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$171+ 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 9/28. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — PWM
Aug 18 — Aug 251
Tue 8/18
Tue 8/25
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 July 19, 2026.

This Delta deal was found by Cheapflights users on 7/15. 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 8/215:50 pm
SJU
-
PWM
1 stop7h 09m
Delta
Sat 8/296:05 am
PWM
-
SJU
1 stop10h 33m
Delta
Deal found 7/15$342
This United Airlines deal was found by Cheapflights users on 7/18. 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 10/131:00 am
SJU
-
PWM
2 stops9h 02m
United Airlines
Tue 10/205:15 am
PWM
-
SJU
2 stops15h 23m
United Airlines
Deal found 7/18$360
This Southwest deal was found by Cheapflights users on 7/18. 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 10/155:35 pm
SJU
-
PWM
1 stop6h 20m
Southwest
Mon 10/195:20 am
PWM
-
SJU
2 stops10h 00m
Southwest
Deal found 7/18$373
This Delta deal was found by Cheapflights users on 7/18. 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 10/161:06 pm
SJU
-
PWM
1 stop11h 04m
Delta
Sun 10/184:15 pm
PWM
-
SJU
1 stop7h 41m
Delta
Deal found 7/18$385
This Southwest deal was found by Cheapflights users on 7/19. 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 10/1412:40 pm
SJU
-
PWM
2 stops9h 55m
Southwest
Mon 10/195:20 am
PWM
-
SJU
1 stop6h 55m
Southwest
Deal found 7/19$394
This Delta deal was found by Cheapflights users on 7/18. 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 7/295:50 pm
SJU
-
PWM
1 stop7h 09m
Delta
Tue 8/112:53 pm
PWM
-
SJU
1 stop8h 59m
Delta
Deal found 7/18$403
This JetBlue deal was found by Cheapflights users on 7/16. 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.
Sat 8/225:01 am
SJU
-
PWM
1 stop8h 44m
JetBlue
Wed 8/262:40 pm
PWM
-
SJU
1 stop9h 33m
JetBlue
Deal found 7/16$409
This JetBlue deal was found by Cheapflights users on 7/15. 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.
Sat 8/295:01 am
SJU
-
PWM
1 stop8h 44m
JetBlue
Tue 9/11:20 pm
PWM
-
SJU
1 stop9h 39m
JetBlue
Deal found 7/15$428
This United Airlines deal was found by Cheapflights users on 7/14. 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 10/201:00 am
SJU
-
PWM
2 stops13h 38m
United Airlines
Sat 10/243:31 pm
PWM
-
SJU
1 stop8h 19m
United Airlines
Deal found 7/14$432
This FlightHub deal was found by Cheapflights users on 7/19. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/218:55 pm
SJU
-
PWM
2 stops16h 50m
JetBlue
Sat 8/296:41 am
PWM
-
SJU
1 stop9h 18m
JetBlue
Deal found 7/19$442
This American Airlines deal was found by Cheapflights users on 7/15. 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 8/217:30 am
SJU
-
PWM
2 stops13h 51m
American Airlines
Sat 8/296:02 am
PWM
-
SJU
2 stops10h 55m
American Airlines
Deal found 7/15$444

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 July 19, 2026.

Round-trip from

$342
(Delta)

One-way from

$171
(United 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 July 19, 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

Wed 10/14

4:55 pm-11:59 pm

1 stop7h 04m

Portland

Tue 10/20

5:15 am-12:34 pm

1 stop7h 19m

$342

San JuanPortland

SJU - PWM

SJUPWM

San Juan Luis Munoz Marin Intl

Thu 10/15

7:00 am-3:35 pm

1 stop8h 35m

Portland

Mon 10/19

4:15 pm-11:56 pm

1 stop7h 41m

$342

San JuanPortland

SJU - PWM

SJUPWM

San Juan Luis Munoz Marin Intl

Fri 8/21

5:50 pm-12:59 am

1 stop7h 09m

Portland

Sat 8/29

6:00 am-4:33 pm

1 stop10h 33m

$342

San JuanPortland

SJU - PWM

SJUPWM

San Juan Luis Munoz Marin Intl

Sat 9/12

1:21 pm-11:56 pm

1 stop10h 35m

Portland

Wed 9/16

4:20 pm-11:48 pm

1 stop7h 28m

$342

San JuanPortland

SJU - PWM

SJUPWM

San Juan Luis Munoz Marin Intl

Fri 10/16

1:06 pm-12:10 am

1 stop11h 04m

Portland

Sun 10/18

4:15 pm-11:56 pm

1 stop7h 41m

$385

San JuanPortland

SJU - PWM

SJUPWM

San Juan Luis Munoz Marin Intl

Wed 10/14

12:40 pm-10:35 pm

2 stops9h 55m

Portland

Mon 10/19

5:20 am-12:15 pm

1 stop6h 55m

$394

San JuanPortland

SJU - PWM

SJUPWM

San Juan Luis Munoz Marin Intl

Sat 8/22

5:01 am-1:45 pm

1 stop8h 44m

Portland

Wed 8/26

2:40 pm-12:13 am

1 stop9h 33m

$409
Cheapest one-way

San JuanPortland

SJU - PWM

SJUPWM

San Juan Luis Munoz Marin Intl

Fri 12/4

2:05 am-8:19 am

1 stop7h 14m

$171
Quickest one-way

San JuanPortland

SJU - PWM

SJUPWM

San Juan Luis Munoz Marin Intl

Sun 12/20

3:45 am-9:30 am

1 stop6h 45m

$171

San JuanPortland

SJU - PWM

SJUPWM

San Juan Luis Munoz Marin Intl

Fri 11/13

6:35 am-4:30 pm

1 stop10h 55m

$171

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/15

Showing 1-10 of 17 resultsSorted by cheapest first
1
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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

No data available for this route at this time. Please check back soon.

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?

    Delta, United Airlines, and Southwest can get you from Puerto Rico to Portland, Maine in just under 6h 20m. Your travel time can differ by up to 2h 42m. 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 American Airlines from $262 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.

See more FAQs

Traveling to a place near Portland?

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