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Puerto Rico

$108+ 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 8/22. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — SJU
ago. 4 — ago. 111
lun. 8/4
lun. 8/11
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 julio 30, 2025.

Round-trip from

$215
(American Airlines)

One-way from

$108
(American Airlines)

Popular in

December

Cheapest in

August

Average price

$413
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. 7% potential increase in price ($39 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($21 potential savings vs. average RT price).
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Average for round-trip flights in July 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 julio 30, 2025.

This American Airlines deal was found by Cheapflights users on 7/30. 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. 10/157:44 amPWM - SJU
1 stop16h 15mAmerican Airlines
sáb. 10/187:10 amSJU - PWM
1 stop9h 59mAmerican Airlines
Deal found 7/30$215
This United Airlines deal was found by Cheapflights users on 7/30. 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.
mié. 10/156:00 amPWM - SJU
1 stop7h 45mUnited Airlines
vie. 10/171:05 amSJU - PWM
2 stops13h 28mUnited Airlines
Deal found 7/30$245
This Frontier deal was found by Cheapflights users on 7/30. 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.
sáb. 8/26:58 pmPWM - SJU
1 stop7h 41mFrontier
vie. 8/223:55 amSJU - PWM
1 stop8h 51mFrontier
Deal found 7/30$258
This Delta deal was found by Cheapflights users on 7/30. 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.
jue. 10/22:41 pmPWM - SJU
1 stop9h 06mDelta
lun. 10/67:00 amSJU - PWM
1 stop6h 58mDelta
Deal found 7/30$275
This JetBlue deal was found by Cheapflights users on 7/30. 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.
jue. 10/22:17 pmPWM - SJU
1 stop7h 07mJetBlue
dom. 10/53:03 amSJU - PWM
1 stop10h 19mJetBlue
Deal found 7/30$282
This Southwest deal was found by Cheapflights users on 7/28. 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. 11/1912:45 pmPWM - SJU
1 stop9h 35mSouthwest
dom. 11/236:10 amSJU - PWM
1 stop11h 40mSouthwest
Deal found 7/28$398
This Expedia deal was found by Cheapflights users on 7/30. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 8/282:19 pmPWM - PSE
1 stop10h 00mJetBlue
sáb. 8/301:59 amPSE - PWM
1 stop11h 24mJetBlue
Deal found 7/30$511
This Mytrip deal was found by Cheapflights users on 7/30. 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.
mié. 10/156:18 pmPWM - SJU
2 stops19h 35mMultiple Airlines
sáb. 10/183:19 pmSJU - PWM
3 stops25h 41mMultiple Airlines
Deal found 7/30$597

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 julio 30, 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

mié. 10/15

7:44 am-11:59 pm

1 stop16h 15m

San Juan Luis Munoz Marin Intl

sáb. 10/18

7:10 am-5:09 pm

1 stop9h 59m

$215

PortlandSan Juan

PWM - SJU

PWMSJU

Portland

mié. 10/15

6:00 am-1:45 pm

1 stop7h 45m

San Juan Luis Munoz Marin Intl

vie. 10/17

1:05 am-2:33 pm

2 stops13h 28m

$245

PortlandSan Juan

PWM - SJU

PWMSJU

Portland

sáb. 8/2

6:58 pm-2:39 am

1 stop7h 41m

San Juan Luis Munoz Marin Intl

vie. 8/22

3:55 am-12:46 pm

1 stop8h 51m

$258

PortlandSan Juan

PWM - SJU

PWMSJU

Portland

jue. 10/2

2:41 pm-11:47 pm

1 stop9h 06m

San Juan Luis Munoz Marin Intl

lun. 10/6

7:00 am-1:58 pm

1 stop6h 58m

$275

PortlandSan Juan

PWM - SJU

PWMSJU

Portland

jue. 10/2

2:17 pm-9:24 pm

1 stop7h 07m

San Juan Luis Munoz Marin Intl

dom. 10/5

3:03 am-1:22 pm

1 stop10h 19m

$282

PortlandPonce

PWM - PSE

PWMPSE

Portland

jue. 8/28

2:19 pm-12:19 am

1 stop10h 00m

Ponce Mercedita

sáb. 8/30

1:59 am-1:23 pm

1 stop11h 24m

$511

PortlandSan Juan

PWM - SJU

PWMSJU

Portland

mié. 10/15

6:18 pm-1:53 pm

2 stops19h 35m

San Juan Luis Munoz Marin Intl

sáb. 10/18

3:19 pm-5:00 pm

3 stops25h 41m

$597

PortlandSan Juan

PWM - SJU

PWMSJU

Portland

vie. 8/22

4:05 pm-10:49 pm

1 stop6h 44m

$108

PortlandSan Juan

PWM - SJU

PWMSJU

Portland

sáb. 8/9

6:58 pm-9:04 am

1 stop14h 06m

$119

PortlandSan Juan

PWM - SJU

PWMSJU

Portland

mié. 9/3

2:17 pm-9:24 pm

1 stop7h 07m

$163

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/29

Showing 1-10 of 13 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, 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 julio 30, 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 julio 30, 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
4,241 reviews

Entertainment

7.5

Boarding

8.1

Overall

8.0

Food

7.0

Comfort

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Southwest
8.0
Very good
4,241 reviews
Southwest
8.0
Very good
4,241 reviews

Entertainment

7.5

Boarding

8.1

Overall

8.0

Food

7.0

Comfort

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Delta
8.0
Very good
7,980 reviews
Southwest
8.0
Very good
4,241 reviews

Entertainment

7.5

Boarding

8.1

Overall

8.0

Food

7.0

Comfort

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
United Airlines
7.4
Good
8,896 reviews
Southwest
8.0
Very good
4,241 reviews

Entertainment

7.5

Boarding

8.1

Overall

8.0

Food

7.0

Comfort

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
JetBlue
7.3
Good
2,913 reviews
Southwest
8.0
Very good
4,241 reviews

Entertainment

7.5

Boarding

8.1

Overall

8.0

Food

7.0

Comfort

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,241 reviews

Entertainment

7.5

Boarding

8.1

Overall

8.0

Food

7.0

Comfort

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.

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?

    $108 is the cheapest one-way deal found within the past few days, from American Airlines. You may also be able to find cheap deals on Frontier and JetBlue, with prices starting from $119 and $163, 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 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 julio 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$145Average$229FlexibilityNo cancel feeOn-time62%
JetBlueCheapest$214Average$456FlexibilityNo cancel feeOn-time62%
DeltaCheapest$274Average$389FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$285Average$622FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$322Average$578FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$401Average$654FlexibilityNo cancel feeOn-time63%

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