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$51+ 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 12/19. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — OKC
Dec 10 — Dec 171
Wed 12/10
Wed 12/17
1 adult, Economy
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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 November 10, 2025.

This Kiwi.com deal was found by Cheapflights users on 11/9. 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.
Thu 12/257:57 pmORD - DFW
Nonstop2h 43mSpirit Airlines
Wed 12/311:35 pmDFW - ORD
Nonstop2h 25mSpirit Airlines
Deal found 11/9$94
This Super.com deal was found by Cheapflights users on 11/8. 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.
Thu 12/48:05 amMDW - DFW
Nonstop2h 42mFrontier
Sun 12/711:47 amDFW - MDW
Nonstop2h 17mFrontier
Deal found 11/8$94
This Mytrip deal was found by Cheapflights users on 11/9. 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.
Wed 12/39:22 pmORD - DFW
Nonstop2h 37mMultiple Airlines
Sat 12/66:00 amDFW - ORD
1 stop5h 54mMultiple Airlines
Deal found 11/9$95
This CheapOair deal was found by Cheapflights users on 11/10. 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.
Fri 12/58:05 amMDW - DFW
Nonstop2h 42mFrontier
Mon 12/89:02 amDFW - MDW
Nonstop2h 18mFrontier
Deal found 11/10$95
This Kiwi.com deal was found by Cheapflights users on 11/9. 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.
Sun 12/219:34 pmORD - DFW
Nonstop2h 46mMultiple Airlines
Thu 12/251:35 pmDFW - ORD
Nonstop2h 25mMultiple Airlines
Deal found 11/9$96
This Kiwi.com deal was found by Cheapflights users on 11/9. 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.
Sun 12/219:34 pmORD - DFW
Nonstop2h 46mFrontier
Tue 12/306:49 pmDFW - ORD
Nonstop2h 38mFrontier
Deal found 11/9$97
This Super.com deal was found by Cheapflights users on 11/10. 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.
Mon 11/175:56 pmMDW - DFW
Nonstop2h 41mFrontier
Mon 11/249:54 pmDFW - MDW
Nonstop2h 19mFrontier
Deal found 11/10$97
This Super.com deal was found by Cheapflights users on 11/9. 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.
Sun 12/79:47 amORD - DFW
Nonstop2h 56mFrontier
Sun 12/146:15 amDFW - ORD
Nonstop2h 27mFrontier
Deal found 11/9$98
This CheapOair deal was found by Cheapflights users on 11/9. 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.
Fri 12/198:00 amMDW - DFW
Nonstop2h 42mFrontier
Sun 12/2111:42 amDFW - MDW
Nonstop2h 17mFrontier
Deal found 11/9$98
This Frontier deal was found by Cheapflights users on 11/9. 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.
Fri 12/56:00 amORD - DFW
1 stop10h 53mFrontier
Mon 12/87:10 amDFW - ORD
Nonstop2h 46mFrontier
Deal found 11/9$99
This Mytrip deal was found by Cheapflights users on 11/9. 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 12/811:01 amORD - DFW
Nonstop2h 51mMultiple Airlines
Mon 12/151:22 pmDFW - ORD
Nonstop2h 25mMultiple Airlines
Deal found 11/9$100
This Frontier deal was found by Cheapflights users on 11/9. 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.
Sun 11/236:13 amORD - DFW
1 stop8h 33mFrontier
Thu 11/279:25 pmDFW - ORD
Nonstop2h 27mFrontier
Deal found 11/9$101

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 November 10, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$94
(Kiwi.com)

One-way from

$51
(Trip.com)

Popular in

January

Cheapest in

October

Average price

$387

Good round-trip deal

$309 or less

Good one-way deal

$208 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. 6% potential increase in price ($27 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($9 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in November 2025
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 November 10, 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

Thu 11/20

5:30 am-8:15 am

Nonstop2h 45m

Dallas/Fort Worth

Thu 11/27

9:10 am-11:30 am

Nonstop2h 20m

$123

ChicagoOklahoma City

ORD - OKC

ORDOKC

Chicago O'Hare Intl

Thu 12/4

11:44 am-5:24 pm

1 stop5h 40m

Oklahoma City Will Rogers World

Fri 12/5

4:49 pm-10:24 pm

1 stop5h 35m

$124

ChicagoOklahoma City

MDW - OKC

MDWOKC

Chicago Midway

Thu 12/4

6:15 am-5:24 pm

1 stop11h 09m

Oklahoma City Will Rogers World

Fri 12/5

4:49 pm-10:12 pm

1 stop5h 23m

$124

ChicagoDallas

ORD - DFW

ORDDFW

Chicago O'Hare Intl

Sat 12/13

3:35 pm-6:21 pm

Nonstop2h 46m

Dallas/Fort Worth

Sat 1/17

7:00 am-9:29 am

Nonstop2h 29m

$137

ChicagoDallas

ORD - DFW

ORDDFW

Chicago O'Hare Intl

Mon 11/24

12:47 pm-3:32 pm

Nonstop2h 45m

Dallas/Fort Worth

Thu 11/27

7:00 am-9:26 am

Nonstop2h 26m

$140

ChicagoOklahoma City

ORD - OKC

ORDOKC

Chicago O'Hare Intl

Sun 12/7

6:11 am-3:19 pm

1 stop9h 08m

Oklahoma City Will Rogers World

Sun 12/14

4:29 pm-10:24 pm

1 stop5h 55m

$142

ChicagoOklahoma City

MDW - OKC

MDWOKC

Chicago Midway

Sun 12/7

6:15 am-3:19 pm

1 stop9h 04m

Oklahoma City Will Rogers World

Sun 12/14

4:29 pm-10:12 pm

1 stop5h 43m

$142

ChicagoOklahoma City

ORD - OKC

ORDOKC

Chicago O'Hare Intl

Thu 11/20

7:00 am-6:33 pm

1 stop11h 33m

Oklahoma City Will Rogers World

Sun 11/23

12:07 pm-12:08 am

1 stop12h 01m

$167

ChicagoOklahoma City

ORD - OKC

ORDOKC

Chicago O'Hare Intl

Mon 12/8

7:00 am-7:32 pm

1 stop12h 32m

Oklahoma City Will Rogers World

Mon 12/15

8:29 pm-1:58 pm

2 stops41h 29m

$177

ChicagoDallas

MDW - DFW

MDWDFW

Chicago Midway

Wed 2/4

9:34 am-2:50 pm

1 stop5h 16m

Dallas/Fort Worth

Sat 2/7

11:00 am-4:16 pm

1 stop5h 16m

$177

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/9

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 November 10, 2025.

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

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 December 16, 2024.

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

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 November 10, 2025.

The most flights from CHI to USOK are scheduled on a Monday (31 on average). You will have fewer flight options on Wednesday, which is when the least amount of flights are scheduled (16 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 November 10, 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
4,238 reviews

Comfort

8.0

Food

7.0

Entertainment

7.5

Overall

8.0

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
4,238 reviews
Southwest
8.0
Very good
4,238 reviews

Comfort

8.0

Food

7.0

Entertainment

7.5

Overall

8.0

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
9,011 reviews
Southwest
8.0
Very good
4,238 reviews

Comfort

8.0

Food

7.0

Entertainment

7.5

Overall

8.0

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
11,047 reviews
Southwest
8.0
Very good
4,238 reviews

Comfort

8.0

Food

7.0

Entertainment

7.5

Overall

8.0

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
3,111 reviews
Southwest
8.0
Very good
4,238 reviews

Comfort

8.0

Food

7.0

Entertainment

7.5

Overall

8.0

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 45m. Frontier provides one of the quickest options available for as low as $123. 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 cheapest airlines to fly from Chicago to Oklahoma one-way?

    One-way options have recently been found by users for as low as $51 on Frontier. Other airlines that offer cheap prices include Spirit Airlines from $55 and United Airlines from $59 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 Canada (80%), Air New Zealand (79%), Lufthansa (76%).

  • What are the cheapest flights from Chicago to Oklahoma?

    Looking at all options, your cheapest flight can be booked for $135. While the most popular route (Chicago O'Hare Intl - Dallas/Fort Worth) can be booked for $70 on average, our data indicates $272 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 November 10, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$131Average$352FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$163Average$453FlexibilityNo cancel feeOn-time69%
FrontierCheapest$206Average$274FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$257Average$360FlexibilityNo cancel feeOn-time71%

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