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$161+ 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 9/16. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — SJO
Jun 19 — Jun 261
Thu 6/19
Thu 6/26
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 June 14, 2025.

Round-trip from

$311
(Trip.com)

One-way from

$161
(Avianca)

Popular in

December

Cheapest in

September

Average price

$673
From Chesapeake to Costa Rica
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One-way flight from Chesapeake to Costa Rica
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Highest demand for flights based on searches. 5% potential increase in price ($34 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($14 potential savings vs. average RT price).
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Average for round-trip flights in June 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 June 14, 2025.

This Trip.com deal was found by Cheapflights users on 6/13. 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.
Mon 7/285:50 amORF - SJO
1 stop11h 23mMultiple Airlines
Mon 8/47:30 amSJO - ORF
1 stop13h 05mMultiple Airlines
Deal found 6/13$311
This Flighttix deal was found by Cheapflights users on 6/13. 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 Flighttix is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/55:50 amORF - SJO
1 stop6h 39mSpirit Airlines
Tue 8/1912:18 pmSJO - ORF
1 stop8h 31mSpirit Airlines
Deal found 6/13$351
This Delta deal was found by Cheapflights users on 6/13. 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.
Sun 8/36:27 amORF - LIR
1 stop7h 33mDelta
Thu 8/211:25 pmLIR - ORF
1 stop7h 32mDelta
Deal found 6/13$393
This American Airlines deal was found by Cheapflights users on 6/13. 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.
Tue 7/17:55 pmORF - LIR
2 stops19h 20mAmerican Airlines
Thu 7/3112:45 pmLIR - ORF
2 stops19h 15mAmerican Airlines
Deal found 6/13$405
This American Airlines deal was found by Cheapflights users on 6/13. 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.
Wed 10/16:10 amORF - SJO
1 stop7h 02mAmerican Airlines
Tue 10/71:53 pmSJO - ORF
1 stop18h 57mAmerican Airlines
Deal found 6/13$460
This United Airlines deal was found by Cheapflights users on 6/13. 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 8/66:20 amORF - LIR
2 stops29h 40mUnited Airlines
Tue 8/191:20 pmLIR - ORF
2 stops23h 20mUnited Airlines
Deal found 6/13$484
This Avianca deal was found by Cheapflights users on 6/13. 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 Avianca is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/36:10 amORF - SJO
3 stops31h 05mAvianca
Tue 8/194:20 pmSJO - ORF
2 stops15h 12mAvianca
Deal found 6/13$541
This United Airlines deal was found by Cheapflights users on 6/13. 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.
Thu 8/75:05 pmORF - SJO
2 stops19h 06mUnited Airlines
Mon 8/181:30 pmSJO - ORF
2 stops18h 02mUnited Airlines
Deal found 6/13$543
This Copa Airlines deal was found by Cheapflights users on 6/13. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/2010:35 amORF - SJO
2 stops12h 15mCopa Airlines
Thu 12/45:50 pmSJO - ORF
2 stops14h 52mCopa Airlines
Deal found 6/13$642
This Delta deal was found by Cheapflights users on 6/13. 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.
Mon 7/75:20 amORF - SJO
1 stop8h 36mDelta
Mon 7/141:21 pmSJO - ORF
1 stop9h 18mDelta
Deal found 6/13$3,523

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 June 14, 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 7/28

5:50 am-3:13 pm

1 stop11h 23m

San José Juan Santamaria Intl

Mon 8/4

7:30 am-10:35 pm

1 stop13h 05m

$311

NorfolkSan José

ORF - SJO

ORFSJO

Norfolk

Tue 8/5

5:50 am-10:29 am

1 stop6h 39m

San José Juan Santamaria Intl

Tue 8/19

12:18 pm-10:49 pm

1 stop8h 31m

$351

NorfolkLiberia

ORF - LIR

ORFLIR

Norfolk

Sun 8/3

6:27 am-12:00 pm

1 stop7h 33m

Liberia

Thu 8/21

1:25 pm-10:57 pm

1 stop7h 32m

$393

NorfolkLiberia

ORF - LIR

ORFLIR

Norfolk

Tue 7/1

7:55 pm-1:15 pm

2 stops19h 20m

Liberia

Thu 7/31

12:45 pm-10:00 am

2 stops19h 15m

$405

NorfolkSan José

ORF - SJO

ORFSJO

Norfolk

Wed 10/1

6:10 am-11:12 am

1 stop7h 02m

San José Juan Santamaria Intl

Tue 10/7

1:53 pm-10:50 am

1 stop18h 57m

$460

NorfolkLiberia

ORF - LIR

ORFLIR

Norfolk

Wed 8/6

6:20 am-10:00 am

2 stops29h 40m

Liberia

Tue 8/19

1:20 pm-2:40 pm

2 stops23h 20m

$484

NorfolkSan José

ORF - SJO

ORFSJO

Norfolk

Sun 8/3

6:10 am-11:15 am

3 stops31h 05m

San José Juan Santamaria Intl

Tue 8/19

4:20 pm-9:32 am

2 stops15h 12m

$541

NorfolkSan José

ORF - SJO

ORFSJO

Norfolk

Thu 8/7

5:05 pm-10:11 am

2 stops19h 06m

San José Juan Santamaria Intl

Mon 8/18

1:30 pm-9:32 am

2 stops18h 02m

$543

NorfolkSan José

ORF - SJO

ORFSJO

Norfolk

Thu 11/20

10:35 am-9:50 pm

2 stops12h 15m

San José Juan Santamaria Intl

Thu 12/4

5:50 pm-9:42 am

2 stops14h 52m

$642

NorfolkSan José

ORF - SJO

ORFSJO

Norfolk

Mon 7/7

5:20 am-11:56 am

1 stop8h 36m

San José Juan Santamaria Intl

Mon 7/14

1:21 pm-12:39 am

1 stop9h 18m

$3,523

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/12

Showing 1-10 of 14 results
1
2

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 June 14, 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.

Rainfall in Costa Rica by month

Plan your trip to Costa Rica by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Costa Rica ranges from 0.0 - 11.8 inches per month. September is typically the wettest month, when rainfall can reach 11.8 in. February is typically the driest time to visit Costa Rica when rainfall is around 0.0 in.

Temperature in Costa Rica by month

Plan your trip to Costa Rica by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Costa Rica, use this chart to help with planning. For those seeking warmer temperatures, April is the ideal time of year to visit, when temperatures reach an average of 69.8 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 64.4 F).

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 June 14, 2025.
Read reviews from past customers who have flown Delta, Copa Airlines and United Airlines from Chesapeake to Costa Rica. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,958 reviews

Boarding

8.2

Entertainment

7.9

Food

7.3

Crew

8.5

Comfort

7.9

Overall

8.0

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
7,958 reviews
Delta
8.0
Very good
7,958 reviews

Boarding

8.2

Entertainment

7.9

Food

7.3

Crew

8.5

Comfort

7.9

Overall

8.0

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
1,451 reviews
Delta
8.0
Very good
7,958 reviews

Boarding

8.2

Entertainment

7.9

Food

7.3

Crew

8.5

Comfort

7.9

Overall

8.0

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
8,793 reviews
Delta
8.0
Very good
7,958 reviews

Boarding

8.2

Entertainment

7.9

Food

7.3

Crew

8.5

Comfort

7.9

Overall

8.0

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
7,958 reviews

Boarding

8.2

Entertainment

7.9

Food

7.3

Crew

8.5

Comfort

7.9

Overall

8.0

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
2,345 reviews
Delta
8.0
Very good
7,958 reviews

Boarding

8.2

Entertainment

7.9

Food

7.3

Crew

8.5

Comfort

7.9

Overall

8.0

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 $186. Delta flights start at $214 while deals on United Airlines start at $259 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.
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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 June 14, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$247Average$376FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$322Average$487FlexibilityNo cancel feeOn-time62%
DeltaCheapest$333Average$611FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$350Average$628FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$389Average$618FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$480Average$732FlexibilityNo cancel feeOn-time63%

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