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$118+ Cheap flights from Puerto Rico to Portland, ME (PWM)

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 12/16. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — PWM
Dec 14 — Dec 211
Sun 12/14
Sun 12/21
1 adult, Economy
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Find flight deals from Puerto Rico to Portland

Cheapest flights from Puerto Rico to Portland
Explore the most affordable flight options available from Puerto Rico to Portland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 14, 2025.

This American Airlines deal was found by Cheapflights users on 11/13. 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 12/1211:00 amSJU - PWM
2 stops13h 37mAmerican Airlines
Mon 12/155:17 pmPWM - SJU
2 stops15h 52mAmerican Airlines
Deal found 11/13$298
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/234:19 pmSJU - PWM
2 stops43h 59mMultiple Airlines
Mon 1/129:47 amPWM - SJU
1 stop12h 45mMultiple Airlines
Deal found 11/11$353
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.
Tue 12/235:24 amSJU - PWM
2 stops12h 15mAmerican Airlines
Mon 1/125:20 amPWM - SJU
2 stops14h 30mAmerican Airlines
Deal found 11/11$385
This Kiwi.com deal was found by Cheapflights users on 11/12. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/2711:05 amSJU - PWM
1 stop23h 01mMultiple Airlines
Mon 12/16:05 pmPWM - SJU
2 stops45h 08mMultiple Airlines
Deal found 11/12$424
This United Airlines deal was found by Cheapflights users on 11/13. 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 12/112:05 amSJU - PWM
1 stop8h 05mUnited Airlines
Mon 12/156:00 amPWM - SJU
2 stops14h 00mUnited Airlines
Deal found 11/13$475
This Delta deal was found by Cheapflights users on 11/12. 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.
Fri 12/126:35 pmSJU - PWM
1 stop6h 24mDelta
Mon 12/156:15 amPWM - SJU
1 stop10h 05mDelta
Deal found 11/12$490
This American Airlines deal was found by Cheapflights users on 11/12. 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.
Thu 11/276:42 pmSJU - PWM
2 stops24h 28mAmerican Airlines
Mon 12/15:21 pmPWM - SJU
2 stops15h 49mAmerican Airlines
Deal found 11/12$531

Cheap flight deals from Puerto Rico to Portland

Keep the following information in mind while searching for Puerto Rico to Portland flight deals. Data was last updated November 14, 2025.

Round-trip from

$295
(American Airlines)

One-way from

$118
(American Airlines)
From Puerto Rico to Portland
Search Deals
One-way flight from Puerto Rico to Portland
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Puerto Rico to Portland 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 November 14, 2025.
Use the filters below to find and compare flights from Puerto Rico to Portland that are best for you.

Fly from

Puerto Rico

Fly to

Portland

Route

Depart

Return

Price

San JuanPortland

SJU - PWM

SJUPWM

San Juan Luis Munoz Marin Intl

Wed 2/18

9:25 am-11:49 pm

2 stops15h 24m

Portland

Sat 2/21

12:35 pm-11:48 pm

1 stop10h 13m

$295

San JuanPortland

SJU - PWM

SJUPWM

San Juan Luis Munoz Marin Intl

Fri 12/12

11:00 am-11:37 pm

2 stops13h 37m

Portland

Mon 12/15

5:17 pm-10:09 am

2 stops15h 52m

$298

San JuanPortland

SJU - PWM

SJUPWM

San Juan Luis Munoz Marin Intl

Tue 12/23

4:19 pm-11:18 am

2 stops43h 59m

Portland

Mon 1/12

9:47 am-11:32 pm

1 stop12h 45m

$353

San JuanPortland

SJU - PWM

SJUPWM

San Juan Luis Munoz Marin Intl

Wed 2/18

5:56 pm-12:20 am

1 stop7h 24m

Portland

Sat 2/21

2:35 pm-11:58 pm

1 stop8h 23m

$363

San JuanPortland

SJU - PWM

SJUPWM

San Juan Luis Munoz Marin Intl

Tue 12/23

5:24 am-4:39 pm

2 stops12h 15m

Portland

Mon 1/12

5:20 am-8:50 pm

2 stops14h 30m

$385

San JuanPortland

SJU - PWM

SJUPWM

San Juan Luis Munoz Marin Intl

Thu 11/27

11:05 am-9:06 am

1 stop23h 01m

Portland

Mon 12/1

6:05 pm-4:13 pm

2 stops45h 08m

$424

San JuanPortland

SJU - PWM

SJUPWM

San Juan Luis Munoz Marin Intl

Mon 12/15

2:05 am-2:22 pm

2 stops13h 17m

$118

San JuanPortland

SJU - PWM

SJUPWM

San Juan Luis Munoz Marin Intl

Mon 12/8

6:35 pm-11:59 pm

1 stop6h 24m

$138

San JuanPortland

SJU - PWM

SJUPWM

San Juan Luis Munoz Marin Intl

Wed 11/19

7:15 am-1:50 pm

1 stop7h 35m

$141

San JuanPortland

SJU - PWM

SJUPWM

San Juan Luis Munoz Marin Intl

Wed 11/19

11:20 am-10:15 pm

2 stops11h 55m

$175

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/13

Showing 1-10 of 16 results
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Best time to book a flight from Puerto Rico to Portland

Have a flexible travel schedule? Discover the best time to fly to Portland from Puerto Rico 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 Puerto Rico to Portland

What is the cheapest month to book a flight from Puerto Rico to Portland, Maine?

Currently, February is the cheapest month in which you can book a flight from Puerto Rico to Portland, Maine (average of $56). Flying from Puerto Rico to Portland, Maine in October is currently the most expensive (average of $138). 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 PR to PWM?

Find hourly flight availability from Puerto Rico to Portland. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated November 14, 2025.

A simple way to save on the total cost of your ticket is to fly from Puerto Rico to Portland, Maine in the evening. If you’re flexible enough to do this you can expect to save up to 41% on your trip compared to booking a flight in the morning.

Related info for your journey

Find useful and relevant information for your journey from Puerto Rico to Portland. 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 into for flights to Portland from Puerto Rico?

    If you book a flight to Portland from Puerto Rico, you will be flying to Portland, which is the city’s only airport. Portland (PWM) is located 2.9 mi from the center of Portland.

  • How long is the flight from Puerto Rico to Portland, Maine?

    American Airlines can get you from Puerto Rico to Portland, Maine in just under 15h 24m. Your travel time can differ by up to . There are 1758 mi between Puerto Rico and Portland, Maine.

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

    One-way options have recently been found by users for as low as $118 on United Airlines. Other airlines that offer cheap prices include Delta from $138 and Southwest from $175 one-way.

  • Can I find deals for flights from Puerto Rico to Portland that include hotel bookings?

    Yes. In addition to deals on Puerto Rico to Portland flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Puerto Rico to Portland?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Puerto Rico to Portland.

  • Can I find deals for business class flights from Puerto Rico to Portland?

    Yes. Cheapflights offers flight deals from Puerto Rico to Portland 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 Puerto Rico to Portland, Maine?

    Currently, February is the cheapest month in which you can book a flight from Puerto Rico to Portland, Maine (average of $56). Flying from Puerto Rico to Portland, Maine in October is currently the most expensive (average of $138). 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

Traveling to a place near Portland?

Book flights to Portland if you plan to visit one of these locations
North Conway
Brunswick
Auburn
Conway

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Alternative routes for Puerto Rico to Portland

See prices for flight routes from nearby airports that may be better suited for you.
Santo Domingo to Boston flights
Luis Munoz Marin Intl to Boston flights
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Luis Munoz Marin Intl to Portland flights
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St. John's to Boston flights
Ponce to Boston flights
St. George's to Boston flights
Pointe-à-Pitre to Boston flights
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Port Au Prince to Boston flights
Fort-de-France to Boston flights
Cap Haitien to Boston flights
Christiansted to Boston flights
Vieques to Boston flights

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