Cheap flights from Portland (PWM) to Caribbean from $108

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 6/18. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
PWM — SJU
jun. 17 — jun. 241

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

When searching for a good deal, it’s best to be prepared for potential fluctuations in price. We recommend booking at least 19 days in advance, which can save you up to 110% on flights from Portland, Maine to Caribbean compared to booking the week you need them. Waiting 19 days out may not be for everyone, so we have options available for flights within the next two weeks, with the lowest price starting at $248. For sooner than that we have options available in the next 3 days from $539.

What is the cheapest month to fly from Portland, Maine to Caribbean?

Our data shows that September tends to be the cheapest month to fly to Caribbean from Portland, Maine. Users have commonly found prices around $504 for the month, but tickets can be as low as $272. Due to multiple factors, prepare for potentially higher prices in November.

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

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Portland, Maine to Caribbean as you normally would.

Cheap Portland to Caribbean flights in June & July 2024

Find cheap flight options from Portland to Caribbean specifically for the months of June and July 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 3,117,830 searches. Prices were last updated on junio 12, 2024.
mar. 6/183:23 pmPWM - PUJ
2 stops19h 08mFrontier
mar. 6/256:10 pmPUJ - PWM
2 stops42h 47mFrontier
Deal found 6/11$351
jue. 6/201:09 pmPWM - AUA
1 stop23h 51mAmerican Airlines
mié. 6/264:45 pmAUA - PWM
2 stops19h 29mAmerican Airlines
Deal found 6/11$376
lun. 7/15:05 amPWM - AUA
1 stop7h 55mDelta
jue. 7/42:15 pmAUA - PWM
1 stop10h 09mDelta
Deal found 6/11$405
mar. 7/99:45 amPWM - NAS
1 stop7h 44mJetBlue
sáb. 7/1311:25 amNAS - PWM
1 stop7h 33mJetBlue
Deal found 6/12$416
mar. 7/96:00 amPWM - NAS
2 stops14h 57mAmerican Airlines
sáb. 7/134:15 pmNAS - PWM
2 stops30h 25mAmerican Airlines
Deal found 6/12$430
lun. 7/15:29 pmPWM - AUA
2 stops17h 51mAmerican Airlines
jue. 7/42:35 pmAUA - PWM
2 stops21h 44mAmerican Airlines
Deal found 6/11$435
lun. 6/244:00 pmPWM - AUA
2 stops21h 35mAmerican Airlines
lun. 7/15:00 pmAUA - PWM
2 stops19h 39mAmerican Airlines
Deal found 6/11$450
jue. 6/204:13 pmPWM - AUA
1 stop20h 47mAmerican Airlines
mié. 6/262:00 pmAUA - PWM
1 stop8h 35mAmerican Airlines
Deal found 6/11$451
mar. 7/96:01 amPWM - NAS
1 stop5h 10mAmerican Airlines
sáb. 7/134:15 pmNAS - PWM
2 stops30h 25mAmerican Airlines
Deal found 6/12$453

Portland to Caribbean 2024 flight deals

Discover exclusive flight deals for travel between Portland and Caribbean in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 3,117,830 searches. Data last updated junio 12, 2024.
jue. 8/228:09 pmPWM - SJU
1 stop6h 48mJetBlue
jue. 9/55:59 amSJU - PWM
1 stop6h 12mJetBlue
Deal found 6/11$238
mar. 8/206:04 amPWM - AUA
1 stop6h 58mAmerican Airlines
mié. 8/282:35 pmAUA - PWM
1 stop7h 53mAmerican Airlines
Deal found 6/11$300
jue. 8/225:30 amPWM - SJU
1 stop7h 20mUnited Airlines
mié. 9/41:05 amSJU - PWM
1 stop6h 50mUnited Airlines
Deal found 6/11$300
jue. 9/55:51 pmPWM - AUA
2 stops17h 44mAmerican Airlines
dom. 9/154:45 pmAUA - PWM
2 stops19h 28mAmerican Airlines
Deal found 6/11$301
mar. 8/206:15 amPWM - AUA
1 stop8h 10mDelta
mié. 8/283:40 pmAUA - PWM
2 stops19h 09mDelta
Deal found 6/11$305
jue. 9/57:18 amPWM - AUA
1 stop28h 17mAmerican Airlines
dom. 9/154:45 pmAUA - PWM
2 stops19h 28mAmerican Airlines
Deal found 6/11$307
dom. 9/294:03 pmPWM - AUA
1 stop23h 59mAmerican Airlines
mar. 10/152:56 pmAUA - PWM
2 stops20h 28mAmerican Airlines
Deal found 6/11$312
jue. 8/222:03 pmPWM - SJU
1 stop9h 09mAmerican Airlines
jue. 9/55:24 pmSJU - PWM
2 stops18h 44mAmerican Airlines
Deal found 6/11$314
dom. 8/186:15 amPWM - MBJ
1 stop10h 21mDelta
jue. 8/291:15 pmMBJ - PWM
1 stop7h 45mDelta
Deal found 6/11$328

Portland to Caribbean flights leaving soon

Find last-minute flight options from Portland to Caribbean for spontaneous travel. Discover available flights and compare prices based on user searches. Secure great deals and offers for spontaneous trips with quick booking options. Over the last 7 days, Cheapflights users made 3,117,830 searches. Data last updated junio 12, 2024.
mar. 6/183:23 pmPWM - PUJ
2 stops19h 08mFrontier
mar. 6/256:10 pmPUJ - PWM
2 stops42h 47mFrontier
Deal found 6/11$351
jue. 6/201:09 pmPWM - AUA
1 stop23h 51mAmerican Airlines
mié. 6/264:45 pmAUA - PWM
2 stops19h 29mAmerican Airlines
Deal found 6/11$376
jue. 6/204:13 pmPWM - AUA
1 stop20h 47mAmerican Airlines
mié. 6/262:00 pmAUA - PWM
1 stop8h 35mAmerican Airlines
Deal found 6/11$451
sáb. 6/225:42 pmPWM - AUA
2 stops22h 03mAmerican Airlines
sáb. 6/292:35 pmAUA - PWM
2 stops21h 39mAmerican Airlines
Deal found 6/12$506
mié. 6/197:54 pmPWM - SJU
1 stop7h 03mJetBlue
dom. 6/2311:19 amSJU - PWM
1 stop7h 40mJetBlue
Deal found 6/11$514
jue. 6/204:00 pmPWM - AUA
2 stops21h 35mAmerican Airlines
mié. 6/264:45 pmAUA - PWM
2 stops19h 29mAmerican Airlines
Deal found 6/11$515
mié. 6/1912:34 pmPWM - SJU
2 stops9h 56mAmerican Airlines
dom. 6/233:49 pmSJU - PWM
2 stops19h 16mAmerican Airlines
Deal found 6/11$524
sáb. 6/225:42 pmPWM - AUA
2 stops22h 03mAmerican Airlines
sáb. 6/292:35 pmAUA - PWM
2 stops21h 39mAmerican Airlines
Deal found 6/11$536
mié. 6/1912:34 pmPWM - SJU
2 stops9h 56mAmerican Airlines
dom. 6/238:25 pmSJU - PWM
2 stops16h 14mAmerican Airlines
Deal found 6/11$544

One-way flights to Caribbean from Portland

Search for one-way flight options from Portland to Caribbean. Find affordable one-way fares based on user searches. Compare prices and availability to plan your one-way journey according to your preferred dates and budget. Over the last 7 days, Cheapflights users made 3,117,830 searches. Data last updated junio 12, 2024.
mar. 6/189:59 amPWM - SJU
1 stop8h 50mFrontier
Deal found 6/11$108
vie. 8/166:15 amPWM - MBJ
1 stop10h 21mDelta
Deal found 6/11$141
vie. 8/166:15 amPWM - MBJ
1 stop10h 21mDelta
Deal found 6/12$146
jue. 6/271:05 pmPWM - AUA
2 stops26h 40mAmerican Airlines
Deal found 6/11$159
vie. 11/85:29 pmPWM - AUA
2 stops41h 49mAmerican Airlines
Deal found 6/11$178
vie. 8/164:08 pmPWM - MBJ
2 stops24h 33mAmerican Airlines
Deal found 6/12$179
vie. 8/165:30 pmPWM - MBJ
2 stops20h 34mAmerican Airlines
Deal found 6/11$182
vie. 6/284:00 pmPWM - AUA
2 stops21h 35mAmerican Airlines
Deal found 6/11$195
jue. 6/277:42 amPWM - AUA
1 stop8h 18mAmerican Airlines
Deal found 6/11$199

Find flights from Portland to Caribbean within your budget

Customize your flight search to find flights from Portland to Caribbean 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 3,117,830 searches. Data last updated junio 12, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$238 - $481

Route

Depart

Return

Price

PortlandSan Juan Luis Munoz Marin Intl

PWM - SJU

PWMSJU

Portland

jue. 8/22

1 stop6h 48m

San Juan Luis Munoz Marin Intl

jue. 9/5

1 stop6h 12m

$238

PortlandOranjestad Reina Beatrix

PWM - AUA

PWMAUA

Portland

mar. 8/20

1 stop6h 58m

Oranjestad Reina Beatrix

mié. 8/28

1 stop7h 53m

$300

PortlandSan Juan Luis Munoz Marin Intl

PWM - SJU

PWMSJU

Portland

jue. 8/22

1 stop7h 20m

San Juan Luis Munoz Marin Intl

mié. 9/4

1 stop6h 50m

$300

PortlandOranjestad Reina Beatrix

PWM - AUA

PWMAUA

Portland

jue. 9/5

2 stops17h 44m

Oranjestad Reina Beatrix

dom. 9/15

2 stops19h 28m

$301

PortlandOranjestad Reina Beatrix

PWM - AUA

PWMAUA

Portland

mar. 8/20

1 stop8h 10m

Oranjestad Reina Beatrix

mié. 8/28

2 stops19h 09m

$305

PortlandOranjestad Reina Beatrix

PWM - AUA

PWMAUA

Portland

jue. 9/5

1 stop28h 17m

Oranjestad Reina Beatrix

dom. 9/15

2 stops19h 28m

$307

PortlandMontego Bay Sangster Intl

PWM - MBJ

PWMMBJ

Portland

dom. 8/18

1 stop10h 21m

Montego Bay Sangster Intl

jue. 8/29

1 stop7h 45m

$328

PortlandMontego Bay Sangster Intl

PWM - MBJ

PWMMBJ

Portland

mar. 8/20

2 stops35h 23m

Montego Bay Sangster Intl

mar. 8/27

2 stops49h 49m

$392

PortlandMontego Bay Sangster Intl

PWM - MBJ

PWMMBJ

Portland

vie. 8/23

1 stop30h 00m

Montego Bay Sangster Intl

mar. 8/27

2 stops21h 41m

$481

Flights are sorted by cheapest first

Deals found on 6/11

No data available for this route at this time. Please check back soon.

Best time to book a flight from Portland to Caribbean

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

Reviews of airlines servicing Caribbean

Get insights into the airlines that provide service to Caribbean. 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 Caribbean. Reviews last updated junio 12, 2024.
8.0
Very good
10,000 reviews

Crew

8.6

Overall

8.0

Entertainment

8.0

Comfort

7.9

Boarding

8.2

Food

7.4

Reviews

1 / 10

Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.

8.0
Very good
10,000 reviews
8.0
Very good
10,000 reviews

Crew

8.6

Overall

8.0

Entertainment

8.0

Comfort

7.9

Boarding

8.2

Food

7.4

Reviews

1 / 10

Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.

8.0
Very good
2,520 reviews
8.0
Very good
10,000 reviews

Crew

8.6

Overall

8.0

Entertainment

8.0

Comfort

7.9

Boarding

8.2

Food

7.4

Reviews

1 / 10

Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.

7.6
Good
4,265 reviews
8.0
Very good
10,000 reviews

Crew

8.6

Overall

8.0

Entertainment

8.0

Comfort

7.9

Boarding

8.2

Food

7.4

Reviews

1 / 10

Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.

7.4
Good
10,000 reviews
8.0
Very good
10,000 reviews

Crew

8.6

Overall

8.0

Entertainment

8.0

Comfort

7.9

Boarding

8.2

Food

7.4

Reviews

1 / 10

Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.

7.3
Good
10,000 reviews
8.0
Very good
10,000 reviews

Crew

8.6

Overall

8.0

Entertainment

8.0

Comfort

7.9

Boarding

8.2

Food

7.4

Reviews

1 / 10

Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.

Related info for your journey

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

    Portland (PWM) is the airport you will fly out of if you book a flight from Portland to Caribbean. It is only a 2.9 mi journey to Portland (PWM) from Portland’s city center.

  • Can I find flights from Portland, Maine to Caribbean for under $300 on Cheapflights?

    Yes, there are multiple flights from Portland, Maine to Caribbean for under $300. The cheapest flight booked recently is on JetBlue for just $238, but on average you can expect to pay $336.

  • Are there last-minute flights available from Portland, Maine to Caribbean for under $400?

    There are currently 20+ open flights from Portland, Maine to Caribbean within the next 7 days for less than $400.

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

    One-way options have recently been found by users for as low as $108 on Frontier. Other airlines that offer cheap prices include Delta from $141 and American Airlines from $159 one-way.

  • What are the most popular routes from Portland, Maine to Caribbean?

  • What does PWM to SJU mean?

    Portland Airport is PWM and San Juan Luis Munoz Marin Intl Airport is SJU. These codes are created by the International Air Transport Association (IATA) and airlines use them to identify the departing and arrival airports in the flight routes they service. Santo Domingo Las Americas Airport (SDQ), Punta Cana Airport (PUJ), Montego Bay Sangster Intl Airport (MBJ), Oranjestad Reina Beatrix Airport (AUA), Santiago de los Caballeros Airport (STI) are some additional IATA codes for airports related to your trip.

  • Can I find deals for flights from Portland to Caribbean that include extra baggage allowance?

    The amount of baggage you can bring on your Portland to Caribbean flight depends on the airline and the type of fare you've chosen. After entering your flight details, you'll be able to view the specific baggage policies for each deal in the search results. Keep in mind that certain deals may offer additional baggage allowance.

  • Can I find deals on flights from Portland to Caribbean with specific airlines?

    Yes, Cheapflights allows you to browse and filter Portland to Caribbean flight deals by airline. After entering your origin and destination, use the available filters to view flights offered by airlines.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Portland to Caribbean by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • Can I find deals for flights from Portland to Caribbean that allow pets onboard?

    Many airlines flying from Portland to Caribbean offer the option to travel with pets. After selecting a flight deal, you can find more information about the airline's pet policy on their official website or by contacting the airline directly. Please note that additional fees and restrictions may apply.

  • Can I find deals on last-minute flights from Portland to Caribbean?

    Yes, you can often find last-minute deals on Portland to Caribbean flights on Cheapflights. However, these deals can vary and may not always be available. We recommend checking back frequently or signing up for price alerts for the most up-to-date deals.

  • How recently were the Portland, Maine to Caribbean flight deals updated?

    The Portland, Maine to Caribbean flight deals you see on this page were last updated on 6/11.

  • What are the most popular airlines that fly from Portland, Maine to Caribbean?

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

    Currently, September is the cheapest month in which you can book a flight from Portland, Maine to Caribbean (average of $244). Flying from Portland, Maine to Caribbean in March is currently the most expensive (average of $338). 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 Portland to Caribbean
See prices for flight routes from nearby airports that may be better suited for you.

Top 5 airlines flying from Portland to Caribbean

Discover the top 5 airlines that operate flights from Portland to Caribbean. 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 3,117,830 searches. Data last updated junio 12, 2024.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$232Average$289FlexibilityNo cancel feeOn-time62%
DeltaCheapest$271Average$833FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$302Average$589FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$312Average$671FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$333Average$777FlexibilityNo cancel feeOn-time71%

Search flights from Portland to Caribbean by cabin class

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