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

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

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 55% 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.

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

As of July 2025, 200 flights take off from Oklahoma City and land in Chicago each week. The most common flight departure day for this route is Mon, with 16% of weekly flights taking off on this day.

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

28 flights are operational daily from Oklahoma City to Chicago as of July 2025. The most popular departure time for this route is 1:00PM, with 51% of flights per day taking off at noon.

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 July 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.

$92 Cheap Flights from Oklahoma City to Chicago in 2025

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Find the cheapest flights from Oklahoma City to Chicago

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

6:05 am - 11:41 amOKC-MDW

5h 36m1 stop

12:35 pm - 10:17 pmMDW-OKC

9h 42m1 stop

$199Frontier

Find Deal

Mon, Aug 11 - Mon, Aug 18

6:05 am - 11:41 amOKC-MDW

5h 36m1 stop

12:35 pm - 10:17 pmMDW-OKC

9h 42m1 stop

$202Frontier

Find Deal

Mon, Aug 11 - Fri, Aug 15

6:00 pm - 12:32 amOKC-ORD

6h 32m1 stop

5:01 am - 11:23 amORD-OKC

6h 22m1 stop

$213Frontier

Find Deal

Fri, Aug 15 - Sun, Aug 17

2:02 pm - 4:18 pmOKC-ORD

2h 16mnonstop

6:53 am - 9:07 amORD-OKC

2h 14mnonstop

$217American Airlines

Find Deal

Thu, Aug 7 - Mon, Aug 11

3:35 pm - 5:30 pmOKC-MDW

1h 55mnonstop

7:45 am - 9:45 amMDW-OKC

2h 00mnonstop

$217Southwest

Find Deal

Mon, Aug 11 - Mon, Aug 18

7:17 am - 9:33 amOKC-ORD

2h 16mnonstop

4:22 pm - 6:35 pmORD-OKC

2h 13mnonstop

$219American Airlines

Find Deal

Sat, Aug 9 - Thu, Aug 14

6:05 am - 12:32 amOKC-ORD

18h 27m1 stop

7:00 am - 10:38 pmORD-OKC

15h 38m1 stop

$222Frontier

Find Deal

Wed, Aug 13 - Sat, Aug 16

3:35 pm - 5:30 pmOKC-MDW

1h 55mnonstop

8:25 pm - 10:25 pmMDW-OKC

2h 00mnonstop

$223Southwest

Find Deal

Fri, Aug 8 - Mon, Aug 11

11:25 am - 7:19 pmOKC-ORD

7h 54m1 stop

9:50 am - 4:23 pmORD-OKC

6h 33m1 stop

$237Delta

Find Deal

Sat, Aug 30 - Tue, Sep 16

1:40 pm - 9:44 pmOKC-MDW

8h 04m1 stop

6:04 am - 1:05 pmMDW-OKC

7h 01m1 stop

$243Delta

Find Deal

Tue, Aug 12 - Fri, Aug 15

American Airlines flights from Oklahoma City to Chicago

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

American Airlines

Aug 7

OKC2:02 pmOklahoma City Will Rogers World

2h 16m

ORD4:18 pmChicago O'Hare Intl

Aug 11

ORD6:53 amChicago O'Hare Intl

2h 14m

OKC9:07 amOklahoma City Will Rogers World

$217

Find similar

American Airlines

Aug 9

OKC7:17 amOklahoma City Will Rogers World

2h 16m

ORD9:33 amChicago O'Hare Intl

Aug 14

ORD4:22 pmChicago O'Hare Intl

2h 13m

OKC6:35 pmOklahoma City Will Rogers World

$219

Find similar

American Airlines

Aug 11

OKC7:17 amOklahoma City Will Rogers World

2h 16m

ORD9:33 amChicago O'Hare Intl

Aug 15

ORD6:53 amChicago O'Hare Intl

2h 14m

OKC9:07 amOklahoma City Will Rogers World

$223

Find similar

Delta flights from Oklahoma City to Chicago

Our best Delta deals on Oklahoma City to Chicago flight tickets

Delta

Aug 30

OKC11:25 amOklahoma City Will Rogers World

7h 54m

1 stop

ORD7:19 pmChicago O'Hare Intl

Sep 16

ORD9:50 amChicago O'Hare Intl

6h 33m

1 stop

OKC4:23 pmOklahoma City Will Rogers World

$237

Find similar

Delta

Aug 31

OKC5:50 amOklahoma City Will Rogers World

6h 26m

1 stop

ORD12:16 pmChicago O'Hare Intl

Sep 16

ORD9:50 amChicago O'Hare Intl

6h 33m

1 stop

OKC4:23 pmOklahoma City Will Rogers World

$243

Find similar

Delta

Aug 13

OKC6:50 amOklahoma City Will Rogers World

5h 26m

1 stop

ORD12:16 pmChicago O'Hare Intl

Aug 16

ORD5:45 amChicago O'Hare Intl

4h 55m

1 stop

OKC10:40 amOklahoma City Will Rogers World

$270

Find similar

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 February is, on average, the cheapest month to fly to Chicago from Oklahoma City, with most prices found around $323. If you’re not able to fly to Chicago in February, then December is your next best option. Flight prices from Oklahoma City to Chicago during December average around $338.

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 $566. 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 $803.

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 $535. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $971.

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 $356 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 $293 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 14% 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 July 2025, prices for Oklahoma City to Chicago flights are approximately 48% cheaper 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	$92
Fastest flight time	1h 55m
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 $92. The best round-trip flight deal from Oklahoma City to Chicago found on momondo in the last 72 hours is $199.

The fastest flight from Oklahoma City to Chicago takes 1h 55m

Direct flights go from Oklahoma City to Chicago every day.

There are 2 airports near Chicago: Chicago O'Hare Intl (ORD), Chicago Midway (MDW)

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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 July 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 21.04% of the total bookings. Other popular models include Canadair (Bombardier) Regional Jet CRJ-550 with 17.97%, Canadair (Bombardier) Regional Jet 700 with 17.88%, and Boeing 737-700 Passenger/BBJ1 (winglets) with 9.59%.
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 (41% of total bookings). The next most popular airlines are Southwest (29%), 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 $118	Free Cancellation	Rating 5.9 3,260 reviews	Search Frontier flights
American Airlines	PriceFrom $233	Free Cancellation	Rating 7.2 10,000 reviews	Search American Airlines flights
United Airlines	PriceFrom $278	Free Cancellation	Rating 7.4 8,856 reviews	Search United Airlines flights
Southwest	PriceFrom $303	Free Cancellation	Rating 8.0 4,243 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 $303. Generally, Southwest has 10 flights on this route every week with an average price of $368. Southwest is rated 8.0/10 by our users.
United Airlines Flights From Oklahoma City to Chicago
Across 8,856 United Airlines reviews on momondo, the average score is 7.4/10. United Airlines flies from Oklahoma City to Chicago about 25 times each week, with ticket deals ranging from $278 to $415. Price data is based on momondo searches in the last 72 hours.

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Saint Joseph

Portage

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Schererville

Valparaiso

Crown Point

Munster

Monticello

Chesterton

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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Cheap flights from Oklahoma City to Chicago from $92

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 8/15. 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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Filter for what you want

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Find the cheapest flights from Oklahoma City to Chicago

Cheap round-trip flights

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Cheap last minute flights

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American Airlines flights from Oklahoma City to Chicago

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

Delta flights from Oklahoma City to Chicago

Our best Delta deals on Oklahoma City to Chicago flight tickets

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?

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 $535. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $971.

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?

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 14% 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 July 2025, prices for Oklahoma City to Chicago flights are approximately 48% cheaper 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?

Frontier, Southwest, and United Airlines 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?

28 flights are operational daily from Oklahoma City to Chicago as of July 2025. The most popular departure time for this route is 1:00PM, with 51% of flights per day taking off at noon.

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

As of July 2025, 200 flights take off from Oklahoma City and land in Chicago each week. The most common flight departure day for this route is Mon, with 16% 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