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$219+ Cheap flights from Caribbean 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 4/28. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — PWM
abr. 22 — abr. 291
mar. 4/22
mar. 4/29
1 adult, Economy
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Cheap flight deals from Caribbean to Portland

Keep the following information in mind while searching for Caribbean to Portland flight deals. Data was last updated abril 17, 2025.

Round-trip from

$318
(Frontier)

One-way from

$219
(Frontier)

Popular in

April

Cheapest in

February

Average price

$608
From Caribbean to Portland
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One-way flight from Caribbean to Portland
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Highest demand for flights based on searches. 15% potential increase in price ($74 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($19 potential savings vs. average RT price).
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Average for round-trip flights in April 2025
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Find flight deals from Caribbean to Portland

Cheapest flights from Caribbean to Portland
Explore the most affordable flight options available from Caribbean to Portland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on abril 17, 2025.

This Frontier deal was found by Cheapflights users on 4/16. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 5/16:00 amSJU - PWM
1 stop14h 29mFrontier
lun. 5/59:30 pmPWM - SJU
1 stop13h 26mFrontier
Deal found 4/16$318
This JetBlue deal was found by Cheapflights users on 4/17. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 5/163:33 amSJU - PWM
1 stop9h 47mJetBlue
mié. 5/213:35 pmPWM - SJU
1 stop10h 14mJetBlue
Deal found 4/17$422
This Delta deal was found by Cheapflights users on 4/17. 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.
vie. 8/152:39 pmSJU - PWM
1 stop9h 20mDelta
sáb. 8/236:00 amPWM - SJU
1 stop10h 50mDelta
Deal found 4/17$435
This American Airlines deal was found by Cheapflights users on 4/16. 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.
vie. 8/153:50 pmSJU - PWM
1 stop8h 45mAmerican Airlines
sáb. 8/238:18 amPWM - SJU
2 stops13h 27mAmerican Airlines
Deal found 4/16$470
This United Airlines deal was found by Cheapflights users on 4/16. 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. 5/14:55 pmSJU - PWM
1 stop6h 33mUnited Airlines
lun. 5/512:37 pmPWM - SJU
2 stops11h 17mUnited Airlines
Deal found 4/16$511

Cheapflights Fare Finder

Customize your flight search to find flights from Caribbean 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 abril 17, 2025.
Use the filters below to find and compare flights from Caribbean to Portland that are best for you.

Fly from

Caribbean

Fly to

Portland

Route

Depart

Return

Price

San JuanPortland

SJU - PWM

SJUPWM

San Juan Luis Munoz Marin Intl

jue. 5/1

6:00 am-8:29 pm

1 stop14h 29m

Portland

lun. 5/5

9:30 pm-10:56 am

1 stop13h 26m

$318

San JuanPortland

SJU - PWM

SJUPWM

San Juan Luis Munoz Marin Intl

vie. 5/16

3:33 am-1:20 pm

1 stop9h 47m

Portland

mié. 5/21

3:35 pm-1:49 am

1 stop10h 14m

$422

San JuanPortland

SJU - PWM

SJUPWM

San Juan Luis Munoz Marin Intl

jue. 5/1

4:55 pm-11:28 pm

1 stop6h 33m

Portland

lun. 5/5

12:37 pm-11:54 pm

2 stops11h 17m

$511

San JuanPortland

SJU - PWM

SJUPWM

San Juan Luis Munoz Marin Intl

sáb. 5/17

5:30 pm-11:48 am

2 stops18h 18m

Portland

mié. 5/21

6:00 am-8:09 pm

2 stops14h 09m

$535

San JuanPortland

SJU - PWM

SJUPWM

San Juan Luis Munoz Marin Intl

lun. 4/28

6:00 am-7:11 pm

1 stop13h 11m

$219

San JuanPortland

SJU - PWM

SJUPWM

San Juan Luis Munoz Marin Intl

mié. 7/2

2:59 pm-11:37 pm

1 stop8h 38m

$335

San JuanPortland

SJU - PWM

SJUPWM

San Juan Luis Munoz Marin Intl

lun. 4/28

4:45 pm-11:27 pm

2 stops30h 42m

$461

San JuanPortland

SJU - PWM

SJUPWM

San Juan Luis Munoz Marin Intl

dom. 4/27

1:05 am-2:53 pm

2 stops13h 48m

$743

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/17

Best time to book a flight from Caribbean to Portland

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

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

Currently, January is the cheapest month in which you can book a flight from Caribbean to Portland, Maine (average of $296). Flying from Caribbean to Portland, Maine in May is currently the most expensive (average of $416). 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 CB to PWM?

Find hourly flight availability from Caribbean 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 abril 17, 2025.

When flying from Caribbean 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 abril 17, 2025.
United Airlines
7.4
Good
8,667 reviews

Comfort

7.3

Overall

7.4

Food

6.6

Crew

8.1

Boarding

7.7

Entertainment

7.0

Reviews

1 / 20
4.0
Okay

Thomas,Apr 2025

TPE - SFO

The boarding experience was okay. The dietary food choices were limited, the midway snacks were hard and dry. The seat was uncomfortable - stiff seat cushion, seat back kept springing back to the upright position, narrow seat width. Love the app and the ability to track my luggage. Flight crew was efficient.
United Airlines
7.4
Good
8,667 reviews
United Airlines
7.4
Good
8,667 reviews

Comfort

7.3

Overall

7.4

Food

6.6

Crew

8.1

Boarding

7.7

Entertainment

7.0

Reviews

1 / 20
4.0
Okay

Thomas,Apr 2025

TPE - SFO

The boarding experience was okay. The dietary food choices were limited, the midway snacks were hard and dry. The seat was uncomfortable - stiff seat cushion, seat back kept springing back to the upright position, narrow seat width. Love the app and the ability to track my luggage. Flight crew was efficient.
JetBlue
7.3
Good
2,926 reviews
United Airlines
7.4
Good
8,667 reviews

Comfort

7.3

Overall

7.4

Food

6.6

Crew

8.1

Boarding

7.7

Entertainment

7.0

Reviews

1 / 20
4.0
Okay

Thomas,Apr 2025

TPE - SFO

The boarding experience was okay. The dietary food choices were limited, the midway snacks were hard and dry. The seat was uncomfortable - stiff seat cushion, seat back kept springing back to the upright position, narrow seat width. Love the app and the ability to track my luggage. Flight crew was efficient.
American Airlines
7.2
Good
10,000 reviews
United Airlines
7.4
Good
8,667 reviews

Comfort

7.3

Overall

7.4

Food

6.6

Crew

8.1

Boarding

7.7

Entertainment

7.0

Reviews

1 / 20
4.0
Okay

Thomas,Apr 2025

TPE - SFO

The boarding experience was okay. The dietary food choices were limited, the midway snacks were hard and dry. The seat was uncomfortable - stiff seat cushion, seat back kept springing back to the upright position, narrow seat width. Love the app and the ability to track my luggage. Flight crew was efficient.
Frontier
6.0
Okay
3,281 reviews
United Airlines
7.4
Good
8,667 reviews

Comfort

7.3

Overall

7.4

Food

6.6

Crew

8.1

Boarding

7.7

Entertainment

7.0

Reviews

1 / 20
4.0
Okay

Thomas,Apr 2025

TPE - SFO

The boarding experience was okay. The dietary food choices were limited, the midway snacks were hard and dry. The seat was uncomfortable - stiff seat cushion, seat back kept springing back to the upright position, narrow seat width. Love the app and the ability to track my luggage. Flight crew was efficient.

Related info for your journey

Find useful and relevant information for your journey from Caribbean 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?

    Most people fly into Portland (PWM) if they book a flight to Portland from Caribbean. Portland is conveniently located just 2.9 mi from Portland’s city center.

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

    For one-way options, check prices for Frontier. According to our data, you can fly for as low as $219. Users have also found prices from $335 and $743 on JetBlue and United Airlines, respectively.

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

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

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

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

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

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

    Currently, January is the cheapest month in which you can book a flight from Caribbean to Portland, Maine (average of $296). Flying from Caribbean to Portland, Maine in May is currently the most expensive (average of $416). 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

Traveling to a place near Caribbean?

Book flights to Caribbean if you plan to visit one of these locations
North Conway
Bath
Brunswick
Auburn
Conway
Lewiston

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Top 4 airlines flying from Caribbean to Portland

Discover the top 4 airlines that operate flights from Caribbean 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 abril 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$389Average$406FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$413Average$572FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$420Average$680FlexibilityNo cancel feeOn-time69%
JetBlueCheapest$428Average$515FlexibilityNo cancel feeOn-time62%

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