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$57+ Cheap flights from Oklahoma 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 5/16. Fares are subject to change and may not be available on all flights or dates of travel.
OKC — CHI
Apr 29 — May 61
Tue 4/29
Tue 5/6
1 adult, Economy
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Cheap flight deals from Oklahoma to Chicago

Keep the following information in mind while searching for Oklahoma to Chicago flight deals. Data was last updated April 24, 2025.

Most accurate provider

Mytrip
3 stars

Most trusted provider

Mytrip
3 stars

Round-trip from

$106
(Cheapflightsfares)

One-way from

$57
(eDestinos)

Popular in

March

Cheapest in

April

Average price

$293

Good round-trip deal

$326 or less

Good one-way deal

$170 or less
Provider with most accurate pricing for Oklahoma City Will Rogers World-Chicago (CHI) flight deals.
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Provider most trusted by Cheapflights users for Oklahoma City Will Rogers World-Chicago (CHI) flights.
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From Oklahoma to Chicago (CHI)
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One-way flight from Oklahoma to Chicago (CHI)
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High demand for flights, 5% potential price rise
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Cheapest flight prices on average. 1% potential price decrease ($4 potential savings vs. average RT price).
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Average for round-trip flights in April 2025
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Price to beat on a round-trip flight from Oklahoma to Chicago (CHI).
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Price to beat on a one-way flight from Oklahoma to Chicago (CHI).
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Find flight deals from Oklahoma to Chicago

Cheapest flights from Oklahoma to Chicago
Explore the most affordable flight options available from Oklahoma to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 24, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 4/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/172:40 pmDFW - MDW
Nonstop2h 27mFrontier
Sat 6/218:00 amMDW - DFW
Nonstop2h 29mFrontier
Deal found 4/23$113
This CheapOair deal was found by Cheapflights users on 4/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/195:10 amDFW - ORD
Nonstop2h 35mFrontier
Wed 5/285:41 pmORD - DFW
Nonstop3h 00mFrontier
Deal found 4/23$115
This Cheapflightsfares deal was found by Cheapflights users on 4/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/183:20 pmDFW - ORD
Nonstop2h 30mSpirit Airlines
Mon 9/227:00 pmORD - DFW
Nonstop2h 35mSpirit Airlines
Deal found 4/23$125
This Kiwi.com deal was found by Cheapflights users on 4/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/233:20 pmDFW - ORD
Nonstop2h 30mMultiple Airlines
Sat 7/269:55 amORD - DFW
Nonstop2h 42mMultiple Airlines
Deal found 4/23$128
This American Airlines deal was found by Cheapflights users on 4/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/145:00 amDFW - ORD
Nonstop2h 25mAmerican Airlines
Sun 5/186:00 amORD - DFW
Nonstop2h 25mAmerican Airlines
Deal found 4/22$147
This United Airlines deal was found by Cheapflights users on 4/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/2110:43 amDFW - ORD
Nonstop2h 32mUnited Airlines
Wed 5/288:06 pmORD - DFW
Nonstop2h 39mUnited Airlines
Deal found 4/23$172
This Mytrip deal was found by Cheapflights users on 4/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/510:25 amDFW - ORD
1 stop3h 50mContour
Wed 5/711:45 amORD - DFW
1 stop3h 55mContour
Deal found 4/22$185
This Delta deal was found by Cheapflights users on 4/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/14:25 pmDFW - MDW
1 stop5h 20mDelta
Sat 7/56:00 amMDW - DFW
1 stop6h 15mDelta
Deal found 4/24$199
This Delta deal was found by Cheapflights users on 4/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/95:50 amDFW - ORD
1 stop6h 19mDelta
Sat 7/197:10 amORD - DFW
1 stop5h 05mDelta
Deal found 4/23$217
This Delta deal was found by Cheapflights users on 4/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/135:51 pmXNA - ORD
1 stop6h 07mDelta
Sat 5/176:14 pmORD - XNA
1 stop5h 25mDelta
Deal found 4/23$239
This American Airlines deal was found by Cheapflights users on 4/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/26:59 amTUL - ORD
Nonstop2h 01mAmerican Airlines
Sat 7/59:46 pmORD - TUL
Nonstop2h 04mAmerican Airlines
Deal found 4/23$239
This United Airlines deal was found by Cheapflights users on 4/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/243:10 pmXNA - ORD
Nonstop2h 00mUnited Airlines
Sat 6/2812:41 pmORD - XNA
Nonstop1h 54mUnited Airlines
Deal found 4/23$240

Cheapflights Fare Finder

Customize your flight search to find flights from Oklahoma 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, Cheapflights users made 2,558,603 searches. Data last updated April 24, 2025.
Use the filters below to find and compare flights from Oklahoma to Chicago that are best for you.

Fly from

Oklahoma

Fly to

Chicago

Route

Depart

Return

Price

DallasChicago

DFW - ORD

DFWORD

Dallas/Fort Worth

Tue 5/13

8:33 pm-6:42 am

1 stop10h 09m

Chicago O'Hare Intl

Fri 5/16

8:15 pm-10:57 pm

Nonstop2h 42m

$106

DallasChicago

DFW - MDW

DFWMDW

Dallas/Fort Worth

Tue 6/17

2:40 pm-5:07 pm

Nonstop2h 27m

Chicago Midway

Sat 6/21

8:00 am-10:29 am

Nonstop2h 29m

$113

DallasChicago

DFW - ORD

DFWORD

Dallas/Fort Worth

Mon 5/19

5:10 am-7:45 am

Nonstop2h 35m

Chicago O'Hare Intl

Wed 5/28

5:41 pm-8:41 pm

Nonstop3h 00m

$115

DallasChicago

DFW - ORD

DFWORD

Dallas/Fort Worth

Mon 5/12

6:40 pm-8:50 am

1 stop14h 10m

Chicago O'Hare Intl

Sat 5/24

11:47 am-2:37 pm

Nonstop2h 50m

$122

DallasChicago

DFW - ORD

DFWORD

Dallas/Fort Worth

Wed 5/14

5:00 am-7:25 am

Nonstop2h 25m

Chicago O'Hare Intl

Sun 5/18

6:00 am-8:25 am

Nonstop2h 25m

$147

DallasChicago

DFW - ORD

DFWORD

Dallas/Fort Worth

Tue 5/20

8:45 pm-11:14 pm

Nonstop2h 29m

Chicago O'Hare Intl

Tue 5/27

7:00 am-9:39 am

Nonstop2h 39m

$172

DallasChicago

DFW - MDW

DFWMDW

Dallas/Fort Worth

Tue 7/1

4:25 pm-9:45 pm

1 stop5h 20m

Chicago Midway

Sat 7/5

6:00 am-12:15 pm

1 stop6h 15m

$199

DallasChicago

DFW - ORD

DFWORD

Dallas/Fort Worth

Wed 5/21

6:22 am-11:47 am

1 stop5h 25m

Chicago O'Hare Intl

Tue 6/24

5:35 am-12:15 pm

1 stop6h 40m

$207

TulsaChicago

TUL - ORD

TULORD

Tulsa

Wed 7/2

6:59 am-9:00 am

Nonstop2h 01m

Chicago O'Hare Intl

Sat 7/5

9:46 pm-11:50 pm

Nonstop2h 04m

$239

FayettevilleChicago

XNA - ORD

XNAORD

Fayetteville Northwest Arkansas

Tue 5/13

5:51 pm-11:58 pm

1 stop6h 07m

Chicago O'Hare Intl

Sat 5/17

6:14 pm-11:39 pm

1 stop5h 25m

$239

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/22

Showing 1-10 of 60 results
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Best time to book a flight from Oklahoma to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Oklahoma 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 to Chicago

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

Currently, August is the cheapest month in which you can book a flight from Oklahoma to Chicago (average of $245). Flying from Oklahoma 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 OK to CHI?

Find hourly flight availability from Oklahoma 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 April 24, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Oklahoma to Chicago as you normally would.

Weekly flight availability from Oklahoma to Chicago

Explore weekly flight availability from Oklahoma 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 April 24, 2025.

The most flights from USOK to CHI are scheduled on a Monday (30 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (16 on average).

Rainfall in Chicago by month

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

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

Get insights into the airlines that provide service to Chicago. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Chicago. Reviews last updated April 24, 2025.
Read through reviews of airlines operating flights from Oklahoma to Chicago, such as Alaska Airlines, Southwest and Delta. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
9,918 reviews

Food

7.1

Crew

8.5

Comfort

7.9

Boarding

8.2

Entertainment

7.1

Overall

8.0

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
Alaska Airlines
8.0
Very good
9,918 reviews
Alaska Airlines
8.0
Very good
9,918 reviews

Food

7.1

Crew

8.5

Comfort

7.9

Boarding

8.2

Entertainment

7.1

Overall

8.0

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
Southwest
8.0
Very good
4,287 reviews
Alaska Airlines
8.0
Very good
9,918 reviews

Food

7.1

Crew

8.5

Comfort

7.9

Boarding

8.2

Entertainment

7.1

Overall

8.0

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
Delta
8.0
Very good
7,920 reviews
Alaska Airlines
8.0
Very good
9,918 reviews

Food

7.1

Crew

8.5

Comfort

7.9

Boarding

8.2

Entertainment

7.1

Overall

8.0

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
United Airlines
7.4
Good
8,685 reviews
Alaska Airlines
8.0
Very good
9,918 reviews

Food

7.1

Crew

8.5

Comfort

7.9

Boarding

8.2

Entertainment

7.1

Overall

8.0

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
Allegiant Air
7.3
Good
734 reviews
Alaska Airlines
8.0
Very good
9,918 reviews

Food

7.1

Crew

8.5

Comfort

7.9

Boarding

8.2

Entertainment

7.1

Overall

8.0

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >

Related info for your journey

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

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

    One-way options have recently been found by users for as low as $57 on Spirit Airlines. Other airlines that offer cheap prices include Frontier from $57 and American Airlines from $74 one-way.

  • What are the most popular routes from Oklahoma to Chicago?

    While some choose either Dallas/Fort Worth - Chicago Midway or Oklahoma City Will Rogers World - Chicago O'Hare Intl, Dallas/Fort Worth - Chicago O'Hare Intl is the most popular route from Oklahoma to Chicago.

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

    Looking for the most reliable airlines to get you to your destination on time? Our data shows these are most likely to get you from Oklahoma to Chicago on time: Japan Airlines (89%), Emirates (85%), Republic Airways (85%).

  • What are the cheapest flights from Oklahoma to Chicago?

    Looking for the cheapest flight from Oklahoma to Chicago? While on average our users pay $890, our data indicates the cheapest price to be $158. The most popular route (Dallas/Fort Worth - Chicago O'Hare Intl), is priced around $120.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Oklahoma 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 to Chicago?

    Currently, August is the cheapest month in which you can book a flight from Oklahoma to Chicago (average of $245). Flying from Oklahoma 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

Traveling to a place near Oklahoma?

Book flights to Oklahoma if you plan to visit one of these locations
Merrillville
Hammond
Benton Harbor
Porter
Lansing
Valparaiso
Chesterton

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Alternative routes for Oklahoma to Chicago

See prices for flight routes from nearby airports that may be better suited for you.
John F Kennedy Intl to O'Hare Intl flights
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Dallas/Fort Worth to O'Hare Intl flights
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Newark to Midway flights
San Francisco to O'Hare Intl flights
John F Kennedy Intl to Midway flights
Boston to O'Hare Intl flights
Dallas/Fort Worth to Midway flights
Philadelphia to O'Hare Intl flights
Seattle to O'Hare Intl flights
Reagan-National to O'Hare Intl flights
Dulles Intl to O'Hare Intl flights
Denver to O'Hare Intl flights
Ontario to O'Hare Intl flights
San Francisco to Midway flights
Baltimore to O'Hare Intl flights
Raleigh to O'Hare Intl flights
Sky Harbor Intl to O'Hare Intl flights
Santa Ana to O'Hare Intl flights
LaGuardia to Midway flights
Dulles Intl to Midway flights
Atlanta to O'Hare Intl flights
Hobby to O'Hare Intl flights
San Diego to O'Hare Intl flights
Atlanta to Midway flights
Portland to O'Hare Intl flights
Burbank to O'Hare Intl flights
George Bush Intcntl to O'Hare Intl flights
Orlando to O'Hare Intl flights
Austin to O'Hare Intl flights
Charlotte to O'Hare Intl flights
Fort Lauderdale to O'Hare Intl flights
Hartford to O'Hare Intl flights
Minneapolis to O'Hare Intl flights
Miami to O'Hare Intl flights
Reagan-National to Midway flights
Oakland to O'Hare Intl flights
San Jose to O'Hare Intl flights
Los Angeles to Midway flights
Tampa to O'Hare Intl flights
Newark to St. Louis flights
Philadelphia to Midway flights
Cleveland to O'Hare Intl flights
Minneapolis to Midway flights
Baltimore to Midway flights
Hobby to Midway flights
John F Kennedy Intl to St. Louis flights
Seattle to Midway flights

Top 4 airlines flying from Oklahoma to Chicago

Discover the top 4 airlines that operate flights from Oklahoma to Chicago. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated April 24, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$123Average$178FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$214Average$360FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$252Average$420FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$278Average$368FlexibilityNo cancel feeOn-time63%

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