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Cheap flights from Oklahoma City to Chicago from $81

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 2/23. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Find the cheapest flights from Oklahoma City to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Frontier Logo
4:37 pm - 10:24 pm
OKC
-
ORD
5h 47m1 stop
Frontier Logo
6:00 am - 3:37 pm
ORD
-
OKC
9h 37m1 stop
$188Frontier
Thu, Dec 25 - Thu, Jan 1
Frontier Logo
4:52 pm - 10:29 pm
OKC
-
MDW
5h 37m1 stop
Frontier Logo
6:00 am - 3:57 pm
MDW
-
OKC
9h 57m1 stop
$197Frontier
Mon, Feb 23 - Fri, Feb 27
Frontier Logo
8:30 pm - 12:08 pm
OKC
-
ORD
15h 38m2 stops
Frontier Logo
10:41 pm - 12:13 pm
ORD
-
OKC
13h 32m1 stop
$199Frontier
Fri, Jan 16 - Sun, Jan 18
Frontier Logo
6:28 pm - 11:35 am
OKC
-
ORD
17h 07m1 stop
Frontier Logo
6:20 am - 5:35 pm
ORD
-
OKC
11h 15m1 stop
$212Frontier
Sun, Jan 11 - Sun, Jan 18
Frontier Logo
4:37 pm - 10:24 pm
OKC
-
ORD
5h 47m1 stop
Frontier Logo
7:00 am - 1:23 pm
ORD
-
OKC
6h 23m1 stop
$214Frontier
Thu, Jan 1 - Mon, Jan 5
Frontier Logo
4:52 pm - 10:39 pm
OKC
-
ORD
5h 47m1 stop
Frontier Logo
5:05 am - 3:57 pm
ORD
-
OKC
10h 52m1 stop
$217Frontier
Mon, Feb 23 - Fri, Feb 27
Multiple Airlines Logo
6:28 pm - 11:22 am
OKC
-
ORD
16h 54m2 stops
Multiple Airlines Logo
6:20 am - 5:35 pm
ORD
-
OKC
11h 15m1 stop
$233Multiple Airlines
Sun, Jan 11 - Sun, Jan 18
Multiple Airlines Logo
8:29 pm - 2:17 pm
OKC
-
ORD
17h 48m2 stops
Multiple Airlines Logo
10:41 pm - 12:13 pm
ORD
-
OKC
13h 32m1 stop
$243Multiple Airlines
Thu, Jan 15 - Sun, Jan 18
United Airlines Logo
7:23 am - 9:49 am
OKC
-
ORD
2h 26mnonstop
United Airlines Logo
12:50 pm - 3:29 pm
ORD
-
OKC
2h 39mnonstop
$253United Airlines
Thu, Dec 25 - Thu, Jan 1
Delta Logo
5:25 am - 11:59 am
OKC
-
MDW
6h 34m1 stop
Delta Logo
4:13 pm - 11:53 pm
MDW
-
OKC
7h 40m1 stop
$298Delta
Wed, Feb 18 - Sat, Feb 21

American Airlines flights from Oklahoma City to Chicago

Our best American Airlines deals on Oklahoma City to Chicago flight tickets
American Airlines
Feb 18
OKC6:45 amOklahoma City Will Rogers World
2h 20m
ORD9:05 amChicago O'Hare Intl
Feb 21
ORD2:10 pmChicago O'Hare Intl
2h 35m
OKC4:45 pmOklahoma City Will Rogers World
$278
Find similar
American Airlines
Feb 18
OKC5:50 pmOklahoma City Will Rogers World
2h 17m
ORD8:07 pmChicago O'Hare Intl
Feb 21
ORD8:19 amChicago O'Hare Intl
7h 21m
1 stop
OKC3:40 pmOklahoma City Will Rogers World
$288
Find similar
American Airlines
Jan 15
OKC11:28 amOklahoma City Will Rogers World
2h 17m
ORD1:45 pmChicago O'Hare Intl
Jan 20
ORD1:15 pmChicago O'Hare Intl
7h 29m
1 stop
OKC8:44 pmOklahoma City Will Rogers World
$303
Find similar

Delta flights from Oklahoma City to Chicago

Our best Delta deals on Oklahoma City to Chicago flight tickets
Delta
Feb 18
OKC11:42 amOklahoma City Will Rogers World
7h 37m
1 stop
ORD7:19 pmChicago O'Hare Intl
Feb 21
ORD5:25 amChicago O'Hare Intl
5h 30m
1 stop
OKC10:55 amOklahoma City Will Rogers World
$298
Find similar
Delta
Feb 18
OKC2:06 pmOklahoma City Will Rogers World
5h 13m
1 stop
ORD7:19 pmChicago O'Hare Intl
Feb 20
ORD5:53 pmChicago O'Hare Intl
6h 01m
1 stop
OKC11:54 pmOklahoma City Will Rogers World
$333
Find similar
Delta
Jan 14
OKC4:15 pmOklahoma City Will Rogers World
5h 52m
1 stop
MDW10:07 pmChicago Midway
Jan 16
MDW1:49 pmChicago Midway
6h 50m
1 stop
OKC8:39 pmOklahoma City Will Rogers World
$358
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Oklahoma City to Chicago that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated December 15, 2025.
Use the filters below to find and compare flights from Oklahoma City to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Oklahoma CityChicago

OKC - ORD

OKCORD

Oklahoma City Will Rogers World

Thu 12/25

4:37 pm-10:24 pm

1 stop5h 47m

Chicago O'Hare Intl

Thu 1/1

6:00 am-3:37 pm

1 stop9h 37m

$188

Oklahoma CityChicago

OKC - MDW

OKCMDW

Oklahoma City Will Rogers World

Mon 2/23

4:52 pm-10:29 pm

1 stop5h 37m

Chicago Midway

Fri 2/27

6:00 am-3:57 pm

1 stop9h 57m

$197

Oklahoma CityChicago

OKC - ORD

OKCORD

Oklahoma City Will Rogers World

Fri 1/16

8:30 pm-12:08 pm

2 stops15h 38m

Chicago O'Hare Intl

Sun 1/18

10:41 pm-12:13 pm

1 stop13h 32m

$199

Oklahoma CityChicago

OKC - ORD

OKCORD

Oklahoma City Will Rogers World

Sun 1/11

6:28 pm-11:35 am

1 stop17h 07m

Chicago O'Hare Intl

Sun 1/18

6:20 am-5:35 pm

1 stop11h 15m

$212

Oklahoma CityChicago

OKC - ORD

OKCORD

Oklahoma City Will Rogers World

Thu 1/1

4:37 pm-10:24 pm

1 stop5h 47m

Chicago O'Hare Intl

Mon 1/5

7:00 am-1:23 pm

1 stop6h 23m

$214

Oklahoma CityChicago

OKC - ORD

OKCORD

Oklahoma City Will Rogers World

Mon 2/23

4:52 pm-10:39 pm

1 stop5h 47m

Chicago O'Hare Intl

Fri 2/27

5:05 am-3:57 pm

1 stop10h 52m

$217

Oklahoma CityChicago

OKC - ORD

OKCORD

Oklahoma City Will Rogers World

Sun 1/11

6:28 pm-11:22 am

2 stops16h 54m

Chicago O'Hare Intl

Sun 1/18

6:20 am-5:35 pm

1 stop11h 15m

$233

Oklahoma CityChicago

OKC - ORD

OKCORD

Oklahoma City Will Rogers World

Thu 1/15

8:29 pm-2:17 pm

2 stops17h 48m

Chicago O'Hare Intl

Sun 1/18

10:41 pm-12:13 pm

1 stop13h 32m

$243

Oklahoma CityChicago

OKC - ORD

OKCORD

Oklahoma City Will Rogers World

Thu 12/25

7:23 am-9:49 am

Nonstop2h 26m

Chicago O'Hare Intl

Thu 1/1

12:50 pm-3:29 pm

Nonstop2h 39m

$253

Oklahoma CityChicago

OKC - MDW

OKCMDW

Oklahoma City Will Rogers World

Wed 2/18

5:25 am-11:59 am

1 stop6h 34m

Chicago Midway

Sat 2/21

4:13 pm-11:53 pm

1 stop7h 40m

$298

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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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 cheapest month to fly to Chicago?

The month of September is, on average, the cheapest month to fly to Chicago from Oklahoma City, with most prices found around $264. If you’re not able to fly to Chicago in September, then February is your next best option. Flight prices from Oklahoma City to Chicago during February average around $300.

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 Thursday when prices can be found for as low as $552. This is often the case because there is less demand to fly during this day of the week. When flying out on a Sunday, the most expensive travel day of the week, you can expect to see flight prices from Oklahoma City to Chicago for around $828.

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 morning. Flights from Oklahoma City to Chicago during this time can be as low as $532. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $949.

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?

You are more likely to see cheaper flights to Chicago from Oklahoma City when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $360 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from Oklahoma City for as low as $300 on momondo.

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 30% 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 2025, prices for Oklahoma City to Chicago flights are approximately 247% 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

$232

Fastest flight time

1h 50m

Direct flights

Every day

Airports in Chicago

3 airports
The best one-way flight to Chicago from Oklahoma City in the past 72 hours is $232. The best round-trip flight deal from Oklahoma City to Chicago found on momondo in the last 72 hours is $357.
The fastest flight from Oklahoma City to Chicago takes 1h 50m
Direct flights go from Oklahoma City to Chicago every day.
There are 3 airports in Chicago. From Oklahoma City there are direct flights to Chicago O'Hare Intl (ORD), Chicago Midway (MDW).
Search flight deals

  • 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 $151Free CancellationRating
5.8
3,080 reviews
Search Frontier flights
United AirlinesPriceFrom $182Free CancellationRating
7.4
9,092 reviews
Search United Airlines flights
SouthwestPriceFrom $217Free CancellationRating
7.9
4,249 reviews
Search Southwest flights
American AirlinesPriceFrom $255Free CancellationRating
7.2
11,051 reviews
Search American Airlines flights

  • Southwest Flights From Oklahoma City to Chicago

    The lowest priced Southwest flight from Oklahoma City to Chicago from the last 72 hours was $217. Generally, Southwest has 6 flights on this route every week with an average price of $372. Southwest is rated 7.9/10 by our users.

  • United Airlines Flights From Oklahoma City to Chicago

    Across 9,092 United Airlines reviews on momondo, the average score is 7.4/10. United Airlines flies from Oklahoma City to Chicago about 24 times each week, with ticket deals ranging from $182 to $406. Price data is based on momondo searches in the last 72 hours.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Benton Harbor
Saint Joseph
Portage
Lansing
Schererville
Valparaiso
Crown Point
Munster
Chesterton
Monticello
Porter
Griffith
Saint John

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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Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago
Chicago Midway Airport
Chicago O'Hare Intl Airport
Chicago Greater Rockford Airport