What airlines fly to Puerto Rico?

JetBlue, Delta and Frontier are the top three most popular airlines that fly to Puerto Rico from Portland, Maine according to our data. JetBlue is the first choice among our users, with 60% of people opting to fly with this airline when traveling to Puerto Rico. Keep in mind that there are 6 different airlines that fly to Puerto Rico on a routine basis, so you have a few additional options to choose from.

What is the cheapest airline that flies from Portland to Puerto Rico?

American Airlines, United Airlines, and Southwest are the most popular carriers operating from Portland to Puerto Rico

When did momondo last update prices for flights from Portland Airport to Puerto Rico?

Prices for flights from Portland Airport to Puerto Rico are refreshed on a daily basis.

How many operators does momondo search for flights from Portland Airport to Puerto Rico?

As of November 2026, there are 5 operators available to choose from for flights from Portland Airport to Puerto Rico.

How old do you have to be to fly from Portland Airport to Puerto Rico?

Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Portland Airport to Puerto Rico.

What documentation or ID do you need to fly to Puerto Rico?

The travel and health documents required for your trip to Puerto Rico can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Puerto Rico. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

$152 Cheap Flights from Portland, Maine to Puerto Rico in 2026/27

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Portland, Maine to Puerto Rico

Round-trip

One-way

Last minute

Cheap round-trip flights

Enter your travel dates to find the best prices.

6:00 am - 9:11 pmPWM Portland-SJU San Juan Luis Munoz Marin Intl

14h 11m2 stops Philadelphia Charlotte Douglas

2:36 pm - 10:44 pmSJU San Juan Luis Munoz Marin Intl-PWM Portland

9h 08m1 stop Philadelphia

$294American Airlines

Tue, Jan 12 - Fri, Jan 22

6:00 am - 11:59 pmPWM Portland-SJU San Juan Luis Munoz Marin Intl

16h 59m1 stop Philadelphia

8:15 am - 9:43 pmSJU San Juan Luis Munoz Marin Intl-PWM Portland

14h 28m2 stops Philadelphia Washington, D.C. Reagan-National

$294American Airlines

Mon, Jan 11 - Wed, Jan 20

3:14 pm - 12:36 amPWM Portland-SJU San Juan Luis Munoz Marin Intl

8h 22m1 stop Newark

2:05 am - 2:51 pmSJU San Juan Luis Munoz Marin Intl-PWM Portland

13h 46m2 stops Newark Chicago O'Hare Intl

$294United Airlines

Sat, Jan 30 - Fri, Feb 5

7:10 am - 9:24 pmPWM Portland-SJU San Juan Luis Munoz Marin Intl

13h 14m2 stops Newark Houston George Bush Intcntl

2:05 am - 2:51 pmSJU San Juan Luis Munoz Marin Intl-PWM Portland

13h 46m2 stops Newark Chicago O'Hare Intl

$294United Airlines

Tue, Jan 12 - Fri, Feb 5

12:50 pm - 11:10 pmPWM Portland-SJU San Juan Luis Munoz Marin Intl

9h 20m1 stop Baltimore/Washington

5:35 am - 2:50 pmSJU San Juan Luis Munoz Marin Intl-PWM Portland

10h 15m2 stops Orlando Baltimore/Washington

$294Southwest

Sat, Jan 30 - Tue, Feb 2

12:50 pm - 11:10 pmPWM Portland-SJU San Juan Luis Munoz Marin Intl

9h 20m1 stop Baltimore/Washington

6:05 am - 12:15 pmSJU San Juan Luis Munoz Marin Intl-PWM Portland

7h 10m1 stop Baltimore/Washington

$294Southwest

Sat, Jan 30 - Tue, Feb 2

3:10 pm - 12:58 amPWM Portland-SJU San Juan Luis Munoz Marin Intl

8h 48m1 stop New York John F Kennedy Intl

7:17 am - 2:32 pmSJU San Juan Luis Munoz Marin Intl-PWM Portland

8h 15m1 stop New York John F Kennedy Intl

$306Delta

Tue, Jan 12 - Sat, Feb 6

3:12 pm - 12:58 amPWM Portland-SJU San Juan Luis Munoz Marin Intl

8h 46m1 stop New York John F Kennedy Intl

7:17 am - 2:32 pmSJU San Juan Luis Munoz Marin Intl-PWM Portland

8h 15m1 stop New York John F Kennedy Intl

$306Delta

Sat, Jan 30 - Sat, Feb 6

7:12 pm - 10:23 amPWM Portland-SJU San Juan Luis Munoz Marin Intl

14h 11m1 stop Tampa

5:01 am - 9:08 amSJU San Juan Luis Munoz Marin Intl-PWM Portland

29h 07m2 stops Atlanta Hartsfield-Jackson Orlando

$367Multiple Airlines

Sat, Dec 5 - Tue, Dec 15

12:28 pm - 12:32 amPWM Portland-SJU San Juan Luis Munoz Marin Intl

11h 04m1 stop Raleigh-Durham

9:30 pm - 9:08 amSJU San Juan Luis Munoz Marin Intl-PWM Portland

36h 38m2 stops Philadelphia Orlando

$397Multiple Airlines

Sat, Jan 9 - Sat, Jan 23

Cheap last minute flights

Enter your travel dates to find the best prices.

6:30 am - 2:55 pmPWM Portland-SJU San Juan Luis Munoz Marin Intl

7h 25m1 stop New York John F Kennedy Intl

5:01 am - 1:20 pmSJU San Juan Luis Munoz Marin Intl-PWM Portland

9h 19m1 stop Orlando

$839JetBlue

Thu, Nov 19 - Sat, Nov 28

10:34 am - 9:36 pmPWM Portland-SJU San Juan Luis Munoz Marin Intl

10h 02m2 stops Washington, D.C. Reagan-National Miami

7:06 am - 11:55 pmSJU San Juan Luis Munoz Marin Intl-PWM Portland

17h 49m1 stop Charlotte Douglas

$843American Airlines

Thu, Nov 19 - Sat, Nov 28

5:45 am - 3:50 pmPWM Portland-SJU San Juan Luis Munoz Marin Intl

9h 05m1 stop Charlotte Douglas

7:06 am - 11:55 pmSJU San Juan Luis Munoz Marin Intl-PWM Portland

17h 49m1 stop Charlotte Douglas

$843American Airlines

Thu, Nov 19 - Sat, Nov 28

6:00 am - 10:36 pmPWM Portland-SJU San Juan Luis Munoz Marin Intl

15h 36m2 stops Washington, D.C. Reagan-National Miami

6:05 am - 6:00 pmSJU San Juan Luis Munoz Marin Intl-PWM Portland

12h 55m2 stops Miami Philadelphia

$843American Airlines

Thu, Nov 19 - Sat, Nov 28

6:00 am - 10:36 pmPWM Portland-SJU San Juan Luis Munoz Marin Intl

15h 36m2 stops Washington, D.C. Reagan-National Miami

7:06 am - 11:55 pmSJU San Juan Luis Munoz Marin Intl-PWM Portland

17h 49m1 stop Charlotte Douglas

$868American Airlines

Thu, Nov 19 - Sat, Nov 28

5:45 am - 3:50 pmPWM Portland-SJU San Juan Luis Munoz Marin Intl

9h 05m1 stop Charlotte Douglas

7:06 am - 11:55 pmSJU San Juan Luis Munoz Marin Intl-PWM Portland

17h 49m1 stop Charlotte Douglas

$868American Airlines

Thu, Nov 19 - Sat, Nov 28

8:49 am - 9:00 pmPWM Portland-SJU San Juan Luis Munoz Marin Intl

11h 11m2 stops Newark Chicago O'Hare Intl

2:05 am - 9:00 amSJU San Juan Luis Munoz Marin Intl-PWM Portland

7h 55m1 stop Newark

$966United Airlines

Thu, Nov 19 - Fri, Nov 27

5:50 am - 2:40 pmPWM Portland-SJU San Juan Luis Munoz Marin Intl

7h 50m1 stop Newark

2:05 am - 9:00 amSJU San Juan Luis Munoz Marin Intl-PWM Portland

7h 55m1 stop Newark

$1,223United Airlines

Thu, Nov 19 - Sun, Nov 22

5:50 am - 2:40 pmPWM Portland-SJU San Juan Luis Munoz Marin Intl

7h 50m1 stop Newark

2:05 am - 2:16 pmSJU San Juan Luis Munoz Marin Intl-PWM Portland

13h 11m2 stops Newark Chicago O'Hare Intl

$1,403United Airlines

Thu, Nov 19 - Sun, Nov 22

10:50 am - 10:22 pmPWM Portland-SJU San Juan Luis Munoz Marin Intl

10h 32m2 stops Newark Washington, D.C. Dulles Intl

8:25 am - 7:02 pmSJU San Juan Luis Munoz Marin Intl-PWM Portland

11h 37m2 stops Chicago O'Hare Intl Washington, D.C. Dulles Intl

$1,930United Airlines

Thu, Nov 19 - Mon, Nov 23

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United Airlines flights from Portland, Maine to Puerto Rico

Our best United Airlines deals on Portland, Maine to Puerto Rico flight tickets

United Airlines

Jan 12

PWM7:10 amPortland

6h 30m

1 stop

SJU2:40 pmSan Juan Luis Munoz Marin Intl

Feb 5

SJU2:05 amSan Juan Luis Munoz Marin Intl

13h 46m

2 stops

PWM2:51 pmPortland

$294

United Airlines

Mar 31

PWM5:45 amPortland

14h 53m

2 stops

SJU8:38 pmSan Juan Luis Munoz Marin Intl

Apr 6

SJU1:00 amSan Juan Luis Munoz Marin Intl

7h 19m

1 stop

PWM8:19 amPortland

$332

United Airlines

Dec 13

PWM6:00 amPortland

6h 32m

1 stop

SJU1:32 pmSan Juan Luis Munoz Marin Intl

Dec 16

SJU1:00 pmSan Juan Luis Munoz Marin Intl

11h 58m

2 stops

PWM11:58 pmPortland

$343

Southwest flights from Portland, Maine to Puerto Rico

Our best Southwest deals on Portland, Maine to Puerto Rico flight tickets

Southwest

Jan 29

PWM12:55 pmPortland

10h 45m

2 stops

SJU12:40 amSan Juan Luis Munoz Marin Intl

Feb 6

SJU6:05 amSan Juan Luis Munoz Marin Intl

9h 40m

1 stop

PWM2:45 pmPortland

$326

Southwest

Jan 29

PWM12:55 pmPortland

10h 45m

2 stops

SJU12:40 amSan Juan Luis Munoz Marin Intl

Feb 8

SJU5:35 amSan Juan Luis Munoz Marin Intl

12h 10m

2 stops

PWM4:45 pmPortland

$351

Southwest

Jan 29

PWM3:25 pmPortland

7h 10m

1 stop

SJU11:35 pmSan Juan Luis Munoz Marin Intl

Feb 2

SJU6:05 amSan Juan Luis Munoz Marin Intl

9h 45m

1 stop

PWM2:50 pmPortland

$357

momondo Fare Finder

Use the filters below to find and compare flights from Portland, Maine to Puerto Rico that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

PortlandSan Juan

PWM Portland - SJU San Juan Luis Munoz Marin Intl

PWMSJU

Portland

Tue 1/12

6:00 am-9:11 pm

2 stops14h 11m

San Juan Luis Munoz Marin Intl

Fri 1/22

2:36 pm-10:44 pm

1 stop9h 08m

$294

PortlandSan Juan

PWM Portland - SJU San Juan Luis Munoz Marin Intl

PWMSJU

Portland

Mon 1/11

6:00 am-11:59 pm

1 stop16h 59m

San Juan Luis Munoz Marin Intl

Wed 1/20

8:15 am-9:43 pm

2 stops14h 28m

$294

PortlandSan Juan

PWM Portland - SJU San Juan Luis Munoz Marin Intl

PWMSJU

Portland

Sat 1/30

3:14 pm-12:36 am

1 stop8h 22m

San Juan Luis Munoz Marin Intl

Fri 2/5

2:05 am-2:51 pm

2 stops13h 46m

$294

PortlandSan Juan

PWM Portland - SJU San Juan Luis Munoz Marin Intl

PWMSJU

Portland

Tue 1/12

7:10 am-9:24 pm

2 stops13h 14m

San Juan Luis Munoz Marin Intl

Fri 2/5

2:05 am-2:51 pm

2 stops13h 46m

$294

PortlandSan Juan

PWM Portland - SJU San Juan Luis Munoz Marin Intl

PWMSJU

Portland

Sat 1/30

12:50 pm-11:10 pm

1 stop9h 20m

San Juan Luis Munoz Marin Intl

Tue 2/2

5:35 am-2:50 pm

2 stops10h 15m

$294

Quickest round-trip

PortlandSan Juan

PWM Portland - SJU San Juan Luis Munoz Marin Intl

PWMSJU

Portland

Sat 1/30

12:50 pm-11:10 pm

1 stop9h 20m

San Juan Luis Munoz Marin Intl

Tue 2/2

6:05 am-12:15 pm

1 stop7h 10m

$294

PortlandSan Juan

PWM Portland - SJU San Juan Luis Munoz Marin Intl

PWMSJU

Portland

Tue 1/12

3:10 pm-12:58 am

1 stop8h 48m

San Juan Luis Munoz Marin Intl

Sat 2/6

7:17 am-2:32 pm

1 stop8h 15m

$306

PortlandSan Juan

PWM Portland - SJU San Juan Luis Munoz Marin Intl

PWMSJU

Portland

Sat 1/30

3:12 pm-12:58 am

1 stop8h 46m

San Juan Luis Munoz Marin Intl

Sat 2/6

7:17 am-2:32 pm

1 stop8h 15m

$306

PortlandSan Juan

PWM Portland - SJU San Juan Luis Munoz Marin Intl

PWMSJU

Portland

Sat 12/5

7:12 pm-10:23 am

1 stop14h 11m

San Juan Luis Munoz Marin Intl

Tue 12/15

5:01 am-9:08 am

2 stops29h 07m

$367

PortlandSan Juan

PWM Portland - SJU San Juan Luis Munoz Marin Intl

PWMSJU

Portland

Sat 1/9

12:28 pm-12:32 am

1 stop11h 04m

San Juan Luis Munoz Marin Intl

Sat 1/23

9:30 pm-9:08 am

2 stops36h 38m

$397

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from Portland, Maine to Puerto Rico

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

Prices

Airlines

What is the cheapest month to fly to Puerto Rico?

If you don’t want to visit Puerto Rico in May, then you should wait until January to fly from Portland, Maine, when ticket prices are also cheap, with an average price of $367.

How far in advance should I book a flight from Portland, Maine to Puerto Rico?

You are more likely to see cheaper flights to Puerto Rico from Portland, Maine when booking weeks ahead of your departure date. In general, you can expect to find flights to Puerto Rico for around $527 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Puerto Rico from Portland, Maine for as low as $401 on momondo.

Can stopping save me money on Portland, Maine to Puerto Rico flights?

You could potentially save up to 43% on your flight if you consider stops on a Portland, Maine to Puerto Rico flight.

Cheap Portland, Maine to Puerto Rico flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Portland, Maine to Puerto Rico

Best Price Found	$152
Fastest flight time	6h 58m
Direct flights	None

The best one-way flight to Puerto Rico from Portland, Maine in the past 72 hours is $152. The best round-trip flight deal from Portland, Maine to Puerto Rico found on momondo in the last 72 hours is $294.

The fastest flight from Portland, Maine to Puerto Rico takes 6h 58m

There are no direct flights from Portland, Maine to Puerto Rico. There are no popular flight routes from Portland, Maine to Puerto Rico.

Search flight deals

Frequently asked questions about flying from Portland, Maine to Puerto Rico

When did momondo last update prices for flights from Portland Airport to Puerto Rico?
Prices for flights from Portland Airport to Puerto Rico are refreshed on a daily basis.
How many operators does momondo search for flights from Portland Airport to Puerto Rico?
As of November 2026, there are 5 operators available to choose from for flights from Portland Airport to Puerto Rico.
How old do you have to be to fly from Portland Airport to Puerto Rico?
Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Portland Airport to Puerto Rico.
What documentation or ID do you need to fly to Puerto Rico?
The travel and health documents required for your trip to Puerto Rico can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Puerto Rico. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

Best airlines flying from Portland, Maine to Puerto Rico

Compare and see reviews for airlines that fly from Portland, Maine to Puerto Rico with momondo

Airline	Rating	Free Cancellation	Price
JetBlue	PriceFrom $174	Free Cancellation	Rating 7.1 3,075 reviews	Search JetBlue flights
United Airlines	PriceFrom $232	Free Cancellation	Rating 7.3 10,492 reviews	Search United Airlines flights
Delta	PriceFrom $275	Free Cancellation	Rating 7.8 8,719 reviews	Search Delta flights
American Airlines	PriceFrom $298	Free Cancellation	Rating 7.0 12,234 reviews	Search American Airlines flights
Southwest	PriceFrom $322	Free Cancellation	Rating 8.0 4,219 reviews	Search Southwest flights

Why use momondo?

Why should I use momondo to find a flight deal from Portland to Puerto Rico?

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Portland to Puerto Rico for you.

Can I find flights from Portland to Puerto Rico with flexible booking policies on momondo?

Yes. All flights to Puerto Rico from Portland on momondo can be compared and filtered by various policies on offer, including flexible booking.

How can momondo help me find flights from Portland to Puerto Rico?

momondo provides multiple filters to help you find the best flight to Puerto Rico from Portland. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

I’m not ready to book a flight from Portland to Puerto Rico right now. Can momondo alert me if prices change?

If you are not ready to book a flight from Portland to Puerto Rico now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Puerto Rico and let you know when they change.

An easier way to manage your Puerto Rico trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

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Popular cities

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Complete your trip

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Popular cities in Puerto Rico

Flights to San Juanfrom $114

Flights to Aguadillafrom $189

Flights to Poncefrom $163

Flights to Viequesfrom $436

Flights to Mayagüezfrom $303

Flights to Culebrafrom $423

Cheap flights from Portland, Maine to Puerto Rico from $152

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Portland, Maine to Puerto Rico departing on 1/13. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

Find the cheapest flights from Portland, Maine to Puerto Rico

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Big names and deals

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Filter for what you want

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United Airlines flights from Portland, Maine to Puerto Rico

Our best United Airlines deals on Portland, Maine to Puerto Rico flight tickets

Southwest flights from Portland, Maine to Puerto Rico

Our best Southwest deals on Portland, Maine to Puerto Rico flight tickets

momondo Fare Finder

Use the filters below to find and compare flights from Portland, Maine to Puerto Rico that are best for you.

See travel insights to Puerto Rico from

How to get the cheapest flight ticket from Portland, Maine to Puerto Rico

What is the cheapest month to fly to Puerto Rico?

How far in advance should I book a flight from Portland, Maine to Puerto Rico?

Can stopping save me money on Portland, Maine to Puerto Rico flights?

What is the cheapest airline that flies from Portland to Puerto Rico?

What airlines fly to Puerto Rico?

Cheap Portland, Maine to Puerto Rico flight deals and tips

Best Price Found

Fastest flight time

Direct flights

Frequently asked questions about flying from Portland, Maine to Puerto Rico

Best airlines flying from Portland, Maine to Puerto Rico

Compare and see reviews for airlines that fly from Portland, Maine to Puerto Rico with momondo

Why use momondo?

An easier way to manage your Puerto Rico trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

Find better results for your trip to Puerto Rico

Popular cities in Puerto Rico

Popular flights according to clicks in the last 7 days on momondo

Portland, Maine flight routes

According to popular flight searches on momondo this year

Puerto Rico flight routes

According to popular flight searches on momondo this year

Fly your favorite airline to Puerto Rico

Airlines are sorted and displayed according to clicks in the past 7 days on momondo

Cabin classes currently available on flights to Puerto Rico

List of cabin classes available on flights landing in Puerto Rico. Availability may vary depending on flight origin and airline.

Complete your trip to Puerto Rico

Explore popular destinations other users love

According to popular flight searches on momondo this year