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San Juan

$126+ 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 11/8. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — SJU
oct. 29 — nov. 51
mié. 10/29
mié. 11/5
1 adult, Economy
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Cheapflights Tip: The best prices from Portland to San Juan are usually found in January or September, 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 septiembre 29, 2025.

Most accurate provider

Expedia
2 stars

Most trusted provider

Expedia
3 stars

Round-trip from

$235
(United Airlines)

One-way from

$126
(American Airlines)

Popular in

December

Cheapest in

January

Average price

$360
Provider with most accurate pricing for Boston Logan Intl-San Juan flight deals.
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From Portland to San Juan
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One-way flight from Portland to San Juan
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Highest demand for flights based on searches. 2% potential increase in price ($12 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($17 potential savings vs. average RT price).
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Average for round-trip flights in September 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 septiembre 29, 2025.

This United Airlines deal was found by Cheapflights users on 9/27. 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.
jue. 10/306:00 amPWM - SJU
2 stops14h 00mUnited Airlines
vie. 10/311:05 amSJU - PWM
1 stop8h 14mUnited Airlines
Deal found 9/27$235
This Delta deal was found by Cheapflights users on 9/28. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 12/62:34 pmPWM - SJU
1 stop8h 25mDelta
jue. 12/112:10 pmSJU - PWM
1 stop10h 49mDelta
Deal found 9/28$275
This American Airlines deal was found by Cheapflights users on 9/28. 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.
sáb. 12/65:18 pmPWM - SJU
2 stops19h 12mAmerican Airlines
jue. 12/113:41 pmSJU - PWM
1 stop7h 53mAmerican Airlines
Deal found 9/28$295
This Trip.com deal was found by Cheapflights users on 9/27. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 10/27:09 amPWM - SJU
1 stop7h 47mJetBlue
sáb. 10/43:03 amSJU - PWM
1 stop10h 19mJetBlue
Deal found 9/27$298
This Delta deal was found by Cheapflights users on 9/26. 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.
sáb. 12/62:34 pmPWM - SJU
1 stop8h 29mDelta
lun. 12/156:35 pmSJU - PWM
1 stop6h 24mDelta
Deal found 9/26$319
This Southwest deal was found by Cheapflights users on 9/28. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 12/73:00 pmPWM - SJU
1 stop9h 25mSouthwest
jue. 12/115:45 amSJU - PWM
2 stops10h 10mSouthwest
Deal found 9/28$356
This United Airlines deal was found by Cheapflights users on 9/27. 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.
jue. 10/25:45 amPWM - SJU
2 stops14h 53mUnited Airlines
sáb. 10/41:05 amSJU - PWM
1 stop8h 06mUnited Airlines
Deal found 9/27$357
This United Airlines deal was found by Cheapflights users on 9/29. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 11/46:00 amPWM - SJU
2 stops14h 00mUnited Airlines
lun. 11/102:05 amSJU - PWM
1 stop8h 14mUnited Airlines
Deal found 9/29$358
This Delta deal was found by Cheapflights users on 9/29. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 10/22:41 pmPWM - SJU
1 stop9h 06mDelta
dom. 10/57:00 amSJU - PWM
1 stop7h 00mDelta
Deal found 9/29$363
This American Airlines deal was found by Cheapflights users on 9/28. 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.
mié. 10/2212:34 pmPWM - SJU
2 stops11h 25mAmerican Airlines
dom. 10/265:30 amSJU - PWM
1 stop17h 18mAmerican Airlines
Deal found 9/28$380

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 septiembre 29, 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

jue. 10/30

6:00 am-8:00 pm

2 stops14h 00m

San Juan Luis Munoz Marin Intl

sáb. 11/1

7:30 am-2:19 pm

1 stop6h 49m

$235

PortlandSan Juan

PWM - SJU

PWMSJU

Portland

mié. 2/4

3:12 pm-12:36 am

1 stop8h 24m

San Juan Luis Munoz Marin Intl

mar. 2/10

2:05 am-2:31 pm

2 stops13h 26m

$255

PortlandSan Juan

PWM - SJU

PWMSJU

Portland

dom. 12/7

3:00 pm-1:25 am

1 stop9h 25m

San Juan Luis Munoz Marin Intl

jue. 12/11

5:45 am-2:55 pm

2 stops10h 10m

$356

PortlandSan Juan

PWM - SJU

PWMSJU

Portland

mié. 10/22

2:38 pm-11:56 pm

1 stop9h 18m

San Juan Luis Munoz Marin Intl

dom. 10/26

7:00 am-1:58 pm

1 stop6h 58m

$363

PortlandSan Juan

PWM - SJU

PWMSJU

Portland

lun. 1/26

3:12 pm-12:36 am

1 stop8h 24m

San Juan Luis Munoz Marin Intl

lun. 2/2

7:45 am-11:30 pm

2 stops16h 45m

$363

PortlandSan Juan

PWM - SJU

PWMSJU

Portland

mié. 2/4

5:35 am-8:50 pm

2 stops14h 15m

San Juan Luis Munoz Marin Intl

mié. 2/11

6:00 am-3:31 pm

2 stops10h 31m

$371

PortlandSan Juan

PWM - SJU

PWMSJU

Portland

mar. 11/4

5:43 am-11:52 pm

2 stops17h 09m

San Juan Luis Munoz Marin Intl

mar. 11/11

6:25 am-10:54 pm

1 stop17h 29m

$380

PortlandSan Juan

PWM - SJU

PWMSJU

Portland

sáb. 11/8

6:37 pm-12:05 pm

2 stops16h 28m

$126

PortlandSan Juan

PWM - SJU

PWMSJU

Portland

sáb. 11/8

5:40 am-5:25 pm

1 stop10h 45m

$181

PortlandSan Juan

PWM - SJU

PWMSJU

Portland

vie. 1/2

3:15 pm-1:25 am

1 stop9h 10m

$288

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/28

Showing 1-10 of 15 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 September 26, 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 June is currently the most expensive (average of $339). 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 septiembre 29, 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.

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 septiembre 29, 2025.
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.
Southwest
8.0
Very good
4,245 reviews

Crew

8.6

Overall

8.0

Comfort

8.0

Boarding

8.1

Food

7.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Southwest
8.0
Very good
4,245 reviews
Southwest
8.0
Very good
4,245 reviews

Crew

8.6

Overall

8.0

Comfort

8.0

Boarding

8.1

Food

7.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Delta
8.0
Very good
7,964 reviews
Southwest
8.0
Very good
4,245 reviews

Crew

8.6

Overall

8.0

Comfort

8.0

Boarding

8.1

Food

7.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
United Airlines
7.4
Good
8,924 reviews
Southwest
8.0
Very good
4,245 reviews

Crew

8.6

Overall

8.0

Comfort

8.0

Boarding

8.1

Food

7.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,245 reviews

Crew

8.6

Overall

8.0

Comfort

8.0

Boarding

8.1

Food

7.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
JetBlue
7.2
Good
2,912 reviews
Southwest
8.0
Very good
4,245 reviews

Crew

8.6

Overall

8.0

Comfort

8.0

Boarding

8.1

Food

7.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

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.

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

    Airlines like United Airlines fly from Portland, Maine to San Juan in about 14h. The time it takes to get you to your destination can typically vary by up to . Airlines will cover a distance of 1758 mi.

  • 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 Frontier. Our recent data shows that you can find tickets from as low as $145 on this airline. Additional options worth looking into are Delta and American Airlines, starting at $275 and $281 round-trip. Frontier is currently priced 70% 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 June is currently the most expensive (average of $339). 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 septiembre 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$145Average$228FlexibilityNo cancel feeOn-time62%
DeltaCheapest$275Average$386FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$281Average$629FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$285Average$622FlexibilityNo cancel feeOn-time69%
JetBlueCheapest$361Average$508FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$425Average$658FlexibilityNo cancel feeOn-time63%

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