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Costa Rica

$165+ 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 11/8. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — SJO
Nov 30 — Dec 71
Sun 11/30
Sun 12/7
1 adult, Economy
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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 October 31, 2025.

This United Airlines deal was found by Cheapflights users on 10/31. 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.
Sat 11/15:30 amPWM - SJO
2 stops16h 09mUnited Airlines
Mon 11/108:45 amSJO - PWM
2 stops13h 32mUnited Airlines
Deal found 10/31$256
This American Airlines deal was found by Cheapflights users on 10/29. 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 11/2712:06 pmPWM - SJO
2 stops25h 25mAmerican Airlines
Thu 12/47:00 amSJO - PWM
2 stops14h 34mAmerican Airlines
Deal found 10/29$269
This United Airlines deal was found by Cheapflights users on 10/29. 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.
Sat 12/134:25 pmPWM - LIR
2 stops27h 12mUnited Airlines
Sat 12/208:35 amLIR - PWM
2 stops24h 09mUnited Airlines
Deal found 10/29$374
This Avianca deal was found by Cheapflights users on 10/30. 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.
Mon 12/17:22 pmPWM - SJO
1 stop9h 28mMultiple Airlines
Tue 12/95:10 pmSJO - PWM
1 stop20h 09mMultiple Airlines
Deal found 10/30$444
This American Airlines deal was found by Cheapflights users on 10/30. 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 12/16:37 pmPWM - SJO
2 stops18h 34mAmerican Airlines
Tue 12/96:00 amSJO - PWM
2 stops14h 37mAmerican Airlines
Deal found 10/30$458
This United Airlines deal was found by Cheapflights users on 10/29. 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.
Sat 12/139:45 amPWM - SJO
2 stops11h 54mUnited Airlines
Sat 12/202:30 pmSJO - PWM
1 stop18h 14mUnited Airlines
Deal found 10/29$491
This Delta deal was found by Cheapflights users on 10/29. 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.
Sat 12/1312:53 pmPWM - LIR
2 stops24h 47mDelta
Sat 12/2012:35 pmLIR - PWM
1 stop9h 08mDelta
Deal found 10/29$543
This United Airlines deal was found by Cheapflights users on 10/30. 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.
Sat 11/2911:17 amPWM - SJO
1 stop9h 36mUnited Airlines
Sat 12/68:45 amSJO - PWM
2 stops13h 27mUnited Airlines
Deal found 10/30$546
This United Airlines deal was found by Cheapflights users on 10/29. 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 11/2710:45 amPWM - SJO
1 stop10h 08mUnited Airlines
Thu 12/42:00 pmSJO - PWM
1 stop8h 09mUnited Airlines
Deal found 10/29$547
This American Airlines deal was found by Cheapflights users on 10/29. 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 12/137:11 amPWM - LIR
1 stop30h 19mAmerican Airlines
Sat 12/201:27 pmLIR - PWM
1 stop8h 24mAmerican Airlines
Deal found 10/29$553
This United Airlines deal was found by Cheapflights users on 10/30. 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 11/267:22 pmPWM - LIR
2 stops24h 15mUnited Airlines
Wed 12/38:35 amLIR - PWM
2 stops28h 47mUnited Airlines
Deal found 10/30$601
This United Airlines deal was found by Cheapflights users on 10/30. 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.
Sat 12/62:13 pmPWM - LIR
2 stops29h 24mUnited Airlines
Sat 12/138:35 amLIR - PWM
2 stops28h 44mUnited Airlines
Deal found 10/30$1,299

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 October 31, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$249
(American Airlines)

One-way from

$165
(United Airlines)

Popular in

December

Cheapest in

September

Average price

$497
Provider with most accurate pricing for Portland-San José Juan Santamaria Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Portland-San José Juan Santamaria Intl flights.
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From Portland to Costa Rica
Search Deals
One-way flight from Portland to Costa Rica
Search Deals
Highest demand for flights based on searches. 21% potential increase in price ($210 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 13% potential price decrease ($91 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2025
Search Deals

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 October 31, 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

PortlandLiberia

PWM - LIR

PWMLIR

Portland

Sat 1/10

3:56 pm-2:13 pm

2 stops23h 17m

Liberia

Sat 1/17

3:23 pm-12:06 pm

2 stops19h 43m

$249

PortlandLiberia

PWM - LIR

PWMLIR

Portland

Mon 1/5

6:41 pm-12:37 pm

2 stops18h 56m

Liberia

Mon 1/12

3:13 pm-12:06 pm

2 stops19h 53m

$249

PortlandLiberia

PWM - LIR

PWMLIR

Portland

Sat 1/10

5:30 am-1:50 pm

1 stop9h 20m

Liberia

Sat 1/17

12:35 pm-10:29 pm

1 stop8h 54m

$295

PortlandSan José

PWM - SJO

PWMSJO

Portland

Mon 3/2

6:28 pm-2:04 pm

2 stops20h 36m

San José Juan Santamaria Intl

Wed 3/11

7:05 am-11:40 pm

2 stops14h 35m

$340

PortlandSan José

PWM - SJO

PWMSJO

Portland

Sat 1/10

5:30 am-7:44 pm

2 stops15h 14m

San José Juan Santamaria Intl

Sat 1/17

6:00 am-9:37 pm

2 stops14h 37m

$340

PortlandSan José

PWM - SJO

PWMSJO

Portland

Thu 1/29

5:30 am-1:00 pm

1 stop8h 30m

San José Juan Santamaria Intl

Sun 2/8

7:00 am-10:29 pm

1 stop14h 29m

$344

PortlandLiberia

PWM - LIR

PWMLIR

Portland

Sat 12/13

4:25 pm-6:37 pm

2 stops27h 12m

Liberia

Sat 12/20

8:35 am-9:44 am

2 stops24h 09m

$374

PortlandSan José

PWM - SJO

PWMSJO

Portland

Thu 1/29

4:10 pm-12:56 pm

1 stop21h 46m

San José Juan Santamaria Intl

Sun 2/8

8:45 am-2:31 pm

2 stops28h 46m

$380

PortlandSan José

PWM - SJO

PWMSJO

Portland

Tue 3/24

5:30 am-11:55 am

1 stop8h 25m

San José Juan Santamaria Intl

Thu 3/26

7:00 am-9:59 pm

1 stop12h 59m

$393

PortlandSan José

PWM - SJO

PWMSJO

Portland

Thu 11/27

7:02 am-12:31 pm

1 stop30h 29m

San José Juan Santamaria Intl

Thu 12/4

7:00 am-11:37 pm

2 stops15h 37m

$406

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/29

Showing 1-10 of 21 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 $212). Flying from Portland, Maine to Costa Rica in August is currently the most expensive (average of $321). 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 October 31, 2025.

Unlike in the morning, when flights are generally more expensive, you can save up to 49% on flights from Portland, Maine to Costa Rica by exploring options for tickets in the afternoon.

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 October 31, 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
4,241 reviews

Overall

8.0

Comfort

8.0

Crew

8.6

Boarding

8.1

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
4,241 reviews
Southwest
8.0
Very good
4,241 reviews

Overall

8.0

Comfort

8.0

Crew

8.6

Boarding

8.1

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
7.9
Good
7,996 reviews
Southwest
8.0
Very good
4,241 reviews

Overall

8.0

Comfort

8.0

Crew

8.6

Boarding

8.1

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
8,994 reviews
Southwest
8.0
Very good
4,241 reviews

Overall

8.0

Comfort

8.0

Crew

8.6

Boarding

8.1

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
11,030 reviews
Southwest
8.0
Very good
4,241 reviews

Overall

8.0

Comfort

8.0

Crew

8.6

Boarding

8.1

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 9h 20m. Portland, Maine and Costa Rica are separated by a distance of 2458 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?

    $165 is the cheapest one-way deal found within the past few days, from United Airlines. You may also be able to find cheap deals on American Airlines and Delta, with prices starting from $189 and $189, 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 $212). Flying from Portland, Maine to Costa Rica in August is currently the most expensive (average of $321). 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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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 October 31, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$359Average$778FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$363Average$742FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$473Average$735FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$551Average$1,120FlexibilityNo cancel feeOn-time63%

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