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

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 63% 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.

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 September 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.

$158 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.

7:26 pm - 11:31 amPWM Portland-SJU San Juan Luis Munoz Marin Intl

16h 05m2 stops Philadelphia Miami

2:18 pm - 11:59 pmSJU San Juan Luis Munoz Marin Intl-PWM Portland

9h 41m2 stops Miami Washington, D.C. Reagan-National

$316American Airlines

Tue, Oct 20 - Mon, Oct 26

7:26 pm - 11:31 amPWM Portland-SJU San Juan Luis Munoz Marin Intl

16h 05m2 stops Philadelphia Miami

12:41 pm - 10:36 pmSJU San Juan Luis Munoz Marin Intl-PWM Portland

9h 55m1 stop Charlotte Douglas

$316American Airlines

Tue, Oct 20 - Mon, Oct 26

8:47 am - 10:22 pmPWM Portland-SJU San Juan Luis Munoz Marin Intl

12h 35m2 stops Chicago O'Hare Intl Washington, D.C. Dulles Intl

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

7h 55m1 stop Newark

$316United Airlines

Tue, Nov 3 - Wed, Nov 4

3:15 pm - 6:15 amPWM Portland-SJU San Juan Luis Munoz Marin Intl

14h 00m2 stops Newark Houston George Bush Intcntl

2:52 pm - 9:48 pmSJU San Juan Luis Munoz Marin Intl-PWM Portland

7h 56m1 stop Newark

$316United Airlines

Sat, Jan 30 - Wed, Feb 10

2:33 pm - 12:52 amPWM Portland-SJU San Juan Luis Munoz Marin Intl

9h 19m1 stop New York John F Kennedy Intl

6:10 pm - 12:19 amSJU San Juan Luis Munoz Marin Intl-PWM Portland

7h 09m1 stop New York John F Kennedy Intl

$316Delta

Sat, Nov 7 - Wed, Nov 11

2:33 pm - 11:44 pmPWM Portland-SJU San Juan Luis Munoz Marin Intl

9h 11m1 stop New York John F Kennedy Intl

2:15 pm - 12:10 amSJU San Juan Luis Munoz Marin Intl-PWM Portland

10h 55m1 stop New York John F Kennedy Intl

$316Delta

Sat, Oct 31 - Fri, Nov 6

7:20 am - 5:50 pmPWM Portland-SJU San Juan Luis Munoz Marin Intl

10h 30m1 stop Baltimore/Washington

5:50 pm - 11:55 pmSJU San Juan Luis Munoz Marin Intl-PWM Portland

7h 05m1 stop Baltimore/Washington

$349Southwest

Sat, Oct 31 - Fri, Nov 6

12:45 pm - 12:50 amPWM Portland-SJU San Juan Luis Munoz Marin Intl

11h 05m2 stops Baltimore/Washington Orlando

6:10 am - 2:45 pmSJU San Juan Luis Munoz Marin Intl-PWM Portland

9h 35m2 stops Tampa Baltimore/Washington

$349Southwest

Wed, Dec 2 - Wed, Dec 9

5:09 pm - 11:25 amPWM Portland-SJU San Juan Luis Munoz Marin Intl

17h 16m2 stops Raleigh-Durham Philadelphia

7:17 am - 9:08 amSJU San Juan Luis Munoz Marin Intl-PWM Portland

26h 51m1 stop Orlando

$387Multiple Airlines

Tue, Dec 1 - Tue, Dec 8

6:31 pm - 1:31 pmPWM Portland-SJU San Juan Luis Munoz Marin Intl

19h 00m2 stops Tampa Fort Lauderdale

7:20 am - 9:08 amSJU San Juan Luis Munoz Marin Intl-PWM Portland

25h 48m1 stop Orlando

$452Multiple Airlines

Wed, Oct 21 - Sun, Oct 25

Cheap last minute flights

Enter your travel dates to find the best prices.

5:30 pm - 12:05 amPWM Portland-SJU San Juan Luis Munoz Marin Intl

6h 35m1 stop Baltimore/Washington

5:30 am - 4:45 pmSJU San Juan Luis Munoz Marin Intl-PWM Portland

11h 15m1 stop Baltimore/Washington

$452Southwest

Fri, Oct 2 - Sun, Oct 4

5:15 am - 8:38 pmPWM Portland-SJU San Juan Luis Munoz Marin Intl

15h 23m2 stops Washington, D.C. Dulles Intl Houston George Bush Intcntl

1:00 am - 9:08 amSJU San Juan Luis Munoz Marin Intl-PWM Portland

8h 08m1 stop Newark

$452United Airlines

Fri, Oct 2 - Sat, Oct 3

5:15 am - 8:38 pmPWM Portland-SJU San Juan Luis Munoz Marin Intl

15h 23m2 stops Washington, D.C. Dulles Intl Houston George Bush Intcntl

1:00 am - 10:02 amSJU San Juan Luis Munoz Marin Intl-PWM Portland

9h 02m2 stops Newark Washington, D.C. Dulles Intl

$521United Airlines

Fri, Oct 2 - Sat, Oct 3

6:00 am - 8:38 pmPWM Portland-SJU San Juan Luis Munoz Marin Intl

14h 38m2 stops Newark Houston George Bush Intcntl

4:55 pm - 11:59 pmSJU San Juan Luis Munoz Marin Intl-PWM Portland

7h 04m1 stop Washington, D.C. Dulles Intl

$525United Airlines

Tue, Sep 29 - Mon, Oct 5

6:00 am - 8:38 pmPWM Portland-SJU San Juan Luis Munoz Marin Intl

14h 38m2 stops Chicago O'Hare Intl Houston George Bush Intcntl

1:00 am - 10:02 amSJU San Juan Luis Munoz Marin Intl-PWM Portland

9h 02m2 stops Newark Washington, D.C. Dulles Intl

$525United Airlines

Tue, Sep 29 - Sun, Oct 4

3:41 pm - 11:50 pmPWM Portland-SJU San Juan Luis Munoz Marin Intl

8h 09m1 stop Newark

1:00 am - 9:08 amSJU San Juan Luis Munoz Marin Intl-PWM Portland

8h 08m1 stop Newark

$525United Airlines

Tue, Sep 29 - Sun, Oct 4

6:00 am - 1:45 pmPWM Portland-SJU San Juan Luis Munoz Marin Intl

7h 45m1 stop Newark

1:25 pm - 8:22 pmSJU San Juan Luis Munoz Marin Intl-PWM Portland

6h 57m1 stop Newark

$598United Airlines

Mon, Sep 28 - Wed, Sep 30

5:15 am - 12:34 pmPWM Portland-SJU San Juan Luis Munoz Marin Intl

7h 19m1 stop Washington, D.C. Dulles Intl

1:25 pm - 11:59 pmSJU San Juan Luis Munoz Marin Intl-PWM Portland

10h 34m2 stops Newark Washington, D.C. Dulles Intl

$598United Airlines

Mon, Sep 28 - Wed, Sep 30

5:29 pm - 11:00 amPWM Portland-SJU San Juan Luis Munoz Marin Intl

17h 31m2 stops New York LaGuardia Miami

6:00 am - 11:45 pmSJU San Juan Luis Munoz Marin Intl-PWM Portland

17h 45m2 stops Miami Washington, D.C. Reagan-National

$602American Airlines

Mon, Sep 28 - Wed, Sep 30

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American Airlines flights from Portland, Maine to Puerto Rico

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

American Airlines

Jan 27

PWM10:52 amPortland

9h 38m

2 stops

SJU9:30 pmSan Juan Luis Munoz Marin Intl

Feb 6

SJU8:15 amSan Juan Luis Munoz Marin Intl

14h 28m

2 stops

PWM9:43 pmPortland

$321

American Airlines

Oct 22

PWM5:30 amPortland

17h 27m

1 stop

SJU10:57 pmSan Juan Luis Munoz Marin Intl

Oct 26

SJU12:41 pmSan Juan Luis Munoz Marin Intl

9h 55m

1 stop

PWM10:36 pmPortland

$349

American Airlines

Feb 24

PWM5:35 amPortland

14h 51m

2 stops

SJU9:26 pmSan Juan Luis Munoz Marin Intl

Mar 3

SJU6:00 amSan Juan Luis Munoz Marin Intl

7h 12m

1 stop

PWM12:12 pmPortland

$354

United Airlines flights from Portland, Maine to Puerto Rico

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

United Airlines

Oct 20

PWM6:00 amPortland

7h 45m

1 stop

SJU1:45 pmSan Juan Luis Munoz Marin Intl

Oct 26

SJU2:35 pmSan Juan Luis Munoz Marin Intl

8h 46m

1 stop

PWM11:21 pmPortland

$316

United Airlines

Dec 2

PWM7:00 amPortland

6h 40m

1 stop

SJU2:40 pmSan Juan Luis Munoz Marin Intl

Dec 9

SJU1:00 pmSan Juan Luis Munoz Marin Intl

7h 25m

1 stop

PWM7:25 pmPortland

$332

United Airlines

Jan 27

PWM3:15 pmPortland

8h 21m

1 stop

SJU12:36 amSan Juan Luis Munoz Marin Intl

Feb 5

SJU2:05 amSan Juan Luis Munoz Marin Intl

13h 37m

2 stops

PWM2:42 pmPortland

$378

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 10/20

7:26 pm-11:31 am

2 stops16h 05m

San Juan Luis Munoz Marin Intl

Mon 10/26

2:18 pm-11:59 pm

2 stops9h 41m

$316

PortlandSan Juan

PWM Portland - SJU San Juan Luis Munoz Marin Intl

PWMSJU

Portland

Tue 10/20

7:26 pm-11:31 am

2 stops16h 05m

San Juan Luis Munoz Marin Intl

Mon 10/26

12:41 pm-10:36 pm

1 stop9h 55m

$316

PortlandSan Juan

PWM Portland - SJU San Juan Luis Munoz Marin Intl

PWMSJU

Portland

Tue 11/3

8:47 am-10:22 pm

2 stops12h 35m

San Juan Luis Munoz Marin Intl

Wed 11/4

2:05 am-9:00 am

1 stop7h 55m

$316

PortlandSan Juan

PWM Portland - SJU San Juan Luis Munoz Marin Intl

PWMSJU

Portland

Sat 1/30

3:15 pm-6:15 am

2 stops14h 00m

San Juan Luis Munoz Marin Intl

Wed 2/10

2:52 pm-9:48 pm

1 stop7h 56m

$316

Quickest round-trip

PortlandSan Juan

PWM Portland - SJU San Juan Luis Munoz Marin Intl

PWMSJU

Portland

Sat 11/7

2:33 pm-12:52 am

1 stop9h 19m

San Juan Luis Munoz Marin Intl

Wed 11/11

6:10 pm-12:19 am

1 stop7h 09m

$316

PortlandSan Juan

PWM Portland - SJU San Juan Luis Munoz Marin Intl

PWMSJU

Portland

Sat 10/31

2:33 pm-11:44 pm

1 stop9h 11m

San Juan Luis Munoz Marin Intl

Fri 11/6

2:15 pm-12:10 am

1 stop10h 55m

$316

PortlandSan Juan

PWM Portland - SJU San Juan Luis Munoz Marin Intl

PWMSJU

Portland

Sat 10/31

7:20 am-5:50 pm

1 stop10h 30m

San Juan Luis Munoz Marin Intl

Fri 11/6

5:50 pm-11:55 pm

1 stop7h 05m

$349

PortlandSan Juan

PWM Portland - SJU San Juan Luis Munoz Marin Intl

PWMSJU

Portland

Wed 12/2

12:45 pm-12:50 am

2 stops11h 05m

San Juan Luis Munoz Marin Intl

Wed 12/9

6:10 am-2:45 pm

2 stops9h 35m

$349

PortlandSan Juan

PWM Portland - SJU San Juan Luis Munoz Marin Intl

PWMSJU

Portland

Tue 12/1

5:09 pm-11:25 am

2 stops17h 16m

San Juan Luis Munoz Marin Intl

Tue 12/8

7:17 am-9:08 am

1 stop26h 51m

$387

PortlandSan Juan

PWM Portland - SJU San Juan Luis Munoz Marin Intl

PWMSJU

Portland

Wed 10/21

6:31 pm-1:31 pm

2 stops19h 00m

San Juan Luis Munoz Marin Intl

Sun 10/25

7:20 am-9:08 am

1 stop25h 48m

$452

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 November, then you should wait until May to fly from Portland, Maine, when ticket prices are also cheap, with an average price of $342.

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 $501 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 $308 on momondo.

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

You could potentially save up to 23% 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	$158
Fastest flight time	6h 30m
Direct flights	None

The best one-way flight to Puerto Rico from Portland, Maine in the past 72 hours is $158. The best round-trip flight deal from Portland, Maine to Puerto Rico found on momondo in the last 72 hours is $316.

The fastest flight from Portland, Maine to Puerto Rico takes 6h 30m

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 September 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 3,041 reviews	Search JetBlue flights
United Airlines	PriceFrom $232	Free Cancellation	Rating 7.4 10,243 reviews	Search United Airlines flights
Delta	PriceFrom $275	Free Cancellation	Rating 7.8 8,610 reviews	Search Delta flights
American Airlines	PriceFrom $296	Free Cancellation	Rating 7.0 12,099 reviews	Search American Airlines flights
Southwest	PriceFrom $315	Free Cancellation	Rating 8.0 4,201 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 $248

Flights to Poncefrom $242

Flights to Viequesfrom $517

Flights to Culebrafrom $393

Flights to Mayagüezfrom $316

Cheap flights from Portland, Maine to Puerto Rico from $158

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 10/23. 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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Cheap last minute flights

Big names and deals

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Filter for what you want

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American Airlines flights from Portland, Maine to Puerto Rico

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

United Airlines flights from Portland, Maine to Puerto Rico

Our best United Airlines 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