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Puerto Rico

$124+ 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 1/7. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — SJU
dic. 12 — dic. 191
vie. 12/12
vie. 12/19
1 adult, Economy
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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 noviembre 12, 2025.

This Southwest deal was found by Cheapflights users on 11/11. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 12/1012:45 pmPWM - SJU
2 stops10h 50mSouthwest
vie. 12/126:10 amSJU - PWM
1 stop11h 40mSouthwest
Deal found 11/11$267
This American Airlines deal was found by Cheapflights users on 11/11. 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. 12/105:46 amPWM - SJU
2 stops17h 06mAmerican Airlines
vie. 12/122:36 pmSJU - PWM
2 stops10h 01mAmerican Airlines
Deal found 11/11$298
This Southwest deal was found by Cheapflights users on 11/9. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 11/143:00 pmPWM - SJU
1 stop9h 25mSouthwest
sáb. 11/156:15 amSJU - PWM
1 stop6h 50mSouthwest
Deal found 11/9$358
This United Airlines deal was found by Cheapflights users on 11/9. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 11/145:30 amPWM - SJU
1 stop6h 47mUnited Airlines
vie. 11/142:05 amSJU - PWM
2 stops13h 07mUnited Airlines
Deal found 11/9$363
This Southwest deal was found by Cheapflights users on 11/11. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 12/1112:45 pmPWM - SJU
2 stops10h 50mSouthwest
jue. 12/186:10 amSJU - PWM
1 stop11h 40mSouthwest
Deal found 11/11$369
This American Airlines deal was found by Cheapflights users on 11/11. 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.
jue. 12/117:11 amPWM - SJU
1 stop13h 54mAmerican Airlines
jue. 12/182:44 pmSJU - PWM
1 stop9h 07mAmerican Airlines
Deal found 11/11$378
This American Airlines deal was found by Cheapflights users on 11/9. 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.
jue. 11/276:00 amPWM - SJU
1 stop9h 19mAmerican Airlines
jue. 12/42:05 pmSJU - PWM
1 stop9h 29mAmerican Airlines
Deal found 11/9$420
This American Airlines deal was found by Cheapflights users on 11/11. 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.
jue. 12/45:46 amPWM - SJU
2 stops15h 19mAmerican Airlines
lun. 12/86:25 amSJU - PWM
1 stop12h 50mAmerican Airlines
Deal found 11/11$434

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 noviembre 12, 2025.

Round-trip from

$235
(American Airlines)

One-way from

$124
(American Airlines)

Popular in

February

Cheapest in

November

Average price

$322
From Portland to Puerto Rico
Search Deals
One-way flight from Portland to Puerto Rico
Search Deals
Highest demand for flights based on searches. 5% potential increase in price ($27 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($11 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in November 2025
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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 noviembre 12, 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

lun. 5/4

2:35 pm-11:43 pm

1 stop9h 08m

San Juan Luis Munoz Marin Intl

jue. 5/7

7:00 am-1:54 pm

1 stop6h 54m

$275

PortlandSan Juan

PWM - SJU

PWMSJU

Portland

lun. 5/4

2:18 pm-10:50 pm

1 stop8h 32m

San Juan Luis Munoz Marin Intl

jue. 5/7

1:50 pm-11:36 pm

1 stop9h 46m

$282

PortlandSan Juan

PWM - SJU

PWMSJU

Portland

mar. 2/3

3:12 pm-12:36 am

1 stop8h 24m

San Juan Luis Munoz Marin Intl

vie. 2/6

2:05 am-2:39 pm

2 stops13h 34m

$325

PortlandSan Juan

PWM - SJU

PWMSJU

Portland

mié. 2/18

6:00 am-2:40 pm

1 stop7h 40m

San Juan Luis Munoz Marin Intl

mié. 2/25

8:35 am-11:20 pm

2 stops15h 45m

$329

PortlandSan Juan

PWM - SJU

PWMSJU

Portland

sáb. 1/24

12:35 pm-11:00 pm

1 stop9h 25m

San Juan Luis Munoz Marin Intl

dom. 2/1

6:10 am-12:25 pm

1 stop7h 15m

$361

PortlandSan Juan

PWM - SJU

PWMSJU

Portland

dom. 2/8

12:45 pm-12:35 am

2 stops10h 50m

San Juan Luis Munoz Marin Intl

sáb. 2/14

5:35 am-1:25 pm

2 stops8h 50m

$362

PortlandSan Juan

PWM - SJU

PWMSJU

Portland

sáb. 1/24

2:31 pm-6:11 am

2 stops14h 40m

San Juan Luis Munoz Marin Intl

vie. 2/6

2:05 am-2:39 pm

2 stops13h 34m

$365

PortlandSan Juan

PWM - SJU

PWMSJU

Portland

dom. 2/8

6:00 am-11:56 pm

1 stop16h 56m

San Juan Luis Munoz Marin Intl

vie. 2/13

10:57 am-10:59 pm

2 stops13h 02m

$382

PortlandSan Juan

PWM - SJU

PWMSJU

Portland

lun. 5/4

4:12 pm-12:35 pm

2 stops20h 23m

San Juan Luis Munoz Marin Intl

jue. 5/7

5:40 am-12:00 pm

1 stop6h 20m

$382

PortlandVieques

PWM - VQS

PWMVQS

Portland

mar. 2/24

2:10 pm-3:53 pm

2 stops24h 43m

Vieques

jue. 2/26

11:44 am-8:28 pm

2 stops9h 44m

$5,529

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/12

Showing 1-10 of 18 results
1
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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, February is the cheapest month in which you can book a flight from Portland, Maine to Puerto Rico (average of $65). Flying from Portland, Maine to Puerto Rico in September is currently the most expensive (average of $147). 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 noviembre 12, 2025.

Unlike in the afternoon, when flights are generally more expensive, you can save up to 49% on flights from Portland, Maine to Puerto Rico by exploring options for tickets at noon.

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 noviembre 12, 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
4,235 reviews

Overall

8.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Entertainment

7.5

Food

7.0

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
4,235 reviews
Southwest
8.0
Very good
4,235 reviews

Overall

8.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Entertainment

7.5

Food

7.0

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
7.9
Good
8,009 reviews
Southwest
8.0
Very good
4,235 reviews

Overall

8.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Entertainment

7.5

Food

7.0

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
9,015 reviews
Southwest
8.0
Very good
4,235 reviews

Overall

8.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Entertainment

7.5

Food

7.0

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
11,049 reviews
Southwest
8.0
Very good
4,235 reviews

Overall

8.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Entertainment

7.5

Food

7.0

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
2,907 reviews
Southwest
8.0
Very good
4,235 reviews

Overall

8.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Entertainment

7.5

Food

7.0

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 32m. Delta provides one of the quickest options available for as low as $282. The distance from Portland, Maine to Puerto Rico is about 1758 mi. This flight may include one or multiple stops.

  • 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 - Ponce Mercedita and Portland - Vieques.

  • 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, February is the cheapest month in which you can book a flight from Portland, Maine to Puerto Rico (average of $65). Flying from Portland, Maine to Puerto Rico in September is currently the most expensive (average of $147). 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 noviembre 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$145Average$228FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$249Average$588FlexibilityNo cancel feeOn-time69%
DeltaCheapest$274Average$382FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$301Average$577FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$348Average$607FlexibilityNo cancel feeOn-time63%
JetBlueCheapest$361Average$508FlexibilityNo cancel feeOn-time62%

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