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$72+ 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 7/1. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — OKC
Jun 27 — Jul 41
Sat 6/27
Sat 7/4
1 adult, Economy
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Cheap 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 May 28, 2026.

This Kiwi.com deal was found by Cheapflights users on 5/24. 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.
Tue 6/2312:31 pm
ORD
-
DFW
Nonstop2h 44m
Frontier
Tue 6/309:00 am
DFW
-
ORD
Nonstop2h 33m
Frontier
Deal found 5/24$145
This Super.com deal was found by Cheapflights users on 5/27. 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.
Wed 7/84:45 pm
MDW
-
DFW
Nonstop2h 35m
Frontier
Tue 7/144:13 pm
DFW
-
MDW
Nonstop2h 24m
Frontier
Deal found 5/27$147
This Super.com deal was found by Cheapflights users on 5/24. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/274:40 pm
ORD
-
DFW
Nonstop3h 05m
Frontier
Fri 5/291:26 pm
DFW
-
ORD
Nonstop2h 40m
Frontier
Deal found 5/24$154
This Kiwi.com deal was found by Cheapflights users on 5/24. 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.
Tue 6/2312:31 pm
ORD
-
DFW
Nonstop2h 44m
Frontier
Wed 6/241:02 pm
DFW
-
ORD
Nonstop2h 51m
Frontier
Deal found 5/24$164
This Kiwi.com deal was found by Cheapflights users on 5/26. 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 7/19:10 am
ORD
-
DFW
Nonstop2h 47m
Frontier
Tue 7/71:25 pm
DFW
-
ORD
Nonstop2h 43m
Frontier
Deal found 5/26$166
This Frontier deal was found by Cheapflights users on 5/27. 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.
Wed 7/19:10 am
ORD
-
DFW
Nonstop2h 47m
Frontier
Wed 7/81:25 pm
DFW
-
ORD
Nonstop2h 43m
Frontier
Deal found 5/27$167
This Super.com deal was found by Cheapflights users on 5/27. 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.
Sat 7/186:41 pm
MDW
-
DFW
Nonstop2h 40m
Frontier
Wed 7/221:30 pm
DFW
-
MDW
Nonstop2h 20m
Frontier
Deal found 5/27$167
This Priceline deal was found by Cheapflights users on 5/26. 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.
Thu 7/99:27 pm
MDW
-
DFW
Nonstop2h 32m
Frontier
Sat 7/113:01 pm
DFW
-
MDW
Nonstop2h 25m
Frontier
Deal found 5/26$168
This Frontier deal was found by Cheapflights users on 5/24. 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.
Sat 6/209:10 am
ORD
-
DFW
Nonstop2h 47m
Frontier
Sat 6/271:02 pm
DFW
-
ORD
Nonstop2h 51m
Frontier
Deal found 5/24$169
This Frontier deal was found by Cheapflights users on 5/26. 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.
Tue 6/1612:31 pm
ORD
-
DFW
Nonstop2h 44m
Frontier
Tue 6/309:00 am
DFW
-
ORD
Nonstop2h 33m
Frontier
Deal found 5/26$170
This Trip.com deal was found by Cheapflights users on 5/27. 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.
Sat 7/44:10 pm
MDW
-
DFW
Nonstop2h 43m
Frontier
Wed 7/81:30 pm
DFW
-
MDW
Nonstop2h 20m
Frontier
Deal found 5/27$174
This Kiwi.com deal was found by Cheapflights users on 5/24. 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.
Tue 7/289:34 pm
ORD
-
DFW
Nonstop2h 43m
Frontier
Sat 8/81:25 pm
DFW
-
ORD
Nonstop2h 43m
Frontier
Deal found 5/24$183

Find flight deals from Chicago to Oklahoma

Keep the following information in mind while searching for Chicago to Oklahoma flight deals. Data was last updated May 28, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$145
(Kiwi.com)

One-way from

$72
(iWofly)

Popular in

June

Cheapest in

October

Average price

$381

Good round-trip deal

$362 or less

Good one-way deal

$193 or less
Provider with most accurate pricing for Chicago (CHI)-Oklahoma City Will Rogers World flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-Oklahoma City Will Rogers World flights.
Search Deals
From Chicago (CHI) to Oklahoma
Search Deals
One-way flight from Chicago (CHI) to Oklahoma
Search Deals
Highest demand for flights based on searches. 5% potential increase in price ($21 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($5 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in May 2026
Search Deals
Price to beat on a round-trip flight from Chicago (CHI) to Oklahoma.
Search Deals
Price to beat on a one-way flight from Chicago (CHI) to Oklahoma.
Search Deals

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 May 28, 2026.
Use the filters below to find and compare flights from Chicago to Oklahoma that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoTulsa

MDW - TUL

MDWTUL

Chicago Midway

Tue 6/23

6:30 am-10:50 am

1 stop4h 20m

Tulsa

Tue 6/30

5:00 am-6:45 am

Nonstop1h 45m

$227

ChicagoDallas

MDW - DFW

MDWDFW

Chicago Midway

Thu 9/17

1:02 pm-3:35 pm

Nonstop2h 33m

Dallas/Fort Worth

Sat 9/19

9:44 am-12:07 pm

Nonstop2h 23m

$237
Quickest round-trip

ChicagoTulsa

MDW - TUL

MDWTUL

Chicago Midway

Tue 6/23

11:45 am-1:30 pm

Nonstop1h 45m

Tulsa

Tue 7/7

3:10 pm-4:55 pm

Nonstop1h 45m

$237

ChicagoTulsa

MDW - TUL

MDWTUL

Chicago Midway

Tue 7/21

9:05 pm-11:00 pm

Nonstop1h 55m

Tulsa

Wed 7/22

4:50 pm-12:10 am

1 stop7h 20m

$247

ChicagoDallas

ORD - DFW

ORDDFW

Chicago O'Hare Intl

Wed 6/10

9:10 am-11:57 am

Nonstop2h 47m

Dallas/Fort Worth

Wed 6/17

10:00 am-7:50 pm

1 stop9h 50m

$249

ChicagoTulsa

MDW - TUL

MDWTUL

Chicago Midway

Sat 10/3

6:05 am-12:00 pm

1 stop5h 55m

Tulsa

Mon 10/5

4:43 pm-10:25 pm

1 stop5h 42m

$267

ChicagoFayetteville

ORD - XNA

ORDXNA

Chicago O'Hare Intl

Fri 7/10

7:00 pm-9:00 pm

Nonstop2h 00m

Fayetteville Northwest Arkansas

Sun 7/12

6:57 pm-12:50 am

1 stop5h 53m

$279

ChicagoTulsa

ORD - TUL

ORDTUL

Chicago O'Hare Intl

Sat 10/3

10:50 am-4:42 pm

1 stop5h 52m

Tulsa

Mon 10/5

6:55 pm-11:59 pm

1 stop5h 04m

$285

ChicagoFayetteville

MDW - XNA

MDWXNA

Chicago Midway

Fri 11/6

12:30 pm-4:44 pm

1 stop4h 14m

Fayetteville Northwest Arkansas

Mon 11/9

3:30 pm-9:45 pm

1 stop6h 15m

$289

ChicagoFayetteville

MDW - XNA

MDWXNA

Chicago Midway

Thu 9/3

12:46 pm-6:11 pm

1 stop5h 25m

Fayetteville Northwest Arkansas

Sat 9/12

4:35 pm-9:46 pm

1 stop5h 11m

$289

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/25

Showing 1-10 of 60 resultsSorted by cheapest first
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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, October is the cheapest month in which you can book a flight from Chicago to Oklahoma (average of $68). Flying from Chicago to Oklahoma in March is currently the most expensive (average of $275). 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 May 28, 2026.

It’s optimal to fly from Chicago to Oklahoma at noon. By choosing this option you can save up to 21% on the cost of your flight, compared to a flight in the evening.

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 May 28, 2026.

The most flights from CHI to USOK are scheduled on a Thursday (29 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (23 on average).

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

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

The best time to book flights from Chicago to Oklahoma is 67 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

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 May 23, 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.

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 May 28, 2026.
Read reviews from past customers who have flown Southwest,United Airlines, andAmerican Airlines from Chicago to Oklahoma. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
7.9
Good
4,264 reviews

Entertainment

7.5

Comfort

8.0

Food

7.0

Boarding

8.1

Crew

8.6

Overall

7.9

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
Southwest
7.9
Good
4,264 reviews
Southwest
7.9
Good
4,264 reviews

Entertainment

7.5

Comfort

8.0

Food

7.0

Boarding

8.1

Crew

8.6

Overall

7.9

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
United Airlines
7.4
Good
9,751 reviews
Southwest
7.9
Good
4,264 reviews

Entertainment

7.5

Comfort

8.0

Food

7.0

Boarding

8.1

Crew

8.6

Overall

7.9

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
American Airlines
7.1
Good
11,640 reviews
Southwest
7.9
Good
4,264 reviews

Entertainment

7.5

Comfort

8.0

Food

7.0

Boarding

8.1

Crew

8.6

Overall

7.9

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
Frontier
5.6
Fair
2,931 reviews
Southwest
7.9
Good
4,264 reviews

Entertainment

7.5

Comfort

8.0

Food

7.0

Boarding

8.1

Crew

8.6

Overall

7.9

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

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 33m. Southwest provides one of the quickest options available for as low as $237. The distance between Chicago and Oklahoma is about 797 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • 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: Republic Airways (94%), United Airlines (85%), Royal Jordanian (81%).

  • What are the cheapest flights from Chicago to Oklahoma?

    Looking at all options, your cheapest flight can be booked for $165. While the most popular route (Chicago O'Hare Intl - Dallas/Fort Worth) can be booked for $219 on average, our data indicates $402 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, October is the cheapest month in which you can book a flight from Chicago to Oklahoma (average of $68). Flying from Chicago to Oklahoma in March is currently the most expensive (average of $275). 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 May 28, 2026.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$122Average$401FlexibilityNo cancel feeOn-time63%
FrontierCheapest$160Average$274FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$207Average$428FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$243Average$374FlexibilityNo cancel feeOn-time71%

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