San Juan

$141+ 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 4/26. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — SJU
May 1 — May 81
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Portland to San Juan 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.

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 April 1, 2026.

This Delta deal was found by Cheapflights users on 3/30. 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
Wed 5/65:42 pm
SJU
-
PWM
1 stop7h 04m
Delta
Deal found 3/30$282
This United Airlines deal was found by Cheapflights users on 3/30. 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 9/166:00 am
PWM
-
SJU
2 stops14h 38m
United Airlines
Tue 9/221:00 am
SJU
-
PWM
2 stops9h 02m
United Airlines
Deal found 3/30$302
This United Airlines deal was found by Cheapflights users on 3/30. 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 4/143:22 pm
PWM
-
SJU
1 stop8h 28m
United Airlines
Fri 4/171:00 am
SJU
-
PWM
1 stop7h 59m
United Airlines
Deal found 3/30$322
This American Airlines deal was found by Cheapflights users on 3/31. 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 11/312:29 pm
PWM
-
SJU
2 stops10h 27m
American Airlines
Wed 11/116:25 am
SJU
-
PWM
1 stop12h 48m
American Airlines
Deal found 3/31$342
This Delta deal was found by Cheapflights users on 4/1. 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 11/31:35 pm
PWM
-
SJU
1 stop8h 24m
Delta
Wed 11/111:55 pm
SJU
-
PWM
1 stop9h 28m
Delta
Deal found 4/1$350
This United Airlines deal was found by Cheapflights users on 3/28. 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.
Sun 4/129:49 am
PWM
-
SJU
1 stop10h 45m
United Airlines
Wed 4/151:00 am
SJU
-
PWM
1 stop8h 25m
United Airlines
Deal found 3/28$357
This American Airlines deal was found by Cheapflights users on 3/31. 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 9/196:00 am
PWM
-
SJU
1 stop7h 35m
American Airlines
Sat 9/262:05 pm
SJU
-
PWM
2 stops9h 36m
American Airlines
Deal found 3/31$382
This American Airlines deal was found by Cheapflights users on 4/1. 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 5/272:24 pm
PWM
-
SJU
1 stop8h 21m
American Airlines
Wed 6/31:47 pm
SJU
-
PWM
1 stop7h 59m
American Airlines
Deal found 4/1$387
This American Airlines deal was found by Cheapflights users on 3/28. 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.
Sun 4/126:00 am
PWM
-
SJU
1 stop16h 05m
American Airlines
Thu 4/1611:43 am
SJU
-
PWM
2 stops11h 44m
American Airlines
Deal found 3/28$392
This KAYAK deal was found by Cheapflights users on 3/29. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/272:36 pm
PWM
-
SJU
1 stop8h 17m
JetBlue
Tue 6/23:30 am
SJU
-
PWM
1 stop10h 05m
JetBlue
Deal found 3/29$398

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 April 1, 2026.

Round-trip from

$282
(Delta)

One-way from

$141
(Delta)

Popular in

February

Cheapest in

October

Average price

$569
From Portland to San Juan
One-way flight from Portland to San Juan
Highest demand for flights based on searches. 15% potential increase in price ($81 potential increase over avg. RT price).
Cheapest flight prices on average. 5% potential price decrease ($23 potential savings vs. average RT price).
Average for round-trip flights in April 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 April 1, 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 5/2

11:34 am-11:50 pm

2 stops12h 16m

San Juan Luis Munoz Marin Intl

Wed 5/6

1:25 pm-11:59 pm

2 stops10h 34m

$282

PortlandSan Juan

PWM - SJU

PWMSJU

Portland

Wed 9/16

2:35 pm-11:44 pm

1 stop9h 09m

San Juan Luis Munoz Marin Intl

Wed 9/23

7:00 am-1:54 pm

1 stop6h 54m

$282

PortlandSan Juan

PWM - SJU

PWMSJU

Portland

Tue 4/14

11:09 am-9:24 pm

2 stops10h 15m

San Juan Luis Munoz Marin Intl

Sat 4/18

7:20 am-9:40 pm

2 stops14h 20m

$339

PortlandSan Juan

PWM - SJU

PWMSJU

Portland

Sun 4/12

9:49 am-8:34 pm

1 stop10h 45m

San Juan Luis Munoz Marin Intl

Wed 4/15

1:00 am-9:25 am

1 stop8h 25m

$357

PortlandSan Juan

PWM - SJU

PWMSJU

Portland

Wed 9/16

5:15 am-12:54 pm

1 stop7h 39m

San Juan Luis Munoz Marin Intl

Tue 9/22

1:00 am-10:02 am

2 stops9h 02m

$372

PortlandSan Juan

PWM - SJU

PWMSJU

Portland

Mon 9/21

6:00 am-4:31 pm

1 stop10h 31m

San Juan Luis Munoz Marin Intl

Fri 9/25

7:00 am-1:54 pm

1 stop6h 54m

$418
Quickest round-trip

PortlandSan Juan

PWM - SJU

PWMSJU

Portland

Mon 9/21

6:00 am-1:35 pm

1 stop7h 35m

San Juan Luis Munoz Marin Intl

Fri 9/25

3:55 pm-10:49 pm

1 stop6h 54m

$454
Cheapest one-way
Quickest one-way

PortlandSan Juan

PWM - SJU

PWMSJU

Portland

Sun 4/26

5:21 am-1:25 pm

1 stop8h 04m

$141

PortlandSan Juan

PWM - SJU

PWMSJU

Portland

Sat 8/22

6:00 am-8:38 pm

2 stops14h 38m

$141

PortlandSan Juan

PWM - SJU

PWMSJU

Portland

Sat 8/22

6:00 am-11:41 pm

1 stop17h 41m

$151

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/29

Showing 1-10 of 14 resultsSorted by cheapest first
1
2

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 March 13, 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 $64). 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 April 1, 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.

Entertainment

7.5

Crew

8.6

Food

7.0

Comfort

8.0

Overall

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.

Entertainment

7.5

Crew

8.6

Food

7.0

Comfort

8.0

Overall

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.

Entertainment

7.5

Crew

8.6

Food

7.0

Comfort

8.0

Overall

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.

Entertainment

7.5

Crew

8.6

Food

7.0

Comfort

8.0

Overall

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.

Entertainment

7.5

Crew

8.6

Food

7.0

Comfort

8.0

Overall

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.

Entertainment

7.5

Crew

8.6

Food

7.0

Comfort

8.0

Overall

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 United Airlines and Delta fly from Portland, Maine to San Juan in about 9h 09m. The time it takes to get you to your destination can typically vary by up to 3h 07m. 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 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 $106 on United Airlines. Other airlines that offer cheap prices include American Airlines from $122 and Southwest from $150 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 $64). 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

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 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 April 1, 2026.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$174Average$456FlexibilityNo cancel feeOn-time62%
DeltaCheapest$176Average$276FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$235Average$494FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$256Average$594FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$315Average$565FlexibilityNo cancel feeOn-time63%

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.