San Juan

$151+ 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 8/21. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — SJU
Jun 16 — Jun 231
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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 May 17, 2026.

This Delta deal was found by Cheapflights users on 5/13. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/192:35 pm
PWM
-
SJU
1 stop9h 09m
Delta
Sat 9/267:00 am
SJU
-
PWM
1 stop6h 54m
Delta
Deal found 5/13$302
This United Airlines deal was found by Cheapflights users on 5/15. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/216:00 am
PWM
-
SJU
1 stop7h 45m
United Airlines
Wed 10/281:20 pm
SJU
-
PWM
2 stops10h 39m
United Airlines
Deal found 5/15$308
This American Airlines deal was found by Cheapflights users on 5/13. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/202:55 pm
PWM
-
SJU
1 stop8h 55m
American Airlines
Mon 10/265:25 am
SJU
-
PWM
1 stop13h 00m
American Airlines
Deal found 5/13$312
This American Airlines deal was found by Cheapflights users on 5/13. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/166:00 am
PWM
-
SJU
2 stops12h 10m
American Airlines
Wed 9/232:05 pm
SJU
-
PWM
2 stops9h 46m
American Airlines
Deal found 5/13$357
This Delta deal was found by Cheapflights users on 5/12. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/166:00 am
PWM
-
SJU
1 stop10h 31m
Delta
Wed 9/231:32 pm
SJU
-
PWM
1 stop10h 27m
Delta
Deal found 5/12$379
This United Airlines deal was found by Cheapflights users on 5/16. 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.
Sat 8/226:00 am
PWM
-
SJU
1 stop8h 44m
United Airlines
Wed 8/264:55 pm
SJU
-
PWM
1 stop7h 04m
United Airlines
Deal found 5/16$392
This Southwest deal was found by Cheapflights users on 5/15. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/165:30 am
PWM
-
SJU
2 stops11h 00m
Southwest
Wed 10/216:10 am
SJU
-
PWM
1 stop9h 55m
Southwest
Deal found 5/15$411
This JetBlue deal was found by Cheapflights users on 5/12. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/222:40 pm
PWM
-
SJU
1 stop9h 59m
JetBlue
Wed 8/263:10 pm
SJU
-
PWM
1 stop9h 04m
JetBlue
Deal found 5/12$435
This Justfly.com deal was found by Cheapflights users on 5/16. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/316:00 am
PWM
-
SJU
1 stop16h 53m
JetBlue
Wed 6/36:30 am
SJU
-
PWM
1 stop17h 28m
JetBlue
Deal found 5/16$452

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 May 17, 2026.

Round-trip from

$302
(Delta)

One-way from

$151
(Delta)

Popular in

April

Cheapest in

October

Average price

$342
From Portland to San Juan
One-way flight from Portland to San Juan
Highest demand for flights based on searches. 10% potential increase in price ($53 potential increase over avg. RT price).
Cheapest flight prices on average. 5% potential price decrease ($24 potential savings vs. average RT price).
Average for round-trip flights in May 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 May 17, 2026.
Use the filters below to find and compare flights from Portland to San Juan that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

PortlandSan Juan

PWM - SJU

PWMSJU

Portland

Sat 9/19

2:35 pm-11:44 pm

1 stop9h 09m

San Juan Luis Munoz Marin Intl

Sat 9/26

7:00 am-1:54 pm

1 stop6h 54m

$302

PortlandSan Juan

PWM - SJU

PWMSJU

Portland

Wed 10/21

6:00 am-1:45 pm

1 stop7h 45m

San Juan Luis Munoz Marin Intl

Wed 10/28

1:20 pm-11:59 pm

2 stops10h 39m

$308
Quickest round-trip

PortlandSan Juan

PWM - SJU

PWMSJU

Portland

Sat 8/22

6:00 am-2:44 pm

1 stop8h 44m

San Juan Luis Munoz Marin Intl

Wed 8/26

4:55 pm-11:59 pm

1 stop7h 04m

$392

PortlandSan Juan

PWM - SJU

PWMSJU

Portland

Sat 8/22

2:40 pm-12:39 am

1 stop9h 59m

San Juan Luis Munoz Marin Intl

Wed 8/26

3:10 pm-12:14 am

1 stop9h 04m

$435

PortlandSan Juan

PWM - SJU

PWMSJU

Portland

Fri 10/2

5:30 am-4:30 pm

2 stops11h 00m

San Juan Luis Munoz Marin Intl

Sun 10/4

6:00 am-4:30 pm

2 stops10h 30m

$457
Cheapest one-way

PortlandSan Juan

PWM - SJU

PWMSJU

Portland

Fri 8/21

6:00 am-4:33 pm

1 stop10h 33m

$151
Quickest one-way

PortlandSan Juan

PWM - SJU

PWMSJU

Portland

Sat 8/22

5:15 am-12:34 pm

1 stop7h 19m

$151

PortlandSan Juan

PWM - SJU

PWMSJU

Portland

Sat 8/22

6:00 am-4:56 pm

2 stops10h 56m

$156

PortlandSan Juan

PWM - SJU

PWMSJU

Portland

Fri 8/21

6:29 pm-12:44 am

3 stops30h 15m

$232

PortlandSan Juan

PWM - SJU

PWMSJU

Portland

Fri 7/31

7:00 am-2:34 pm

3 stops31h 34m

$265

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/14

Sorted by cheapest first

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?

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, February is the cheapest month in which you can book a flight from Portland, Maine to San Juan (average of $101). Flying from Portland, Maine to San Juan in December is currently the most expensive (average of $298). 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 May 17, 2026.
Read reviews from past customers who have flown Southwest,Delta, andUnited 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.

Food

7.0

Overall

8.0

Entertainment

7.5

Crew

8.6

Comfort

8.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Food

7.0

Overall

8.0

Entertainment

7.5

Crew

8.6

Comfort

8.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Food

7.0

Overall

8.0

Entertainment

7.5

Crew

8.6

Comfort

8.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Food

7.0

Overall

8.0

Entertainment

7.5

Crew

8.6

Comfort

8.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Food

7.0

Overall

8.0

Entertainment

7.5

Crew

8.6

Comfort

8.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Food

7.0

Overall

8.0

Entertainment

7.5

Crew

8.6

Comfort

8.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

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 7h 45m. The time it takes to get you to your destination can typically vary by up to 1h 24m. 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 JetBlue. Our recent data shows that you can find tickets from as low as $174 on this airline. Additional options worth looking into are Delta and United Airlines, starting at $176 and $235 round-trip. JetBlue is currently priced 61% 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, February is the cheapest month in which you can book a flight from Portland, Maine to San Juan (average of $101). Flying from Portland, Maine to San Juan in December is currently the most expensive (average of $298). 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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Alternative routes for Portland to San Juan

See prices for flight routes from nearby airports that may be better suited for you.

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 May 17, 2026.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$174Average$456FlexibilityNo cancel feeOn-time62%
DeltaCheapest$176Average$276FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$235Average$491FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$256Average$577FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$300Average$565FlexibilityNo cancel feeOn-time63%

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