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$291+ 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 4/19. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — SJO
Apr 8 — Apr 151
Tue 4/8
Tue 4/15
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 April 3, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$339
(Mytrip)

One-way from

$291
(United Airlines)

Popular in

December

Cheapest in

September

Average price

$661
Provider with most accurate pricing for Norfolk-San José Juan Santamaria Intl flight deals.
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Provider most trusted by Cheapflights users for Norfolk-San José Juan Santamaria Intl flights.
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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. 13% potential increase in price ($91 potential increase over avg. RT price).
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Cheapest flight prices on average. 6% potential price decrease ($35 potential savings vs. average RT price).
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Average for round-trip flights in April 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 April 3, 2025.

This Mytrip deal was found by Cheapflights users on 4/2. 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 4/216:13 pmORF - SJO
1 stop19h 05mSpirit Airlines
Sat 4/2612:55 amSJO - ORF
1 stop21h 24mSpirit Airlines
Deal found 4/2$339
This American Airlines deal was found by Cheapflights users on 4/2. 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 10/237:10 pmORF - SJO
2 stops18h 00mAmerican Airlines
Sun 10/262:25 pmSJO - ORF
2 stops17h 58mAmerican Airlines
Deal found 4/2$481
This American Airlines deal was found by Cheapflights users on 4/2. 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.
Sun 5/117:00 amORF - LIR
1 stop6h 20mAmerican Airlines
Fri 5/1612:20 pmLIR - ORF
1 stop9h 35mAmerican Airlines
Deal found 4/2$487
This Copa Airlines deal was found by Cheapflights users on 4/2. 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.
Fri 4/46:10 amORF - SJO
2 stops12h 13mCopa Airlines
Tue 4/85:52 pmSJO - ORF
2 stops13h 29mCopa Airlines
Deal found 4/2$521
This United deal was found by Cheapflights users on 4/2. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/85:15 pmORF - SJO
2 stops18h 56mUnited Airlines
Mon 8/185:30 amSJO - ORF
2 stops31h 10mUnited Airlines
Deal found 4/2$527
This Delta deal was found by Cheapflights users on 4/2. 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.
Fri 4/46:55 amORF - LIR
1 stop8h 25mDelta
Wed 4/92:45 pmLIR - ORF
1 stop7h 18mDelta
Deal found 4/2$535
This United deal was found by Cheapflights users on 4/2. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/15:35 pmORF - LIR
2 stops18h 25mUnited Airlines
Thu 7/313:25 pmLIR - ORF
3 stops30h 11mUnited Airlines
Deal found 4/2$599
This Mytrip deal was found by Cheapflights users on 4/2. 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.
Sun 6/229:05 amORF - SJO
2 stops27h 22mMultiple Airlines
Mon 6/307:45 pmSJO - ORF
2 stops20h 11mMultiple Airlines
Deal found 4/2$601
This Air Canada deal was found by Cheapflights users on 4/2. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/106:17 amORF - LIR
2 stops33h 33mAir Canada
Thu 4/172:30 pmLIR - ORF
2 stops31h 00mAir Canada
Deal found 4/2$863
This Avianca deal was found by Cheapflights users on 4/2. 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.
Wed 5/218:00 pmORF - SJO
2 stops17h 15mAvianca
Sun 5/251:40 amSJO - ORF
2 stops15h 28mAvianca
Deal found 4/2$2,054
This WestJet deal was found by Cheapflights users on 4/2. 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 WestJet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/118:00 amORF - LIR
2 stops24h 07mWestJet
Sat 4/1912:55 pmLIR - ORF
2 stops32h 10mWestJet
Deal found 4/2$2,247

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 April 3, 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 4/21

6:13 pm-11:18 am

1 stop19h 05m

San José Juan Santamaria Intl

Sat 4/26

12:55 am-12:19 am

1 stop21h 24m

$339

NorfolkLiberia

ORF - LIR

ORFLIR

Norfolk

Sun 5/11

7:00 am-11:20 am

1 stop6h 20m

Liberia

Fri 5/16

12:20 pm-11:55 pm

1 stop9h 35m

$487

NorfolkSan José

ORF - SJO

ORFSJO

Norfolk

Wed 5/21

6:00 am-12:50 pm

1 stop8h 50m

San José Juan Santamaria Intl

Mon 5/26

6:03 am-11:28 pm

1 stop15h 25m

$488

NorfolkSan José

ORF - SJO

ORFSJO

Norfolk

Fri 8/8

5:15 pm-10:11 am

2 stops18h 56m

San José Juan Santamaria Intl

Mon 8/18

5:30 am-2:40 pm

2 stops31h 10m

$527

NorfolkLiberia

ORF - LIR

ORFLIR

Norfolk

Tue 7/1

5:35 pm-10:00 am

2 stops18h 25m

Liberia

Thu 7/31

3:25 pm-11:36 pm

3 stops30h 11m

$599

NorfolkSan José

ORF - SJO

ORFSJO

Norfolk

Sun 6/22

9:05 am-10:27 am

2 stops27h 22m

San José Juan Santamaria Intl

Mon 6/30

7:45 pm-5:56 pm

2 stops20h 11m

$601

NorfolkLiberia

ORF - LIR

ORFLIR

Norfolk

Tue 6/17

5:21 am-12:00 pm

1 stop8h 39m

Liberia

Sun 6/22

1:25 pm-12:12 am

1 stop8h 47m

$870

NorfolkSan José

ORF - SJO

ORFSJO

Norfolk

Wed 5/21

8:00 pm-11:15 am

2 stops17h 15m

San José Juan Santamaria Intl

Sun 5/25

1:40 am-7:08 pm

2 stops15h 28m

$2,054

NorfolkLiberia

ORF - LIR

ORFLIR

Norfolk

Sat 4/19

6:00 am-12:30 pm

1 stop8h 30m

$291

NorfolkLiberia

ORF - LIR

ORFLIR

Norfolk

Thu 4/10

6:55 am-1:20 pm

1 stop8h 25m

$314

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/1

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 April 3, 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 April 3, 2025.
Read reviews from past customers who have flown Delta, United Airlines and American 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
7,897 reviews

Entertainment

7.9

Crew

8.5

Overall

8.0

Food

7.3

Boarding

8.2

Comfort

8.0

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
Delta
8.0
Very good
7,897 reviews
Delta
8.0
Very good
7,897 reviews

Entertainment

7.9

Crew

8.5

Overall

8.0

Food

7.3

Boarding

8.2

Comfort

8.0

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
United Airlines
7.4
Good
8,619 reviews
Delta
8.0
Very good
7,897 reviews

Entertainment

7.9

Crew

8.5

Overall

8.0

Food

7.3

Boarding

8.2

Comfort

8.0

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,897 reviews

Entertainment

7.9

Crew

8.5

Overall

8.0

Food

7.3

Boarding

8.2

Comfort

8.0

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
Avianca
6.7
Okay
2,304 reviews
Delta
8.0
Very good
7,897 reviews

Entertainment

7.9

Crew

8.5

Overall

8.0

Food

7.3

Boarding

8.2

Comfort

8.0

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
Spirit Airlines
6.3
Okay
7,889 reviews
Delta
8.0
Very good
7,897 reviews

Entertainment

7.9

Crew

8.5

Overall

8.0

Food

7.3

Boarding

8.2

Comfort

8.0

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

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.

  • 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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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 April 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$247Average$363FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$336Average$515FlexibilityNo cancel feeOn-time62%
DeltaCheapest$346Average$668FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$360Average$632FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$389Average$644FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$480Average$780FlexibilityNo cancel feeOn-time63%

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