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$239+ 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 7/29. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — PWM
Jul 18 — Jul 251
Sat 7/18
Sat 7/25
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 June 18, 2026.

This United Airlines deal was found by Cheapflights users on 6/13. 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.
Wed 10/287:30 am
SJU
-
PWM
2 stops10h 43m
United Airlines
Mon 11/26:00 am
PWM
-
SJU
1 stop7h 40m
United Airlines
Deal found 6/13$308
This Delta deal was found by Cheapflights users on 6/16. 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 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 6/16$312
This Southwest deal was found by Cheapflights users on 6/13. 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 10/285:35 am
SJU
-
PWM
2 stops10h 30m
Southwest
Mon 11/25:20 am
PWM
-
SJU
2 stops10h 40m
Southwest
Deal found 6/13$332
This American Airlines deal was found by Cheapflights users on 6/15. 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
1 stop14h 30m
American Airlines
Sat 8/296:00 am
PWM
-
SJU
2 stops10h 57m
American Airlines
Deal found 6/15$337
This Southwest deal was found by Cheapflights users on 6/16. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/145:35 am
SJU
-
PWM
2 stops10h 30m
Southwest
Sun 10/185:50 am
PWM
-
SJU
1 stop6h 25m
Southwest
Deal found 6/16$376
This United Airlines deal was found by Cheapflights users on 6/14. 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.
Fri 10/231:25 pm
SJU
-
PWM
2 stops10h 34m
United Airlines
Sat 10/243:31 pm
PWM
-
SJU
1 stop8h 19m
United Airlines
Deal found 6/14$402
This JetBlue deal was found by Cheapflights users on 6/16. 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.
Wed 9/25:01 am
SJU
-
PWM
1 stop8h 44m
JetBlue
Wed 9/236:00 am
PWM
-
SJU
1 stop7h 34m
JetBlue
Deal found 6/16$408
This United Airlines deal was found by Cheapflights users on 6/16. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/257:00 am
SJU
-
PWM
2 stops16h 32m
United Airlines
Wed 8/263:51 pm
PWM
-
SJU
1 stop7h 59m
United Airlines
Deal found 6/16$412
This Southwest deal was found by Cheapflights users on 6/14. 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.
Fri 8/216:00 am
SJU
-
PWM
2 stops9h 00m
Southwest
Sat 8/297:25 am
PWM
-
SJU
2 stops10h 40m
Southwest
Deal found 6/14$413
This American Airlines deal was found by Cheapflights users on 6/15. 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 10/166:00 am
SJU
-
PWM
1 stop17h 24m
American Airlines
Sun 10/186:00 am
PWM
-
SJU
1 stop17h 41m
American Airlines
Deal found 6/15$417

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 June 18, 2026.

Round-trip from

$308
(United Airlines)

One-way from

$239
(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 June 18, 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

San JuanPortland

SJU - PWM

SJUPWM

San Juan Luis Munoz Marin Intl

Wed 10/28

7:30 am-6:13 pm

2 stops10h 43m

Portland

Mon 11/2

6:00 am-2:40 pm

1 stop7h 40m

$308

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

6:05 am-4:38 pm

1 stop10h 33m

$312

San JuanPortland

SJU - PWM

SJUPWM

San Juan Luis Munoz Marin Intl

Wed 10/28

5:35 am-4:05 pm

2 stops10h 30m

Portland

Mon 11/2

5:20 am-5:00 pm

2 stops10h 40m

$332

San JuanPortland

SJU - PWM

SJUPWM

San Juan Luis Munoz Marin Intl

Wed 10/14

6:10 am-4:05 pm

1 stop9h 55m

Portland

Sun 10/18

5:50 am-12:15 pm

1 stop6h 25m

$376

San JuanPortland

SJU - PWM

SJUPWM

San Juan Luis Munoz Marin Intl

Tue 8/25

7:00 am-11:32 pm

2 stops16h 32m

Portland

Wed 8/26

3:51 pm-11:50 pm

1 stop7h 59m

$402

San JuanPortland

SJU - PWM

SJUPWM

San Juan Luis Munoz Marin Intl

Fri 10/23

1:25 pm-11:59 pm

2 stops10h 34m

Portland

Sat 10/24

7:58 am-11:50 pm

2 stops15h 52m

$402
Quickest round-trip

San JuanPortland

SJU - PWM

SJUPWM

San Juan Luis Munoz Marin Intl

Wed 9/2

5:01 am-1:45 pm

1 stop8h 44m

Portland

Wed 9/23

6:00 am-1:34 pm

1 stop7h 34m

$408
Cheapest one-way

San JuanPortland

SJU - PWM

SJUPWM

San Juan Luis Munoz Marin Intl

Wed 7/29

1:00 am-9:11 am

1 stop8h 11m

$239

San JuanPortland

SJU - PWM

SJUPWM

San Juan Luis Munoz Marin Intl

Fri 7/3

9:45 pm-1:35 pm

2 stops15h 50m

$263

San JuanPortland

SJU - PWM

SJUPWM

San Juan Luis Munoz Marin Intl

Sun 8/9

5:01 am-12:17 pm

1 stop7h 16m

$278

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/13

Showing 1-10 of 15 resultsSorted by cheapest first
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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?

    United Airlines and Delta can get you from Puerto Rico to Portland, Maine in just under 7h 09m. Your travel time can differ by up to 3h 34m. 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 $224 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?

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

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