San Juan

$111+ 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 5/9. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — SJU
Mar 14 — Mar 211
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Cheap 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 February 12, 2026.

This Delta deal was found by Cheapflights users on 2/10. 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.
Sat 5/22:51 pm
PWM
-
SJU
1 stop9h 08m
Delta
Sat 5/97:00 am
SJU
-
PWM
1 stop6h 58m
Delta
Deal found 2/10$286
This United Airlines deal was found by Cheapflights users on 2/10. 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 6/26:00 am
PWM
-
SJU
1 stop7h 45m
United Airlines
Fri 6/51:00 am
SJU
-
PWM
1 stop8h 11m
United Airlines
Deal found 2/10$288
This United Airlines deal was found by Cheapflights users on 2/9. 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 5/59:39 am
PWM
-
SJU
1 stop10h 55m
United Airlines
Tue 5/51:00 am
SJU
-
PWM
2 stops9h 18m
United Airlines
Deal found 2/9$307
This American Airlines deal was found by Cheapflights users on 2/12. 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.
Wed 4/16:00 am
PWM
-
SJU
2 stops14h 34m
American Airlines
Wed 4/83:19 pm
SJU
-
PWM
1 stop8h 03m
American Airlines
Deal found 2/12$311
This United Airlines deal was found by Cheapflights users on 2/11. 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 5/123:39 pm
PWM
-
SJU
1 stop8h 11m
United Airlines
Mon 5/181:00 am
SJU
-
PWM
2 stops9h 18m
United Airlines
Deal found 2/11$312
This Orbitz deal was found by Cheapflights users on 2/12. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/276:00 am
PWM
-
SJU
2 stops17h 00m
JetBlue
Wed 6/33:00 pm
SJU
-
PWM
1 stop8h 36m
JetBlue
Deal found 2/12$323
This Delta deal was found by Cheapflights users on 2/10. 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.
Tue 2/245:31 am
PWM
-
SJU
1 stop10h 56m
Delta
Tue 3/102:44 pm
SJU
-
PWM
1 stop8h 38m
Delta
Deal found 2/10$339
This Southwest deal was found by Cheapflights users on 2/11. 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.
Mon 3/92:50 pm
PWM
-
SJU
1 stop9h 35m
Southwest
Thu 3/125:30 am
SJU
-
PWM
2 stops11h 15m
Southwest
Deal found 2/11$342
This American Airlines deal was found by Cheapflights users on 2/10. 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 2/246:36 pm
PWM
-
SJU
2 stops17h 19m
American Airlines
Tue 3/107:40 am
SJU
-
PWM
1 stop14h 50m
American Airlines
Deal found 2/10$352
This United Airlines deal was found by Cheapflights users on 2/12. 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 3/33:05 pm
PWM
-
SJU
1 stop8h 31m
United Airlines
Mon 3/91:05 am
SJU
-
PWM
1 stop9h 44m
United Airlines
Deal found 2/12$361

Find 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 February 12, 2026.

Round-trip from

$212
(United Airlines)

One-way from

$106
(United Airlines)

Popular in

February

Cheapest in

November

Average price

$662
From Portland to San Juan
One-way flight from Portland to San Juan
Highest demand for flights based on searches. 11% potential increase in price ($60 potential increase over avg. RT price).
Cheapest flight prices on average. 4% potential price decrease ($20 potential savings vs. average RT price).
Average for round-trip flights in February 2026

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 February 12, 2026.
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

Sat 5/2

2:51 pm-11:59 pm

1 stop9h 08m

San Juan Luis Munoz Marin Intl

Sat 5/9

7:00 am-1:58 pm

1 stop6h 58m

$286

PortlandSan Juan

PWM - SJU

PWMSJU

Portland

Tue 5/12

2:38 pm-11:43 pm

1 stop9h 05m

San Juan Luis Munoz Marin Intl

Tue 5/19

7:00 am-1:58 pm

1 stop6h 58m

$286

PortlandSan Juan

PWM - SJU

PWMSJU

Portland

Tue 5/5

9:39 am-8:34 pm

1 stop10h 55m

San Juan Luis Munoz Marin Intl

Tue 5/5

1:00 am-8:49 am

1 stop7h 49m

$307

PortlandSan Juan

PWM - SJU

PWMSJU

Portland

Wed 4/1

6:00 am-8:34 pm

2 stops14h 34m

San Juan Luis Munoz Marin Intl

Wed 4/8

3:19 pm-11:22 pm

1 stop8h 03m

$311

PortlandSan Juan

PWM - SJU

PWMSJU

Portland

Tue 5/12

3:39 pm-11:50 pm

1 stop8h 11m

San Juan Luis Munoz Marin Intl

Mon 5/18

1:00 am-10:18 am

2 stops9h 18m

$312

PortlandSan Juan

PWM - SJU

PWMSJU

Portland

Tue 4/21

6:04 am-2:44 pm

1 stop8h 40m

$111

PortlandSan Juan

PWM - SJU

PWMSJU

Portland

Sat 4/25

6:00 am-8:34 pm

2 stops14h 34m

$111

PortlandSan Juan

PWM - SJU

PWMSJU

Portland

Sat 5/9

5:30 am-8:34 pm

2 stops15h 04m

$111

PortlandSan Juan

PWM - SJU

PWMSJU

Portland

Thu 4/23

7:23 pm-9:13 am

2 stops13h 50m

$121

PortlandSan Juan

PWM - SJU

PWMSJU

Portland

Wed 4/22

7:23 pm-9:13 am

2 stops13h 50m

$121

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/10

Showing 1-10 of 12 results
1
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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 February 6, 2026.

To ensure you get the cheapest price possible for a flight from Portland, Maine to San Juan, you should look to book at least 45 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, March is the cheapest month in which you can book a flight from Portland, Maine to San Juan (average of $66). Flying from Portland, Maine to San Juan in November is currently the most expensive (average of $177). 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.

How much does it cost to fly round-trip from Portland, Maine to San Juan?

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 February 12, 2026.
Read reviews from past customers who have flown Southwest, Delta, and United Airlines from Portland to San Juan. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.

Entertainment

7.5

Comfort

8.0

Food

7.0

Boarding

8.1

Overall

8.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Entertainment

7.5

Comfort

8.0

Food

7.0

Boarding

8.1

Overall

8.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Entertainment

7.5

Comfort

8.0

Food

7.0

Boarding

8.1

Overall

8.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Entertainment

7.5

Comfort

8.0

Food

7.0

Boarding

8.1

Overall

8.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Entertainment

7.5

Comfort

8.0

Food

7.0

Boarding

8.1

Overall

8.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Entertainment

7.5

Comfort

8.0

Food

7.0

Boarding

8.1

Overall

8.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

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. 5 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.

  • How long is the flight from Portland, Maine to San Juan?

    Airlines like Delta and United Airlines fly from Portland, Maine to San Juan in about 9h 08m. The time it takes to get you to your destination can typically vary by up to 1h 47m. Airlines will cover a distance of 1758 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • 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 $176 on this airline. Additional options worth looking into are JetBlue and United Airlines, starting at $190 and $241 round-trip. Delta is currently priced 60% below the average price you’ll pay for this route.

  • What are the cheapest airlines to fly from Portland, Maine to San Juan one-way?

    One-way options have recently been found by users for as low as $86 on Frontier. Other airlines that offer cheap prices include United Airlines from $106 and American Airlines from $146 one-way.

  • 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, March is the cheapest month in which you can book a flight from Portland, Maine to San Juan (average of $66). Flying from Portland, Maine to San Juan in November is currently the most expensive (average of $177). 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

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Top 5 airlines flying from Portland to San Juan

Discover the top 5 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 February 12, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$176Average$369FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$190Average$508FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$241Average$623FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$256Average$573FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$315Average$565FlexibilityNo cancel feeOn-time63%

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