What are the cheapest airlines flying from Oklahoma City to Chicago round-trip?

Cheapflights users have booked flights from Oklahoma City to Chicago round-trip from $216. Other airlines that can offer you cheap pricing are Southwest, from $222, and Frontier, from $223. Users have found that American Airlines is 39% cheaper than the other options available to this destination.

What are the cheapest airlines to fly from Oklahoma City to Chicago one-way?

To fly one-way, consider booking your trip with Southwest, which is currently one of the cheapest options available, starting at $79. American Airlines flights start at $79 while deals on Delta start at $99 one-way.

What are the cheapest flights from Oklahoma City to Chicago?

Looking for the cheapest flight from Oklahoma City to Chicago? While on average our users pay $3,368, our data indicates the cheapest price to be $131. The most popular route (Oklahoma City Will Rogers World - Chicago O'Hare Intl), is priced around $157.

What are the most reliable airlines from Oklahoma City to Chicago?

Before booking your flight to Chicago from Oklahoma City, check out the most reliable airlines to get you to your destination on time: Emirates (92%), Republic Airways (91%), Japan Airlines( 88%).

What are the most popular airlines that fly from Oklahoma City to Chicago?

American Airlines, Frontier and United Airlines are the most popular airlines when flying from Oklahoma City to Chicago.

What is the cheapest day to fly round-trip from Oklahoma City to Chicago?

Leaving on a Wednesday is a viable option for saving on travel. Heavily demanded days of the week can typically drive up the prices you see. Booking your travel for a less competitive day can save up to 40% on the overall cost on flights from Oklahoma City to Chicago.

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

To save up to 199% on this flight, we recommend booking at least 44 days prior to travel. The price may fluctuate and will likely increase closer to your departure date. Users on Cheapflights have found tickets from Oklahoma City to Chicago from $215 1-2 weeks out and tickets from $735 for flights departing within the next 72 hours.

What is the cheapest month to fly from Oklahoma City to Chicago?

Our data shows that February tends to be the cheapest month to fly to Chicago from Oklahoma City. Users have commonly found prices around $358 for the month, but tickets can be as low as $291. Due to multiple factors, prepare for potentially higher prices in March.

What airport do you fly from for flights from Oklahoma City to Chicago?

Oklahoma City Will Rogers World (OKC) is the airport you will fly out of if you book a flight from Oklahoma City to Chicago. You should not have trouble finding flights to Chicago from Will Rogers World; the airport handles an average of 24 outbound flights to Chicago per day. You should also have plenty of airline options to choose from since 4 airlines have flights from the Oklahoma City airport to Chicago. It is only a 7.0 mi journey to Will Rogers World (OKC) from Oklahoma City’s city center.

Can I find deals for flights from Oklahoma City to Chicago that include hotel bookings?

Yes. In addition to deals on Oklahoma City to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.

How can I find direct flights from Oklahoma City to Chicago?

After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Oklahoma City to Chicago.

Can I find deals for business class flights from Oklahoma City to Chicago?

Yes. Cheapflights offers flight deals from Oklahoma City to Chicago by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

$79+ Flights from Oklahoma City to Chicago

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Cheapflights Tip: The best prices from Oklahoma City Will Rogers World to Chicago are usually found in February or December, booked 78 days in advance, depart on a Thursday or Saturday and return on a Saturday

Cheap flight deals from Oklahoma City to Chicago

Round-trip from	$216 (American Airlines)
One-way from	$79 (Southwest)
Popular in	March
Cheapest in	February
Average price	$363
Good round-trip deal	$306 or less
Good one-way deal	$181 or less

From Oklahoma City Will Rogers World to Chicago (CHI)

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One-way flight from Oklahoma City Will Rogers World to Chicago (CHI)

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High demand for flights, 0% potential price rise

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Cheapest flight prices on average. 0% potential price decrease ($3 potential savings vs. average RT price).

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Average for round-trip flights in June 2025

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Price to beat on a round-trip flight from Oklahoma City Will Rogers World to Chicago (CHI).

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Price to beat on a one-way flight from Oklahoma City Will Rogers World to Chicago (CHI).

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Find flight deals from Oklahoma City to Chicago

Cheapest flights from Oklahoma City to Chicago
Explore the most affordable flight options available from Oklahoma City to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 12, 2025.

Wed 8/132:02 pmOKC - ORD

Nonstop2h 16mAmerican Airlines

Sat 8/166:53 amORD - OKC

Nonstop2h 14mAmerican Airlines

Deal found 6/12

$216

Fri 10/246:50 amOKC - MDW

Nonstop1h 55mSouthwest

Tue 10/2810:15 amMDW - OKC

1 stop8h 35mSouthwest

Deal found 6/12

$222

Mon 8/186:00 pmOKC - ORD

1 stop6h 10mFrontier

Mon 8/2511:44 amORD - OKC

1 stop7h 57mFrontier

Deal found 6/11

$223

Mon 8/116:50 amOKC - ORD

1 stop5h 26mDelta

Mon 8/115:30 pmORD - OKC

1 stop6h 29mDelta

Deal found 6/11

$230

Tue 9/167:05 amOKC - ORD

1 stop7h 20mSouthwest

Fri 9/196:15 amORD - OKC

1 stop12h 55mSouthwest

Deal found 6/12

$237

Mon 8/49:40 amOKC - ORD

Nonstop2h 18mUnited Airlines

Fri 8/89:15 amORD - OKC

Nonstop2h 39mUnited Airlines

Deal found 6/9

$255

Tue 6/248:17 pmOKC - MDW

1 stop19h 20mAllegiant Air

Fri 6/279:12 amMDW - OKC

1 stop23h 30mAllegiant Air

Deal found 6/10

$257

Fri 7/46:05 amOKC - MDW

1 stop5h 35mFrontier

Mon 7/712:35 pmMDW - OKC

1 stop9h 42mFrontier

Deal found 6/10

$260

Sat 8/25:31 amOKC - MDW

1 stop6h 27mDelta

Thu 8/76:00 amMDW - OKC

1 stop4h 54mDelta

Deal found 6/11

$288

Thu 7/104:29 pmOKC - ORD

2 stops16h 26mMultiple Airlines

Wed 7/163:18 pmORD - OKC

1 stop24h 21mMultiple Airlines

Deal found 6/11

$321

Best flights from Oklahoma City to Chicago
Discover carefully curated flight deals from Oklahoma City to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated June 12, 2025.

Wed 8/132:02 pmOKC - ORD

Nonstop2h 16mAmerican Airlines

Sat 8/166:53 amORD - OKC

Nonstop2h 14mAmerican Airlines

Deal found 6/12

$216

Fri 10/248:00 pmOKC - MDW

1 stop4h 45mSouthwest

Mon 10/278:40 pmMDW - OKC

Nonstop2h 05mSouthwest

Deal found 6/10

$222

Mon 8/186:00 pmOKC - ORD

1 stop6h 10mFrontier

Mon 8/2511:44 amORD - OKC

1 stop7h 57mFrontier

Deal found 6/11

$223

Mon 8/116:50 amOKC - ORD

1 stop5h 26mDelta

Mon 8/115:30 pmORD - OKC

1 stop6h 29mDelta

Deal found 6/11

$230

Mon 8/49:40 amOKC - ORD

Nonstop2h 18mUnited Airlines

Fri 8/89:15 amORD - OKC

Nonstop2h 39mUnited Airlines

Deal found 6/9

$255

Tue 6/248:17 pmOKC - MDW

1 stop19h 20mAllegiant Air

Fri 6/279:12 amMDW - OKC

1 stop23h 30mAllegiant Air

Deal found 6/10

$257

Thu 7/104:29 pmOKC - ORD

2 stops16h 26mMultiple Airlines

Wed 7/163:18 pmORD - OKC

1 stop24h 21mMultiple Airlines

Deal found 6/11

$321

Mon 8/185:30 amOKC - ORD

2 stops9h 50mSouthwest

Fri 8/297:00 amORD - OKC

1 stop4h 55mSouthwest

Deal found 6/10

$237

Fri 8/156:05 amOKC - MDW

1 stop5h 36mFrontier

Mon 8/1812:35 pmMDW - OKC

1 stop9h 42mFrontier

Deal found 6/12

$256

Sat 8/25:31 amOKC - MDW

1 stop6h 27mDelta

Thu 8/76:00 amMDW - OKC

1 stop4h 54mDelta

Deal found 6/11

$288

Last-minute flights from Oklahoma City to Chicago
Discover last-minute flight deals from Oklahoma City to Chicago. Data last updated June 12, 2025 and is based on user searches.

Wed 6/1810:24 amOKC - ORD

Nonstop2h 13mAmerican Airlines

Wed 6/257:32 amORD - OKC

Nonstop2h 22mAmerican Airlines

Deal found 6/11

$512

Wed 6/183:50 pmOKC - ORD

1 stop7h 15mSouthwest

Mon 6/235:25 pmORD - OKC

1 stop8h 30mSouthwest

Deal found 6/9

$526

Wed 6/187:15 amOKC - MDW

1 stop5h 51mDelta

Wed 6/254:26 pmMDW - OKC

1 stop7h 33mDelta

Deal found 6/10

$969

Wed 6/189:01 amOKC - ORD

2 stops11h 33mAlaska Airlines

Mon 6/238:30 amORD - OKC

2 stops15h 27mAlaska Airlines

Deal found 6/10

$24,140

Thu 6/198:09 pmOKC - MDW

1 stop12h 13mAllegiant Air

Mon 6/239:12 amMDW - OKC

1 stop5h 40mAllegiant Air

Deal found 6/12

$376

Fri 6/208:27 pmOKC - ORD

1 stop27h 32mFrontier

Mon 6/235:40 amORD - OKC

1 stop13h 57mFrontier

Deal found 6/9

$270

Sat 6/211:00 pmOKC - ORD

Nonstop2h 23mUnited Airlines

Sun 6/227:35 pmORD - OKC

Nonstop2h 27mUnited Airlines

Deal found 6/12

$671

Sun 6/2212:24 pmOKC - MDW

1 stop10h 54mFrontier

Wed 6/2511:39 amMDW - OKC

1 stop23h 45mFrontier

Deal found 6/10

$333

Sun 6/224:29 pmOKC - ORD

2 stops21h 07mMultiple Airlines

Sat 6/2810:15 pmORD - OKC

1 stop17h 24mMultiple Airlines

Deal found 6/10

$395

Sun 6/225:45 amOKC - MDW

Nonstop1h 55mSouthwest

Sat 6/289:00 amMDW - OKC

Nonstop2h 05mSouthwest

Deal found 6/10

$520

Tue 6/248:17 pmOKC - MDW

1 stop19h 20mAllegiant Air

Fri 6/279:12 amMDW - OKC

1 stop23h 30mAllegiant Air

Deal found 6/10

$257

Mon 6/301:10 pmOKC - ORD

Nonstop2h 23mUnited Airlines

Sat 7/57:36 pmORD - OKC

Nonstop2h 27mUnited Airlines

Deal found 6/10

$329

One-way flights from Oklahoma City to Chicago
Search for one-way flight options from Oklahoma City to Chicago. Find affordable one-way fares based on user searches. Data last updated June 12, 2025.

Mon 8/45:10 pmOKC - MDW

Nonstop1h 55mSouthwest

Deal found 6/10

$79

Thu 8/219:42 amOKC - ORD

Nonstop2h 13mAmerican Airlines

Deal found 6/10

$79

Mon 8/256:00 amOKC - ORD

1 stop8h 05mSouthwest

Deal found 6/10

$89

Sun 7/274:19 pmOKC - ORD

1 stop13h 44mMultiple Airlines

Deal found 6/11

$98

Tue 10/284:00 pmOKC - MDW

1 stop5h 44mDelta

Deal found 6/10

$99

Sat 8/3011:25 amOKC - ORD

1 stop7h 54mDelta

Deal found 6/10

$101

Sun 7/208:09 pmOKC - MDW

1 stop12h 13mAllegiant Air

Deal found 6/11

$112

Thu 8/76:00 pmOKC - ORD

1 stop6h 10mFrontier

Deal found 6/11

$113

Mon 8/184:30 pmOKC - ORD

Nonstop2h 20mUnited Airlines

Deal found 6/10

$114

Fri 7/116:05 amOKC - MDW

1 stop5h 36mFrontier

Deal found 6/9

$130

Cheapflights Fare Finder

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

Wed 8/13

2:02 pm-4:18 pm

Nonstop2h 16m

Chicago O'Hare Intl

Sat 8/16

6:53 am-9:07 am

Nonstop2h 14m

$216

Oklahoma CityChicago

OKC - MDW

OKCMDW

Oklahoma City Will Rogers World

Fri 10/24

6:50 am-8:45 am

Nonstop1h 55m

Chicago Midway

Tue 10/28

10:15 am-6:50 pm

1 stop8h 35m

$222

Oklahoma CityChicago

OKC - ORD

OKCORD

Oklahoma City Will Rogers World

Mon 8/18

6:00 pm-12:10 am

1 stop6h 10m

Chicago O'Hare Intl

Mon 8/25

11:44 am-7:41 pm

1 stop7h 57m

$223

Oklahoma CityChicago

OKC - ORD

OKCORD

Oklahoma City Will Rogers World

Mon 8/11

6:50 am-12:16 pm

1 stop5h 26m

Chicago O'Hare Intl

Mon 8/11

5:30 pm-11:59 pm

1 stop6h 29m

$230

Oklahoma CityChicago

OKC - ORD

OKCORD

Oklahoma City Will Rogers World

Tue 9/16

7:05 am-2:25 pm

1 stop7h 20m

Chicago O'Hare Intl

Fri 9/19

6:15 am-7:10 pm

1 stop12h 55m

$237

Oklahoma CityChicago

OKC - ORD

OKCORD

Oklahoma City Will Rogers World

Mon 8/4

9:40 am-11:58 am

Nonstop2h 18m

Chicago O'Hare Intl

Fri 8/8

9:15 am-11:54 am

Nonstop2h 39m

$255

Oklahoma CityChicago

OKC - MDW

OKCMDW

Oklahoma City Will Rogers World

Tue 6/24

8:17 pm-3:37 pm

1 stop19h 20m

Chicago Midway

Fri 6/27

9:12 am-8:42 am

1 stop23h 30m

$257

Oklahoma CityChicago

OKC - MDW

OKCMDW

Oklahoma City Will Rogers World

Fri 7/4

6:05 am-11:40 am

1 stop5h 35m

Chicago Midway

Mon 7/7

12:35 pm-10:17 pm

1 stop9h 42m

$260

Oklahoma CityChicago

OKC - MDW

OKCMDW

Oklahoma City Will Rogers World

Sat 8/2

5:31 am-11:58 am

1 stop6h 27m

Chicago Midway

Thu 8/7

6:00 am-10:54 am

1 stop4h 54m

$288

Oklahoma CityChicago

OKC - ORD

OKCORD

Oklahoma City Will Rogers World

Thu 7/10

4:29 pm-8:55 am

2 stops16h 26m

Chicago O'Hare Intl

Wed 7/16

3:18 pm-3:39 pm

1 stop24h 21m

$321

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/10

Showing 1-10 of 20 results

The best insider tips for Oklahoma City to Chicago flights

Cheapflights partnered with top experts to bring you the best recommendations for your Oklahoma City to Chicago trip

Airlines

Japan Airlines

JAL's economy seats offer 34 inches of legroom and seat-back screens on international flights.

JAL's Wi-Fi is available on international flights, but streaming is not supported.

Read more about Japan Airlinesby Emily Zemler

United Airlines

United's Economy Plus offers extra legroom and priority boarding for MileagePlus Premier members.

Prepay for checked bags on United to save fees 24 hours before your flight.

Read more about United Airlinesby Harriet Baskas

Southwest

Southwest offers two free checked bags, including oversized items like skis or golf clubs.

Southwest's Early Bird check-in provides priority boarding 36 hours before departure.

Read more about Southwestby Marisa Garcia

Our travel experts

Emily Zemler

Expert on Japan Airlines

Harriet Baskas

Expert on United Airlines

Marisa Garcia

Expert on Southwest

Best time to book a flight from Oklahoma City to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Oklahoma City with our price prediction graph.

Estimated round-trip price

Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Oklahoma City to Chicago

How far ahead should I book a flight from Oklahoma City to Chicago?

To ensure you get the cheapest price possible for a flight from Oklahoma City to Chicago, you should look to book at least 77 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

What is the cheapest month to book a flight from Oklahoma City to Chicago?

Currently, August is the cheapest month in which you can book a flight from Oklahoma City to Chicago (average of $245). Flying from Oklahoma City to Chicago in March is currently the most expensive (average of $321). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from OKC to CHI?

One of the essential ways to save on airfare from Oklahoma City to Chicago is to remain as flexible as possible. Flights that are at noon tend to be the most expensive. A flight in the morning could potentially save you up to 47% on airfare.

What is the cheapest day to fly from Oklahoma City to Chicago?

Travelers seeking maximum savings on their Oklahoma City to Chicago flight should consider departing on Thursday mornings when fares are most often at their lowest. Saturday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

Weekly flight availability from Oklahoma City to Chicago

The most flights from OKC to CHI are scheduled on a Thursday (31 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (13 on average).

Rainfall in Chicago by month

In terms of precipitation, rainfall in Chicago ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago when rainfall is around 1.7 in.

Temperature in Chicago by month

If weather is an important factor for your trip to Chicago, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

Reviews of airlines servicing Chicago

Read through reviews of airlines operating flights from Oklahoma City to Chicago, such as Southwest, Delta and United Airlines. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.

Southwest

8.0

Very good

4,287 reviews

Reviews

1 / 20

8.0

Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

Southwest

8.0

Very good

4,287 reviews

Southwest

8.0

Very good

4,287 reviews

Reviews

1 / 20

8.0

Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

Delta

8.0

Very good

7,950 reviews

Southwest

8.0

Very good

4,287 reviews

Reviews

1 / 20

8.0

Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

United Airlines

7.4

Good

8,790 reviews

Southwest

8.0

Very good

4,287 reviews

Reviews

1 / 20

8.0

Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

Allegiant Air

7.3

Good

725 reviews

Southwest

8.0

Very good

4,287 reviews

Reviews

1 / 20

8.0

Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

American Airlines

7.2

Good

10,000 reviews

Southwest

8.0

Very good

4,287 reviews

Reviews

1 / 20

8.0

Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

Related info for your journey

What airport do you fly from for flights from Oklahoma City to Chicago?
Oklahoma City Will Rogers World (OKC) is the airport you will fly out of if you book a flight from Oklahoma City to Chicago. You should not have trouble finding flights to Chicago from Will Rogers World; the airport handles an average of 24 outbound flights to Chicago per day. You should also have plenty of airline options to choose from since 4 airlines have flights from the Oklahoma City airport to Chicago. It is only a 7.0 mi journey to Will Rogers World (OKC) from Oklahoma City’s city center.
What are the cheapest airlines flying from Oklahoma City to Chicago round-trip?
Cheapflights users have booked flights from Oklahoma City to Chicago round-trip from $216. Other airlines that can offer you cheap pricing are Southwest, from $222, and Frontier, from $223. Users have found that American Airlines is 39% cheaper than the other options available to this destination.
What are the cheapest airlines to fly from Oklahoma City to Chicago one-way?
To fly one-way, consider booking your trip with Southwest, which is currently one of the cheapest options available, starting at $79. American Airlines flights start at $79 while deals on Delta start at $99 one-way.
What are the most reliable airlines from Oklahoma City to Chicago?
Before booking your flight to Chicago from Oklahoma City, check out the most reliable airlines to get you to your destination on time: Emirates (92%), Republic Airways (91%), Japan Airlines( 88%).
What are the cheapest flights from Oklahoma City to Chicago?
Looking for the cheapest flight from Oklahoma City to Chicago? While on average our users pay $3,368, our data indicates the cheapest price to be $131. The most popular route (Oklahoma City Will Rogers World - Chicago O'Hare Intl), is priced around $157.
Can I find deals for flights from Oklahoma City to Chicago that include hotel bookings?
Yes. In addition to deals on Oklahoma City to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.
How can I find direct flights from Oklahoma City to Chicago?
After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Oklahoma City to Chicago.
Can I find deals for business class flights from Oklahoma City to Chicago?
Yes. Cheapflights offers flight deals from Oklahoma City to Chicago by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.
What is the cheapest month to book a flight from Oklahoma City to Chicago?
Currently, August is the cheapest month in which you can book a flight from Oklahoma City to Chicago (average of $245). Flying from Oklahoma City to Chicago in March is currently the most expensive (average of $321). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Top 4 airlines flying from Oklahoma City to Chicago

Airline	Cheapest	Average	Flexibility	On-time
Frontier	Cheapest$118	Average$193	FlexibilityNo cancel fee	On-time62%
American Airlines	Cheapest$233	Average$357	FlexibilityNo cancel fee	On-time71%
United Airlines	Cheapest$259	Average$414	FlexibilityNo cancel fee	On-time69%
Southwest	Cheapest$303	Average$364	FlexibilityNo cancel fee	On-time63%

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$79+ Cheap flights from Oklahoma City (OKC) to Chicago (CHI)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 8/4. Fares are subject to change and may not be available on all flights or dates of travel.

Find cheap flights from Oklahoma City to Chicago with Cheapflights

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2. Select your favorite providers

3. Compare prices and book

Cheapflights Tip: The best prices from Oklahoma City Will Rogers World to Chicago are usually found in February or December, booked 78 days in advance, depart on a Thursday or Saturday and return on a Saturday

Cheap flight deals from Oklahoma City to Chicago

Round-trip from

One-way from

Popular in

Cheapest in

Average price

Good round-trip deal

Good one-way deal

Find flight deals from Oklahoma City to Chicago

Cheapest flights from Oklahoma City to ChicagoExplore the most affordable flight options available from Oklahoma City to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 12, 2025.

Explore the most affordable flight options available from Oklahoma City to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 12, 2025.

Cheapflights Fare Finder

Use the filters below to find and compare flights from Oklahoma City to Chicago that are best for you.

The best insider tips for Oklahoma City to Chicago flights

Cheapflights partnered with top experts to bring you the best recommendations for your Oklahoma City to Chicago trip

Airlines

Japan Airlines

United Airlines

Southwest

Our travel experts

Best time to book a flight from Oklahoma City to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Oklahoma City with our price prediction graph.

Cheapflights Insights

Everything you need to know about your flight from Oklahoma City to Chicago

How far ahead should I book a flight from Oklahoma City to Chicago?

Use this chart to determine the optimal time to book a round-trip flight from Oklahoma City to Chicago. Price data was last updated on June 9, 2025.

What is the cheapest month to book a flight from Oklahoma City to Chicago?

What is the cheapest time of day to fly from OKC to CHI?

Find hourly flight availability from Oklahoma City to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated June 12, 2025.

What is the cheapest day to fly from Oklahoma City to Chicago?

Use this chart to determine the cheapest time to fly round-trip from Oklahoma City to Chicago. Price data was last updated on June 8, 2025.

Weekly flight availability from Oklahoma City to Chicago

Explore weekly flight availability from Oklahoma City to Chicago. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated June 12, 2025.

Rainfall in Chicago by month

Plan your trip to Chicago by taking into account the average rainfall totals by month.

Temperature in Chicago by month

Plan your trip to Chicago by taking into account the average temperature totals by month.

Reviews of airlines servicing Chicago

Read through reviews of airlines operating flights from Oklahoma City to Chicago, such as Southwest, Delta and United Airlines. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.

Related info for your journey

Find useful and relevant information for your journey from Oklahoma City to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

What airport do you fly from for flights from Oklahoma City to Chicago?

What are the cheapest airlines flying from Oklahoma City to Chicago round-trip?

What are the cheapest airlines to fly from Oklahoma City to Chicago one-way?

What are the most reliable airlines from Oklahoma City to Chicago?

What are the cheapest flights from Oklahoma City to Chicago?

Can I find deals for flights from Oklahoma City to Chicago that include hotel bookings?

How can I find direct flights from Oklahoma City to Chicago?

Can I find deals for business class flights from Oklahoma City to Chicago?

What is the cheapest month to book a flight from Oklahoma City to Chicago?

Traveling to a place near Oklahoma City?

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Oklahoma City to Chicago

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Top 4 airlines flying from Oklahoma City to Chicago

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Cheapest flights from Oklahoma City to Chicago
Explore the most affordable flight options available from Oklahoma City to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 12, 2025.