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$144+ Cheap flights from Chesapeake, VA to Costa Rica

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 8/14. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — SJO
Aug 5 — Aug 121
Tue 8/5
Tue 8/12
1 adult, Economy
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Cheap flight deals from Chesapeake to Costa Rica

Keep the following information in mind while searching for Chesapeake to Costa Rica flight deals. Data was last updated July 31, 2025.

Round-trip from

$283
(FlightHub)

One-way from

$144
(Kiwi.com)

Popular in

December

Cheapest in

September

Average price

$579
From Chesapeake to Costa Rica
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One-way flight from Chesapeake to Costa Rica
Search Deals
Highest demand for flights based on searches. 10% potential increase in price ($68 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($25 potential savings vs. average RT price).
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Average for round-trip flights in July 2025
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Find flight deals from Chesapeake to Costa Rica

Cheapest flights from Chesapeake to Costa Rica
Explore the most affordable flight options available from Chesapeake to Costa Rica. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 31, 2025.

This FlightHub deal was found by Cheapflights users on 7/30. 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.
Mon 8/185:30 amORF - SJO
1 stop7h 42mSpirit Airlines
Tue 8/2612:18 pmSJO - ORF
1 stop8h 16mSpirit Airlines
Deal found 7/30$283
This Mytrip deal was found by Cheapflights users on 7/31. 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.
Fri 9/195:20 amORF - SJO
1 stop7h 54mMultiple Airlines
Mon 9/227:30 amSJO - ORF
1 stop7h 13mMultiple Airlines
Deal found 7/31$316
This American Airlines deal was found by Cheapflights users on 7/30. 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.
Thu 9/256:15 amORF - LIR
1 stop7h 34mAmerican Airlines
Tue 9/3012:49 pmLIR - ORF
1 stop9h 10mAmerican Airlines
Deal found 7/30$369
This Delta deal was found by Cheapflights users on 7/31. 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 10/215:24 amORF - SJO
1 stop8h 32mDelta
Tue 10/281:21 pmSJO - ORF
1 stop8h 59mDelta
Deal found 7/31$460
This United Airlines deal was found by Cheapflights users on 7/31. 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 9/246:00 amORF - LIR
3 stops32h 10mUnited Airlines
Wed 10/11:20 pmLIR - ORF
2 stops19h 22mUnited Airlines
Deal found 7/31$463
This Mytrip deal was found by Cheapflights users on 7/30. 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 8/275:20 pmORF - LIR
3 stops24h 10mMultiple Airlines
Wed 9/36:40 amLIR - ORF
2 stops13h 09mMultiple Airlines
Deal found 7/30$677

Cheapflights Fare Finder

 
Customize your flight search to find flights from Chesapeake to Costa Rica 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 July 31, 2025.
Use the filters below to find and compare flights from Chesapeake to Costa Rica that are best for you.

Fly from

Chesapeake

Fly to

Costa Rica

Route

Depart

Return

Price

NorfolkSan José

ORF - SJO

ORFSJO

Norfolk

Mon 8/18

5:30 am-11:12 am

1 stop7h 42m

San José Juan Santamaria Intl

Tue 8/26

12:18 pm-10:34 pm

1 stop8h 16m

$283

NorfolkSan José

ORF - SJO

ORFSJO

Norfolk

Fri 9/19

5:20 am-11:14 am

1 stop7h 54m

San José Juan Santamaria Intl

Mon 9/22

7:30 am-4:43 pm

1 stop7h 13m

$316

NorfolkLiberia

ORF - LIR

ORFLIR

Norfolk

Thu 9/25

6:15 am-11:49 am

1 stop7h 34m

Liberia

Tue 9/30

12:49 pm-11:59 pm

1 stop9h 10m

$369

NorfolkSan José

ORF - SJO

ORFSJO

Norfolk

Tue 10/21

5:24 am-11:56 am

1 stop8h 32m

San José Juan Santamaria Intl

Thu 10/30

1:21 pm-12:20 am

1 stop8h 59m

$460

NorfolkSan José

ORF - SJO

ORFSJO

Norfolk

Sun 1/11

8:00 pm-4:48 pm

2 stops21h 48m

San José Juan Santamaria Intl

Sun 1/18

5:51 pm-9:35 am

2 stops14h 44m

$462

NorfolkLiberia

ORF - LIR

ORFLIR

Norfolk

Wed 9/24

6:00 am-12:10 pm

3 stops32h 10m

Liberia

Wed 10/1

1:20 pm-10:42 am

2 stops19h 22m

$463

NorfolkLiberia

ORF - LIR

ORFLIR

Norfolk

Wed 8/27

5:20 pm-3:30 pm

3 stops24h 10m

Liberia

Wed 9/3

6:40 am-9:49 pm

2 stops13h 09m

$677

NorfolkSan José

ORF - SJO

ORFSJO

Norfolk

Thu 8/14

7:39 pm-10:32 am

1 stop16h 53m

$144

NorfolkSan José

ORF - SJO

ORFSJO

Norfolk

Sat 8/16

5:20 pm-10:32 am

1 stop19h 12m

$145

NorfolkSan José

ORF - SJO

ORFSJO

Norfolk

Wed 10/1

5:30 am-12:08 pm

1 stop8h 38m

$150

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/31

Showing 1-10 of 16 results
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Best time to book a flight from Chesapeake to Costa Rica

Have a flexible travel schedule? Discover the best time to fly to Costa Rica from Chesapeake 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 Chesapeake to Costa Rica

What is the cheapest month to book a flight from Chesapeake to Costa Rica?

Currently, September is the cheapest month in which you can book a flight from Chesapeake to Costa Rica (average of $398). Flying from Chesapeake to Costa Rica in March is currently the most expensive (average of $555). 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 C6E to CR?

Find hourly flight availability from Chesapeake to Costa Rica. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated July 31, 2025.

When flying from Chesapeake to Costa Rica, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Reviews of airlines servicing Costa Rica

Get insights into the airlines that provide service to Costa Rica. 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 Costa Rica. Reviews last updated July 31, 2025.
Read through reviews of airlines operating flights from Chesapeake to Costa Rica, such as Delta, Copa Airlines, and United Airlines. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,981 reviews

Food

7.3

Entertainment

7.9

Boarding

8.2

Overall

8.0

Crew

8.5

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Delta
8.0
Very good
7,981 reviews
Delta
8.0
Very good
7,981 reviews

Food

7.3

Entertainment

7.9

Boarding

8.2

Overall

8.0

Crew

8.5

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Copa Airlines
7.5
Good
1,493 reviews
Delta
8.0
Very good
7,981 reviews

Food

7.3

Entertainment

7.9

Boarding

8.2

Overall

8.0

Crew

8.5

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
United Airlines
7.4
Good
8,900 reviews
Delta
8.0
Very good
7,981 reviews

Food

7.3

Entertainment

7.9

Boarding

8.2

Overall

8.0

Crew

8.5

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,981 reviews

Food

7.3

Entertainment

7.9

Boarding

8.2

Overall

8.0

Crew

8.5

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Avianca
6.7
Okay
2,388 reviews
Delta
8.0
Very good
7,981 reviews

Food

7.3

Entertainment

7.9

Boarding

8.2

Overall

8.0

Crew

8.5

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

Related info for your journey

Find useful and relevant information for your journey from Chesapeake to Costa Rica. 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 Chesapeake to Costa Rica one-way?

    To fly one-way, consider booking your trip with Spirit Airlines, which is currently one of the cheapest options available, starting at $145. Delta flights start at $150 while deals on American Airlines start at $159 one-way.

  • Can I find deals for flights from Chesapeake to Costa Rica that include hotel bookings?

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

  • How can I find direct flights from Chesapeake to Costa Rica?

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

  • Can I find deals for business class flights from Chesapeake to Costa Rica?

    Yes. Cheapflights offers flight deals from Chesapeake to Costa Rica 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 Chesapeake to Costa Rica?

    Currently, September is the cheapest month in which you can book a flight from Chesapeake to Costa Rica (average of $398). Flying from Chesapeake to Costa Rica in March is currently the most expensive (average of $555). 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

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Chesapeake to Costa Rica

See prices for flight routes from nearby airports that may be better suited for you.
Dulles Intl to San Salvador flights
Dulles Intl to San José flights
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Dulles Intl to Coxen Hole flights
Richmond to Panama City flights
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Greensboro to Panama City flights
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Norfolk to Philip S.W.Goldson flights
Norfolk to Panama City flights
Greensboro to San Salvador flights
Norfolk to Liberia flights
Norfolk to Managua flights
Norfolk to San Salvador flights
Raleigh to Managua flights
Greensboro to Guatemala City flights
Roanoke to San José flights
Raleigh to Coxen Hole flights
Richmond to Managua flights
Richmond to San Salvador flights
Norfolk to Guatemala City flights
Dulles Intl to David flights
Greensboro to Philip S.W.Goldson flights
Charlottesville to San José flights

Top 6 airlines flying from Chesapeake to Costa Rica

Discover the top 6 airlines that operate flights from Chesapeake to Costa Rica. 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 July 31, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$259Average$389FlexibilityNo cancel feeOn-time65%
DeltaCheapest$333Average$612FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$336Average$466FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$359Average$619FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$389Average$655FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$480Average$732FlexibilityNo cancel feeOn-time63%

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