Costa Rica

$119+ Cheap flights from Portland, ME (PWM) 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 4/8. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — SJO
Mar 17 — Mar 241
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Cheap flight deals from Portland to Costa Rica

Cheapest flights from Portland to Costa Rica
Explore the most affordable flight options available from Portland to Costa Rica. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 15, 2026.

This American Airlines deal was found by Cheapflights users on 2/15. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/275:02 pm
PWM
-
LIR
2 stops22h 08m
American Airlines
Sat 5/212:30 pm
LIR
-
PWM
2 stops19h 24m
American Airlines
Deal found 2/15$341
This American Airlines deal was found by Cheapflights users on 2/15. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/265:40 pm
PWM
-
LIR
2 stops21h 45m
American Airlines
Wed 3/43:29 pm
LIR
-
PWM
2 stops19h 30m
American Airlines
Deal found 2/15$370
This American Airlines deal was found by Cheapflights users on 2/12. 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.
Mon 3/305:40 pm
PWM
-
LIR
2 stops21h 38m
American Airlines
Mon 4/62:29 pm
LIR
-
PWM
2 stops20h 09m
American Airlines
Deal found 2/12$409
This KAYAK deal was found by Cheapflights users on 2/13. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/206:00 am
PWM
-
LIR
1 stop7h 55m
JetBlue
Wed 4/221:00 pm
LIR
-
PWM
1 stop8h 59m
JetBlue
Deal found 2/13$418
This American Airlines deal was found by Cheapflights users on 2/12. 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 8/209:05 am
PWM
-
SJO
1 stop11h 10m
American Airlines
Tue 8/256:00 am
SJO
-
PWM
2 stops15h 47m
American Airlines
Deal found 2/12$419
This American Airlines deal was found by Cheapflights users on 2/12. 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 3/316:17 am
PWM
-
LIR
1 stop32h 02m
American Airlines
Mon 4/62:29 pm
LIR
-
PWM
2 stops20h 09m
American Airlines
Deal found 2/12$423
This American Airlines deal was found by Cheapflights users on 2/13. 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.
Fri 8/219:05 am
PWM
-
SJO
1 stop11h 10m
American Airlines
Fri 8/282:15 pm
SJO
-
PWM
1 stop24h 47m
American Airlines
Deal found 2/13$424
This United Airlines deal was found by Cheapflights users on 2/12. 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 2/264:15 pm
PWM
-
LIR
1 stop21h 40m
United Airlines
Wed 3/48:35 am
LIR
-
PWM
2 stops13h 45m
United Airlines
Deal found 2/12$435
This KAYAK deal was found by Cheapflights users on 2/14. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/245:51 pm
PWM
-
SJO
2 stops21h 31m
GOL
Thu 4/3012:10 pm
SJO
-
PWM
2 stops21h 05m
GOL
Deal found 2/14$440
This American Airlines deal was found by Cheapflights users on 2/14. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/216:49 pm
PWM
-
LIR
2 stops20h 24m
American Airlines
Tue 3/312:18 pm
LIR
-
PWM
2 stops19h 56m
American Airlines
Deal found 2/14$441
This JetBlue deal was found by Cheapflights users on 2/12. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/306:00 am
PWM
-
LIR
1 stop7h 55m
JetBlue
Tue 4/711:45 am
LIR
-
PWM
1 stop10h 02m
JetBlue
Deal found 2/12$445
This United Airlines deal was found by Cheapflights users on 2/14. 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.
Tue 2/175:45 am
PWM
-
LIR
2 stops13h 52m
United Airlines
Wed 2/258:35 am
LIR
-
PWM
2 stops13h 45m
United Airlines
Deal found 2/14$451

Find flight deals from Portland to Costa Rica

Keep the following information in mind while searching for Portland to Costa Rica flight deals. Data was last updated February 15, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$341
(American Airlines)

One-way from

$119
(American Airlines)

Popular in

December

Cheapest in

July

Average price

$698
Provider with most accurate pricing for Portland-San José Juan Santamaria Intl flight deals.
Provider most trusted by Cheapflights users for Portland-San José Juan Santamaria Intl flights.
From Portland to Costa Rica
One-way flight from Portland to Costa Rica
Highest demand for flights based on searches. 26% potential increase in price ($244 potential increase over avg. RT price).
Cheapest flight prices on average. 16% potential price decrease ($100 potential savings vs. average RT price).
Average for round-trip flights in February 2026

Cheapflights Fare Finder

 
Customize your flight search to find flights from Portland 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 February 15, 2026.
Use the filters below to find and compare flights from Portland to Costa Rica that are best for you.

Fly from

Portland

Fly to

Costa Rica

Route

Depart

Return

Price

PortlandLiberia

PWM - LIR

PWMLIR

Portland

Thu 2/26

5:40 pm-2:25 pm

2 stops21h 45m

Liberia

Wed 3/4

3:29 pm-11:59 am

2 stops19h 30m

$370

PortlandLiberia

PWM - LIR

PWMLIR

Portland

Tue 3/31

6:17 am-11:22 am

2 stops31h 05m

Liberia

Mon 4/6

2:29 pm-12:38 pm

2 stops20h 09m

$409

PortlandLiberia

PWM - LIR

PWMLIR

Portland

Tue 4/21

5:51 pm-11:28 am

2 stops19h 37m

Liberia

Tue 4/28

2:10 pm-10:46 pm

2 stops30h 36m

$409

PortlandLiberia

PWM - LIR

PWMLIR

Portland

Wed 4/1

6:17 am-12:19 pm

1 stop32h 02m

Liberia

Mon 4/6

2:29 pm-12:38 pm

2 stops20h 09m

$423

PortlandLiberia

PWM - LIR

PWMLIR

Portland

Thu 2/26

4:15 pm-12:55 pm

1 stop21h 40m

Liberia

Wed 3/4

8:35 am-11:20 pm

2 stops13h 45m

$435

PortlandLiberia

PWM - LIR

PWMLIR

Portland

Sat 3/21

6:49 pm-1:13 pm

2 stops20h 24m

Liberia

Tue 3/31

2:18 pm-12:14 pm

2 stops19h 56m

$441

PortlandLiberia

PWM - LIR

PWMLIR

Portland

Mon 3/30

6:00 am-11:55 am

1 stop7h 55m

Liberia

Tue 4/7

11:45 am-11:47 pm

1 stop10h 02m

$445

PortlandSan José

PWM - SJO

PWMSJO

Portland

Thu 5/14

5:30 am-7:37 pm

2 stops16h 07m

San José Juan Santamaria Intl

Tue 5/19

7:55 am-11:59 pm

2 stops14h 04m

$459

PortlandSan José

PWM - SJO

PWMSJO

Portland

Thu 8/13

6:00 am-12:33 pm

1 stop8h 33m

San José Juan Santamaria Intl

Mon 8/17

12:35 pm-1:29 pm

2 stops22h 54m

$469

PortlandSan José

PWM - SJO

PWMSJO

Portland

Wed 5/20

6:00 am-8:30 am

2 stops28h 30m

San José Juan Santamaria Intl

Thu 5/21

7:45 pm-1:23 pm

2 stops39h 38m

$478

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/14

Showing 1-10 of 28 results
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Best time to book a flight from Portland to Costa Rica

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

What is the cheapest month to book a flight from Portland, Maine to Costa Rica?

Currently, July is the cheapest month in which you can book a flight from Portland, Maine to Costa Rica (average of $147). Flying from Portland, Maine to Costa Rica in August is currently the most expensive (average of $299). 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.

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 February 15, 2026.
See what other customers who have flown with Southwest, Delta, and United Airlines from Portland to Costa Rica have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.

Comfort

8.0

Crew

8.6

Overall

8.0

Boarding

8.1

Entertainment

7.5

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Comfort

8.0

Crew

8.6

Overall

8.0

Boarding

8.1

Entertainment

7.5

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Comfort

8.0

Crew

8.6

Overall

8.0

Boarding

8.1

Entertainment

7.5

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Comfort

8.0

Crew

8.6

Overall

8.0

Boarding

8.1

Entertainment

7.5

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Comfort

8.0

Crew

8.6

Overall

8.0

Boarding

8.1

Entertainment

7.5

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Comfort

8.0

Crew

8.6

Overall

8.0

Boarding

8.1

Entertainment

7.5

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Related info for your journey

Find useful and relevant information for your journey from Portland 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 Portland to Costa Rica?

    For a flight from Portland to Costa Rica, you will be flying from Portland. Portland (PWM) is just 2.9 mi from the center of the city.

  • How long is the flight from Portland, Maine to Costa Rica?

    Departing from Portland, Maine to Costa Rica will take you 8h 33m. Portland, Maine and Costa Rica are separated by a distance of 2469 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the cheapest airlines to fly from Portland, Maine to Costa Rica one-way?

    $103 is the cheapest one-way deal found within the past few days, from JetBlue. You may also be able to find cheap deals on United Airlines and American Airlines, with prices starting from $109 and $120, respectively.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Portland 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 Portland, Maine to Costa Rica?

    Currently, July is the cheapest month in which you can book a flight from Portland, Maine to Costa Rica (average of $147). Flying from Portland, Maine to Costa Rica in August is currently the most expensive (average of $299). 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 5 airlines flying from Portland to Costa Rica

Discover the top 5 airlines that operate flights from Portland 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 February 15, 2026.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$199Average$236FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$274Average$559FlexibilityNo cancel feeOn-time71%
DeltaCheapest$299Average$657FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$468Average$725FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$577Average$798FlexibilityNo cancel feeOn-time63%

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