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$57+ Cheap flights from Chicago (CHI) to Oklahoma

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 10/16. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — OKC
oct. 25 — nov. 11
sam. 10/25
sam. 11/1
1 adult, Economy
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Cheap flight deals from Chicago to Oklahoma

Keep the following information in mind while searching for Chicago to Oklahoma flight deals. Data was last updated septembre 25, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$97
(Cheapflightsfares)

One-way from

$57
(Vakatrip)

Popular in

January

Cheapest in

July

Average price

$357

Good round-trip deal

$245 or less

Good one-way deal

$135 or less
Provider with most accurate pricing for Chicago (CHI)-Oklahoma City Will Rogers World flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-Oklahoma City Will Rogers World flights.
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From Chicago (CHI) to Oklahoma
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One-way flight from Chicago (CHI) to Oklahoma
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Highest demand for flights based on searches. 6% potential increase in price ($27 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($9 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Price to beat on a round-trip flight from Chicago (CHI) to Oklahoma.
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Price to beat on a one-way flight from Chicago (CHI) to Oklahoma.
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Find flight deals from Chicago to Oklahoma

Cheapest flights from Chicago to Oklahoma
Explore the most affordable flight options available from Chicago to Oklahoma. Find the lowest fares from popular airlines and budget airlines, with prices last updated on septembre 25, 2025.

This Frontier deal was found by Cheapflights users on 9/24. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mer. 10/225:28 pmORD - DFW
Nonstop2h 48mFrontier
ven. 10/2410:56 pmDFW - ORD
Nonstop2h 35mFrontier
Deal found 9/24$97
This Priceline deal was found by Cheapflights users on 9/24. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 10/75:28 pmORD - DFW
Nonstop2h 48mFrontier
mar. 10/79:26 pmDFW - ORD
Nonstop2h 33mFrontier
Deal found 9/24$98
This CheapOair deal was found by Cheapflights users on 9/23. 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.
sam. 10/115:20 pmMDW - DFW
Nonstop2h 41mFrontier
lun. 10/139:57 pmDFW - MDW
Nonstop2h 19mFrontier
Deal found 9/23$98
This Frontier deal was found by Cheapflights users on 9/24. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 10/145:28 pmORD - DFW
Nonstop2h 48mFrontier
sam. 10/189:26 pmDFW - ORD
Nonstop2h 33mFrontier
Deal found 9/24$100
This Kiwi.com deal was found by Cheapflights users on 9/24. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 10/145:28 pmORD - DFW
Nonstop2h 48mFrontier
ven. 10/1710:56 pmDFW - ORD
Nonstop2h 35mFrontier
Deal found 9/24$101
This Kiwi.com deal was found by Cheapflights users on 9/24. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sam. 10/45:30 pmORD - DFW
Nonstop2h 51mFrontier
mar. 10/79:26 pmDFW - ORD
Nonstop2h 33mFrontier
Deal found 9/24$102
This Trip.com deal was found by Cheapflights users on 9/25. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 10/69:47 pmMDW - DFW
Nonstop2h 34mFrontier
sam. 10/119:01 pmDFW - MDW
Nonstop2h 19mFrontier
Deal found 9/25$102
This Priceline deal was found by Cheapflights users on 9/24. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ven. 10/243:36 pmORD - DFW
Nonstop2h 36mMultiple Airlines
lun. 10/279:08 amDFW - ORD
Nonstop2h 35mMultiple Airlines
Deal found 9/24$103
This CheapOair deal was found by Cheapflights users on 9/24. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sam. 10/411:23 amMDW - DFW
Nonstop2h 36mFrontier
lun. 10/66:28 pmDFW - MDW
Nonstop2h 24mFrontier
Deal found 9/24$103
This Cheapflightsfares deal was found by Cheapflights users on 9/24. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 12/910:05 pmORD - DFW
Nonstop2h 29mSpirit Airlines
sam. 1/317:20 amDFW - ORD
Nonstop2h 24mSpirit Airlines
Deal found 9/24$104
This Kiwi.com deal was found by Cheapflights users on 9/24. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sam. 10/187:25 amORD - DFW
1 stop5h 30mMultiple Airlines
mer. 10/2910:24 pmDFW - ORD
Nonstop2h 35mMultiple Airlines
Deal found 9/24$105
This Trip.com deal was found by Cheapflights users on 9/25. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 11/175:56 pmMDW - DFW
Nonstop2h 41mFrontier
jeu. 11/209:10 amDFW - MDW
Nonstop2h 20mFrontier
Deal found 9/25$105

Cheapflights Fare Finder

 
Customize your flight search to find flights from Chicago to Oklahoma 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 septembre 25, 2025.
Use the filters below to find and compare flights from Chicago to Oklahoma that are best for you.

Fly from

Chicago

Fly to

Oklahoma

Route

Depart

Return

Price

ChicagoDallas

MDW - DFW

MDWDFW

Chicago Midway

jeu. 11/6

9:34 pm-12:12 am

Nonstop2h 38m

Dallas/Fort Worth

sam. 11/8

2:54 pm-9:35 pm

1 stop6h 41m

$120

ChicagoDallas

MDW - DFW

MDWDFW

Chicago Midway

mar. 10/7

8:05 am-6:07 pm

1 stop10h 02m

Dallas/Fort Worth

mar. 10/21

9:01 pm-11:20 pm

Nonstop2h 19m

$122

ChicagoDallas

MDW - DFW

MDWDFW

Chicago Midway

lun. 11/17

1:37 pm-8:00 pm

1 stop6h 23m

Dallas/Fort Worth

jeu. 11/20

9:10 am-11:30 am

Nonstop2h 20m

$139

ChicagoDallas

MDW - DFW

MDWDFW

Chicago Midway

jeu. 11/6

1:37 pm-8:00 pm

1 stop6h 23m

Dallas/Fort Worth

dim. 11/9

5:35 am-11:30 am

1 stop5h 55m

$149

ChicagoOklahoma City

MDW - OKC

MDWOKC

Chicago Midway

jeu. 10/9

10:49 am-3:42 pm

1 stop28h 53m

Oklahoma City Will Rogers World

dim. 10/12

7:46 pm-9:31 am

1 stop13h 45m

$160

ChicagoOklahoma City

MDW - OKC

MDWOKC

Chicago Midway

ven. 11/14

12:30 pm-7:00 pm

1 stop6h 30m

Oklahoma City Will Rogers World

dim. 11/16

7:45 pm-11:30 am

1 stop15h 45m

$162

ChicagoDallas

MDW - DFW

MDWDFW

Chicago Midway

ven. 10/31

6:20 am-10:39 pm

1 stop16h 19m

Dallas/Fort Worth

mar. 11/4

10:19 am-12:41 pm

1 stop26h 22m

$164

ChicagoOklahoma City

ORD - OKC

ORDOKC

Chicago O'Hare Intl

jeu. 10/2

5:35 am-11:54 pm

1 stop18h 19m

Oklahoma City Will Rogers World

lun. 10/6

6:05 am-11:59 pm

1 stop17h 54m

$168

ChicagoDallas

ORD - DFW

ORDDFW

Chicago O'Hare Intl

mar. 11/18

9:51 am-2:59 pm

1 stop5h 08m

Dallas/Fort Worth

mar. 12/9

11:47 am-4:18 pm

1 stop4h 31m

$197

ChicagoDallas

ORD - DFW

ORDDFW

Chicago O'Hare Intl

sam. 11/15

5:42 pm-10:58 pm

1 stop5h 16m

Dallas/Fort Worth

ven. 12/5

1:39 pm-6:22 pm

1 stop4h 43m

$207

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/25

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

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

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

Currently, August is the cheapest month in which you can book a flight from Chicago to Oklahoma (average of $333). Flying from Chicago to Oklahoma in June is currently the most expensive (average of $401). 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 CHI to OK?

Find hourly flight availability from Chicago to Oklahoma. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated septembre 25, 2025.

When flying from Chicago to Oklahoma, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Weekly flight availability from Chicago to Oklahoma

Explore weekly flight availability from Chicago to Oklahoma. 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 septembre 25, 2025.

The most flights from CHI to USOK 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 (11 on average).

How much does it cost to fly round-trip from Chicago to Oklahoma?

Reviews of airlines servicing Oklahoma

Get insights into the airlines that provide service to Oklahoma. 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 Oklahoma. Reviews last updated septembre 25, 2025.
Read reviews from past customers who have flown Southwest, United Airlines, and American Airlines from Chicago to Oklahoma. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,246 reviews

Comfort

8.0

Overall

8.0

Entertainment

7.5

Food

7.0

Crew

8.6

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Southwest
8.0
Very good
4,246 reviews
Southwest
8.0
Very good
4,246 reviews

Comfort

8.0

Overall

8.0

Entertainment

7.5

Food

7.0

Crew

8.6

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
United Airlines
7.4
Good
8,926 reviews
Southwest
8.0
Very good
4,246 reviews

Comfort

8.0

Overall

8.0

Entertainment

7.5

Food

7.0

Crew

8.6

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,246 reviews

Comfort

8.0

Overall

8.0

Entertainment

7.5

Food

7.0

Crew

8.6

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Frontier
5.8
Fair
3,162 reviews
Southwest
8.0
Very good
4,246 reviews

Comfort

8.0

Overall

8.0

Entertainment

7.5

Food

7.0

Crew

8.6

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

Related info for your journey

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

  • How long is the flight from Chicago to Oklahoma?

    A quick flight from Chicago to Oklahoma can take about 2h 05m. Frontier provides one of the quickest options available for as low as $209. The distance between Chicago and Oklahoma is about 522 mi. Both multi-stop and nonstop flights can be found to your destination and back.

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

    One-way options have recently been found by users for as low as $59 on Spirit Airlines. Other airlines that offer cheap prices include Frontier from $69 and United Airlines from $116 one-way.

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

    The most popular flight routes from Chicago to Oklahoma are Chicago O'Hare Intl - Dallas/Fort Worth, Chicago Midway - Dallas/Fort Worth and Chicago O'Hare Intl - Oklahoma City Will Rogers World.

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

    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 Chicago to Oklahoma on time: Air New Zealand (77%), Air Canada (72%), Emirates (72%).

  • What are the cheapest flights from Chicago to Oklahoma?

    Looking at all options, your cheapest flight can be booked for $93. While the most popular route (Chicago O'Hare Intl - Dallas/Fort Worth) can be booked for $88 on average, our data indicates $313 when flying from Chicago to Oklahoma.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Chicago to Oklahoma 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 Chicago to Oklahoma?

    Currently, August is the cheapest month in which you can book a flight from Chicago to Oklahoma (average of $333). Flying from Chicago to Oklahoma in June is currently the most expensive (average of $401). 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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Alternative routes for Chicago to Oklahoma

See prices for flight routes from nearby airports that may be better suited for you.
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Top 4 airlines flying from Chicago to Oklahoma

Discover the top 4 airlines that operate flights from Chicago to Oklahoma. 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 septembre 25, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$131Average$352FlexibilityNo cancel feeOn-time63%
FrontierCheapest$137Average$287FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$221Average$357FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$285Average$432FlexibilityNo cancel feeOn-time69%

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