HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Portland

$106+ 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 12/5. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — PWM
Dec 24 — Dec 311
Wed 12/24
Wed 12/31
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Puerto Rico to Portland with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 November 24, 2025.

This United Airlines deal was found by Cheapflights users on 11/22. 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.
Sat 12/68:30 amSJU - PWM
1 stop6h 49mUnited Airlines
Mon 12/86:00 amPWM - SJU
2 stops14h 00mUnited Airlines
Deal found 11/22$362
This Delta deal was found by Cheapflights users on 11/24. 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 12/152:34 pmPWM - SJU
1 stop8h 25mDelta
Deal found 11/24$367
This American Airlines deal was found by Cheapflights users on 11/22. 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 12/1211:00 amSJU - PWM
2 stops13h 37mAmerican Airlines
Mon 12/156:00 amPWM - SJU
2 stops10h 52mAmerican Airlines
Deal found 11/22$377
This Southwest deal was found by Cheapflights users on 11/23. 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 11/255:35 amSJU - PWM
2 stops10h 05mSouthwest
Sat 11/2912:15 pmPWM - SJU
2 stops11h 30mSouthwest
Deal found 11/23$410
This American Airlines deal was found by Cheapflights users on 11/22. 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 12/68:18 amSJU - PWM
2 stops10h 57mAmerican Airlines
Mon 12/85:46 amPWM - SJU
2 stops15h 23mAmerican Airlines
Deal found 11/22$413
This United Airlines deal was found by Cheapflights users on 11/23. 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 11/267:45 amSJU - PWM
2 stops17h 14mUnited Airlines
Sun 11/306:00 amPWM - SJU
1 stop7h 40mUnited Airlines
Deal found 11/23$476
This American Airlines deal was found by Cheapflights users on 11/23. 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 11/252:05 pmSJU - PWM
1 stop9h 28mAmerican Airlines
Sat 11/296:37 pmPWM - SJU
1 stop9h 11mAmerican Airlines
Deal found 11/23$481

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 November 24, 2025.

Round-trip from

$275
(American Airlines)

One-way from

$106
(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 November 24, 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

Fri 1/23

1:58 pm-10:07 pm

1 stop9h 09m

Portland

Mon 1/26

12:40 pm-11:56 pm

1 stop10h 16m

$275

San JuanPortland

SJU - PWM

SJUPWM

San Juan Luis Munoz Marin Intl

Sat 12/6

8:30 am-2:19 pm

1 stop6h 49m

Portland

Mon 12/8

3:00 pm-12:36 am

1 stop8h 36m

$362

San JuanPortland

SJU - PWM

SJUPWM

San Juan Luis Munoz Marin Intl

Fri 12/12

1:55 pm-10:23 pm

1 stop9h 28m

Portland

Mon 12/15

2:34 pm-11:59 pm

1 stop8h 25m

$367

San JuanPortland

SJU - PWM

SJUPWM

San Juan Luis Munoz Marin Intl

Sat 12/6

1:55 pm-10:23 pm

1 stop9h 28m

Portland

Mon 12/8

2:34 pm-11:59 pm

1 stop8h 25m

$367

San JuanPortland

SJU - PWM

SJUPWM

San Juan Luis Munoz Marin Intl

Fri 12/12

11:00 am-11:37 pm

2 stops13h 37m

Portland

Mon 12/15

6:00 am-5:52 pm

2 stops10h 52m

$377

San JuanPortland

SJU - PWM

SJUPWM

San Juan Luis Munoz Marin Intl

Sat 12/6

8:18 am-9:42 pm

2 stops14h 24m

Portland

Mon 12/8

5:46 am-10:09 pm

2 stops15h 23m

$413

San JuanPortland

SJU - PWM

SJUPWM

San Juan Luis Munoz Marin Intl

Fri 12/5

6:40 am-12:10 pm

1 stop6h 30m

$106

San JuanPortland

SJU - PWM

SJUPWM

San Juan Luis Munoz Marin Intl

Thu 12/4

4:10 am-10:36 am

2 stops31h 26m

$181

San JuanPortland

SJU - PWM

SJUPWM

San Juan Luis Munoz Marin Intl

Thu 12/4

2:05 am-9:10 am

1 stop8h 05m

$186

San JuanPortland

SJU - PWM

SJUPWM

San Juan Luis Munoz Marin Intl

Sat 4/25

5:40 am-1:23 pm

1 stop7h 43m

$250

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/23

Showing 1-10 of 12 results
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, 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 November 24, 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, United Airlines, and Delta can get you from Puerto Rico to Portland, Maine in just under 6h 49m. Your travel time can differ by up to 2h 39m. 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 $106 on Southwest. Other airlines that offer cheap prices include United Airlines from $186 and JetBlue from $250 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Puerto Rico to Portland

See prices for flight routes from nearby airports that may be better suited for you.
Santo Domingo to Boston flights
Luis Munoz Marin Intl to Boston flights
Santiago de los Caballeros to Boston flights
Punta Cana to Boston flights
Port of Spain to Boston flights
Kingston to Boston flights
Oranjestad to Boston flights
Simpson Bay to Boston flights
Saint Thomas Island to Boston flights
Montego Bay to Boston flights
Providenciales to Boston flights
Bridgetown to Boston flights
Nassau to Boston flights
George Town to Boston flights
Luis Munoz Marin Intl to Portland flights
Aguadilla to Boston flights
St. John's to Boston flights
Fort-de-France to Boston flights
Pointe-à-Pitre to Boston flights
Willemstad to Boston flights
Christiansted to Boston flights
Ponce to Boston flights
St. George's to Boston flights
Port Au Prince to Boston flights
La Romana to Boston flights
Cap Haitien to Boston flights
Vieques to Boston flights

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.