How many flights depart from Oklahoma City to Chicago on average per day?

16 flights are operational daily from Oklahoma City to Chicago as of December 2025. The most popular departure time for this route is 1:00PM, with 48% of flights per day taking off in the afternoon.

What is the cheapest airline that flies from Oklahoma City Will Rogers World to Chicago?

United Airlines and Southwest are the most popular carriers operating from Oklahoma City Will Rogers World to Chicago

How many flights depart from Oklahoma City to Chicago on average per week?

As of December 2025, 118 flights take off from Oklahoma City and land in Chicago each week. The most common flight departure day for this route is Tue, with 19% of weekly flights taking off on this day.

What airlines fly to Chicago?

American Airlines, United Airlines and Southwest are the top three most popular airlines that fly to Chicago from Oklahoma City according to our data. American Airlines is the first choice among our users, with 54% of people opting to fly with this airline when traveling to Chicago. Keep in mind that there are 4 different airlines that fly to Chicago on a routine basis, so you have a few additional options to choose from.

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?

As of December 2025, there are 4 operators available to choose from 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.

$64 Cheap Flights from Oklahoma City to Chicago in 2025/26

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

Prices are currently low for flights on this route. Typical prices usually range from $331 to $429. The lowest price recently found on this route was $127.

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Find the cheapest flights from Oklahoma City to Chicago

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9:46 am - 12:03 pmOKC-ORD

2h 17mnonstop

9:30 am - 12:09 pmORD-OKC

2h 39mnonstop

$127United Airlines

Find Deal

Wed, Feb 18 - Sat, Feb 21

8:30 pm - 10:57 amOKC-ORD

14h 27m1 stop

12:07 pm - 7:44 pmORD-OKC

7h 37m1 stop

$130Frontier

Find Deal

Thu, Jan 22 - Sun, Jan 25

8:30 pm - 10:57 amOKC-ORD

14h 27m1 stop

12:07 pm - 7:44 pmORD-OKC

7h 37m1 stop

$136Frontier

Find Deal

Thu, Jan 22 - Sun, Jan 25

9:46 am - 12:03 pmOKC-ORD

2h 17mnonstop

9:30 am - 12:09 pmORD-OKC

2h 39mnonstop

$145United Airlines

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Thu, Feb 19 - Sat, Feb 21

5:48 pm - 8:05 pmOKC-ORD

2h 17mnonstop

7:30 pm - 10:00 pmORD-OKC

2h 30mnonstop

$146American Airlines

Find Deal

Sat, Jan 10 - Mon, Jan 12

8:10 am - 10:34 amOKC-ORD

2h 24mnonstop

7:30 pm - 10:00 pmORD-OKC

2h 30mnonstop

$163American Airlines

Find Deal

Fri, Jan 9 - Mon, Jan 12

7:25 am - 12:15 pmOKC-ORD

4h 50m1 stop

1:00 pm - 10:15 pmORD-OKC

9h 15m1 stop

$167Southwest

Find Deal

Sat, Jan 17 - Tue, Jan 20

5:25 am - 11:59 amOKC-MDW

6h 34m1 stop

11:01 am - 7:13 pmMDW-OKC

8h 12m1 stop

$177Delta

Find Deal

Wed, Feb 18 - Sat, Feb 21

5:20 am - 11:59 amOKC-MDW

6h 39m1 stop

6:14 pm - 12:04 amMDW-OKC

5h 50m1 stop

$180Delta

Find Deal

Wed, Jan 21 - Fri, Jan 23

7:00 am - 1:10 pmOKC-MDW

6h 10m1 stop

8:15 am - 10:35 amMDW-OKC

2h 20mnonstop

$185Southwest

Find Deal

Wed, Feb 18 - Sat, Feb 21

Frontier flights from Oklahoma City to Chicago

Our best Frontier deals on Oklahoma City to Chicago flight tickets

Frontier

Jan 22

OKC8:30 pmOklahoma City Will Rogers World

14h 27m

1 stop

ORD10:57 amChicago O'Hare Intl

Jan 25

ORD12:07 pmChicago O'Hare Intl

7h 37m

1 stop

OKC7:44 pmOklahoma City Will Rogers World

$130

Find similar

Frontier

Jan 22

OKC8:30 pmOklahoma City Will Rogers World

14h 27m

1 stop

ORD10:57 amChicago O'Hare Intl

Jan 25

ORD12:07 pmChicago O'Hare Intl

7h 37m

1 stop

OKC7:44 pmOklahoma City Will Rogers World

$136

Find similar

Frontier

Jan 8

OKC6:28 pmOklahoma City Will Rogers World

28h 11m

1 stop

ORD10:39 pmChicago O'Hare Intl

Jan 12

ORD7:50 pmChicago O'Hare Intl

18h 34m

1 stop

OKC2:24 pmOklahoma City Will Rogers World

$148

Find similar

American Airlines flights from Oklahoma City to Chicago

Our best American Airlines deals on Oklahoma City to Chicago flight tickets

American Airlines

Jan 10

OKC5:48 pmOklahoma City Will Rogers World

2h 17m

ORD8:05 pmChicago O'Hare Intl

Jan 12

ORD7:30 pmChicago O'Hare Intl

2h 30m

OKC10:00 pmOklahoma City Will Rogers World

$146

Find similar

American Airlines

Jan 9

OKC8:10 amOklahoma City Will Rogers World

2h 24m

ORD10:34 amChicago O'Hare Intl

Jan 12

ORD7:30 pmChicago O'Hare Intl

2h 30m

OKC10:00 pmOklahoma City Will Rogers World

$163

Find similar

American Airlines

Feb 18

OKC6:00 amOklahoma City Will Rogers World

6h 29m

1 stop

ORD12:29 pmChicago O'Hare Intl

Feb 21

ORD6:54 pmChicago O'Hare Intl

2h 32m

OKC9:26 pmOklahoma City Will Rogers World

$190

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Fly from

Fly to

Route

Depart

Return

Price

Oklahoma CityChicago

OKC - ORD

OKCORD

Oklahoma City Will Rogers World

Wed 2/18

9:46 am-12:03 pm

Nonstop2h 17m

Chicago O'Hare Intl

Sat 2/21

9:30 am-12:09 pm

Nonstop2h 39m

$127

Oklahoma CityChicago

OKC - ORD

OKCORD

Oklahoma City Will Rogers World

Thu 1/22

8:30 pm-10:57 am

1 stop14h 27m

Chicago O'Hare Intl

Sun 1/25

12:07 pm-7:44 pm

1 stop7h 37m

$130

Oklahoma CityChicago

OKC - ORD

OKCORD

Oklahoma City Will Rogers World

Thu 1/22

8:30 pm-10:57 am

1 stop14h 27m

Chicago O'Hare Intl

Sun 1/25

12:07 pm-7:44 pm

1 stop7h 37m

$136

Oklahoma CityChicago

OKC - ORD

OKCORD

Oklahoma City Will Rogers World

Thu 2/19

9:46 am-12:03 pm

Nonstop2h 17m

Chicago O'Hare Intl

Sat 2/21

9:30 am-12:09 pm

Nonstop2h 39m

$145

Oklahoma CityChicago

OKC - ORD

OKCORD

Oklahoma City Will Rogers World

Sat 1/10

5:48 pm-8:05 pm

Nonstop2h 17m

Chicago O'Hare Intl

Mon 1/12

7:30 pm-10:00 pm

Nonstop2h 30m

$146

Oklahoma CityChicago

OKC - ORD

OKCORD

Oklahoma City Will Rogers World

Fri 1/9

8:10 am-10:34 am

Nonstop2h 24m

Chicago O'Hare Intl

Mon 1/12

7:30 pm-10:00 pm

Nonstop2h 30m

$163

Oklahoma CityChicago

OKC - ORD

OKCORD

Oklahoma City Will Rogers World

Sat 1/17

7:25 am-12:15 pm

1 stop4h 50m

Chicago O'Hare Intl

Tue 1/20

1:00 pm-10:15 pm

1 stop9h 15m

$167

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

11:01 am-7:13 pm

1 stop8h 12m

$177

Oklahoma CityChicago

OKC - MDW

OKCMDW

Oklahoma City Will Rogers World

Wed 1/21

5:20 am-11:59 am

1 stop6h 39m

Chicago Midway

Fri 1/23

6:14 pm-12:04 am

1 stop5h 50m

$180

Oklahoma CityChicago

OKC - MDW

OKCMDW

Oklahoma City Will Rogers World

Wed 2/18

7:00 am-1:10 pm

1 stop6h 10m

Chicago Midway

Sat 2/21

8:15 am-10:35 am

Nonstop2h 20m

$185

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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

Prices

Airlines

Other information

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 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 $297.

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 $583. 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 $794.

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 $531. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $937.

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

Fly from Oklahoma City Will Rogers World to Chicago Midway 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 $371 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 $315 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 198% 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	2 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 $358.

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)

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 55m.
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?
As of December 2025, there are 4 operators available to choose from 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?
Based on momondo bookings for flights between Oklahoma City and Chicago, the leading plane model is Embraer 175 (Enhanced Winglets), making up 27.57% of the total bookings. Other popular models include Canadair (Bombardier) Regional Jet 700 with 24.78%, Boeing 737-700 Passenger/BBJ1 (winglets) with 9.60%, and Embraer 175 with 9.25%.
What is the most popular airline from Oklahoma City to Chicago?
Based on momondo bookings for this flight route, the most popular airline on flight routes from Oklahoma City to Chicago is American Airlines (40% of total bookings). The next most popular airlines are Southwest (31%), United Airlines (22%), and Frontier (8%).

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
Frontier	PriceFrom $151	Free Cancellation	Rating 5.8 3,093 reviews	Search Frontier flights
Southwest	PriceFrom $241	Free Cancellation	Rating 8.0 4,253 reviews	Search Southwest flights
American Airlines	PriceFrom $257	Free Cancellation	Rating 7.2 11,045 reviews	Search American Airlines flights
United Airlines	PriceFrom $270	Free Cancellation	Rating 7.4 9,064 reviews	Search United 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 $241. Generally, Southwest has 5 flights on this route every week with an average price of $374. Southwest is rated 8.0/10 by our users.
United Airlines Flights From Oklahoma City to Chicago
Across 9,064 United Airlines reviews on momondo, the average score is 7.4/10. United Airlines flies from Oklahoma City to Chicago about 27 times each week, with ticket deals ranging from $270 to $421. Price data is based on momondo searches in the last 72 hours.

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Porter

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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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Cheap flights from Oklahoma City to Chicago from $64

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 2/22. 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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Frontier flights from Oklahoma City to Chicago

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American Airlines flights from Oklahoma City to Chicago

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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?

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

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 $531. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $937.

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

Fly from Oklahoma City Will Rogers World to Chicago Midway for the best Oklahoma City Will Rogers World - Chicago flight prices

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

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 198% more expensive when compared to flights at the same time last year.

What is the cheapest airline that flies from Oklahoma City Will Rogers World to Chicago?

United Airlines and Southwest are the most popular carriers operating from Oklahoma City Will Rogers World to Chicago

What airlines fly to Chicago?

How many flights depart from Oklahoma City to Chicago on average per day?

16 flights are operational daily from Oklahoma City to Chicago as of December 2025. The most popular departure time for this route is 1:00PM, with 48% of flights per day taking off in the afternoon.

How many flights depart from Oklahoma City to Chicago on average per week?

As of December 2025, 118 flights take off from Oklahoma City and land in Chicago each week. The most common flight departure day for this route is Tue, with 19% of weekly flights taking off on this day.

When to book flights from Oklahoma City to Chicago

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

Fastest flight time

Direct flights

Airports in Chicago

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

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

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?

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

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

Southwest Flights From Oklahoma City to Chicago

United Airlines Flights From Oklahoma City to Chicago

Traveling to a place near Chicago?

Why use momondo?

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

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

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

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

An easier way to manage your Chicago trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

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