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$81+ Cheap flights from Caribbean Islands to Portland, ME (PWM)

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 1/31. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — PWM
Jan 2 — Jan 91
Thu 1/2
Thu 1/9
1 adult, Economy
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Cheap flight deals from Caribbean Islands to Portland

Discover tips and strategies to find the most affordable flight options for your journey from Caribbean Islands (zzEPX) to Portland (PWM). 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 December 28, 2024.

Round-trip from

$194
(FlightHub)

One-way from

$81
(Mytrip)
From Caribbean Islands to Portland
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One-way flight from Caribbean Islands to Portland
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Find flight deals from Caribbean Islands to Portland

Cheapest flights from Caribbean Islands to Portland
Explore the most affordable flight options available from Caribbean Islands to Portland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 28, 2024.

This Delta deal was found by Cheapflights users on 12/27. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/273:13 amSJU - PWM
1 stop9h 06mDelta
Sat 1/412:01 pmPWM - SJU
1 stop10h 22mDelta
Deal found 12/27$569
This American Airlines deal was found by Cheapflights users on 12/27. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/286:20 amSJU - PWM
1 stop7h 05mAmerican Airlines
Sat 1/45:39 amPWM - SJU
1 stop6h 55mAmerican Airlines
Deal found 12/27$584
This Southwest deal was found by Cheapflights users on 12/27. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/283:25 pmSJU - PWM
2 stops9h 40mSouthwest
Sat 1/43:20 pmPWM - SJU
2 stops8h 30mSouthwest
Deal found 12/27$624
This Mytrip deal was found by Cheapflights users on 12/27. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/272:32 amSJU - PWM
3 stops21h 50mMultiple Airlines
Sat 1/46:00 amPWM - SJU
3 stops31h 40mMultiple Airlines
Deal found 12/27$2,906

Find flights from Caribbean Islands to Portland within your budget

Customize your flight search to find flights from Caribbean Islands to Portland 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 December 28, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

San JuanPortland

SJU - PWM

SJUPWM

San Juan Luis Munoz Marin Intl

Thu 1/23

6:55 pm-8:12 pm

1 stop26h 17m

Portland

Sun 1/26

7:06 pm-2:19 am

1 stop30h 13m

$194

San JuanPortland

SJU - PWM

SJUPWM

San Juan Luis Munoz Marin Intl

Thu 1/23

8:05 am-10:34 pm

2 stops15h 29m

Portland

Sun 1/26

5:44 am-9:38 pm

2 stops14h 54m

$300

San JuanPortland

SJU - PWM

SJUPWM

San Juan Luis Munoz Marin Intl

Wed 1/22

2:05 am-10:32 am

1 stop9h 27m

Portland

Sun 1/26

6:00 am-2:40 pm

1 stop7h 40m

$388

San JuanPortland

SJU - PWM

SJUPWM

San Juan Luis Munoz Marin Intl

Mon 1/13

12:15 pm-10:15 pm

2 stops11h 00m

Portland

Mon 1/27

3:35 pm-12:25 am

1 stop7h 50m

$411

San JuanPortland

SJU - PWM

SJUPWM

San Juan Luis Munoz Marin Intl

Mon 1/13

6:14 am-12:38 pm

3 stops31h 24m

Portland

Mon 1/27

6:18 pm-5:45 pm

3 stops22h 27m

$444

San JuanPortland

SJU - PWM

SJUPWM

San Juan Luis Munoz Marin Intl

Fri 1/31

6:00 am-6:48 pm

1 stop13h 48m

$81

San JuanPortland

SJU - PWM

SJUPWM

San Juan Luis Munoz Marin Intl

Wed 2/19

7:00 am-2:22 pm

1 stop8h 22m

$142

San JuanPortland

SJU - PWM

SJUPWM

San Juan Luis Munoz Marin Intl

Sat 1/18

6:00 am-8:11 pm

1 stop15h 11m

$150

San JuanPortland

SJU - PWM

SJUPWM

San Juan Luis Munoz Marin Intl

Fri 1/17

2:05 am-10:32 am

1 stop9h 27m

$187

San JuanPortland

SJU - PWM

SJUPWM

San Juan Luis Munoz Marin Intl

Sun 1/5

2:32 am-11:21 am

1 stop9h 49m

$305

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/27

Showing 1-10 of 11 results
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Best time to book a flight from Caribbean Islands to Portland

Have a flexible travel schedule? Discover the best time to fly to Portland from Caribbean Islands 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.

Travel insights for flights from Caribbean Islands to Portland

Get recent, data-driven insights about flights from Caribbean Islands to Portland including ideal travel times, pricing trends, and more.

What is the cheapest month to book a flight from Caribbean Islands to Portland, Maine?

Currently, January is the cheapest month in which you can book a flight from Caribbean Islands to Portland, Maine (average of $296). Flying from Caribbean Islands to Portland, Maine in April is currently the most expensive (average of $498). 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 EPX to PWM?

Find hourly flight availability from Caribbean Islands to Portland. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 28, 2024.

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

Rainfall in Portland by month

Plan your trip to Portland by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Portland, Maine ranges from 2.9 - 4.5 inches per month. November is typically the wettest month, when rainfall can reach 4.5 in. August is typically the driest time to visit Portland, Maine when rainfall is around 2.9 in.

Temperature in Portland by month

Plan your trip to Portland by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Portland, Maine, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 68.0 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

Reviews of airlines servicing Portland

Get insights into the airlines that provide service to Portland. 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 Portland. Reviews last updated December 28, 2024.
Southwest
8.1
Very good
4,731 reviews

Food

7.2

Crew

8.7

Overall

8.1

Entertainment

7.7

Boarding

8.2

Comfort

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Southwest
8.1
Very good
4,731 reviews
Southwest
8.1
Very good
4,731 reviews

Food

7.2

Crew

8.7

Overall

8.1

Entertainment

7.7

Boarding

8.2

Comfort

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Delta
8.0
Very good
8,556 reviews
Southwest
8.1
Very good
4,731 reviews

Food

7.2

Crew

8.7

Overall

8.1

Entertainment

7.7

Boarding

8.2

Comfort

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

United Airlines
7.4
Good
9,002 reviews
Southwest
8.1
Very good
4,731 reviews

Food

7.2

Crew

8.7

Overall

8.1

Entertainment

7.7

Boarding

8.2

Comfort

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

American Airlines
7.2
Good
10,000 reviews
Southwest
8.1
Very good
4,731 reviews

Food

7.2

Crew

8.7

Overall

8.1

Entertainment

7.7

Boarding

8.2

Comfort

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Frontier
6.1
Okay
3,459 reviews
Southwest
8.1
Very good
4,731 reviews

Food

7.2

Crew

8.7

Overall

8.1

Entertainment

7.7

Boarding

8.2

Comfort

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Related info for your journey

Find useful and relevant information for your journey from Caribbean Islands to Portland. 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 into for flights to Portland from Caribbean Islands?

    Located just 2.9 mi from the city center, Portland (PWM) is the airport most travelers will use when flying to Portland from Caribbean Islands.

  • What are the cheapest airlines to fly from Caribbean Islands to Portland, Maine one-way?

    To fly one-way, consider booking your trip with Frontier, which is currently one of the cheapest options available, starting at $81. Delta flights start at $142 while deals on American Airlines start at $150 one-way.

  • Can I find deals for flights from Caribbean Islands to Portland that include hotel bookings?

    Yes. In addition to deals on Caribbean Islands to Portland flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Caribbean Islands to Portland?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Caribbean Islands to Portland.

  • Can I find deals for business class flights from Caribbean Islands to Portland?

    Yes. Cheapflights offers flight deals from Caribbean Islands to Portland 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 Caribbean Islands to Portland, Maine?

    Currently, January is the cheapest month in which you can book a flight from Caribbean Islands to Portland, Maine (average of $296). Flying from Caribbean Islands to Portland, Maine in April is currently the most expensive (average of $498). 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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Alternative routes for Caribbean Islands to Portland

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Top 3 airlines flying from Caribbean Islands to Portland

Discover the top 3 airlines that operate flights from Caribbean Islands to Portland. 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 December 28, 2024.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$312Average$555FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$413Average$575FlexibilityNo cancel feeOn-time71%
JetBlueCheapest$428Average$515FlexibilityNo cancel feeOn-time62%
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