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Cheap flights from Portland, Maine to Puerto Rico from $210

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 Puerto Rico departing on 11/22. 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 Puerto Rico

Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
7:11 am - 10:05 pmPWM-SJU
13h 54m1 stop
American Airlines Logo
4:50 pm - 10:52 pmSJU-PWM
7h 02m1 stop
$235American Airlines
Find Deal
Sun, Dec 7 - Wed, Dec 10
United Airlines Logo
3:05 pm - 12:36 amPWM-SJU
8h 31m1 stop
United Airlines Logo
7:45 am - 11:20 pmSJU-PWM
16h 35m2 stops
$256United Airlines
Find Deal
Sat, Feb 21 - Wed, Feb 25
United Airlines Logo
6:00 am - 9:00 pmPWM-SJU
14h 00m2 stops
United Airlines Logo
2:05 am - 2:39 pmSJU-PWM
13h 34m2 stops
$266United Airlines
Find Deal
Thu, Feb 5 - Tue, Feb 10
United Airlines Logo
8:40 am - 9:00 pmPWM-SJU
11h 20m2 stops
United Airlines Logo
8:10 am - 2:31 pmSJU-PWM
7h 21m1 stop
$272United Airlines
Find Deal
Mon, Jan 12 - Fri, Jan 16
United Airlines Logo
3:05 pm - 12:36 amPWM-SJU
8h 31m1 stop
United Airlines Logo
2:05 am - 2:23 pmSJU-PWM
13h 18m2 stops
$276United Airlines
Find Deal
Sat, Feb 21 - Tue, Feb 24
American Airlines Logo
5:20 am - 8:50 pmPWM-SJU
14h 30m2 stops
American Airlines Logo
6:30 am - 12:05 pmSJU-PWM
6h 35m1 stop
$298American Airlines
Find Deal
Mon, Jan 12 - Fri, Jan 16
Southwest Logo
4:50 pm - 1:05 amPWM-SJU
7h 15m1 stop
Southwest Logo
6:30 am - 4:15 pmSJU-PWM
10h 45m1 stop
$299Southwest
Find Deal
Sun, Feb 22 - Thu, Feb 26
Southwest Logo
3:20 pm - 12:40 amPWM-SJU
8h 20m1 stop
Southwest Logo
6:10 am - 12:10 pmSJU-PWM
7h 00m1 stop
$324Southwest
Find Deal
Sat, Feb 21 - Wed, Feb 25
JetBlue Logo
2:20 pm - 10:47 pmPWM-SJU
8h 27m1 stop
JetBlue Logo
2:40 pm - 11:36 pmSJU-PWM
8h 56m1 stop
$380JetBlue
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Sun, Apr 19 - Wed, Apr 22
JetBlue Logo
2:20 pm - 2:55 amPWM-SJU
12h 35m1 stop
JetBlue Logo
9:40 pm - 1:23 pmSJU-PWM
15h 43m2 stops
$418JetBlue
Find Deal
Mon, Apr 6 - Sat, Apr 11

American Airlines flights from Portland, Maine to Puerto Rico

Our best American Airlines deals on Portland, Maine to Puerto Rico flight tickets
American Airlines
Dec 7
PWM7:11 amPortland
13h 54m
1 stop
SJU10:05 pmSan Juan Luis Munoz Marin Intl
Dec 10
SJU4:50 pmSan Juan Luis Munoz Marin Intl
7h 02m
1 stop
PWM10:52 pmPortland
$235
Find similar
American Airlines
Jan 12
PWM5:20 amPortland
14h 30m
2 stops
SJU8:50 pmSan Juan Luis Munoz Marin Intl
Jan 16
SJU6:30 amSan Juan Luis Munoz Marin Intl
6h 35m
1 stop
PWM12:05 pmPortland
$298
Find similar
American Airlines
Jan 24
PWM12:46 pmPortland
10h 10m
2 stops
SJU11:56 pmSan Juan Luis Munoz Marin Intl
Feb 7
SJU7:00 amSan Juan Luis Munoz Marin Intl
15h 37m
2 stops
PWM9:37 pmPortland
$361
Find similar

Southwest flights from Portland, Maine to Puerto Rico

Our best Southwest deals on Portland, Maine to Puerto Rico flight tickets
Southwest
Feb 22
PWM4:50 pmPortland
7h 15m
1 stop
SJU1:05 amSan Juan Luis Munoz Marin Intl
Feb 26
SJU6:30 amSan Juan Luis Munoz Marin Intl
10h 45m
1 stop
PWM4:15 pmPortland
$299
Find similar
Southwest
Feb 21
PWM3:20 pmPortland
8h 20m
1 stop
SJU12:40 amSan Juan Luis Munoz Marin Intl
Feb 25
SJU6:10 amSan Juan Luis Munoz Marin Intl
7h 00m
1 stop
PWM12:10 pmPortland
$324
Find similar
Southwest
Jan 23
PWM12:45 pmPortland
9h 25m
1 stop
SJU11:10 pmSan Juan Luis Munoz Marin Intl
Jan 31
SJU5:30 amSan Juan Luis Munoz Marin Intl
10h 15m
2 stops
PWM2:45 pmPortland
$336
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Portland, Maine to Puerto Rico 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 November 5, 2025.
Use the filters below to find and compare flights from Portland, Maine to Puerto Rico that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

PortlandSan Juan

PWM - SJU

PWMSJU

Portland

Sun 12/7

7:11 am-10:05 pm

1 stop13h 54m

San Juan Luis Munoz Marin Intl

Wed 12/10

4:50 pm-10:52 pm

1 stop7h 02m

$235

PortlandSan Juan

PWM - SJU

PWMSJU

Portland

Sat 2/21

3:05 pm-12:36 am

1 stop8h 31m

San Juan Luis Munoz Marin Intl

Wed 2/25

7:45 am-11:20 pm

2 stops16h 35m

$256

PortlandSan Juan

PWM - SJU

PWMSJU

Portland

Thu 2/5

6:00 am-9:00 pm

2 stops14h 00m

San Juan Luis Munoz Marin Intl

Tue 2/10

2:05 am-2:39 pm

2 stops13h 34m

$266

PortlandSan Juan

PWM - SJU

PWMSJU

Portland

Mon 1/12

8:40 am-9:00 pm

2 stops11h 20m

San Juan Luis Munoz Marin Intl

Fri 1/16

8:10 am-2:31 pm

1 stop7h 21m

$272

PortlandSan Juan

PWM - SJU

PWMSJU

Portland

Sat 2/21

3:05 pm-12:36 am

1 stop8h 31m

San Juan Luis Munoz Marin Intl

Tue 2/24

2:05 am-2:23 pm

2 stops13h 18m

$276

PortlandSan Juan

PWM - SJU

PWMSJU

Portland

Mon 1/12

5:20 am-8:50 pm

2 stops14h 30m

San Juan Luis Munoz Marin Intl

Fri 1/16

6:30 am-12:05 pm

1 stop6h 35m

$298

PortlandSan Juan

PWM - SJU

PWMSJU

Portland

Sun 2/22

4:50 pm-1:05 am

1 stop7h 15m

San Juan Luis Munoz Marin Intl

Thu 2/26

6:30 am-4:15 pm

1 stop10h 45m

$299

PortlandSan Juan

PWM - SJU

PWMSJU

Portland

Sat 2/21

3:20 pm-12:40 am

1 stop8h 20m

San Juan Luis Munoz Marin Intl

Wed 2/25

6:10 am-12:10 pm

1 stop7h 00m

$324

PortlandSan Juan

PWM - SJU

PWMSJU

Portland

Sun 4/19

2:20 pm-10:47 pm

1 stop8h 27m

San Juan Luis Munoz Marin Intl

Wed 4/22

2:40 pm-11:36 pm

1 stop8h 56m

$380

PortlandSan Juan

PWM - SJU

PWMSJU

Portland

Mon 4/6

2:20 pm-2:55 am

1 stop12h 35m

San Juan Luis Munoz Marin Intl

Sat 4/11

9:40 pm-1:23 pm

2 stops15h 43m

$418

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Puerto Rico from

How to get the cheapest flight ticket from Portland, Maine to Puerto Rico

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 Puerto Rico?

If you don’t want to visit Puerto Rico in September, then you should wait until October to fly from Portland, Maine, when ticket prices are also cheap, with an average price of $364.

What is the cheapest day to depart on your flight to Puerto Rico?

On average, the least expensive day to fly to Puerto Rico from Portland, Maine is on a Wednesday. momondo users have found tickets for Wednesday departures for as low as $334. However, this price may fluctuate depending on the airline, the season, and holidays. The most expensive day to fly to Puerto Rico is Sunday, with ticket prices averaging around $579.

What is the cheapest time of day to depart on your flight to Puerto Rico?

Our most recent data shows that the best time of day to fly to Puerto Rico is in the evening. Flights from Portland, Maine to Puerto Rico during this time can be as low as $302. In contrast, the most expensive time of day to depart to Puerto Rico is in the morning when prices are around $557.

How far in advance should I book a flight to Puerto Rico?

You are more likely to see cheaper flights to Puerto Rico from Portland, Maine when booking weeks ahead of your departure date. In general, you can expect to find flights to Puerto Rico for around $479 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Puerto Rico from Portland, Maine for as low as $342 on momondo.

Can stopping save me money on Portland, Maine to Puerto Rico flights?

You could potentially save up to 36% on your flight if you consider stops on a Portland, Maine to Puerto Rico flight.

Cheap Portland, Maine to Puerto Rico flight deals and tips

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

Direct flights

None
There are no direct flights from Portland, Maine to Puerto Rico. There are no popular flight routes from Portland, Maine to Puerto Rico.
Search flight deals

  • When did momondo last update prices for flights from Portland Airport to Puerto Rico?

    Prices for flights from Portland Airport to Puerto Rico are refreshed on a daily basis.

  • How many operators does momondo search for flights from Portland Airport to Puerto Rico?

  • How old do you have to be to fly from Portland Airport to Puerto Rico?

    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 Puerto Rico.

  • What documentation or ID do you need to fly to Puerto Rico?

    The travel and health documents required for your trip to Puerto Rico can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Puerto Rico. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

Best airlines flying from Portland, Maine to Puerto Rico

Compare and see reviews for airlines that fly from Portland, Maine to Puerto Rico with momondo
Airline
Rating
Free Cancellation
Price
FrontierPriceFrom $145Free CancellationRating
5.8
3,115 reviews
Search Frontier flights
United AirlinesPriceFrom $249Free CancellationRating
7.4
9,000 reviews
Search United Airlines flights
DeltaPriceFrom $274Free CancellationRating
7.9
8,004 reviews
Search Delta flights
American AirlinesPriceFrom $301Free CancellationRating
7.2
11,040 reviews
Search American Airlines flights
SouthwestPriceFrom $348Free CancellationRating
8.0
4,239 reviews
Search Southwest flights
JetBluePriceFrom $361Free CancellationRating
7.2
2,907 reviews
Search JetBlue flights

Why use momondo?

Why should I use momondo to find a flight deal from Portland to Puerto Rico?

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Portland to Puerto Rico for you.

Can I find flights from Portland to Puerto Rico with flexible booking policies on momondo?

Yes. All flights to Puerto Rico from Portland on momondo can be compared and filtered by various policies on offer, including flexible booking.

How can momondo help me find flights from Portland to Puerto Rico?

momondo provides multiple filters to help you find the best flight to Puerto Rico from Portland. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

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

If you are not ready to book a flight from Portland to Puerto Rico now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Puerto Rico and let you know when they change.

An easier way to manage your Puerto Rico trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
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