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$46+ 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 2/26. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — OKC
feb. 5 — feb. 121
jue. 2/5
jue. 2/12
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 enero 6, 2026.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$91
(Trip.com)

One-way from

$46
(Trip.com)

Popular in

April

Cheapest in

October

Average price

$408

Good round-trip deal

$251 or less

Good one-way deal

$151 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. 7% potential increase in price ($31 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($7 potential savings vs. average RT price).
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Average for round-trip flights in January 2026
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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 enero 6, 2026.

This Frontier deal was found by Cheapflights users on 1/5. 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.
sáb. 2/214:29 pmORD - DFW
Nonstop3h 01mFrontier
sáb. 2/288:42 pmDFW - ORD
Nonstop2h 35mFrontier
Deal found 1/5$91
This Trip.com deal was found by Cheapflights users on 1/3. 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.
dom. 2/15:13 pmMDW - DFW
Nonstop2h 47mFrontier
vie. 2/61:30 pmDFW - MDW
Nonstop2h 19mFrontier
Deal found 1/3$91
This Priceline deal was found by Cheapflights users on 1/5. 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.
lun. 1/263:55 pmORD - DFW
Nonstop3h 09mMultiple Airlines
mié. 1/2811:06 amDFW - ORD
1 stop6h 46mMultiple Airlines
Deal found 1/5$92
This Frontier deal was found by Cheapflights users on 1/6. 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.
sáb. 2/219:15 amMDW - DFW
Nonstop2h 45mFrontier
mié. 2/259:45 amDFW - MDW
1 stop9h 22mFrontier
Deal found 1/6$93
This CheapOair deal was found by Cheapflights users on 1/6. 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.
sáb. 2/144:29 pmORD - DFW
Nonstop3h 01mFrontier
sáb. 2/2110:44 amDFW - ORD
1 stop11h 55mFrontier
Deal found 1/6$94
This CheapOair deal was found by Cheapflights users on 1/6. 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.
mar. 2/246:10 amMDW - DFW
1 stop10h 05mFrontier
sáb. 2/281:00 pmDFW - MDW
Nonstop2h 19mFrontier
Deal found 1/6$94
This Expedia deal was found by Cheapflights users on 1/6. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 1/298:27 pmORD - DFW
Nonstop2h 59mFrontier
lun. 2/28:14 pmDFW - ORD
Nonstop2h 35mFrontier
Deal found 1/6$95
This Trip.com deal was found by Cheapflights users on 1/4. 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.
vie. 2/69:45 amMDW - DFW
Nonstop2h 45mFrontier
lun. 2/2312:05 pmDFW - MDW
Nonstop2h 24mFrontier
Deal found 1/4$95
This Mytrip deal was found by Cheapflights users on 1/6. 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.
lun. 2/210:48 amORD - DFW
1 stop7h 22mMultiple Airlines
lun. 2/28:14 pmDFW - ORD
Nonstop2h 35mMultiple Airlines
Deal found 1/6$96
This Super.com deal was found by Cheapflights users on 1/4. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 1/298:27 pmORD - DFW
Nonstop2h 59mFrontier
dom. 2/155:01 amDFW - ORD
Nonstop2h 33mFrontier
Deal found 1/4$97
This Super.com deal was found by Cheapflights users on 1/5. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 1/309:45 amMDW - DFW
Nonstop2h 45mFrontier
lun. 2/21:30 pmDFW - MDW
Nonstop2h 19mFrontier
Deal found 1/5$97
This Frontier deal was found by Cheapflights users on 1/6. 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.
lun. 1/263:55 pmORD - DFW
Nonstop3h 09mFrontier
sáb. 1/3110:03 amDFW - ORD
1 stop12h 41mFrontier
Deal found 1/6$98

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 enero 6, 2026.
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

ORD - DFW

ORDDFW

Chicago O'Hare Intl

sáb. 2/7

3:35 pm-6:21 pm

Nonstop2h 46m

Dallas/Fort Worth

mar. 2/10

7:00 am-9:29 am

Nonstop2h 29m

$150

ChicagoDallas

ORD - DFW

ORDDFW

Chicago O'Hare Intl

sáb. 2/14

9:00 am-11:52 am

Nonstop2h 52m

Dallas/Fort Worth

sáb. 2/21

7:10 am-9:37 am

Nonstop2h 27m

$157

ChicagoOklahoma City

ORD - OKC

ORDOKC

Chicago O'Hare Intl

sáb. 2/7

5:05 am-9:43 am

1 stop4h 38m

Oklahoma City Will Rogers World

sáb. 2/7

11:28 am-1:45 pm

Nonstop2h 17m

$173

ChicagoDallas

MDW - DFW

MDWDFW

Chicago Midway

mar. 2/10

9:33 am-2:48 pm

1 stop5h 15m

Dallas/Fort Worth

jue. 2/19

5:22 am-11:59 am

1 stop6h 37m

$177

ChicagoDallas

MDW - DFW

MDWDFW

Chicago Midway

mar. 2/10

6:14 pm-12:27 am

1 stop6h 13m

Dallas/Fort Worth

mié. 2/18

1:00 pm-5:37 pm

1 stop4h 37m

$177

ChicagoDallas

MDW - DFW

MDWDFW

Chicago Midway

sáb. 2/21

6:00 am-12:36 pm

1 stop6h 36m

Dallas/Fort Worth

sáb. 2/28

5:22 am-10:21 am

1 stop4h 59m

$177

ChicagoDallas

ORD - DFW

ORDDFW

Chicago O'Hare Intl

dom. 2/1

7:15 am-10:03 am

Nonstop2h 48m

Dallas/Fort Worth

mié. 2/4

1:18 pm-3:43 pm

Nonstop2h 25m

$190

ChicagoDallas

MDW - DFW

MDWDFW

Chicago Midway

dom. 3/1

6:40 pm-12:19 am

1 stop5h 39m

Dallas/Fort Worth

mié. 3/11

6:00 am-1:25 pm

1 stop7h 25m

$197

ChicagoDallas

MDW - DFW

MDWDFW

Chicago Midway

sáb. 2/14

5:00 pm-10:34 pm

1 stop5h 34m

Dallas/Fort Worth

dom. 2/15

5:30 am-12:46 pm

1 stop7h 16m

$197

ChicagoDallas

MDW - DFW

MDWDFW

Chicago Midway

dom. 2/15

5:00 pm-10:34 pm

1 stop5h 34m

Dallas/Fort Worth

mar. 2/17

7:00 am-11:59 am

1 stop4h 59m

$197

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/4

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, February is the cheapest month in which you can book a flight from Chicago to Oklahoma (average of $150). Flying from Chicago to Oklahoma in July is currently the most expensive (average of $273). 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 enero 6, 2026.

It’s optimal to fly from Chicago to Oklahoma in the morning. By choosing this option you can save up to 15% on the cost of your flight, compared to a flight in the evening.

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

Use this chart to determine the cheapest time to fly round-trip from Chicago to Oklahoma. Price data was last updated on January 3, 2026.

Travelers seeking maximum savings on their Chicago to Oklahoma flight should consider departing on Wednesday afternoons when fares are most often at their lowest. Monday evenings flights should be avoided if possible as fares are typically the most expensive at this time.

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 enero 6, 2026.
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
4,247 reviews

Entertainment

7.5

Overall

8.0

Food

7.0

Crew

8.6

Comfort

8.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Southwest
8.0
Very good
4,247 reviews
Southwest
8.0
Very good
4,247 reviews

Entertainment

7.5

Overall

8.0

Food

7.0

Crew

8.6

Comfort

8.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
United Airlines
7.4
Good
9,132 reviews
Southwest
8.0
Very good
4,247 reviews

Entertainment

7.5

Overall

8.0

Food

7.0

Crew

8.6

Comfort

8.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
American Airlines
7.2
Good
11,083 reviews
Southwest
8.0
Very good
4,247 reviews

Entertainment

7.5

Overall

8.0

Food

7.0

Crew

8.6

Comfort

8.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Frontier
5.7
Fair
3,064 reviews
Southwest
8.0
Very good
4,247 reviews

Entertainment

7.5

Overall

8.0

Food

7.0

Crew

8.6

Comfort

8.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

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 46m. United Airlines provides one of the quickest options available for as low as $150. The distance between Chicago and Oklahoma is about 801 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 $75 on Frontier. Other airlines that offer cheap prices include Southwest from $114 and American Airlines from $115 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: Envoy Air (79%), United Airlines (76%), Air Canada (71%).

  • What are the cheapest flights from Chicago to Oklahoma?

    Looking at all options, your cheapest flight can be booked for $126. While the most popular route (Chicago O'Hare Intl - Dallas/Fort Worth) can be booked for $93 on average, our data indicates $427 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, February is the cheapest month in which you can book a flight from Chicago to Oklahoma (average of $150). Flying from Chicago to Oklahoma in July is currently the most expensive (average of $273). 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 enero 6, 2026.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$131Average$347FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$163Average$421FlexibilityNo cancel feeOn-time69%
FrontierCheapest$206Average$271FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$244Average$358FlexibilityNo cancel feeOn-time71%

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