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$44+ 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 4/5. Fares are subject to change and may not be available on all flights or dates of travel.
OKC — CHI
Dec 27 — Jan 31
Fri 12/27
Fri 1/3
1 adult, Economy
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Cheap flight deals from Oklahoma to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Oklahoma (USOK) to Chicago (CHI). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated December 22, 2024.

Round-trip from

$103
(Frontier)

One-way from

$49
(Cheapflightsfares)
From Oklahoma to Chicago (CHI)
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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 December 22, 2024.

This FlightHub deal was found by Cheapflights users on 12/21. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/266:10 amDFW - ORD
Nonstop2h 27mSpirit Airlines
Tue 12/319:35 pmORD - DFW
Nonstop2h 40mSpirit Airlines
Deal found 12/21$201
This Cheapflightsfares deal was found by Cheapflights users on 12/21. 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 12/319:03 pmDFW - MDW
Nonstop2h 17mFrontier
Sun 1/58:00 amMDW - DFW
Nonstop2h 50mFrontier
Deal found 12/21$207
This Kiwi.com deal was found by Cheapflights users on 12/21. 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.
Mon 12/306:10 amDFW - ORD
Nonstop2h 27mMultiple Airlines
Sat 1/46:10 amORD - DFW
1 stop5h 12mMultiple Airlines
Deal found 12/21$210
This Kiwi.com deal was found by Cheapflights users on 12/20. 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 12/317:12 pmDFW - ORD
1 stop4h 47mFrontier
Thu 1/24:01 pmORD - DFW
Nonstop2h 42mFrontier
Deal found 12/20$225
This Mytrip deal was found by Cheapflights users on 12/20. 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.
Tue 12/318:22 pmOKC - ORD
1 stop27h 24mFrontier
Thu 1/21:07 pmORD - OKC
1 stop6h 32mFrontier
Deal found 12/20$256
This Delta deal was found by Cheapflights users on 12/20. 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 12/315:50 pmOKC - ORD
1 stop6h 06mDelta
Wed 1/85:55 pmORD - OKC
1 stop6h 00mDelta
Deal found 12/20$317
This Gotogate deal was found by Cheapflights users on 12/21. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/3011:29 amOKC - MDW
1 stop18h 04mFrontier
Fri 1/38:27 pmMDW - OKC
1 stop23h 05mFrontier
Deal found 12/21$355
This Delta deal was found by Cheapflights users on 12/21. 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 12/316:10 amDFW - MDW
1 stop4h 58mDelta
Wed 1/19:30 amMDW - DFW
1 stop5h 14mDelta
Deal found 12/21$356
This United Airlines deal was found by Cheapflights users on 12/20. 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.
Tue 12/3112:37 pmOKC - ORD
Nonstop2h 18mUnited Airlines
Wed 1/87:35 pmORD - OKC
Nonstop2h 39mUnited Airlines
Deal found 12/20$368
This Southwest deal was found by Cheapflights users on 12/22. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/313:20 pmOKC - MDW
Nonstop1h 55mSouthwest
Wed 1/19:45 amMDW - OKC
Nonstop2h 10mSouthwest
Deal found 12/22$372
This American Airlines deal was found by Cheapflights users on 12/21. 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.
Sat 12/285:29 amXNA - ORD
Nonstop2h 01mAmerican Airlines
Sat 1/410:00 amORD - XNA
Nonstop2h 10mAmerican Airlines
Deal found 12/21$494
This United Airlines deal was found by Cheapflights users on 12/21. 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.
Sun 12/222:10 pmXNA - ORD
Nonstop1h 59mUnited Airlines
Fri 1/178:05 pmORD - XNA
Nonstop2h 12mUnited Airlines
Deal found 12/21$499

Find flights from Oklahoma to Chicago within your budget

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 December 22, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

DallasChicago

DFW - ORD

DFWORD

Dallas/Fort Worth

Sat 2/22

2:41 pm-5:15 pm

Nonstop2h 34m

Chicago O'Hare Intl

Sun 2/23

5:05 am-12:25 pm

1 stop7h 20m

$103

DallasChicago

DFW - ORD

DFWORD

Dallas/Fort Worth

Thu 1/30

9:56 am-12:30 pm

Nonstop2h 34m

Chicago O'Hare Intl

Mon 2/3

1:35 pm-4:19 pm

Nonstop2h 44m

$105

DallasChicago

DFW - MDW

DFWMDW

Dallas/Fort Worth

Sat 2/22

9:07 am-11:28 am

Nonstop2h 21m

Chicago Midway

Thu 2/27

5:10 am-7:55 am

Nonstop2h 45m

$105

Oklahoma CityChicago

OKC - MDW

OKCMDW

Oklahoma City Will Rogers World

Mon 3/3

6:11 pm-5:31 am

1 stop11h 20m

Chicago Midway

Tue 3/4

7:05 am-7:29 pm

1 stop12h 24m

$131

Oklahoma CityChicago

OKC - ORD

OKCORD

Oklahoma City Will Rogers World

Mon 3/3

6:11 pm-5:00 am

1 stop10h 49m

Chicago O'Hare Intl

Tue 3/4

6:50 am-7:29 pm

1 stop12h 39m

$131

DallasChicago

DFW - ORD

DFWORD

Dallas/Fort Worth

Tue 1/7

6:10 am-8:37 am

Nonstop2h 27m

Chicago O'Hare Intl

Fri 1/10

6:10 am-11:22 am

1 stop5h 12m

$132

DallasChicago

DFW - ORD

DFWORD

Dallas/Fort Worth

Sat 2/1

5:43 pm-8:12 pm

Nonstop2h 29m

Chicago O'Hare Intl

Sat 3/1

7:59 pm-10:52 pm

Nonstop2h 53m

$168

DallasChicago

DFW - ORD

DFWORD

Dallas/Fort Worth

Mon 2/17

10:25 am-2:15 pm

1 stop3h 50m

Chicago O'Hare Intl

Thu 2/20

11:45 am-3:40 pm

1 stop3h 55m

$171

DallasChicago

DFW - ORD

DFWORD

Dallas/Fort Worth

Sat 1/25

8:42 am-11:12 am

Nonstop2h 30m

Chicago O'Hare Intl

Tue 1/28

8:35 pm-11:17 pm

Nonstop2h 42m

$178

DallasChicago

DFW - MDW

DFWMDW

Dallas/Fort Worth

Wed 2/19

5:33 am-1:05 pm

1 stop7h 32m

Chicago Midway

Wed 2/26

2:08 pm-10:26 pm

1 stop8h 18m

$196

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/22

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.

Travel insights for flights from Oklahoma to Chicago

Get recent, data-driven insights about flights from Oklahoma to Chicago including ideal travel times, pricing trends, and more.

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 $317). 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 December 22, 2024.

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 December 22, 2024.

The most flights from USOK to CHI are scheduled on a Monday (22 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (9 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 December 22, 2024.
Read through reviews of airlines operating flights from Oklahoma to Chicago, such as Spirit Airlines, Frontier and United Airlines. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
4,804 reviews

Entertainment

7.7

Comfort

8.1

Overall

8.1

Boarding

8.2

Food

7.2

Crew

8.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Southwest
8.1
Very good
4,804 reviews
Southwest
8.1
Very good
4,804 reviews

Entertainment

7.7

Comfort

8.1

Overall

8.1

Boarding

8.2

Food

7.2

Crew

8.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Alaska Airlines
8.0
Very good
9,537 reviews
Southwest
8.1
Very good
4,804 reviews

Entertainment

7.7

Comfort

8.1

Overall

8.1

Boarding

8.2

Food

7.2

Crew

8.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Delta
8.0
Very good
8,594 reviews
Southwest
8.1
Very good
4,804 reviews

Entertainment

7.7

Comfort

8.1

Overall

8.1

Boarding

8.2

Food

7.2

Crew

8.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

United Airlines
7.4
Good
9,028 reviews
Southwest
8.1
Very good
4,804 reviews

Entertainment

7.7

Comfort

8.1

Overall

8.1

Boarding

8.2

Food

7.2

Crew

8.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

American Airlines
7.2
Good
10,000 reviews
Southwest
8.1
Very good
4,804 reviews

Entertainment

7.7

Comfort

8.1

Overall

8.1

Boarding

8.2

Food

7.2

Crew

8.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

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 $49 on Frontier. Other airlines that offer cheap prices include Spirit Airlines from $58 and United Airlines from $79 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: Republic Airways (96%), Air Canada (92%), Emirates (92%).

  • What are the cheapest flights from Oklahoma to Chicago?

    Looking for the cheapest flight from Oklahoma to Chicago? While on average our users pay $1,423, our data indicates the cheapest price to be $177. The most popular route (Dallas/Fort Worth - Chicago O'Hare Intl), is priced around $88.

  • 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 $317). 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 Oklahoma to Chicago

See prices for flight routes from nearby airports that may be better suited for you.
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Top 5 airlines flying from Oklahoma to Chicago

Discover the top 5 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 December 22, 2024.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$118Average$175FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$174Average$407FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$184Average$353FlexibilityNo cancel feeOn-time71%
DeltaCheapest$206Average$655FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$256Average$373FlexibilityNo cancel feeOn-time63%
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