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Puerto Rico

$298+ Cheap flights from Portland, ME (PWM) to Puerto Rico

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 4/28. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — SJU
Apr 22 — Apr 291
Tue 4/22
Tue 4/29
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 April 17, 2025.

Round-trip from

$298
(Frontier)

Popular in

April

Cheapest in

September

Average price

$629
From Portland to Puerto Rico
Search Deals
Highest demand for flights based on searches. 9% potential increase in price ($47 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($15 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in April 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 April 17, 2025.

This Frontier deal was found by Cheapflights users on 4/17. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/19:29 pmPWM - PSE
1 stop11h 27mFrontier
Thu 5/89:46 amPSE - PWM
1 stop10h 43mFrontier
Deal found 4/17$308
This Booking.com deal was found by Cheapflights users on 4/16. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/89:29 pmPWM - SJU
1 stop29h 22mFrontier
Sun 5/114:39 pmSJU - PWM
1 stop28h 01mFrontier
Deal found 4/16$308
This JetBlue deal was found by Cheapflights users on 4/16. 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.
Wed 4/303:20 pmPWM - SJU
1 stop6h 07mJetBlue
Thu 5/87:01 amSJU - PWM
1 stop7h 39mJetBlue
Deal found 4/16$347
This Southwest deal was found by Cheapflights users on 4/15. 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.
Fri 5/164:40 pmPWM - SJU
1 stop6h 50mSouthwest
Tue 5/205:20 amSJU - PWM
2 stops10h 00mSouthwest
Deal found 4/15$379
This Delta deal was found by Cheapflights users on 4/15. 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 11/12:35 pmPWM - SJU
1 stop8h 44mDelta
Mon 11/173:28 pmSJU - PWM
1 stop7h 31mDelta
Deal found 4/15$385
This United Airlines deal was found by Cheapflights users on 4/16. 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 4/3012:45 pmPWM - SJU
2 stops11h 09mUnited Airlines
Thu 5/84:55 pmSJU - PWM
1 stop6h 32mUnited Airlines
Deal found 4/16$421
This American Airlines deal was found by Cheapflights users on 4/15. 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.
Sat 11/14:03 pmPWM - SJU
2 stops19h 42mAmerican Airlines
Mon 11/174:50 pmSJU - PWM
1 stop6h 40mAmerican Airlines
Deal found 4/15$464
This Mytrip deal was found by Cheapflights users on 4/15. 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.
Thu 5/158:07 pmPWM - SJU
3 stops39h 24mMultiple Airlines
Thu 5/2212:36 pmSJU - PWM
2 stops25h 31mMultiple Airlines
Deal found 4/15$556

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 April 17, 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

PortlandPonce

PWM - PSE

PWMPSE

Portland

Thu 5/1

9:29 pm-8:56 am

1 stop11h 27m

Ponce Mercedita

Thu 5/8

9:46 am-8:29 pm

1 stop10h 43m

$308

PortlandSan Juan

PWM - SJU

PWMSJU

Portland

Thu 5/8

9:29 pm-2:51 am

1 stop29h 22m

San Juan Luis Munoz Marin Intl

Sun 5/11

4:39 pm-8:40 pm

1 stop28h 01m

$308

PortlandSan Juan

PWM - SJU

PWMSJU

Portland

Wed 4/30

3:20 pm-9:27 pm

1 stop6h 07m

San Juan Luis Munoz Marin Intl

Thu 5/8

7:01 am-2:40 pm

1 stop7h 39m

$347

PortlandSan Juan

PWM - SJU

PWMSJU

Portland

Fri 5/16

4:40 pm-11:30 pm

1 stop6h 50m

San Juan Luis Munoz Marin Intl

Tue 5/20

5:20 am-3:20 pm

2 stops10h 00m

$379

PortlandSan Juan

PWM - SJU

PWMSJU

Portland

Mon 5/26

5:30 am-4:31 pm

1 stop11h 01m

San Juan Luis Munoz Marin Intl

Fri 5/30

1:12 pm-12:14 am

1 stop11h 02m

$408

PortlandSan Juan

PWM - SJU

PWMSJU

Portland

Wed 4/30

12:45 pm-11:54 pm

2 stops11h 09m

San Juan Luis Munoz Marin Intl

Thu 5/8

4:55 pm-11:27 pm

1 stop6h 32m

$421

PortlandSan Juan

PWM - SJU

PWMSJU

Portland

Thu 5/8

4:01 pm-10:30 pm

1 stop6h 29m

San Juan Luis Munoz Marin Intl

Sun 5/11

6:10 am-10:45 pm

2 stops16h 35m

$535

PortlandSan Juan

PWM - SJU

PWMSJU

Portland

Thu 5/15

8:07 pm-11:31 am

3 stops39h 24m

San Juan Luis Munoz Marin Intl

Thu 5/22

12:36 pm-2:07 pm

2 stops25h 31m

$556

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/17

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 December is currently the most expensive (average of $336). 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 April 17, 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 April 17, 2025.
Southwest
8.0
Very good
4,280 reviews

Boarding

8.2

Overall

8.0

Food

7.1

Crew

8.6

Comfort

8.0

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Southwest
8.0
Very good
4,280 reviews
Southwest
8.0
Very good
4,280 reviews

Boarding

8.2

Overall

8.0

Food

7.1

Crew

8.6

Comfort

8.0

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Delta
8.0
Very good
7,917 reviews
Southwest
8.0
Very good
4,280 reviews

Boarding

8.2

Overall

8.0

Food

7.1

Crew

8.6

Comfort

8.0

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
United Airlines
7.4
Good
8,667 reviews
Southwest
8.0
Very good
4,280 reviews

Boarding

8.2

Overall

8.0

Food

7.1

Crew

8.6

Comfort

8.0

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
JetBlue
7.3
Good
2,926 reviews
Southwest
8.0
Very good
4,280 reviews

Boarding

8.2

Overall

8.0

Food

7.1

Crew

8.6

Comfort

8.0

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,280 reviews

Boarding

8.2

Overall

8.0

Food

7.1

Crew

8.6

Comfort

8.0

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

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 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 December is currently the most expensive (average of $336). 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 April 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$145Average$229FlexibilityNo cancel feeOn-time62%
JetBlueCheapest$214Average$369FlexibilityNo cancel feeOn-time62%
DeltaCheapest$274Average$433FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$295Average$496FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$301Average$574FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$401Average$658FlexibilityNo cancel feeOn-time63%

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