$168+ 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 10/14. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — SJO
Sep 19 — Sep 261
Round-trip
1 adult, Economy
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Find cheap flights from Portland to Costa Rica with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Portland to Costa Rica
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Cheapest flights from Portland to Costa RicaExplore 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 August 20, 2026.
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 August 20, 2026.
This American Airlines deal was found by Cheapflights users on 8/19. 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.
Sat 10/175:38 pm -
2 stops21h 40m
Fri 10/232:18 pm -
2 stops20h 13m
Deal found 8/19![American Airlines logo]()
$373
This American Airlines deal was found by Cheapflights users on 8/18. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/146:47 pm -
2 stops18h 46m
Sat 11/213:35 pm -
2 stops18h 03m
Deal found 8/18![American Airlines logo]()
$382
This American Airlines deal was found by Cheapflights users on 8/19. 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.
Thu 10/86:00 am -
2 stops16h 21m
Fri 10/236:00 am -
2 stops15h 59m
Deal found 8/19![American Airlines logo]()
$403
This American Airlines deal was found by Cheapflights users on 8/19. 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.
Sat 10/177:24 pm -
2 stops18h 36m
Fri 10/236:00 am -
2 stops15h 59m
Deal found 8/19![American Airlines logo]()
$420
This American Airlines deal was found by Cheapflights users on 8/19. 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.
Sun 10/187:24 pm -
2 stops19h 54m
Wed 10/212:44 pm -
2 stops19h 27m
Deal found 8/19![American Airlines logo]()
$449
This Delta deal was found by Cheapflights users on 8/19. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/182:15 pm -
1 stop9h 00m
Mon 11/237:00 am -
1 stop15h 33m
Deal found 8/19![Delta logo]()
$457
This American Airlines deal was found by Cheapflights users on 8/19. 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 10/167:26 pm -
2 stops19h 52m
Wed 10/212:44 pm -
2 stops19h 27m
Deal found 8/19![American Airlines logo]()
$465
This American Airlines deal was found by Cheapflights users on 8/19. 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.
Sat 10/177:24 pm -
2 stops19h 54m
Sun 10/252:44 pm -
2 stops19h 47m
Deal found 8/19![American Airlines logo]()
$470
This American Airlines deal was found by Cheapflights users on 8/17. 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.
Fri 10/96:00 am -
2 stops16h 21m
Sat 10/246:00 am -
2 stops14h 36m
Deal found 8/17![American Airlines logo]()
$480
This American Airlines deal was found by Cheapflights users on 8/19. 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 10/96:00 am -
2 stops16h 21m
Fri 10/233:01 pm -
2 stops18h 02m
Deal found 8/19![American Airlines logo]()
$484
This American Airlines deal was found by Cheapflights users on 8/17. 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.
Fri 10/96:00 am -
2 stops16h 21m
Sun 10/253:01 pm -
2 stops18h 02m
Deal found 8/17![American Airlines logo]()
$485
This American Airlines deal was found by Cheapflights users on 8/19. 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 10/167:24 pm -
2 stops19h 54m
Sun 10/252:44 pm -
2 stops23h 25m
Deal found 8/19![American Airlines logo]()
$486
Best flights from Portland to Costa RicaDiscover carefully curated flight deals from Portland to Costa Rica that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 20, 2026.
Discover carefully curated flight deals from Portland to Costa Rica that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 20, 2026.
This United Airlines deal was found by Cheapflights users on 8/19. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/288:45 am -
1 stop12h 08m
Fri 10/3012:55 pm -
1 stop8h 26m
Deal found 8/19![United Airlines logo]()
$502
This Travelocity deal was found by Cheapflights users on 8/15. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/81:20 pm -
2 stops24h 10m
Sat 9/127:45 pm -
2 stops26h 09m
Deal found 8/15![Multiple Airlines logo]()
$578
This Delta deal was found by Cheapflights users on 8/15. 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.
Thu 10/86:01 am -
1 stop7h 59m
Sat 10/241:25 pm -
2 stops19h 15m
Deal found 8/15![Delta logo]()
$585
This United Airlines deal was found by Cheapflights users on 8/17. 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.
Sat 10/316:00 am -
2 stops14h 37m
Wed 11/45:20 pm -
1 stop14h 40m
Deal found 8/17![United Airlines logo]()
$510
This United Airlines deal was found by Cheapflights users on 8/19. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/167:25 pm -
2 stops18h 56m
Thu 10/221:25 pm -
2 stops23h 13m
Deal found 8/19![United Airlines logo]()
$548
This United Airlines deal was found by Cheapflights users on 8/19. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/167:25 pm -
2 stops18h 56m
Sun 10/2512:55 pm -
1 stop8h 26m
Deal found 8/19![United Airlines logo]()
$563
This Delta deal was found by Cheapflights users on 8/19. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/176:01 am -
1 stop7h 34m
Fri 10/231:00 pm -
1 stop8h 35m
Deal found 8/19![Delta logo]()
$727
This United Airlines deal was found by Cheapflights users on 8/16. 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.
Sun 11/15:50 am -
2 stops13h 47m
Thu 11/52:20 pm -
2 stops30h 32m
Deal found 8/16![United Airlines logo]()
$570
This United Airlines deal was found by Cheapflights users on 8/18. 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.
Tue 1/129:45 am -
1 stop27h 30m
Mon 2/11:15 am -
2 stops20h 42m
Deal found 8/18![United Airlines logo]()
$586
This United Airlines deal was found by Cheapflights users on 8/15. 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.
Thu 1/73:15 pm -
2 stops22h 00m
Wed 1/131:15 am -
2 stops19h 12m
Deal found 8/15![United Airlines logo]()
$588
This Delta deal was found by Cheapflights users on 8/19. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/186:01 am -
1 stop7h 34m
Sat 10/242:00 pm -
1 stop21h 02m
Deal found 8/19![Delta logo]()
$914
This United Airlines deal was found by Cheapflights users on 8/19. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/177:58 am -
2 stops30h 23m
Sun 10/2512:55 pm -
1 stop8h 26m
Deal found 8/19![United Airlines logo]()
$588
This United Airlines deal was found by Cheapflights users on 8/18. 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 10/28:03 am -
1 stop28h 41m
Fri 10/91:20 pm -
2 stops28h 04m
Deal found 8/18![United Airlines logo]()
$602
This United Airlines deal was found by Cheapflights users on 8/19. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/177:25 pm -
2 stops18h 45m
Sat 10/244:30 pm -
1 stop14h 30m
Deal found 8/19![United Airlines logo]()
$605
Last-minute flights from Portland to Costa RicaDiscover last-minute flight deals from Portland to Costa Rica. Data last updated August 20, 2026 and is based on user searches.
Discover last-minute flight deals from Portland to Costa Rica. Data last updated August 20, 2026 and is based on user searches.
This Expedia deal was found by Cheapflights users on 8/17. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/52:40 pm -
2 stops22h 50m
Fri 9/113:10 pm -
2 stops30h 44m
Deal found 8/17![Multiple Airlines logo]()
$677
This Travelocity deal was found by Cheapflights users on 8/15. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/81:20 pm -
2 stops24h 10m
Sat 9/127:45 pm -
2 stops26h 09m
Deal found 8/15![Multiple Airlines logo]()
$578
This American Airlines deal was found by Cheapflights users on 8/19. 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.
Thu 9/105:18 pm -
2 stops20h 41m
Fri 9/256:00 am -
2 stops15h 45m
Deal found 8/19![American Airlines logo]()
$546
This American Airlines deal was found by Cheapflights users on 8/19. 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.
Thu 9/105:18 pm -
2 stops20h 41m
Thu 9/242:57 pm -
2 stops19h 45m
Deal found 8/19![American Airlines logo]()
$559
This Expedia deal was found by Cheapflights users on 8/17. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/106:00 am -
2 stops31h 30m
Thu 9/2412:40 pm -
3 stops33h 14m
Deal found 8/17![Multiple Airlines logo]()
$579
This Faresmojo deal was found by Cheapflights users on 8/17. 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 Faresmojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/106:00 am -
1 stop7h 54m
Thu 9/241:19 pm -
1 stop8h 09m
Deal found 8/17![JetBlue logo]()
$646
This United Airlines deal was found by Cheapflights users on 8/16. 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.
Wed 9/166:53 pm -
2 stops26h 44m
Tue 9/2212:44 pm -
1 stop8h 48m
Deal found 8/16![United Airlines logo]()
$665
This Travelocity deal was found by Cheapflights users on 8/17. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/176:00 am -
3 stops31h 45m
Thu 9/2410:05 am -
2 stops35h 49m
Deal found 8/17![Multiple Airlines logo]()
$577
One-way flights from Portland to Costa RicaSearch for one-way flight options from Portland to Costa Rica. Find affordable one-way fares based on user searches. Data last updated August 20, 2026.
Search for one-way flight options from Portland to Costa Rica. Find affordable one-way fares based on user searches. Data last updated August 20, 2026.
This United Airlines deal was found by Cheapflights users on 8/17. 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.
Wed 10/147:25 pm -
2 stops18h 45m
Deal found 8/17![United Airlines logo]()
$168
This American Airlines deal was found by Cheapflights users on 8/16. 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.
Mon 10/127:26 pm -
2 stops19h 52m
Deal found 8/16![American Airlines logo]()
$174
This Delta deal was found by Cheapflights users on 8/19. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/106:00 am -
1 stop7h 54m
Deal found 8/19![Delta logo]()
$175
This American Airlines deal was found by Cheapflights users on 8/17. 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 1/177:00 am -
1 stop30h 21m
Deal found 8/17![American Airlines logo]()
$182
This American Airlines deal was found by Cheapflights users on 8/19. 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.
Thu 9/105:18 pm -
2 stops20h 41m
Deal found 8/19![American Airlines logo]()
$183
This United Airlines deal was found by Cheapflights users on 8/19. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/315:30 am -
1 stop8h 30m
Deal found 8/19![United Airlines logo]()
$185
This Priceline deal was found by Cheapflights users on 8/17. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/146:30 am -
1 stop8h 29m
Deal found 8/17![JetBlue logo]()
$194
This United Airlines deal was found by Cheapflights users on 8/17. 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.
Sat 11/143:41 pm -
1 stop21h 03m
Deal found 8/17![United Airlines logo]()
$199
This Delta deal was found by Cheapflights users on 8/19. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/182:15 pm -
1 stop9h 00m
Deal found 8/19![Delta logo]()
$204
This American Airlines deal was found by Cheapflights users on 8/19. 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.
Thu 10/86:00 am -
2 stops16h 21m
Deal found 8/19![American Airlines logo]()
$214
This American Airlines deal was found by Cheapflights users on 8/19. 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.
Wed 10/76:00 am -
2 stops16h 21m
Deal found 8/19![American Airlines logo]()
$220
This Ovago deal was found by Cheapflights users on 8/17. 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 Ovago is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/97:24 pm -
2 stops26h 41m
Deal found 8/17![GOL logo]()
$226
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 August 20, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $373 (American Airlines) |
One-way from | $168 (United Airlines) |
Popular in | December |
Cheapest in | July |
Average price | $553 |
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 7,457,451 searches. Data last updated August 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
Cheapest round-trip
PortlandSan José
PWM Portland - SJO San José Juan Santamaria Intl
PWMSJO
Portland
Wed 10/28
8:45 am-6:53 pm
1 stop12h 08m
San José Juan Santamaria Intl
Fri 10/30
12:55 pm-11:21 pm
1 stop8h 26m
$502
PortlandLiberia
PWM Portland - LIR Liberia
PWMLIR
Portland
Sat 10/31
6:00 am-6:37 pm
2 stops14h 37m
Liberia
Wed 11/4
5:20 pm-9:00 am
1 stop14h 40m
$510
PortlandSan José
PWM Portland - SJO San José Juan Santamaria Intl
PWMSJO
Portland
Fri 10/16
7:25 pm-12:21 pm
2 stops18h 56m
San José Juan Santamaria Intl
Thu 10/22
1:25 pm-2:38 pm
2 stops23h 13m
$548
PortlandSan José
PWM Portland - SJO San José Juan Santamaria Intl
PWMSJO
Portland
Fri 10/16
7:25 pm-12:21 pm
2 stops18h 56m
San José Juan Santamaria Intl
Sun 10/25
12:55 pm-11:21 pm
1 stop8h 26m
$563
PortlandLiberia
PWM Portland - LIR Liberia
PWMLIR
Portland
Sun 11/1
5:50 am-6:37 pm
2 stops13h 47m
Liberia
Thu 11/5
2:20 pm-9:52 pm
2 stops30h 32m
$570
PortlandSan José
PWM Portland - SJO San José Juan Santamaria Intl
PWMSJO
Portland
Tue 9/8
1:20 pm-11:30 am
2 stops24h 10m
San José Juan Santamaria Intl
Sat 9/12
7:45 pm-11:54 pm
2 stops26h 09m
$578
PortlandSan José
PWM Portland - SJO San José Juan Santamaria Intl
PWMSJO
Portland
Thu 10/8
6:01 am-12:00 pm
1 stop7h 59m
San José Juan Santamaria Intl
Sat 10/24
1:25 pm-10:40 am
2 stops19h 15m
$585
PortlandSan José
PWM Portland - SJO San José Juan Santamaria Intl
PWMSJO
Portland
Tue 1/12
9:45 am-12:15 pm
1 stop27h 30m
San José Juan Santamaria Intl
Mon 2/1
1:15 am-10:57 pm
2 stops20h 42m
$586
PortlandSan José
PWM Portland - SJO San José Juan Santamaria Intl
PWMSJO
Portland
Thu 1/7
3:15 pm-12:15 pm
2 stops22h 00m
San José Juan Santamaria Intl
Wed 1/13
1:15 am-9:27 pm
2 stops19h 12m
$588
PortlandSan José
PWM Portland - SJO San José Juan Santamaria Intl
PWMSJO
Portland
Sat 10/17
7:58 am-12:21 pm
2 stops30h 23m
San José Juan Santamaria Intl
Sun 10/25
12:55 pm-11:21 pm
1 stop8h 26m
$588
Showing 1-10 of 34 resultsSorted by cheapest first
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.
PWM-LIR
PWM-SJO
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
PWM-CR0
PWM-LIR
PWM-SJO
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 $178). Flying from Portland, Maine to Costa Rica in December is currently the most expensive (average of $2,191). 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 August 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.
Overall
8.0
Boarding
8.1
Comfort
8.0
Food
7.0
Entertainment
7.5
Crew
8.6
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Overall
8.0
Boarding
8.1
Comfort
8.0
Food
7.0
Entertainment
7.5
Crew
8.6
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Overall
8.0
Boarding
8.1
Comfort
8.0
Food
7.0
Entertainment
7.5
Crew
8.6
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Overall
8.0
Boarding
8.1
Comfort
8.0
Food
7.0
Entertainment
7.5
Crew
8.6
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Overall
8.0
Boarding
8.1
Comfort
8.0
Food
7.0
Entertainment
7.5
Crew
8.6
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Overall
8.0
Boarding
8.1
Comfort
8.0
Food
7.0
Entertainment
7.5
Crew
8.6
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Related info for your journey
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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 7,457,451 searches. Data last updated August 20, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$145 | Average$644 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$236 | Average$314 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$251 | Average$698 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$274 | Average$543 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$577 | Average$798 | FlexibilityNo cancel fee | On-time63% |