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$147+ 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 4/28. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — PWM
Apr 6 — Apr 131
Mon 4/6
Mon 4/13
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 March 7, 2026.

This American Airlines deal was found by Cheapflights users on 3/2. 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.
Sat 8/16:00 am
SJU
-
PWM
1 stop15h 44m
American Airlines
Thu 8/138:01 am
PWM
-
SJU
1 stop15h 40m
American Airlines
Deal found 3/2$324
This American Airlines deal was found by Cheapflights users on 3/2. 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.
Tue 8/47:20 am
SJU
-
PWM
1 stop15h 20m
American Airlines
Wed 8/128:01 am
PWM
-
SJU
1 stop15h 40m
American Airlines
Deal found 3/2$396
This United Airlines deal was found by Cheapflights users on 3/2. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/41:00 am
SJU
-
PWM
1 stop8h 11m
United Airlines
Wed 8/125:15 am
PWM
-
SJU
1 stop7h 39m
United Airlines
Deal found 3/2$407
This Southwest deal was found by Cheapflights users on 3/2. 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.
Thu 6/255:15 pm
SJU
-
PWM
1 stop6h 50m
Southwest
Mon 6/295:35 am
PWM
-
SJU
1 stop6h 50m
Southwest
Deal found 3/2$412
This United Airlines deal was found by Cheapflights users on 3/2. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/47:40 am
SJU
-
PWM
2 stops16h 11m
United Airlines
Wed 8/125:15 am
PWM
-
SJU
1 stop7h 39m
United Airlines
Deal found 3/2$431
This Southwest deal was found by Cheapflights users on 3/6. 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 4/105:05 am
SJU
-
PWM
2 stops11h 10m
Southwest
Sun 4/125:30 am
PWM
-
SJU
2 stops11h 35m
Southwest
Deal found 3/6$440
This United Airlines deal was found by Cheapflights users on 3/6. 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.
Mon 5/41:00 am
SJU
-
PWM
2 stops9h 18m
United Airlines
Wed 5/63:39 pm
PWM
-
SJU
1 stop8h 11m
United Airlines
Deal found 3/6$455
This Kiwi.com deal was found by Cheapflights users on 3/2. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/56:10 am
SJU
-
PWM
1 stop11h 48m
Multiple Airlines
Wed 8/125:01 pm
PWM
-
SJU
2 stops15h 42m
Multiple Airlines
Deal found 3/2$458
This Kiwi.com deal was found by Cheapflights users on 3/2. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/611:45 am
SJU
-
PWM
1 stop21h 27m
Multiple Airlines
Wed 8/1211:07 am
PWM
-
SJU
1 stop11h 14m
Multiple Airlines
Deal found 3/2$464
This Southwest deal was found by Cheapflights users on 3/2. 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.
Thu 3/265:00 am
SJU
-
PWM
1 stop6h 55m
Southwest
Sun 4/512:35 pm
PWM
-
SJU
1 stop11h 30m
Southwest
Deal found 3/2$465
This Kiwi.com deal was found by Cheapflights users on 3/2. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/16:10 am
SJU
-
PWM
1 stop11h 48m
Multiple Airlines
Wed 8/125:01 pm
PWM
-
SJU
2 stops15h 42m
Multiple Airlines
Deal found 3/2$472

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 March 7, 2026.

Round-trip from

$324
(American Airlines)

One-way from

$147
(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 March 7, 2026.
Use the filters below to find and compare flights from Puerto Rico to Portland that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

San JuanPortland

SJU - PWM

SJUPWM

San Juan Luis Munoz Marin Intl

Thu 6/25

5:15 pm-12:05 am

1 stop6h 50m

Portland

Mon 6/29

5:35 am-12:25 pm

1 stop6h 50m

$412

San JuanPortland

SJU - PWM

SJUPWM

San Juan Luis Munoz Marin Intl

Mon 5/4

1:00 am-10:18 am

2 stops9h 18m

Portland

Wed 5/6

3:39 pm-11:50 pm

1 stop8h 11m

$455

San JuanPortland

SJU - PWM

SJUPWM

San Juan Luis Munoz Marin Intl

Thu 3/26

5:00 am-2:15 pm

1 stop9h 15m

Portland

Sun 4/5

12:35 pm-1:40 am

2 stops13h 05m

$500
Cheapest one-way
Quickest one-way

San JuanPortland

SJU - PWM

SJUPWM

San Juan Luis Munoz Marin Intl

Mon 5/4

1:00 am-8:49 am

1 stop7h 49m

$151

San JuanPortland

SJU - PWM

SJUPWM

San Juan Luis Munoz Marin Intl

Thu 4/30

1:00 am-8:49 am

1 stop7h 49m

$154

San JuanPortland

SJU - PWM

SJUPWM

San Juan Luis Munoz Marin Intl

Thu 4/30

11:43 am-10:23 am

2 stops22h 40m

$157

San JuanPortland

SJU - PWM

SJUPWM

San Juan Luis Munoz Marin Intl

Fri 4/17

2:45 pm-11:23 pm

1 stop8h 38m

$186

San JuanPortland

SJU - PWM

SJUPWM

San Juan Luis Munoz Marin Intl

Sat 5/9

6:00 am-11:27 pm

1 stop17h 27m

$196

San JuanPortland

SJU - PWM

SJUPWM

San Juan Luis Munoz Marin Intl

Fri 4/17

3:19 pm-11:27 pm

1 stop8h 08m

$196

San JuanPortland

SJU - PWM

SJUPWM

San Juan Luis Munoz Marin Intl

Tue 5/5

11:07 am-4:16 pm

3 stops29h 09m

$200

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/6

Showing 1-10 of 11 resultsSorted by cheapest first
1
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, December is the cheapest month in which you can book a flight from Puerto Rico to Portland, Maine (average of $93). Flying from Puerto Rico to Portland, Maine in July is currently the most expensive (average of $144). 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.

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?

    Southwest and United Airlines can get you from Puerto Rico to Portland, Maine in just under 6h 50m. Your travel time can differ by up to 2h 28m. 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 $118 on United Airlines. Other airlines that offer cheap prices include Delta from $120 and JetBlue from $124 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, December is the cheapest month in which you can book a flight from Puerto Rico to Portland, Maine (average of $93). Flying from Puerto Rico to Portland, Maine in July is currently the most expensive (average of $144). 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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