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$350+ Cheap flights from New Haven (HVN) to Costa Rica

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/30. Fares are subject to change and may not be available on all flights or dates of travel.
HVN — SJO
Oct 15 — Oct 221
Wed 10/15
Wed 10/22
1 adult, Economy
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Cheap flight deals from New Haven to Costa Rica

Keep the following information in mind while searching for New Haven to Costa Rica flight deals. Data was last updated September 15, 2025.

Round-trip from

$350
(Mytrip)

Popular in

December

Cheapest in

October

Average price

$386
From Tweed-New Haven to Costa Rica
Search Deals
Highest demand for flights based on searches. 10% potential increase in price ($59 potential increase over avg. RT price).
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Cheapest flight prices on average. 5% potential price decrease ($24 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Find flight deals from New Haven to Costa Rica

Cheapest flights from New Haven to Costa Rica
Explore the most affordable flight options available from New Haven to Costa Rica. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 15, 2025.

This Mytrip deal was found by Cheapflights users on 9/15. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/309:20 amHVN - SJO
3 stops28h 10mMultiple Airlines
Thu 11/67:30 amSJO - HVN
1 stop12h 49mMultiple Airlines
Deal found 9/15$350
This Mytrip deal was found by Cheapflights users on 9/15. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/97:30 amHVN - SJO
3 stops29h 11mMultiple Airlines
Mon 10/137:30 amSJO - HVN
1 stop12h 52mMultiple Airlines
Deal found 9/15$452

Cheapflights Fare Finder

 
Customize your flight search to find flights from New Haven 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 September 15, 2025.
Use the filters below to find and compare flights from New Haven to Costa Rica that are best for you.

Fly from

New Haven

Fly to

Costa Rica

Route

Depart

Return

Price

New HavenSan José

HVN - SJO

HVNSJO

Tweed-New Haven

Thu 10/30

9:20 am-11:30 am

3 stops28h 10m

San José Juan Santamaria Intl

Thu 11/6

7:30 am-9:19 pm

1 stop12h 49m

$350

New HavenSan José

HVN - SJO

HVNSJO

Tweed-New Haven

Thu 10/9

7:30 am-10:41 am

3 stops29h 11m

San José Juan Santamaria Intl

Mon 10/13

7:30 am-10:22 pm

1 stop12h 52m

$452

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/15

Best time to book a flight from New Haven to Costa Rica

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

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

Currently, September is the cheapest month in which you can book a flight from New Haven to Costa Rica (average of $398). Flying from New Haven to Costa Rica in March is currently the most expensive (average of $554). 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.

Related info for your journey

Find useful and relevant information for your journey from New Haven 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 airport do you fly from for flights from New Haven to Costa Rica?

    For a flight from New Haven to Costa Rica, you will be flying from Tweed-New Haven. Tweed-New Haven (HVN) is just 3.6 mi from the center of the city.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from New Haven 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 New Haven to Costa Rica?

    Currently, September is the cheapest month in which you can book a flight from New Haven to Costa Rica (average of $398). Flying from New Haven to Costa Rica in March is currently the most expensive (average of $554). 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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