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Costa Rica

$146+ 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 12/15. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — SJO
oct. 17 — oct. 241
vie. 10/17
vie. 10/24
1 adult, Economy
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Cheap 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 septiembre 17, 2025.

Round-trip from

$316
(American Airlines)

One-way from

$146
(American Airlines)

Popular in

December

Cheapest in

September

Average price

$431
From Portland to Costa Rica
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One-way flight from Portland to Costa Rica
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Highest demand for flights based on searches. 22% potential increase in price ($225 potential increase over avg. RT price).
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Cheapest flight prices on average. 13% potential price decrease ($95 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 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 septiembre 17, 2025.

This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 11/166:00 amPWM - SJO
1 stop8h 06mDelta
vie. 11/217:00 amSJO - PWM
1 stop14h 19mDelta
Deal found 9/15$334
This American Airlines deal was found by Cheapflights users on 9/16. 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.
mié. 12/35:46 amPWM - SJO
2 stops16h 25mAmerican Airlines
lun. 12/83:38 pmSJO - PWM
2 stops19h 02mAmerican Airlines
Deal found 9/16$347
This United Airlines deal was found by Cheapflights users on 9/17. 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.
mar. 10/147:25 pmPWM - SJO
2 stops18h 13mUnited Airlines
lun. 10/207:55 amSJO - PWM
2 stops14h 04mUnited Airlines
Deal found 9/17$386
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 11/167:22 pmPWM - SJO
2 stops17h 03mUnited Airlines
vie. 11/212:00 pmSJO - PWM
1 stop8h 17mUnited Airlines
Deal found 9/15$390
This American Airlines deal was found by Cheapflights users on 9/17. 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.
lun. 12/226:41 pmPWM - SJO
2 stops18h 52mAmerican Airlines
mié. 1/218:05 amSJO - PWM
2 stops14h 45mAmerican Airlines
Deal found 9/17$393
This American Airlines deal was found by Cheapflights users on 9/17. 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.
mié. 10/155:21 pmPWM - SJO
2 stops20h 39mAmerican Airlines
lun. 10/201:00 pmSJO - PWM
2 stops20h 54mAmerican Airlines
Deal found 9/17$396
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 11/165:43 amPWM - SJO
2 stops16h 22mAmerican Airlines
vie. 11/216:00 amSJO - PWM
2 stops16h 41mAmerican Airlines
Deal found 9/15$398
This United Airlines deal was found by Cheapflights users on 9/17. 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.
mié. 10/156:00 amPWM - SJO
1 stop7h 38mUnited Airlines
lun. 10/207:55 amSJO - PWM
2 stops14h 04mUnited Airlines
Deal found 9/17$456
This Kiwi.com deal was found by Cheapflights users on 9/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 12/311:16 amPWM - SJO
1 stop25h 11mMultiple Airlines
dom. 12/71:16 amSJO - PWM
2 stops15h 09mMultiple Airlines
Deal found 9/16$458
This United Airlines deal was found by Cheapflights users on 9/14. 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.
jue. 9/186:00 amPWM - SJO
1 stop7h 38mUnited Airlines
lun. 9/227:55 amSJO - PWM
2 stops13h 08mUnited Airlines
Deal found 9/14$462
This American Airlines deal was found by Cheapflights users on 9/16. 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.
lun. 10/135:59 pmPWM - LIR
2 stops19h 46mAmerican Airlines
vie. 10/1712:45 pmLIR - PWM
2 stops21h 57mAmerican Airlines
Deal found 9/16$663
This Delta deal was found by Cheapflights users on 9/16. 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.
mar. 9/306:00 amPWM - LIR
1 stop8h 00mDelta
mié. 10/11:25 pmLIR - PWM
1 stop8h 46mDelta
Deal found 9/16$755

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 septiembre 17, 2025.
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

PortlandSan José

PWM - SJO

PWMSJO

Portland

dom. 2/22

5:47 am-9:35 pm

2 stops16h 48m

San José Juan Santamaria Intl

jue. 2/26

3:50 pm-12:09 pm

2 stops19h 19m

$316

PortlandSan José

PWM - SJO

PWMSJO

Portland

sáb. 2/21

5:47 am-9:35 pm

2 stops16h 48m

San José Juan Santamaria Intl

jue. 2/26

3:50 pm-12:09 pm

2 stops19h 19m

$316

PortlandSan José

PWM - SJO

PWMSJO

Portland

dom. 11/16

6:00 am-1:06 pm

1 stop8h 06m

San José Juan Santamaria Intl

vie. 11/21

7:00 am-10:19 pm

1 stop14h 19m

$334

PortlandSan José

PWM - SJO

PWMSJO

Portland

mar. 2/3

4:16 pm-12:05 pm

2 stops20h 49m

San José Juan Santamaria Intl

mar. 2/24

6:20 am-11:44 pm

2 stops16h 24m

$378

PortlandSan José

PWM - SJO

PWMSJO

Portland

mar. 10/14

7:25 pm-11:38 am

2 stops18h 13m

San José Juan Santamaria Intl

lun. 10/20

7:55 am-11:59 pm

2 stops14h 04m

$386

PortlandSan José

PWM - SJO

PWMSJO

Portland

sáb. 1/10

5:51 am-8:02 pm

2 stops15h 11m

San José Juan Santamaria Intl

sáb. 1/17

7:00 am-10:31 pm

2 stops14h 31m

$401

PortlandSan José

PWM - SJO

PWMSJO

Portland

jue. 1/1

6:40 pm-12:29 pm

2 stops18h 49m

San José Juan Santamaria Intl

vie. 1/9

3:50 pm-12:05 pm

2 stops19h 15m

$443

PortlandSan José

PWM - SJO

PWMSJO

Portland

mié. 10/15

6:00 am-11:38 am

1 stop7h 38m

San José Juan Santamaria Intl

lun. 10/20

7:55 am-11:59 pm

2 stops14h 04m

$456

PortlandLiberia

PWM - LIR

PWMLIR

Portland

sáb. 2/21

5:15 pm-2:05 pm

2 stops21h 50m

Liberia

vie. 2/27

1:20 pm-12:09 pm

2 stops21h 49m

$529

PortlandLiberia

PWM - LIR

PWMLIR

Portland

mar. 2/24

5:30 am-12:50 pm

1 stop8h 20m

Liberia

dom. 3/1

3:55 pm-11:05 pm

2 stops30h 10m

$549

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/17

Showing 1-10 of 26 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, September is the cheapest month in which you can book a flight from Portland, Maine to Costa Rica (average of $398). Flying from Portland, Maine 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.

What is the cheapest time of day to fly from PWM to CR?

Find hourly flight availability from Portland 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 septiembre 17, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Portland, Maine to Costa Rica as you normally would.

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 septiembre 17, 2025.
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.
Southwest
8.0
Very good
4,242 reviews

Overall

8.0

Boarding

8.1

Crew

8.6

Comfort

8.0

Food

7.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Southwest
8.0
Very good
4,242 reviews
Southwest
8.0
Very good
4,242 reviews

Overall

8.0

Boarding

8.1

Crew

8.6

Comfort

8.0

Food

7.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Delta
8.0
Very good
7,961 reviews
Southwest
8.0
Very good
4,242 reviews

Overall

8.0

Boarding

8.1

Crew

8.6

Comfort

8.0

Food

7.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
United Airlines
7.4
Good
8,926 reviews
Southwest
8.0
Very good
4,242 reviews

Overall

8.0

Boarding

8.1

Crew

8.6

Comfort

8.0

Food

7.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,242 reviews

Overall

8.0

Boarding

8.1

Crew

8.6

Comfort

8.0

Food

7.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

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 06m. 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?

    $146 is the cheapest one-way deal found within the past few days, from American Airlines. You may also be able to find cheap deals on JetBlue and Delta, with prices starting from $262 and $267, 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, September is the cheapest month in which you can book a flight from Portland, Maine to Costa Rica (average of $398). Flying from Portland, Maine 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

Browse thousands of different options on Cheapflights for your next trip

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Top 4 airlines flying from Portland to Costa Rica

Discover the top 4 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 septiembre 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$406Average$747FlexibilityNo cancel feeOn-time71%
DeltaCheapest$462Average$781FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$501Average$765FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$551Average$974FlexibilityNo cancel feeOn-time63%

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