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San Juan

$228+ Cheap flights from Portland, ME (PWM) to San Juan

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 8/24. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — SJU
Apr 29 — May 61
Tue 4/29
Tue 5/6
1 adult, Economy
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Cheapflights Tip: The best prices from Portland to San Juan are usually found in September or October, booked 32 days in advance, depart on a Wednesday or Tuesday and return on a Wednesday

Cheap flight deals from Portland to San Juan

Discover tips and strategies to find the most affordable flight options for your journey from Portland (PWM) to San Juan (PR1). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated April 24, 2025.

Round-trip from

$304
(Delta)

Popular in

April

Cheapest in

September

Average price

$629
From Portland to San Juan
Search Deals
Highest demand for flights based on searches. 9% potential increase in price ($47 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($15 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in April 2025
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Find flight deals from Portland to San Juan

Cheapest flights from Portland to San Juan
Explore the most affordable flight options available from Portland to San Juan. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 24, 2025.

This Delta deal was found by Cheapflights users on 4/23. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/286:35 amPWM - SJU
1 stop10h 09mDelta
Tue 6/31:12 pmSJU - PWM
1 stop11h 02mDelta
Deal found 4/23$304
This Frontier deal was found by Cheapflights users on 4/23. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/89:29 pmPWM - SJU
1 stop11h 29mFrontier
Mon 5/126:00 amSJU - PWM
1 stop14h 40mFrontier
Deal found 4/23$318
This JetBlue deal was found by Cheapflights users on 4/23. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/303:20 pmPWM - SJU
1 stop6h 07mJetBlue
Thu 5/87:01 amSJU - PWM
1 stop7h 39mJetBlue
Deal found 4/23$380
This American Airlines deal was found by Cheapflights users on 4/23. 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.
Fri 5/306:00 amPWM - SJU
2 stops8h 40mAmerican Airlines
Mon 6/25:25 amSJU - PWM
1 stop17h 20mAmerican Airlines
Deal found 4/23$388
This United Airlines deal was found by Cheapflights users on 4/23. 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 5/2812:15 pmPWM - SJU
2 stops11h 42mUnited Airlines
Tue 6/34:55 pmSJU - PWM
1 stop7h 02mUnited Airlines
Deal found 4/23$453
This Mytrip deal was found by Cheapflights users on 4/23. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/3011:50 amPWM - SJU
2 stops23h 41mMultiple Airlines
Mon 6/26:09 amSJU - PWM
3 stops30h 56mMultiple Airlines
Deal found 4/23$550
This Southwest deal was found by Cheapflights users on 4/23. 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.
Wed 8/65:50 amPWM - SJU
2 stops11h 35mSouthwest
Sun 8/105:05 amSJU - PWM
2 stops11h 45mSouthwest
Deal found 4/23$658

Cheapflights Fare Finder

Customize your flight search to find flights from Portland to San Juan 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 April 24, 2025.
Use the filters below to find and compare flights from Portland to San Juan that are best for you.

Fly from

Portland

Fly to

San Juan

Route

Depart

Return

Price

PortlandSan Juan

PWM - SJU

PWMSJU

Portland

Wed 5/28

6:35 am-4:44 pm

1 stop10h 09m

San Juan Luis Munoz Marin Intl

Tue 6/3

1:12 pm-12:14 am

1 stop11h 02m

$304

PortlandSan Juan

PWM - SJU

PWMSJU

Portland

Thu 5/8

9:29 pm-8:58 am

1 stop11h 29m

San Juan Luis Munoz Marin Intl

Mon 5/12

6:00 am-8:40 pm

1 stop14h 40m

$318

PortlandSan Juan

PWM - SJU

PWMSJU

Portland

Wed 5/28

7:12 am-4:15 pm

1 stop9h 03m

San Juan Luis Munoz Marin Intl

Mon 6/2

3:33 am-1:50 pm

1 stop10h 17m

$387

PortlandSan Juan

PWM - SJU

PWMSJU

Portland

Fri 5/30

6:00 am-2:40 pm

2 stops8h 40m

San Juan Luis Munoz Marin Intl

Mon 6/2

5:25 am-10:45 pm

1 stop17h 20m

$388

PortlandSan Juan

PWM - SJU

PWMSJU

Portland

Wed 5/28

12:15 pm-11:57 pm

2 stops11h 42m

San Juan Luis Munoz Marin Intl

Tue 6/3

4:55 pm-11:57 pm

1 stop7h 02m

$453

PortlandSan Juan

PWM - SJU

PWMSJU

Portland

Fri 5/30

11:50 am-11:31 am

2 stops23h 41m

San Juan Luis Munoz Marin Intl

Mon 6/2

6:09 am-1:05 pm

3 stops30h 56m

$550

PortlandSan Juan

PWM - SJU

PWMSJU

Portland

Wed 8/6

5:50 am-5:25 pm

2 stops11h 35m

San Juan Luis Munoz Marin Intl

Sun 8/10

5:05 am-4:50 pm

2 stops11h 45m

$658

PortlandSan Juan

PWM - SJU

PWMSJU

Portland

Sun 8/24

6:00 am-2:45 pm

1 stop8h 45m

$228

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/23

Best time to book a flight from Portland to San Juan

Have a flexible travel schedule? Discover the best time to fly to San Juan from Portland 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 Portland to San Juan

How far ahead should I book a flight from Portland, Maine to San Juan?

Use this chart to determine the optimal time to book a round-trip flight from Portland to San Juan. Price data was last updated on April 18, 2025.

To ensure you get the cheapest price possible for a flight from Portland, Maine to San Juan, you should look to book at least 32 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

What is the cheapest month to book a flight from Portland, Maine to San Juan?

Currently, September is the cheapest month in which you can book a flight from Portland, Maine to San Juan (average of $254). Flying from Portland, Maine to San Juan in December is currently the most expensive (average of $336). 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 PWM to SJU?

Find hourly flight availability from Portland to San Juan. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated April 24, 2025.

When flying from Portland, Maine to San Juan, the time of day you fly usually plays a role in the price. Save by searching for a flight in the evening, which can drop the price by up to 46% versus a flight in the morning.

Rainfall in San Juan by month

Plan your trip to San Juan by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in San Juan ranges from 2.2 - 6.1 inches per month. November is typically the wettest month, when rainfall can reach 6.1 in. February is typically the driest time to visit San Juan when rainfall is around 2.2 in.

Temperature in San Juan by month

Plan your trip to San Juan by taking into account the average temperature totals by month.

If weather is an important factor for your trip to San Juan, use this chart to help with planning. For those seeking warmer temperatures, June is the ideal time of year to visit, when temperatures reach an average of 82.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 77.0 F).

Reviews of airlines servicing San Juan

Get insights into the airlines that provide service to San Juan. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to San Juan. Reviews last updated April 24, 2025.
Peruse reviews from past customers who have flown with Southwest, Delta and United Airlines from Portland to San Juan to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,286 reviews

Entertainment

7.6

Food

7.1

Boarding

8.2

Comfort

8.0

Crew

8.6

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Southwest
8.0
Very good
4,286 reviews
Southwest
8.0
Very good
4,286 reviews

Entertainment

7.6

Food

7.1

Boarding

8.2

Comfort

8.0

Crew

8.6

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Delta
8.0
Very good
7,920 reviews
Southwest
8.0
Very good
4,286 reviews

Entertainment

7.6

Food

7.1

Boarding

8.2

Comfort

8.0

Crew

8.6

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
United Airlines
7.4
Good
8,685 reviews
Southwest
8.0
Very good
4,286 reviews

Entertainment

7.6

Food

7.1

Boarding

8.2

Comfort

8.0

Crew

8.6

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
JetBlue
7.3
Good
2,924 reviews
Southwest
8.0
Very good
4,286 reviews

Entertainment

7.6

Food

7.1

Boarding

8.2

Comfort

8.0

Crew

8.6

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,286 reviews

Entertainment

7.6

Food

7.1

Boarding

8.2

Comfort

8.0

Crew

8.6

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!

Related info for your journey

Find useful and relevant information for your journey from Portland to San Juan. 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 from for flights from Portland to San Juan?

    Portland (PWM), located 2.9 mi from the city center, is the airport you fly out of when you book flights from Portland to San Juan. 6 airlines have flights from Portland to San Juan on a regular basis. Booking flights from Portland to San Juan should not be difficult; the airport handles an average of 0 outbound flights to San Juan per day.

  • What are the cheapest airlines flying from Portland, Maine to San Juan round-trip?

    Our cheapest airline available from Portland, Maine to San Juan is Delta. Our recent data shows that you can find tickets from as low as $304 on this airline. Additional options worth looking into are Frontier and JetBlue, starting at $318 and $387 round-trip. Delta is currently priced 34% below the average price you’ll pay for this route.

  • Can I find deals for flights from Portland to San Juan that include hotel bookings?

    Yes. In addition to deals on Portland to San Juan flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Portland to San Juan?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Portland to San Juan.

  • Can I find deals for business class flights from Portland to San Juan?

    Yes. Cheapflights offers flight deals from Portland to San Juan 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 Portland, Maine to San Juan?

    Currently, September is the cheapest month in which you can book a flight from Portland, Maine to San Juan (average of $254). Flying from Portland, Maine to San Juan in December is currently the most expensive (average of $336). 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

Browse thousands of different options on Cheapflights for your next trip

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Top 6 airlines flying from Portland to San Juan

Discover the top 6 airlines that operate flights from Portland to San Juan. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated April 24, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$145Average$229FlexibilityNo cancel feeOn-time62%
JetBlueCheapest$214Average$372FlexibilityNo cancel feeOn-time62%
DeltaCheapest$274Average$428FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$301Average$573FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$302Average$601FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$401Average$658FlexibilityNo cancel feeOn-time63%

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