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Puerto Rico

$118+ Cheap flights from Portland, ME (PWM) to Puerto Rico

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 11/1. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — SJU
oct. 11 — oct. 181
sáb. 10/11
sáb. 10/18
1 adult, Economy
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Cheap flight deals from Portland to Puerto Rico

Keep the following information in mind while searching for Portland to Puerto Rico flight deals. Data was last updated septiembre 11, 2025.

Round-trip from

$235
(American Airlines)

One-way from

$118
(Southwest)

Popular in

December

Cheapest in

September

Average price

$285
From Portland to Puerto Rico
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One-way flight from Portland to Puerto Rico
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Highest demand for flights based on searches. 5% potential increase in price ($28 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($20 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Find flight deals from Portland to Puerto Rico

Cheapest flights from Portland to Puerto Rico
Explore the most affordable flight options available from Portland to Puerto Rico. Find the lowest fares from popular airlines and budget airlines, with prices last updated on septiembre 11, 2025.

This American Airlines deal was found by Cheapflights users on 9/9. 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.
sáb. 10/256:00 amPWM - SJU
1 stop17h 05mAmerican Airlines
sáb. 11/15:30 amSJU - PWM
1 stop15h 28mAmerican Airlines
Deal found 9/9$235
This Delta deal was found by Cheapflights users on 9/11. 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.
vie. 9/266:33 amPWM - SJU
1 stop9h 47mDelta
mar. 9/306:00 pmSJU - PWM
1 stop6h 34mDelta
Deal found 9/11$281
This American Airlines deal was found by Cheapflights users on 9/11. 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.
sáb. 10/257:44 amPWM - SJU
2 stops16h 10mAmerican Airlines
vie. 10/315:02 pmSJU - PWM
2 stops18h 52mAmerican Airlines
Deal found 9/11$295
This American Airlines deal was found by Cheapflights users on 9/11. 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.
mié. 10/227:44 amPWM - SJU
2 stops14h 26mAmerican Airlines
dom. 10/265:30 amSJU - PWM
1 stop15h 17mAmerican Airlines
Deal found 9/11$303
This American Airlines deal was found by Cheapflights users on 9/10. 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.
sáb. 12/65:17 pmPWM - SJU
2 stops17h 42mAmerican Airlines
lun. 12/156:25 amSJU - PWM
1 stop12h 48mAmerican Airlines
Deal found 9/10$305
This United Airlines deal was found by Cheapflights users on 9/11. 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.
vie. 9/263:45 pmPWM - SJU
1 stop8h 12mUnited Airlines
lun. 9/291:05 amSJU - PWM
1 stop8h 06mUnited Airlines
Deal found 9/11$317
This Delta deal was found by Cheapflights users on 9/10. 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.
vie. 9/196:33 amPWM - SJU
1 stop9h 47mDelta
vie. 9/266:00 pmSJU - PWM
1 stop6h 34mDelta
Deal found 9/10$321
This United Airlines deal was found by Cheapflights users on 9/10. 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.
sáb. 10/253:45 pmPWM - SJU
1 stop8h 12mUnited Airlines
vie. 10/311:05 amSJU - PWM
2 stops13h 07mUnited Airlines
Deal found 9/10$327
This JetBlue deal was found by Cheapflights users on 9/11. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 9/197:30 amPWM - SJU
1 stop9h 13mJetBlue
vie. 9/262:25 pmSJU - PWM
1 stop7h 42mJetBlue
Deal found 9/11$349
This Delta deal was found by Cheapflights users on 9/10. 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.
sáb. 12/62:34 pmPWM - SJU
1 stop8h 29mDelta
lun. 12/156:35 pmSJU - PWM
1 stop6h 24mDelta
Deal found 9/10$363
This American Airlines deal was found by Cheapflights users on 9/10. 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.
vie. 11/76:00 amPWM - SJU
1 stop16h 52mAmerican Airlines
sáb. 11/156:25 amSJU - PWM
1 stop6h 43mAmerican Airlines
Deal found 9/10$380

Cheapflights Fare Finder

 
Customize your flight search to find flights from Portland 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, Cheapflights users made 2,558,603 searches. Data last updated septiembre 11, 2025.
Use the filters below to find and compare flights from Portland to Puerto Rico that are best for you.

Fly from

Portland

Fly to

Puerto Rico

Route

Depart

Return

Price

PortlandSan Juan

PWM - SJU

PWMSJU

Portland

sáb. 10/25

6:00 am-11:05 pm

1 stop17h 05m

San Juan Luis Munoz Marin Intl

sáb. 11/1

5:30 am-4:27 pm

2 stops10h 57m

$235

PortlandSan Juan

PWM - SJU

PWMSJU

Portland

vie. 9/26

3:45 pm-11:57 pm

1 stop8h 12m

San Juan Luis Munoz Marin Intl

lun. 9/29

1:05 am-9:11 am

1 stop8h 06m

$317

PortlandSan Juan

PWM - SJU

PWMSJU

Portland

sáb. 10/25

6:00 am-1:45 pm

1 stop7h 45m

San Juan Luis Munoz Marin Intl

vie. 10/31

1:05 am-2:12 pm

2 stops13h 07m

$353

PortlandSan Juan

PWM - SJU

PWMSJU

Portland

sáb. 12/6

2:34 pm-12:03 am

1 stop8h 29m

San Juan Luis Munoz Marin Intl

lun. 12/15

6:35 pm-11:59 pm

1 stop6h 24m

$363

PortlandSan Juan

PWM - SJU

PWMSJU

Portland

dom. 2/1

5:35 am-7:20 pm

2 stops12h 45m

San Juan Luis Munoz Marin Intl

vie. 2/6

5:35 am-3:15 pm

2 stops10h 40m

$430

PortlandSan Juan

PWM - SJU

PWMSJU

Portland

vie. 11/7

6:00 am-11:52 pm

1 stop16h 52m

San Juan Luis Munoz Marin Intl

sáb. 11/15

8:00 am-9:47 pm

2 stops14h 47m

$448

PortlandSan Juan

PWM - SJU

PWMSJU

Portland

jue. 9/25

2:17 pm-9:24 pm

1 stop7h 07m

San Juan Luis Munoz Marin Intl

lun. 9/29

2:25 pm-10:07 pm

1 stop7h 42m

$449

PortlandVieques

PWM - VQS

PWMVQS

Portland

mar. 2/24

7:22 pm-3:53 pm

2 stops19h 31m

Vieques

jue. 2/26

11:44 am-11:17 pm

3 stops36h 33m

$5,578

PortlandSan Juan

PWM - SJU

PWMSJU

Portland

lun. 11/10

5:25 pm-1:25 am

1 stop7h 00m

$118

PortlandSan Juan

PWM - SJU

PWMSJU

Portland

sáb. 11/1

3:20 pm-11:45 pm

1 stop8h 25m

$118

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/10

Showing 1-10 of 19 results
1
2

Best time to book a flight from Portland to Puerto Rico

Have a flexible travel schedule? Discover the best time to fly to Puerto Rico 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 Puerto Rico

What is the cheapest month to book a flight from Portland, Maine to Puerto Rico?

Currently, September is the cheapest month in which you can book a flight from Portland, Maine to Puerto Rico (average of $254). Flying from Portland, Maine to Puerto Rico in June is currently the most expensive (average of $339). 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 PR?

Find hourly flight availability from Portland to Puerto Rico. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated septiembre 11, 2025.

When flying from Portland, Maine to Puerto Rico, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Reviews of airlines servicing Puerto Rico

Get insights into the airlines that provide service to Puerto Rico. 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 Puerto Rico. Reviews last updated septiembre 11, 2025.
Read through reviews of airlines operating flights from Portland to Puerto Rico, such as Southwest, Delta, and United Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,248 reviews

Food

7.0

Boarding

8.1

Overall

8.0

Entertainment

7.5

Crew

8.6

Comfort

8.0

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
4,248 reviews
Southwest
8.0
Very good
4,248 reviews

Food

7.0

Boarding

8.1

Overall

8.0

Entertainment

7.5

Crew

8.6

Comfort

8.0

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
8.0
Very good
7,960 reviews
Southwest
8.0
Very good
4,248 reviews

Food

7.0

Boarding

8.1

Overall

8.0

Entertainment

7.5

Crew

8.6

Comfort

8.0

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
8,937 reviews
Southwest
8.0
Very good
4,248 reviews

Food

7.0

Boarding

8.1

Overall

8.0

Entertainment

7.5

Crew

8.6

Comfort

8.0

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
10,000 reviews
Southwest
8.0
Very good
4,248 reviews

Food

7.0

Boarding

8.1

Overall

8.0

Entertainment

7.5

Crew

8.6

Comfort

8.0

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
JetBlue
7.2
Good
2,913 reviews
Southwest
8.0
Very good
4,248 reviews

Food

7.0

Boarding

8.1

Overall

8.0

Entertainment

7.5

Crew

8.6

Comfort

8.0

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 Puerto Rico. 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 Puerto Rico?

    Most people fly from Portland (PWM) if they book a flight from Portland to Puerto Rico. Portland is conveniently located just 2.9 mi from Portland’s city center.

  • How long is the flight from Portland, Maine to Puerto Rico?

    A quick flight from Portland, Maine to Puerto Rico can take about 8h 12m. American Airlines provides one of the quickest options available for as low as $317. The distance from Portland, Maine to Puerto Rico is about 1758 mi. This flight may include one or multiple stops.

  • What are the cheapest airlines to fly from Portland, Maine to Puerto Rico one-way?

    $118 is the cheapest one-way deal found within the past few days, from Southwest. You may also be able to find cheap deals on Delta and American Airlines, with prices starting from $138 and $190, respectively.

  • What are the most popular routes from Portland, Maine to Puerto Rico?

    The most popular flight routes from Portland, Maine to Puerto Rico are Portland - San Juan Luis Munoz Marin Intl, Portland - Vieques and Portland - Ponce Mercedita.

  • Can I find deals for flights from Portland to Puerto Rico that include hotel bookings?

    Yes. In addition to deals on Portland to Puerto Rico flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Portland to Puerto Rico?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Portland to Puerto Rico.

  • Can I find deals for business class flights from Portland to Puerto Rico?

    Yes. Cheapflights offers flight deals from Portland to Puerto Rico 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 Puerto Rico?

    Currently, September is the cheapest month in which you can book a flight from Portland, Maine to Puerto Rico (average of $254). Flying from Portland, Maine to Puerto Rico in June is currently the most expensive (average of $339). 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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Alternative routes for Portland to Puerto Rico

See prices for flight routes from nearby airports that may be better suited for you.
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Top 6 airlines flying from Portland to Puerto Rico

Discover the top 6 airlines that operate flights from Portland to Puerto Rico. 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 septiembre 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$145Average$228FlexibilityNo cancel feeOn-time62%
DeltaCheapest$274Average$387FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$281Average$607FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$285Average$635FlexibilityNo cancel feeOn-time69%
JetBlueCheapest$297Average$508FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$401Average$656FlexibilityNo cancel feeOn-time63%

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