HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Puerto Rico

$94+ 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 3/5. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — SJU
Feb 25 — Mar 41
Tue 2/25
Tue 3/4
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Portland to Puerto Rico with Cheapflights

1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”
2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.
3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 February 20, 2025.

Round-trip from

$178
(Mytrip)

One-way from

$115
(JetBlue Airways)

Popular in

April

Cheapest in

September

Average price

$594
From Portland to Puerto Rico
Search Deals
One-way flight from Portland to Puerto Rico
Search Deals
Highest demand for flights based on searches. 12% potential increase in price ($66 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 5% potential price decrease ($24 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 2025
Search Deals

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 February 20, 2025.

This Mytrip deal was found by Cheapflights users on 2/19. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/810:08 amPWM - SJU
1 stop21h 27mFrontier
Thu 3/2712:55 pmSJU - PWM
1 stop30h 40mFrontier
Deal found 2/19$178
This JetBlue deal was found by Cheapflights users on 2/20. 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.
Tue 4/15:35 pmPWM - SJU
1 stop7h 57mJetBlue
Mon 4/712:57 pmSJU - PWM
1 stop10h 03mJetBlue
Deal found 2/20$229
This Delta deal was found by Cheapflights users on 2/19. 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.
Sat 4/262:59 pmPWM - SJU
1 stop8h 49mDelta
Tue 5/66:35 amSJU - PWM
1 stop7h 44mDelta
Deal found 2/19$295
This American Airlines deal was found by Cheapflights users on 2/20. 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.
Fri 5/212:50 pmPWM - SJU
1 stop11h 19mAmerican Airlines
Tue 5/65:45 amSJU - PWM
1 stop17h 01mAmerican Airlines
Deal found 2/20$311
This Mytrip deal was found by Cheapflights users on 2/20. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/2812:06 pmPWM - SJU
2 stops34h 36mMultiple Airlines
Fri 3/711:27 amSJU - PWM
3 stops33h 00mMultiple Airlines
Deal found 2/20$322
This United Airlines deal was found by Cheapflights users on 2/20. 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.
Tue 4/16:15 amPWM - SJU
2 stops14h 23mUnited Airlines
Mon 4/74:55 pmSJU - PWM
1 stop6h 32mUnited Airlines
Deal found 2/20$350
This Southwest deal was found by Cheapflights users on 2/19. 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.
Mon 4/285:50 amPWM - SJU
2 stops11h 55mSouthwest
Sun 5/49:55 pmSJU - PWM
2 stops13h 10mSouthwest
Deal found 2/19$475

Find flights from Portland to Puerto Rico within your budget

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 February 20, 2025.

Fly from

Portland

Fly to

Puerto Rico

Route

Depart

Return

Price

PortlandSan Juan

PWM - SJU

PWMSJU

Portland

Sat 3/8

10:08 am-8:35 am

1 stop21h 27m

San Juan Luis Munoz Marin Intl

Thu 3/27

12:55 pm-7:35 pm

1 stop30h 40m

$178

PortlandSan Juan

PWM - SJU

PWMSJU

Portland

Tue 4/1

5:35 pm-2:46 am

1 stop9h 11m

San Juan Luis Munoz Marin Intl

Sat 4/5

7:00 am-4:40 pm

1 stop9h 40m

$248

PortlandSan Juan

PWM - SJU

PWMSJU

Portland

Tue 4/1

5:30 am-2:12 pm

1 stop8h 42m

San Juan Luis Munoz Marin Intl

Sat 4/5

7:40 am-2:28 pm

1 stop6h 48m

$295

PortlandSan Juan

PWM - SJU

PWMSJU

Portland

Fri 5/2

12:50 pm-12:09 am

1 stop11h 19m

San Juan Luis Munoz Marin Intl

Tue 5/6

5:45 am-3:31 pm

1 stop9h 46m

$311

PortlandSan Juan

PWM - SJU

PWMSJU

Portland

Wed 4/9

8:07 pm-6:44 pm

2 stops22h 37m

San Juan Luis Munoz Marin Intl

Mon 4/14

2:40 pm-5:27 pm

2 stops26h 47m

$333

PortlandSan Juan

PWM - SJU

PWMSJU

Portland

Sat 3/8

3:55 pm-12:36 am

1 stop7h 41m

San Juan Luis Munoz Marin Intl

Wed 3/26

1:05 am-2:52 pm

2 stops13h 47m

$390

PortlandSan Juan

PWM - SJU

PWMSJU

Portland

Sun 3/2

5:10 pm-10:50 am

2 stops16h 40m

San Juan Luis Munoz Marin Intl

Wed 3/5

9:05 am-10:15 pm

2 stops14h 10m

$436

PortlandSan Juan

PWM - SJU

PWMSJU

Portland

Wed 3/5

6:48 pm-9:10 pm

1 stop25h 22m

$94

PortlandSan Juan

PWM - SJU

PWMSJU

Portland

Tue 4/8

5:35 pm-2:46 am

1 stop9h 11m

$115

PortlandSan Juan

PWM - SJU

PWMSJU

Portland

Tue 4/8

12:15 pm-12:09 am

2 stops11h 54m

$156

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/19

Showing 1-10 of 13 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.

Travel insights for flights from Portland to Puerto Rico

Get recent, data-driven insights about flights from Portland to Puerto Rico including ideal travel times, pricing trends, and more.

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 March is currently the most expensive (average of $363). 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 February 20, 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.

Rainfall in Puerto Rico by month

Plan your trip to Puerto Rico by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Puerto Rico ranges from 2.2 - 6.1 inches per month. November is typically the wettest month, when rainfall can reach 6.1 in. February is typically the driest time to visit Puerto Rico when rainfall is around 2.2 in.

Temperature in Puerto Rico by month

Plan your trip to Puerto Rico by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Puerto Rico, use this chart to help with planning. For those seeking warmer temperatures, June is the ideal time of year to visit, when temperatures reach an average of 82.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 77.0 F).

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 February 20, 2025.
Peruse reviews from past customers who have flown with Southwest, Delta and JetBlue from Portland to Puerto Rico to help guide your decision. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
4,411 reviews

Comfort

8.1

Overall

8.1

Crew

8.7

Food

7.1

Boarding

8.2

Entertainment

7.6

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Southwest
8.1
Very good
4,411 reviews
Southwest
8.1
Very good
4,411 reviews

Comfort

8.1

Overall

8.1

Crew

8.7

Food

7.1

Boarding

8.2

Entertainment

7.6

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Delta
8.0
Very good
8,220 reviews
Southwest
8.1
Very good
4,411 reviews

Comfort

8.1

Overall

8.1

Crew

8.7

Food

7.1

Boarding

8.2

Entertainment

7.6

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

JetBlue
7.4
Good
3,070 reviews
Southwest
8.1
Very good
4,411 reviews

Comfort

8.1

Overall

8.1

Crew

8.7

Food

7.1

Boarding

8.2

Entertainment

7.6

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

United Airlines
7.4
Good
8,766 reviews
Southwest
8.1
Very good
4,411 reviews

Comfort

8.1

Overall

8.1

Crew

8.7

Food

7.1

Boarding

8.2

Entertainment

7.6

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

American Airlines
7.2
Good
10,000 reviews
Southwest
8.1
Very good
4,411 reviews

Comfort

8.1

Overall

8.1

Crew

8.7

Food

7.1

Boarding

8.2

Entertainment

7.6

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

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.

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

    $115 is the cheapest one-way deal found within the past few days, from JetBlue. You may also be able to find cheap deals on American Airlines and Delta, with prices starting from $156 and $253, 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, 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 March is currently the most expensive (average of $363). 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Portland to Puerto Rico

See prices for flight routes from nearby airports that may be better suited for you.
Boston to Luis Munoz Marin Intl flights
Boston to Oranjestad flights
Boston to Punta Cana flights
Boston to Santo Domingo flights
Boston to Montego Bay flights
Boston to Nassau flights
Boston to Simpson Bay flights
Boston to Saint Thomas Island flights
Boston to Santiago de los Caballeros flights
Boston to Providenciales flights
Boston to Willemstad flights
Boston to Castries flights
Boston to St. John's flights
Boston to George Town flights
Boston to Bridgetown flights
Boston to Christiansted flights
Boston to Puerto Plata flights
Boston to Kingston flights
Portland to Luis Munoz Marin Intl flights
Portland to Saint Thomas Island flights
Boston to Aguadilla flights
Boston to St. George's flights
Boston to Freeport flights
Boston to Basseterre flights
Boston to Georgetown flights
Portland to Oranjestad flights
Boston to Road Town flights
Boston to The Valley flights
Boston to Kralendijk flights
Boston to Gregory Town flights
Boston to Port of Spain flights
Boston to Marsh Harbour flights
Boston to Ponce flights
Boston to Cap Haitien flights
Boston to Castries flights
Portland to Providenciales flights
Portland to Montego Bay flights
Boston to Culebra flights
Boston to Fort-de-France flights
Boston to Vieques flights
Bangor to Luis Munoz Marin Intl flights
Boston to Kingstown flights
Boston to Port Au Prince flights
Boston to Roseau flights
Boston to Gustavia flights
Boston to Pointe-à-Pitre flights
Portland to Punta Cana flights
Portland to Nassau flights
Boston to Mayagüez flights
Bangor to Punta Cana flights

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 February 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$148Average$223FlexibilityNo cancel feeOn-time62%
JetBlueCheapest$214Average$368FlexibilityNo cancel feeOn-time62%
DeltaCheapest$274Average$419FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$305Average$613FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$320Average$602FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$401Average$662FlexibilityNo cancel feeOn-time63%
100% Free
Cheapflights is completely free to use, so you can start saving the moment you arrive.
Book with Flexibility
Our users can plan ahead with confidence and find flights with no change fees
Travel Smart
Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.