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$150+ 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 1/15. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — PWM
Jan 3 — Jan 101
Sat 1/3
Sat 1/10
1 adult, Economy
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Cheap 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 December 4, 2025.

This Southwest deal was found by Cheapflights users on 12/3. 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 12/56:40 amSJU - PWM
1 stop9h 15mSouthwest
Sun 12/73:00 pmPWM - SJU
1 stop9h 25mSouthwest
Deal found 12/3$354
This American Airlines deal was found by Cheapflights users on 12/3. 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 12/1212:49 pmSJU - PWM
2 stops11h 48mAmerican Airlines
Mon 12/156:00 amPWM - SJU
1 stop16h 52mAmerican Airlines
Deal found 12/3$377
This American Airlines deal was found by Cheapflights users on 12/2. 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.
Wed 12/245:24 amSJU - PWM
2 stops12h 15mAmerican Airlines
Sun 12/285:45 amPWM - SJU
1 stop12h 58mAmerican Airlines
Deal found 12/2$849
This Southwest deal was found by Cheapflights users on 12/2. 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.
Wed 12/246:40 amSJU - PWM
1 stop6h 30mSouthwest
Sun 12/285:30 pmPWM - SJU
1 stop6h 55mSouthwest
Deal found 12/2$852

Find 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 December 4, 2025.

Round-trip from

$366
(United Airlines)

One-way from

$150
(Southwest)
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 December 4, 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

Mon 3/2

2:05 am-3:14 pm

2 stops14h 09m

Portland

Wed 3/4

6:00 am-2:40 pm

1 stop7h 40m

$366

San JuanPortland

SJU - PWM

SJUPWM

San Juan Luis Munoz Marin Intl

Thu 1/22

2:05 am-9:01 am

1 stop7h 56m

Portland

Mon 1/26

3:12 pm-12:36 am

1 stop8h 24m

$508

San JuanPortland

SJU - PWM

SJUPWM

San Juan Luis Munoz Marin Intl

Wed 12/24

5:24 am-4:39 pm

2 stops12h 15m

Portland

Sun 12/28

5:45 am-7:43 pm

1 stop12h 58m

$849

San JuanPortland

SJU - PWM

SJUPWM

San Juan Luis Munoz Marin Intl

Wed 12/24

6:40 am-12:10 pm

1 stop6h 30m

Portland

Sun 12/28

5:30 pm-1:25 am

1 stop6h 55m

$852

San JuanPortland

SJU - PWM

SJUPWM

San Juan Luis Munoz Marin Intl

Thu 1/15

5:00 pm-10:45 pm

1 stop6h 45m

$150

San JuanPortland

SJU - PWM

SJUPWM

San Juan Luis Munoz Marin Intl

Thu 1/15

6:00 am-10:49 am

2 stops29h 49m

$162

San JuanPortland

SJU - PWM

SJUPWM

San Juan Luis Munoz Marin Intl

Sun 12/14

5:09 pm-9:06 am

1 stop16h 57m

$178

San JuanPortland

SJU - PWM

SJUPWM

San Juan Luis Munoz Marin Intl

Mon 1/5

1:59 am-5:38 pm

2 stops40h 39m

$257

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/2

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 December 4, 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?

    United Airlines can get you from Puerto Rico to Portland, Maine in just under 14h 09m. 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 $120 on Delta. Other airlines that offer cheap prices include JetBlue from $124 and American Airlines from $218 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.
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