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Costa Rica

$163+ 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 8/7. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — SJO
Jun 19 — Jun 261
Fri 6/19
Fri 6/26
1 adult, Economy
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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 May 20, 2026.

This American Airlines deal was found by Cheapflights users on 5/19. 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 10/97:20 pm
PWM
-
SJO
2 stops17h 45m
American Airlines
Sat 10/172:45 pm
SJO
-
PWM
2 stops20h 37m
American Airlines
Deal found 5/19$399
This United Airlines deal was found by Cheapflights users on 5/16. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/307:16 pm
PWM
-
SJO
2 stops16h 55m
United Airlines
Tue 6/211:13 am
SJO
-
PWM
2 stops20h 01m
United Airlines
Deal found 5/16$475
This United Airlines deal was found by Cheapflights users on 5/18. 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.
Mon 11/164:48 pm
PWM
-
LIR
2 stops19h 56m
United Airlines
Thu 11/195:15 pm
LIR
-
PWM
1 stop28h 42m
United Airlines
Deal found 5/18$494
This American Airlines deal was found by Cheapflights users on 5/17. 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.
Sun 11/86:39 pm
PWM
-
SJO
2 stops18h 30m
American Airlines
Mon 11/237:00 am
SJO
-
PWM
2 stops15h 38m
American Airlines
Deal found 5/17$518
This United Airlines deal was found by Cheapflights users on 5/20. 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 6/117:16 pm
PWM
-
SJO
2 stops26h 21m
United Airlines
Thu 6/1812:30 am
SJO
-
PWM
2 stops21h 21m
United Airlines
Deal found 5/20$519
This KAYAK deal was found by Cheapflights users on 5/18. 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 5/225:57 pm
PWM
-
SJO
2 stops21h 12m
GOL
Sun 5/241:59 pm
SJO
-
PWM
2 stops19h 47m
GOL
Deal found 5/18$528
This United Airlines deal was found by Cheapflights users on 5/20. 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 6/95:15 am
PWM
-
SJO
2 stops16h 22m
United Airlines
Mon 6/2212:30 am
SJO
-
PWM
2 stops19h 21m
United Airlines
Deal found 5/20$551
This Delta deal was found by Cheapflights users on 5/17. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/86:00 am
PWM
-
SJO
1 stop7h 58m
Delta
Mon 11/237:00 am
SJO
-
PWM
1 stop14h 23m
Delta
Deal found 5/17$575
This American Airlines deal was found by Cheapflights users on 5/16. 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.
Sat 5/305:25 am
PWM
-
SJO
1 stop9h 34m
American Airlines
Tue 6/23:08 pm
SJO
-
PWM
2 stops23h 29m
American Airlines
Deal found 5/16$582
This United Airlines deal was found by Cheapflights users on 5/18. 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.
Fri 5/226:25 pm
PWM
-
LIR
1 stop19h 28m
United Airlines
Wed 5/274:30 pm
LIR
-
PWM
1 stop14h 41m
United Airlines
Deal found 5/18$651
This United Airlines deal was found by Cheapflights users on 5/18. 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.
Fri 5/226:25 pm
PWM
-
LIR
1 stop19h 28m
United Airlines
Tue 5/263:27 pm
LIR
-
PWM
2 stops20h 59m
United Airlines
Deal found 5/18$656
This United Airlines deal was found by Cheapflights users on 5/18. 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 5/237:16 pm
PWM
-
LIR
2 stops16h 34m
United Airlines
Mon 5/253:27 pm
LIR
-
PWM
2 stops20h 59m
United Airlines
Deal found 5/18$780

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 May 20, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$399
(American Airlines)

One-way from

$163
(United Airlines)

Popular in

December

Cheapest in

July

Average price

$687
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.
Search Deals
From Portland to Costa Rica
Search Deals
One-way flight from Portland to Costa Rica
Search Deals
Highest demand for flights based on searches. 27% potential increase in price ($251 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 16% potential price decrease ($97 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in May 2026
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 May 20, 2026.
Use the filters below to find and compare flights from Portland to Costa Rica that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

PortlandSan José

PWM - SJO

PWMSJO

Portland

Fri 10/9

7:20 pm-11:05 am

2 stops17h 45m

San José Juan Santamaria Intl

Sat 10/17

2:45 pm-1:22 pm

2 stops20h 37m

$399

PortlandSan José

PWM - SJO

PWMSJO

Portland

Sat 5/30

7:16 pm-10:11 am

2 stops16h 55m

San José Juan Santamaria Intl

Tue 6/2

11:13 am-9:14 am

2 stops20h 01m

$475

PortlandLiberia

PWM - LIR

PWMLIR

Portland

Mon 11/16

4:48 pm-11:44 am

2 stops19h 56m

Liberia

Thu 11/19

5:15 pm-10:57 pm

1 stop28h 42m

$494

PortlandSan José

PWM - SJO

PWMSJO

Portland

Tue 6/9

5:15 am-7:37 pm

2 stops16h 22m

San José Juan Santamaria Intl

Mon 6/22

12:30 am-9:51 pm

2 stops19h 21m

$551

PortlandSan José

PWM - SJO

PWMSJO

Portland

Sat 5/30

5:25 am-12:59 pm

1 stop9h 34m

San José Juan Santamaria Intl

Tue 6/2

3:08 pm-4:37 pm

2 stops23h 29m

$582
Quickest round-trip

PortlandSan José

PWM - SJO

PWMSJO

Portland

Fri 10/9

6:00 am-11:38 am

1 stop7h 38m

San José Juan Santamaria Intl

Sat 10/17

7:55 am-10:46 am

2 stops24h 51m

$666

PortlandSan José

PWM - SJO

PWMSJO

Portland

Thu 6/11

5:15 am-10:11 am

3 stops30h 56m

San José Juan Santamaria Intl

Sun 6/21

12:44 pm-7:27 pm

2 stops28h 43m

$682

PortlandSan José

PWM - SJO

PWMSJO

Portland

Thu 6/11

2:30 pm-11:45 am

3 stops23h 15m

San José Juan Santamaria Intl

Sat 6/20

12:40 pm-12:30 pm

3 stops21h 50m

$707
Cheapest one-way

PortlandLiberia

PWM - LIR

PWMLIR

Portland

Fri 8/7

8:15 pm-10:44 am

1 stop16h 29m

$163

PortlandSan José

PWM - SJO

PWMSJO

Portland

Tue 6/30

5:58 pm-11:49 am

2 stops19h 51m

$209

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/18

Showing 1-10 of 22 resultsSorted by cheapest first
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3

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 $136). Flying from Portland, Maine to Costa Rica in May is currently the most expensive (average of $687). 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 May 20, 2026.
See what other customers who have flown with Southwest,Delta, andUnited 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
7.9
Good
4,284 reviews

Boarding

8.1

Comfort

8.0

Food

7.0

Crew

8.6

Entertainment

7.5

Overall

7.9

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
Southwest
7.9
Good
4,284 reviews
Southwest
7.9
Good
4,284 reviews

Boarding

8.1

Comfort

8.0

Food

7.0

Crew

8.6

Entertainment

7.5

Overall

7.9

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
Delta
7.9
Good
8,451 reviews
Southwest
7.9
Good
4,284 reviews

Boarding

8.1

Comfort

8.0

Food

7.0

Crew

8.6

Entertainment

7.5

Overall

7.9

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
United Airlines
7.4
Good
9,737 reviews
Southwest
7.9
Good
4,284 reviews

Boarding

8.1

Comfort

8.0

Food

7.0

Crew

8.6

Entertainment

7.5

Overall

7.9

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
JetBlue
7.2
Good
2,982 reviews
Southwest
7.9
Good
4,284 reviews

Boarding

8.1

Comfort

8.0

Food

7.0

Crew

8.6

Entertainment

7.5

Overall

7.9

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
American Airlines
7.1
Good
11,642 reviews
Southwest
7.9
Good
4,284 reviews

Boarding

8.1

Comfort

8.0

Food

7.0

Crew

8.6

Entertainment

7.5

Overall

7.9

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

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 16h 55m. 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 $136). Flying from Portland, Maine to Costa Rica in May is currently the most expensive (average of $687). 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 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 May 20, 2026.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$236Average$314FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$251Average$698FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$274Average$547FlexibilityNo cancel feeOn-time71%
DeltaCheapest$299Average$663FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$577Average$798FlexibilityNo cancel feeOn-time63%

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