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Puerto Rico

$116+ 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 2/18. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — SJU
Jan 25 — Feb 11
Sun 1/25
Sun 2/1
1 adult, Economy
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Cheap 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 December 26, 2025.

This United Airlines deal was found by Cheapflights users on 12/25. 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 12/282:55 pmPWM - SJU
1 stop8h 41mUnited Airlines
Wed 12/317:45 amSJU - PWM
2 stops16h 37mUnited Airlines
Deal found 12/25$463
This American Airlines deal was found by Cheapflights users on 12/25. 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 12/285:45 amPWM - SJU
1 stop17h 14mAmerican Airlines
Wed 12/318:25 amSJU - PWM
1 stop15h 26mAmerican Airlines
Deal found 12/25$533
This United Airlines deal was found by Cheapflights users on 12/25. 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 12/259:30 amPWM - SJU
1 stop10h 30mUnited Airlines
Wed 12/317:45 amSJU - PWM
2 stops12h 06mUnited Airlines
Deal found 12/25$535
This Delta deal was found by Cheapflights users on 12/24. 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 12/255:45 amPWM - SJU
1 stop10h 45mDelta
Tue 12/303:45 amSJU - PWM
1 stop9h 35mDelta
Deal found 12/24$606
This United Airlines deal was found by Cheapflights users on 12/25. 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 12/319:30 amPWM - SJU
2 stops11h 52mUnited Airlines
Fri 1/22:05 amSJU - PWM
2 stops13h 09mUnited Airlines
Deal found 12/25$744

Find 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 December 26, 2025.

Round-trip from

$211
(United Airlines)

One-way from

$116
(American Airlines)

Popular in

February

Cheapest in

November

Average price

$524
From Portland to Puerto Rico
Search Deals
One-way flight from Portland to Puerto Rico
Search Deals
Highest demand for flights based on searches. 7% potential increase in price ($39 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($14 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals

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 December 26, 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

Wed 1/28

6:00 am-9:26 pm

2 stops14h 26m

San Juan Luis Munoz Marin Intl

Fri 1/30

2:05 am-9:01 am

1 stop7h 56m

$211

PortlandSan Juan

PWM - SJU

PWMSJU

Portland

Wed 1/28

6:00 am-9:26 pm

2 stops14h 26m

San Juan Luis Munoz Marin Intl

Mon 2/2

2:05 am-2:39 pm

2 stops13h 34m

$211

PortlandSan Juan

PWM - SJU

PWMSJU

Portland

Sat 4/25

9:30 am-9:24 pm

2 stops11h 54m

San Juan Luis Munoz Marin Intl

Wed 4/29

1:00 am-8:44 am

1 stop7h 44m

$211

PortlandSan Juan

PWM - SJU

PWMSJU

Portland

Mon 2/9

6:00 am-4:30 pm

1 stop9h 30m

San Juan Luis Munoz Marin Intl

Wed 2/25

2:38 pm-11:51 pm

2 stops10h 13m

$231

PortlandSan Juan

PWM - SJU

PWMSJU

Portland

Mon 2/2

12:46 pm-11:56 pm

2 stops10h 10m

San Juan Luis Munoz Marin Intl

Fri 2/6

2:28 pm-11:43 pm

2 stops10h 15m

$231

PortlandSan Juan

PWM - SJU

PWMSJU

Portland

Mon 3/9

4:35 pm-12:15 am

1 stop7h 40m

San Juan Luis Munoz Marin Intl

Wed 3/11

5:05 am-3:40 pm

1 stop10h 35m

$238

PortlandSan Juan

PWM - SJU

PWMSJU

Portland

Sun 1/11

3:42 pm-6:11 am

2 stops13h 29m

San Juan Luis Munoz Marin Intl

Wed 1/14

2:05 am-9:01 am

1 stop7h 56m

$254

PortlandSan Juan

PWM - SJU

PWMSJU

Portland

Fri 1/9

4:10 pm-6:11 am

2 stops13h 01m

San Juan Luis Munoz Marin Intl

Mon 1/12

2:05 am-2:39 pm

2 stops13h 34m

$288

PortlandSan Juan

PWM - SJU

PWMSJU

Portland

Wed 2/18

2:35 pm-11:56 pm

1 stop8h 21m

$138

PortlandSan Juan

PWM - SJU

PWMSJU

Portland

Wed 1/7

5:07 pm-12:30 pm

2 stops18h 23m

$167

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/25

Showing 1-10 of 11 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, March is the cheapest month in which you can book a flight from Portland, Maine to Puerto Rico (average of $74). Flying from Portland, Maine to Puerto Rico in November is currently the most expensive (average of $177). 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 December 26, 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 December 26, 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
4,258 reviews

Crew

8.6

Overall

8.0

Comfort

8.0

Boarding

8.1

Food

7.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Southwest
8.0
Very good
4,258 reviews
Southwest
8.0
Very good
4,258 reviews

Crew

8.6

Overall

8.0

Comfort

8.0

Boarding

8.1

Food

7.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Delta
7.9
Good
8,013 reviews
Southwest
8.0
Very good
4,258 reviews

Crew

8.6

Overall

8.0

Comfort

8.0

Boarding

8.1

Food

7.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
United Airlines
7.4
Good
9,115 reviews
Southwest
8.0
Very good
4,258 reviews

Crew

8.6

Overall

8.0

Comfort

8.0

Boarding

8.1

Food

7.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
American Airlines
7.2
Good
11,064 reviews
Southwest
8.0
Very good
4,258 reviews

Crew

8.6

Overall

8.0

Comfort

8.0

Boarding

8.1

Food

7.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
JetBlue
7.2
Good
2,900 reviews
Southwest
8.0
Very good
4,258 reviews

Crew

8.6

Overall

8.0

Comfort

8.0

Boarding

8.1

Food

7.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

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 9h 30m. United Airlines provides one of the quickest options available for as low as $231. 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?

    $86 is the cheapest one-way deal found within the past few days, from Frontier. You may also be able to find cheap deals on United Airlines and American Airlines, with prices starting from $142 and $150, 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 - 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, March is the cheapest month in which you can book a flight from Portland, Maine to Puerto Rico (average of $74). Flying from Portland, Maine to Puerto Rico in November is currently the most expensive (average of $177). 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 December 26, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$145Average$158FlexibilityNo cancel feeOn-time62%
DeltaCheapest$188Average$386FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$231Average$495FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$235Average$488FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$296Average$612FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$315Average$599FlexibilityNo cancel feeOn-time63%

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