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Chesapeake

$145+ Cheap flights from Oklahoma City (OKC) to Chesapeake, VA

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 7/14. Fares are subject to change and may not be available on all flights or dates of travel.
OKC — RIC
Jun 18 — Jun 251
Thu 6/18
Thu 6/25
1 adult, Economy
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Cheap flight deals from Oklahoma City to Chesapeake

Cheapest flights from Oklahoma City to Chesapeake
Explore the most affordable flight options available from Oklahoma City to Chesapeake. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 19, 2026.

This Kiwi.com deal was found by Cheapflights users on 5/17. 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 7/157:16 pm
OKC
-
ORF
2 stops15h 05m
Multiple Airlines
Fri 7/249:35 pm
ORF
-
OKC
1 stop21h 17m
Multiple Airlines
Deal found 5/17$308
This Kiwi.com deal was found by Cheapflights users on 5/17. 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 6/107:18 pm
OKC
-
ORF
2 stops15h 08m
Frontier
Mon 8/312:21 pm
ORF
-
OKC
1 stop25h 30m
Frontier
Deal found 5/17$325
This Kiwi.com deal was found by Cheapflights users on 5/14. 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 6/231:51 pm
OKC
-
ORF
1 stop20h 35m
Frontier
Sat 6/2712:06 pm
ORF
-
OKC
1 stop25h 50m
Frontier
Deal found 5/14$329
This Kiwi.com deal was found by Cheapflights users on 5/16. 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 6/181:51 pm
OKC
-
ORF
1 stop20h 35m
Frontier
Mon 6/2212:21 pm
ORF
-
OKC
1 stop25h 35m
Frontier
Deal found 5/16$343
This United Airlines deal was found by Cheapflights users on 5/14. 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.
Wed 7/291:43 pm
OKC
-
ORF
1 stop7h 47m
United Airlines
Tue 8/46:15 am
ORF
-
OKC
1 stop6h 05m
United Airlines
Deal found 5/14$371
This Southwest deal was found by Cheapflights users on 5/15. 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.
Wed 7/12:55 pm
OKC
-
ORF
1 stop5h 55m
Southwest
Tue 7/74:30 pm
ORF
-
OKC
2 stops8h 25m
Southwest
Deal found 5/15$376
This Kiwi.com deal was found by Cheapflights users on 5/16. 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 6/181:51 pm
OKC
-
ORF
1 stop20h 35m
Frontier
Tue 6/2312:21 pm
ORF
-
OKC
2 stops31h 12m
Frontier
Deal found 5/16$383
This Southwest deal was found by Cheapflights users on 5/14. 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.
Wed 7/292:55 pm
OKC
-
ORF
1 stop5h 55m
Southwest
Tue 8/43:20 pm
ORF
-
OKC
2 stops8h 20m
Southwest
Deal found 5/14$385

Find flight deals from Oklahoma City to Chesapeake

Keep the following information in mind while searching for Oklahoma City to Chesapeake flight deals. Data was last updated May 19, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$308
(Kiwi.com)

One-way from

$145
(Trip.com)

Popular in

February

Cheapest in

September

Average price

$530
Provider with most accurate pricing for Oklahoma City Will Rogers World-Norfolk flight deals.
Search Deals
Provider most trusted by Cheapflights users for Oklahoma City Will Rogers World-Norfolk flights.
Search Deals
From Oklahoma City Will Rogers World to Chesapeake
Search Deals
One-way flight from Oklahoma City Will Rogers World to Chesapeake
Search Deals
Highest demand for flights based on searches. 17% potential increase in price ($100 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($17 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in May 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Oklahoma City to Chesapeake 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 19, 2026.
Use the filters below to find and compare flights from Oklahoma City to Chesapeake that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

Oklahoma CityNorfolk

OKC - ORF

OKCORF

Oklahoma City Will Rogers World

Mon 7/6

3:50 pm-10:00 pm

1 stop5h 10m

Norfolk

Fri 7/10

4:30 pm-11:10 pm

2 stops7h 40m

$432

Oklahoma CityNorfolk

OKC - ORF

OKCORF

Oklahoma City Will Rogers World

Thu 6/25

6:20 am-2:04 pm

1 stop6h 44m

Norfolk

Fri 6/26

6:20 am-12:11 pm

1 stop6h 51m

$443

Oklahoma CityNorfolk

OKC - ORF

OKCORF

Oklahoma City Will Rogers World

Tue 6/9

2:33 pm-10:30 pm

1 stop6h 57m

Norfolk

Wed 6/10

6:15 am-11:20 am

1 stop6h 05m

$461

Oklahoma CityNorfolk

OKC - ORF

OKCORF

Oklahoma City Will Rogers World

Sat 6/13

5:40 am-2:30 pm

1 stop7h 50m

Norfolk

Sat 6/20

6:00 am-3:25 pm

1 stop10h 25m

$480

Oklahoma CityNorfolk

OKC - ORF

OKCORF

Oklahoma City Will Rogers World

Fri 6/5

5:36 pm-12:57 am

1 stop6h 21m

Norfolk

Wed 6/10

6:05 am-3:17 pm

2 stops10h 12m

$566
Cheapest one-way

Oklahoma CityNorfolk

OKC - ORF

OKCORF

Oklahoma City Will Rogers World

Tue 7/14

1:48 pm-11:21 am

1 stop20h 33m

$145

Oklahoma CityNorfolk

OKC - ORF

OKCORF

Oklahoma City Will Rogers World

Wed 7/8

1:08 pm-9:43 pm

1 stop7h 35m

$195
Quickest one-way

Oklahoma CityNorfolk

OKC - ORF

OKCORF

Oklahoma City Will Rogers World

Thu 10/15

5:05 am-11:05 am

1 stop5h 00m

$203

Oklahoma CityNorfolk

OKC - ORF

OKCORF

Oklahoma City Will Rogers World

Fri 7/3

7:29 pm-11:21 am

2 stops14h 52m

$207

Oklahoma CityNorfolk

OKC - ORF

OKCORF

Oklahoma City Will Rogers World

Fri 7/3

1:43 pm-10:30 pm

1 stop7h 47m

$214

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/15

Showing 1-10 of 15 resultsSorted by cheapest first
1
2

Best time to book a flight from Oklahoma City to Chesapeake

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

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

Reviews of airlines servicing Chesapeake

Get insights into the airlines that provide service to Chesapeake. 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 Chesapeake. Reviews last updated May 19, 2026.
Read through reviews of airlines operating flights from Oklahoma City to Chesapeake, such as Southwest,Delta, andAmerican Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
7.9
Good
4,284 reviews

Comfort

8.0

Crew

8.6

Food

7.0

Overall

7.9

Boarding

8.1

Entertainment

7.5

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
4,284 reviews
Southwest
7.9
Good
4,284 reviews

Comfort

8.0

Crew

8.6

Food

7.0

Overall

7.9

Boarding

8.1

Entertainment

7.5

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.
Delta
7.9
Good
8,452 reviews
Southwest
7.9
Good
4,284 reviews

Comfort

8.0

Crew

8.6

Food

7.0

Overall

7.9

Boarding

8.1

Entertainment

7.5

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
11,645 reviews
Southwest
7.9
Good
4,284 reviews

Comfort

8.0

Crew

8.6

Food

7.0

Overall

7.9

Boarding

8.1

Entertainment

7.5

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 Oklahoma City to Chesapeake. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Oklahoma City to Chesapeake?

    For a flight from Oklahoma City to Chesapeake, you will be flying from Will Rogers World. Oklahoma City Will Rogers World (OKC) is just 7.0 mi from the center of the city. Will Rogers World is the only Oklahoma City airport and it handles 0 outbound flights to Chesapeake per day. 3 airlines have flights to Chesapeake from Oklahoma City Will Rogers World on a regular basis.

  • How long is the flight from Oklahoma City to Chesapeake?

    For as low as $432, Southwest can have you in Chesapeake from Oklahoma City in 5h 10m. The distance between Oklahoma City and Chesapeake is about 1195 mi. Both multi-stop and nonstop flights can be found to your destination and back.

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

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

  • How can I find direct flights from Oklahoma City to Chesapeake?

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

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

    Yes. Cheapflights offers flight deals from Oklahoma City to Chesapeake by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

See more FAQs

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Top 3 airlines flying from Oklahoma City to Chesapeake

Discover the top 3 airlines that operate flights from Oklahoma City to Chesapeake. 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 19, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$142Average$395FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$296Average$432FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$386Average$446FlexibilityNo cancel feeOn-time63%

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