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 United Airlines and Delta, starting at $247 and $275 round-trip. JetBlue is currently priced 65% below the average price you’ll pay for this route.

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.

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).

What are the most popular airlines that fly from Portland, Maine to San Juan?

Southwest, United Airlines and American Airlines are the most popular airlines when flying from Portland, Maine to San Juan.

What is the cheapest time of day to fly from PWM to SJU?

When flying from Portland, Maine to San Juan, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

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.

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.

Find Cheap Flights from Portland, ME to San Juan

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Find flight deals from Portland to San Juan

Popular in	April
Cheapest in	November
Average price	$362

Highest demand for flights based on searches. 3% potential increase in price ($20 potential increase over avg. RT price).

Search Deals

Cheapest flight prices on average. 4% potential price decrease ($22 potential savings vs. average RT price).

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Average for round-trip flights in October 2026

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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.

PWM-PR1

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 36 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, November is the cheapest month in which you can book a flight from Portland, Maine to San Juan (average of $322). Flying from Portland, Maine to San Juan in April is currently the most expensive (average of $738). 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.

Reviews of airlines servicing San Juan

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.

Southwest

7.9

Good

4,228 reviews

Reviews

1 / 20

8.0

Excellent

Patricia,Oct 2026

DAL - TPA

I love flying southwest, Both flights were packed full full - so not room for all carry one and bags had to be checked but still good flights.

Southwest

7.9

Good

4,228 reviews

Southwest

7.9

Good

4,228 reviews

Reviews

1 / 20

8.0

Excellent

Patricia,Oct 2026

DAL - TPA

I love flying southwest, Both flights were packed full full - so not room for all carry one and bags had to be checked but still good flights.

Delta

7.8

Good

8,652 reviews

Southwest

7.9

Good

4,228 reviews

Reviews

1 / 20

8.0

Excellent

Patricia,Oct 2026

DAL - TPA

I love flying southwest, Both flights were packed full full - so not room for all carry one and bags had to be checked but still good flights.

United Airlines

7.4

Good

10,332 reviews

Southwest

7.9

Good

4,228 reviews

Reviews

1 / 20

8.0

Excellent

Patricia,Oct 2026

DAL - TPA

I love flying southwest, Both flights were packed full full - so not room for all carry one and bags had to be checked but still good flights.

JetBlue

7.1

Good

3,049 reviews

Southwest

7.9

Good

4,228 reviews

Reviews

1 / 20

8.0

Excellent

Patricia,Oct 2026

DAL - TPA

I love flying southwest, Both flights were packed full full - so not room for all carry one and bags had to be checked but still good flights.

American Airlines

7.0

Good

12,152 reviews

Southwest

7.9

Good

4,228 reviews

Reviews

1 / 20

8.0

Excellent

Patricia,Oct 2026

DAL - TPA

I love flying southwest, Both flights were packed full full - so not room for all carry one and bags had to be checked but still good flights.

Related info for your journey

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.
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 United Airlines and Delta, starting at $247 and $275 round-trip. JetBlue is currently priced 65% 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, November is the cheapest month in which you can book a flight from Portland, Maine to San Juan (average of $322). Flying from Portland, Maine to San Juan in April is currently the most expensive (average of $738). 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

Airline	Cheapest	Average	Flexibility	On-time
JetBlue	Cheapest$174	Average$515	FlexibilityNo cancel fee	On-time62%
United Airlines	Cheapest$247	Average$400	FlexibilityNo cancel fee	On-time69%
Delta	Cheapest$275	Average$363	FlexibilityNo cancel fee	On-timeN/A
American Airlines	Cheapest$296	Average$558	FlexibilityNo cancel fee	On-time71%
Southwest	Cheapest$322	Average$589	FlexibilityNo cancel fee	On-time63%

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

Find cheap flights from Portland to San Juan with Cheapflights

1. Tell us where you want to go

2. Select your favorite providers

3. Compare prices and book

Find flight deals from Portland to San Juan

Popular in

Cheapest in

Average price

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.

Cheapflights Insights

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 36 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?

Reviews of airlines servicing San Juan

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.

Related info for your journey

What airport do you fly from for flights from Portland to San Juan?

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

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

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

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

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

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.

Complete your trip

Complete your trip to San Juan by adding a car rental and/or hotel reservation to your travel itinerary.

Search flights from Portland to San Juan by cabin class

Find flights from Portland to San Juan, based on your preferred cabin class, be it economy, premium economy, business, or first class.

Portland and San Juan flights

Browse other Portland and San Juan flight options. Last updated on October 10, 2026.

Other flights from Portland

Browse through other flights departing from Portland. Flights are based on user searches made on Cheapflights and were last updated on October 10, 2026.

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Top 5 airlines flying from Portland to San Juan

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