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$141+ 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 3/30. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — PWM
Nov 13 — Nov 201
Thu 11/13
Thu 11/20
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 October 14, 2025.

This SmartFares deal was found by Cheapflights users on 10/13. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/222:25 pmSJU - PWM
1 stop8h 39mJetBlue
Fri 10/247:09 amPWM - SJU
1 stop9h 33mJetBlue
Deal found 10/13$266
This Delta deal was found by Cheapflights users on 10/14. 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.
Tue 10/217:00 amSJU - PWM
1 stop6h 58mDelta
Tue 10/286:50 amPWM - SJU
1 stop9h 35mDelta
Deal found 10/14$281
This Delta deal was found by Cheapflights users on 10/13. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/127:15 amSJU - PWM
1 stop7h 35mDelta
Wed 11/192:30 pmPWM - SJU
1 stop8h 26mDelta
Deal found 10/13$319
This Southwest deal was found by Cheapflights users on 10/13. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/124:40 pmSJU - PWM
1 stop6h 35mSouthwest
Wed 11/1912:45 pmPWM - SJU
2 stops10h 50mSouthwest
Deal found 10/13$339
This United Airlines deal was found by Cheapflights users on 10/14. 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 10/217:00 amSJU - PWM
2 stops16h 13mUnited Airlines
Tue 10/2810:45 amPWM - SJU
2 stops10h 37mUnited Airlines
Deal found 10/14$371
This American Airlines deal was found by Cheapflights users on 10/14. 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 12/122:36 pmSJU - PWM
2 stops10h 01mAmerican Airlines
Mon 12/1512:23 pmPWM - SJU
2 stops10h 30mAmerican Airlines
Deal found 10/14$380
This United Airlines deal was found by Cheapflights users on 10/13. 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.
Tue 10/211:05 amSJU - PWM
1 stop8h 06mUnited Airlines
Fri 10/245:45 amPWM - SJU
1 stop6h 49mUnited Airlines
Deal found 10/13$411
This Southwest deal was found by Cheapflights users on 10/14. 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.
Tue 10/217:40 amSJU - PWM
2 stops12h 15mSouthwest
Tue 10/281:55 pmPWM - SJU
1 stop8h 50mSouthwest
Deal found 10/14$437
This United Airlines deal was found by Cheapflights users on 10/13. 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.
Tue 11/112:05 amSJU - PWM
1 stop8h 14mUnited Airlines
Wed 11/193:20 pmPWM - SJU
1 stop8h 16mUnited Airlines
Deal found 10/13$462
This Delta deal was found by Cheapflights users on 10/13. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/122:10 pmSJU - PWM
1 stop10h 49mDelta
Mon 12/156:03 amPWM - SJU
1 stop10h 25mDelta
Deal found 10/13$470

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 October 14, 2025.

Round-trip from

$295
(American Airlines)

One-way from

$141
(JetBlue)

Popular in

July

Cheapest in

February

Average price

$262
From Puerto Rico to Portland
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One-way flight from Puerto Rico to Portland
Search Deals
Highest demand for flights based on searches. 18% potential increase in price ($55 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($6 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2025
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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 October 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

4:45 pm-12:09 pm

2 stops20h 24m

Portland

Sat 2/21

4:14 pm-11:45 am

2 stops18h 31m

$295

San JuanPortland

SJU - PWM

SJUPWM

San Juan Luis Munoz Marin Intl

Wed 11/12

7:15 am-1:50 pm

1 stop7h 35m

Portland

Wed 11/19

2:30 pm-11:56 pm

1 stop8h 26m

$319

San JuanPortland

SJU - PWM

SJUPWM

San Juan Luis Munoz Marin Intl

Fri 12/12

2:36 pm-11:37 pm

2 stops10h 01m

Portland

Mon 12/15

5:17 pm-10:09 am

2 stops15h 52m

$380

San JuanPortland

SJU - PWM

SJUPWM

San Juan Luis Munoz Marin Intl

Wed 11/12

2:05 pm-10:15 pm

2 stops9h 10m

Portland

Wed 11/19

12:45 pm-12:35 am

2 stops10h 50m

$402

San JuanPortland

SJU - PWM

SJUPWM

San Juan Luis Munoz Marin Intl

Wed 2/18

6:00 am-2:26 pm

1 stop9h 26m

Portland

Sat 2/21

3:25 pm-12:50 am

1 stop8h 25m

$414

San JuanPortland

SJU - PWM

SJUPWM

San Juan Luis Munoz Marin Intl

Tue 11/11

2:05 am-9:19 am

1 stop8h 14m

Portland

Wed 11/19

6:00 am-9:00 pm

2 stops14h 00m

$462

San JuanPortland

SJU - PWM

SJUPWM

San Juan Luis Munoz Marin Intl

Fri 12/12

2:10 pm-11:59 pm

1 stop10h 49m

Portland

Mon 12/15

6:03 am-5:28 pm

1 stop10h 25m

$470

San JuanPortland

SJU - PWM

SJUPWM

San Juan Luis Munoz Marin Intl

Mon 3/30

2:40 pm-11:36 pm

1 stop8h 56m

$141

San JuanPortland

SJU - PWM

SJUPWM

San Juan Luis Munoz Marin Intl

Sat 2/28

7:10 am-10:49 am

2 stops52h 39m

$193

San JuanPortland

SJU - PWM

SJUPWM

San Juan Luis Munoz Marin Intl

Tue 2/17

5:56 pm-11:49 pm

1 stop6h 53m

$226

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/13

Showing 1-10 of 14 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 $55). Flying from Puerto Rico to Portland, Maine in July is currently the most expensive (average of $137). 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 October 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 and Delta can get you from Puerto Rico to Portland, Maine in just under 7h 35m. Your travel time can differ by up to 12h 49m. There are 1758 mi between Puerto Rico and Portland, Maine. This flight may include one or multiple stops.

  • 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 $141 on JetBlue. Other airlines that offer cheap prices include Delta from $226 and American Airlines from $263 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 $55). Flying from Puerto Rico to Portland, Maine in July is currently the most expensive (average of $137). 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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