30 amOKC-ORD
2h 13mnonstop
8:32 pm - 11:01 pmORD-OKC
2h 29mnonstop
$291American Airlines
Find Deal
Tue, Jan 28 - Thu, Jan 30
7:20 am - 9:15 amOKC-MDW
1h 55mnonstop
7:15 pm - 9:35 pmMDW-OKC
2h 20mnonstop
$292Southwest
Find Deal
Wed, Feb 19 - Fri, Feb 21
5:17 am - 7:30 amOKC-ORD
2h 13mnonstop
2:50 pm - 5:04 pmORD-OKC
2h 14mnonstop
$292American Airlines
Find Deal
Tue, Jan 14 - Sat, Jan 18
5:40 am - 7:35 amOKC-MDW
1h 55mnonstop
9:15 am - 11:30 amMDW-OKC
2h 15mnonstop
$318Southwest
Find Deal
Fri, Jan 17 - Mon, Jan 20
2:20 pm - 4:10 pmOKC-MDW
1h 50mnonstop
4:30 pm - 6:45 pmMDW-OKC
2h 15mnonstop
$319Southwest
Find Deal
Sat, Feb 22 - Sat, Mar 1
5:17 am - 7:30 amOKC-ORD
2h 13mnonstop
2:55 pm - 5:08 pmORD-OKC
2h 13mnonstop
$322American Airlines
Find Deal
Thu, Feb 6 - Tue, May 6
7:20 am - 9:15 amOKC-MDW
1h 55mnonstop
9:15 am - 11:30 amMDW-OKC
2h 15mnonstop
$323Southwest
Find Deal
Fri, Jan 24 - Sun, Jan 26
7:35 am - 9:54 amOKC-ORD
2h 19mnonstop
7:35 pm - 10:14 pmORD-OKC
2h 39mnonstop
$344United Airlines
Find Deal
Mon, Jan 6 - Mon, Jan 13
7:25 am - 9:44 amOKC-ORD
2h 19mnonstop
7:35 pm - 10:14 pmORD-OKC
2h 39mnonstop
$361United Airlines
Find Deal
Wed, Jan 8 - Wed, Jan 8
7:25 am - 9:44 amOKC-ORD
2h 19mnonstop
7:35 pm - 10:14 pmORD-OKC
2h 39mnonstop
$362United Airlines
Find Deal
Tue, Jan 7 - Thu, Jan 9

American Airlines flights from Oklahoma City to Chicago

Our best American Airlines deals on Oklahoma City to Chicago flight tickets
American Airlines
Jan 28
OKC5:17 amOklahoma City Will Rogers World
2h 13m
ORD7:30 amChicago O'Hare Intl
Jan 30
ORD8:32 pmChicago O'Hare Intl
2h 29m
OKC11:01 pmOklahoma City Will Rogers World
American Airlines
Jan 14
OKC5:17 amOklahoma City Will Rogers World
2h 13m
ORD7:30 amChicago O'Hare Intl
Jan 18
ORD2:50 pmChicago O'Hare Intl
2h 14m
OKC5:04 pmOklahoma City Will Rogers World
American Airlines
Dec 24
OKC5:15 amOklahoma City Will Rogers World
2h 13m
ORD7:28 amChicago O'Hare Intl
Dec 31
ORD2:57 pmChicago O'Hare Intl
2h 25m
OKC5:22 pmOklahoma City Will Rogers World

Frontier flights from Oklahoma City to Chicago

Our best Frontier deals on Oklahoma City to Chicago flight tickets
Frontier
Mar 3
OKC6:11 pmOklahoma City Will Rogers World
10h 49m
1 stop
ORD5:00 amChicago O'Hare Intl
Mar 4
ORD6:50 amChicago O'Hare Intl
12h 39m
1 stop
OKC7:29 pmOklahoma City Will Rogers World
Frontier
Jan 6
OKC8:22 pmOklahoma City Will Rogers World
27h 51m
1 stop
MDW12:13 amChicago Midway
Jan 13
MDW7:15 amChicago Midway
11h 57m
1 stop
OKC7:12 pmOklahoma City Will Rogers World
Frontier
Jan 6
OKC8:22 pmOklahoma City Will Rogers World
27h 51m
1 stop
MDW12:13 amChicago Midway
Jan 9
MDW7:15 amChicago Midway
11h 57m
1 stop
OKC7:12 pmOklahoma City Will Rogers World

See travel insights to Chicago from

How to get the cheapest flight ticket from Oklahoma City to Chicago

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the typical price of a round-trip flight between Oklahoma City and Chicago?

What is the cheapest month to fly to Chicago?

The month of February is, on average, the cheapest month to fly to Chicago from Oklahoma City, with most prices found around $276. If you’re not able to fly to Chicago in February, then April is your next best option. Flight prices from Oklahoma City to Chicago during April average around $279.

What is the cheapest day to depart on your flight to Chicago?

The cheapest day to depart on your flight to Chicago is on a Saturday when prices can be found for as low as $279. This is often the case because there is less demand to fly during this day of the week. When flying out on a Thursday, the most expensive travel day of the week, you can expect to see flight prices from Oklahoma City to Chicago for around $365.

What is the cheapest time of day to depart on your flight to Chicago?

Our most recent data shows that the best time of day to fly to Chicago is in the evening. Flights from Oklahoma City to Chicago during this time can be as low as $281. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $347.

What is the cheapest Oklahoma City Will Rogers World to Chicago flight route?

Fly from Oklahoma City Will Rogers World to Chicago O'Hare Intl for the best Oklahoma City Will Rogers World - Chicago flight prices

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

The best time to book a flight to Chicago from Oklahoma City is 34 days out, which is when prices tend to be around $347. Don’t hesitate to check prices now though because momondo users recently found tickets for as low as $208.

What cabin class options are available on Oklahoma City Will Rogers World to Chicago flights?

There are 4 cabin classes available to choose from on Oklahoma City Will Rogers World to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Oklahoma City to Chicago flights?

You could potentially save up to 59% on your flight if you consider stops on a Oklahoma City to Chicago flight.

How have Oklahoma City to Chicago flight prices changed over time?

As of December 2024, prices for Oklahoma City to Chicago flights are approximately 112% more expensive when compared to flights at the same time last year.

When to book flights from Oklahoma City to Chicago

Are you open to changing your travel dates? Check out the ideal times to fly from Oklahoma City to Chicago according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Oklahoma City to Chicago (OKC to CHI) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Oklahoma City to Chicago

Best Price Found

$59

Fastest flight time

1h 50m

Direct flights

Every day

Airports in Chicago

2 airports
The best one-way flight to Chicago from Oklahoma City in the past 72 hours is $59. The best round-trip flight deal from Oklahoma City to Chicago found on momondo in the last 72 hours is $117.
The fastest flight from Oklahoma City to Chicago takes 1h 50m
Direct flights go from Oklahoma City to Chicago every day.
There are 2 airports near Chicago: Chicago O'Hare Intl (ORD), Chicago Midway (MDW)

  • How far is Oklahoma City Will Rogers World to Chicago by plane?

    A flight from Oklahoma City Will Rogers World to Chicago will travel around 691.9 mi. By plane, this route typically takes 1h 50m.

  • When did momondo last update prices for flights from Oklahoma City Will Rogers World Airport to Chicago?

    Prices for flights from Oklahoma City Will Rogers World Airport to Chicago refresh daily.

  • How many operators does momondo search for flights from Oklahoma City Will Rogers World Airport to Chicago?

  • How old do you have to be to fly from Oklahoma City Will Rogers World Airport to Chicago?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Oklahoma City Will Rogers World Airport to Chicago.

  • What documentation or ID do you need to fly to Chicago?

    The necessary travel and health documents for your Chicago trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Oklahoma City to Chicago?

  • What is the most popular airline from Oklahoma City to Chicago?


Best airlines flying from Oklahoma City to Chicago

Compare and see reviews for airlines that fly from Oklahoma City to Chicago with momondo
Airline
Rating
Free Cancellation
Price
FrontierPriceFrom $118Free CancellationRating
6.1
3,479 reviews
Search Frontier flights
United AirlinesPriceFrom $174Free CancellationRating
7.4
9,055 reviews
Search United Airlines flights
American AirlinesPriceFrom $207Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
DeltaPriceFrom $257Free CancellationRating
8.0
8,604 reviews
Search Delta flights
SouthwestPriceFrom $293Free CancellationRating
8.1
4,848 reviews
Search Southwest flights
  • Southwest Flights From Oklahoma City to Chicago

    The lowest priced Southwest flight from Oklahoma City to Chicago from the last 72 hours was $293. Generally, Southwest has 3 flights on this route every week with an average price of $363. Southwest is rated 8.1/10 by our users.

  • United Airlines Flights From Oklahoma City to Chicago

    Across 9,055 United Airlines reviews on momondo, the average score is 7.4/10. United Airlines flies from Oklahoma City to Chicago about 8 times each week, with ticket deals ranging from $174 to $398. Price data is based on momondo searches in the last 72 hours.


Why use momondo?

Why should I use momondo to find a flight deal from Oklahoma City to Chicago?

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Oklahoma City to Chicago for you.

Can I find flights from Oklahoma City to Chicago with flexible booking policies on momondo?

Yes. All flights to Chicago from Oklahoma City on momondo can be compared and filtered by various policies on offer, including flexible booking.

How can momondo help me find flights from Oklahoma City to Chicago?

momondo helps you find the best flight between Oklahoma City and Chicago by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

I’m not ready to book a flight from Oklahoma City to Chicago right now. Can momondo alert me if prices change?

Yes. momondo can track prices for Oklahoma City to Chicago flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.


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Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago