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Cheap flights from Portland, Maine to Costa Rica from $268

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Portland, Maine to Costa Rica departing on 5/13. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Find the cheapest flights from Portland, Maine to Costa Rica

Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
7:34 pm - 1:00 pm
PWM
-
SJO
19h 26m
2 stops
American Airlines Logo
1:29 pm - 10:01 am
SJO
-
PWM
18h 32m
2 stops
$345American Airlines
Mon, Aug 3 - Fri, Aug 7
American Airlines Logo
2:55 pm - 11:05 am
PWM
-
SJO
22h 10m
2 stops
American Airlines Logo
1:05 pm - 12:32 pm
SJO
-
PWM
21h 27m
2 stops
$404American Airlines
Fri, Oct 9 - Sat, Oct 17
American Airlines Logo
7:20 pm - 11:05 am
PWM
-
SJO
17h 45m
2 stops
American Airlines Logo
1:05 pm - 1:22 pm
SJO
-
PWM
22h 17m
2 stops
$409American Airlines
Thu, Oct 1 - Sun, Oct 11
American Airlines Logo
7:20 pm - 11:05 am
PWM
-
SJO
17h 45m
2 stops
American Airlines Logo
1:05 pm - 12:32 pm
SJO
-
PWM
21h 27m
2 stops
$413American Airlines
Fri, Oct 9 - Sat, Oct 17
American Airlines Logo
6:00 pm - 1:11 pm
PWM
-
SJO
21h 11m
2 stops
American Airlines Logo
2:00 pm - 5:10 pm
SJO
-
PWM
25h 10m
1 stop
$459American Airlines
Tue, Jul 21 - Tue, Jul 28
United Airlines Logo
3:15 pm - 10:25 am
PWM
-
SJO
21h 10m
2 stops
United Airlines Logo
8:45 am - 10:44 am
SJO
-
PWM
24h 59m
2 stops
$465United Airlines
Wed, Oct 28 - Sun, Nov 1
Multiple Airlines Logo
6:00 am - 11:45 am
PWM
-
SJO
31h 45m
3 stops
Multiple Airlines Logo
9:40 am - 11:43 pm
SJO
-
PWM
36h 03m
2 stops
$497Multiple Airlines
Mon, Oct 19 - Sat, Oct 24
United Airlines Logo
6:00 am - 11:38 am
PWM
-
SJO
7h 38m
1 stop
United Airlines Logo
12:44 pm - 11:27 pm
SJO
-
PWM
8h 43m
1 stop
$501United Airlines
Tue, Sep 29 - Thu, Oct 1
Multiple Airlines Logo
6:00 am - 11:45 am
PWM
-
SJO
31h 45m
3 stops
Multiple Airlines Logo
12:40 pm - 11:43 pm
SJO
-
PWM
33h 03m
3 stops
$517Multiple Airlines
Mon, Oct 19 - Sat, Oct 24
JetBlue Logo
2:30 pm - 12:40 pm
PWM
-
LIR
24h 10m
1 stop
JetBlue Logo
2:30 pm - 12:30 pm
LIR
-
PWM
20h 00m
1 stop
$677JetBlue
Sat, Jun 13 - Sat, Jun 20

American Airlines flights from Portland, Maine to Costa Rica

Our best American Airlines deals on Portland, Maine to Costa Rica flight tickets
American Airlines
Aug 3
PWM7:34 pmPortland
19h 26m
2 stops
SJO1:00 pmSan José Juan Santamaria Intl
Aug 7
SJO1:29 pmSan José Juan Santamaria Intl
18h 32m
2 stops
PWM10:01 amPortland
$345
American Airlines
Oct 9
PWM2:55 pmPortland
22h 10m
2 stops
SJO11:05 amSan José Juan Santamaria Intl
Oct 17
SJO1:05 pmSan José Juan Santamaria Intl
21h 27m
2 stops
PWM12:32 pmPortland
$404
American Airlines
Oct 1
PWM7:20 pmPortland
17h 45m
2 stops
SJO11:05 amSan José Juan Santamaria Intl
Oct 11
SJO1:05 pmSan José Juan Santamaria Intl
22h 17m
2 stops
PWM1:22 pmPortland
$409

Southwest flights from Portland, Maine to Costa Rica

Our best Southwest deals on Portland, Maine to Costa Rica flight tickets
Southwest
Jun 21
PWM5:30 amPortland
8h 05m
1 stop
SJO11:35 amSan José Juan Santamaria Intl
Jul 12
SJO12:00 pmSan José Juan Santamaria Intl
10h 05m
1 stop
PWM12:05 amPortland
$671
Southwest
Jun 21
PWM5:30 amPortland
8h 05m
1 stop
SJO11:35 amSan José Juan Santamaria Intl
Jul 12
SJO8:45 amSan José Juan Santamaria Intl
13h 20m
2 stops
PWM12:05 amPortland
$675

momondo Fare Finder

 
Customize your flight search to find flights from Portland, Maine 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, momondo users made 832,500 searches. Data last updated May 8, 2026.
Use the filters below to find and compare flights from Portland, Maine 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

Mon 8/3

7:34 pm-1:00 pm

2 stops19h 26m

San José Juan Santamaria Intl

Fri 8/7

1:29 pm-10:01 am

2 stops18h 32m

$345

PortlandSan José

PWM - SJO

PWMSJO

Portland

Fri 10/9

2:55 pm-11:05 am

2 stops22h 10m

San José Juan Santamaria Intl

Sat 10/17

1:05 pm-12:32 pm

2 stops21h 27m

$404

PortlandSan José

PWM - SJO

PWMSJO

Portland

Thu 10/1

7:20 pm-11:05 am

2 stops17h 45m

San José Juan Santamaria Intl

Sun 10/11

1:05 pm-1:22 pm

2 stops22h 17m

$409

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

1:05 pm-12:32 pm

2 stops21h 27m

$413

PortlandSan José

PWM - SJO

PWMSJO

Portland

Tue 7/21

6:00 pm-1:11 pm

2 stops21h 11m

San José Juan Santamaria Intl

Tue 7/28

2:00 pm-5:10 pm

1 stop25h 10m

$459

PortlandSan José

PWM - SJO

PWMSJO

Portland

Wed 10/28

3:15 pm-10:25 am

2 stops21h 10m

San José Juan Santamaria Intl

Sun 11/1

8:45 am-10:44 am

2 stops24h 59m

$465

PortlandSan José

PWM - SJO

PWMSJO

Portland

Mon 10/19

6:00 am-11:45 am

3 stops31h 45m

San José Juan Santamaria Intl

Sat 10/24

9:40 am-11:43 pm

2 stops36h 03m

$497
Quickest round-trip

PortlandSan José

PWM - SJO

PWMSJO

Portland

Tue 9/29

6:00 am-11:38 am

1 stop7h 38m

San José Juan Santamaria Intl

Thu 10/1

12:44 pm-11:27 pm

1 stop8h 43m

$501

PortlandSan José

PWM - SJO

PWMSJO

Portland

Mon 10/19

6:00 am-11:45 am

3 stops31h 45m

San José Juan Santamaria Intl

Sat 10/24

12:40 pm-11:43 pm

3 stops33h 03m

$517

PortlandLiberia

PWM - LIR

PWMLIR

Portland

Sat 6/13

2:30 pm-12:40 pm

1 stop24h 10m

Liberia

Sat 6/20

2:30 pm-12:30 pm

1 stop20h 00m

$677

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 18 resultsSorted by cheapest first
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See travel insights to Costa Rica from

How to get the cheapest flight ticket from Portland, Maine to Costa Rica

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Costa Rica?

The cheapest month to fly to Costa Rica from Portland, Maine is in July. Flight prices, which tend to average around $136, are often lower during this time because this is during the off-season. If you’re not able to fly to Costa Rica in July, then March is your next best option. Flight prices from Portland, Maine to Costa Rica during March average around $145.

Can stopping save me money on Portland, Maine to Costa Rica flights?

You could potentially save up to 23% on your flight if you consider stops on a Portland, Maine to Costa Rica flight.

Cheap Portland, Maine to Costa Rica flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Portland, Maine to Costa Rica

Fastest flight time

7h 38m

Direct flights

None
The fastest flight from Portland, Maine to Costa Rica takes 7h 38m
There are no direct flights from Portland, Maine to Costa Rica. There are no popular flight routes from Portland, Maine to Costa Rica.
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Frequently asked questions about flying from Portland, Maine to Costa Rica

  • When did momondo last update prices for flights from Portland Airport to Costa Rica?

    Prices for flights from Portland Airport to Costa Rica are updated daily.

  • How many operators does momondo search for flights from Portland Airport to Costa Rica?

  • How old do you have to be to fly from Portland Airport to Costa Rica?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Portland Airport to Costa Rica.

  • What documentation or ID do you need to fly to Costa Rica?

    The required travel and health documents for your Costa Rica trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Costa Rica. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

Best airlines flying from Portland, Maine to Costa Rica

Compare and see reviews for airlines that fly from Portland, Maine to Costa Rica with momondo
Airline
Rating
Free Cancellation
Price
JetBluePriceFrom $236Free CancellationRating
7.1
2,979 reviews
Search JetBlue flights
American AirlinesPriceFrom $274Free CancellationRating
7.1
11,667 reviews
Search American Airlines flights
DeltaPriceFrom $299Free CancellationRating
7.9
8,456 reviews
Search Delta flights
United AirlinesPriceFrom $431Free CancellationRating
7.4
9,694 reviews
Search United Airlines flights
SouthwestPriceFrom $551Free CancellationRating
7.9
4,302 reviews
Search Southwest flights

Why use momondo?

Why should I use momondo to find a flight deal from Portland to Costa Rica?

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Costa Rica from Portland.

Can I find flights from Portland to Costa Rica with flexible booking policies on momondo?

momondo does allow users to show only those flights to Costa Rica from Portland which offer a flexible booking policy as well as other useful filters and features.

How can momondo help me find flights from Portland to Costa Rica?

Once all potential Portland to Costa Rica flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

I’m not ready to book a flight from Portland to Costa Rica right now. Can momondo alert me if prices change?

Price alerts on flights to Costa Rica from Portland are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

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