Cheap flights from Portland (PWM) to Caribbean from $122

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 5/10. 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
mai 3 — mai 101

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 48 days in advance, which can save you up to 81% on flights from Portland, Maine to Caribbean compared to booking the week you need them. Waiting 48 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 $515. For sooner than that we have options available in the next 3 days from $690.

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

Our data shows that October tends to be the cheapest month to fly to Caribbean from Portland, Maine. Users have commonly found prices around $524 for the month, but tickets can be as low as $292. Due to multiple factors, prepare for potentially higher prices in November.

When is the cheapest time to fly from Portland, Maine to Caribbean (PWM - 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 Delta flights from Portland to Caribbean

Explore cheap flight options specifically provided by Delta for the route between Portland and Caribbean. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 2,991,349 searches. Data last updated abril 28, 2024.
sáb 6/82:08 pmPWM - SJU
1 stop10h 08mDelta
sex 6/145:42 pmSJU - PWM
1 stop6h 42mDelta
Deal found 4/27$293
sex 6/72:08 pmPWM - SJU
1 stop10h 08mDelta
sex 6/1412:40 pmSJU - PWM
1 stop11h 39mDelta
Deal found 4/27$312
ter 9/175:30 amPWM - SDQ
1 stop17h 10mDelta
sáb 9/212:56 pmSDQ - PWM
1 stop8h 33mDelta
Deal found 4/25$336
ter 6/116:15 amPWM - NAS
1 stop7h 40mDelta
qua 6/123:55 pmNAS - PWM
1 stop7h 05mDelta
Deal found 4/27$347
sex 6/72:08 pmPWM - SJU
1 stop10h 08mDelta
sáb 6/1512:40 pmSJU - PWM
1 stop11h 39mDelta
Deal found 4/27$353
ter 5/145:31 amPWM - STT
1 stop6h 32mDelta
qui 5/164:20 pmSTT - PWM
1 stop7h 37mDelta
Deal found 4/27$356
ter 6/116:01 amPWM - NAS
2 stops11h 01mDelta
qua 6/126:27 pmNAS - PWM
1 stop20h 39mDelta
Deal found 4/27$358
seg 6/242:08 pmPWM - SJU
1 stop10h 08mDelta
qua 7/312:40 pmSJU - PWM
1 stop11h 44mDelta
Deal found 4/27$388
qui 6/271:40 pmPWM - SJU
1 stop9h 29mDelta
qui 7/412:40 pmSJU - PWM
1 stop11h 44mDelta
Deal found 4/27$394

Cheap JetBlue flights from Portland to Caribbean

Explore cheap flight options specifically provided by JetBlue for the route between Portland and Caribbean. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 2,991,349 searches. Data last updated abril 28, 2024.
ter 6/257:54 pmPWM - SJU
1 stop6h 03mJetBlue
ter 7/212:30 pmSJU - PWM
1 stop6h 29mJetBlue
Deal found 4/27$304
ter 6/257:54 pmPWM - SJU
1 stop6h 03mJetBlue
sex 7/512:30 pmSJU - PWM
1 stop6h 29mJetBlue
Deal found 4/27$336
seg 6/247:54 pmPWM - SJU
1 stop7h 03mJetBlue
ter 7/212:30 pmSJU - PWM
1 stop6h 29mJetBlue
Deal found 4/27$342
seg 6/247:54 pmPWM - SJU
1 stop7h 03mJetBlue
sex 7/512:30 pmSJU - PWM
1 stop6h 29mJetBlue
Deal found 4/27$374
dom 6/237:54 pmPWM - SJU
1 stop7h 03mJetBlue
ter 7/212:30 pmSJU - PWM
1 stop6h 29mJetBlue
Deal found 4/27$377
sáb 9/211:10 pmPWM - SDQ
1 stop6h 26mJetBlue
dom 10/65:01 amSDQ - PWM
1 stop7h 14mJetBlue
Deal found 4/26$388
qua 6/267:54 pmPWM - SJU
1 stop7h 03mJetBlue
qui 7/412:30 pmSJU - PWM
1 stop6h 29mJetBlue
Deal found 4/27$408
dom 6/237:54 pmPWM - SJU
1 stop6h 03mJetBlue
sex 7/512:30 pmSJU - PWM
1 stop6h 29mJetBlue
Deal found 4/27$409
qui 6/277:54 pmPWM - SJU
1 stop6h 03mJetBlue
ter 7/212:30 pmSJU - PWM
1 stop6h 29mJetBlue
Deal found 4/27$410

Cheap Portland to Caribbean flights in April & May 2024

Find cheap flight options from Portland to Caribbean specifically for the months of April and May 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 2,991,349 searches. Prices were last updated on abril 28, 2024.
ter 5/141:06 pmPWM - SJU
1 stop10h 45mFrontier
qui 5/306:01 amSJU - PWM
1 stop6h 20mFrontier
Deal found 4/27$264
seg 4/299:11 amPWM - SJU
1 stop16h 45mFrontier
seg 5/68:11 pmSJU - PWM
1 stop15h 59mFrontier
Deal found 4/27$318
ter 5/145:31 amPWM - STT
1 stop6h 32mDelta
qui 5/164:20 pmSTT - PWM
1 stop7h 37mDelta
Deal found 4/27$356
dom 4/289:40 amPWM - SJU
1 stop24h 58mFrontier
sáb 5/42:50 amSJU - PWM
1 stop29h 21mFrontier
Deal found 4/27$362
seg 5/65:00 amPWM - SJU
1 stop8h 48mDelta
qua 5/812:50 pmSJU - PWM
1 stop11h 07mDelta
Deal found 4/27$434
ter 5/146:00 amPWM - SJU
2 stops11h 05mAmerican Airlines
qui 5/305:55 pmSJU - PWM
1 stop17h 52mAmerican Airlines
Deal found 4/27$491
ter 5/146:00 amPWM - SJU
2 stops11h 05mAmerican Airlines
qui 5/306:30 amSJU - PWM
2 stops17h 17mAmerican Airlines
Deal found 4/27$492
seg 5/136:05 amPWM - PLS
1 stop6h 30mDelta
sáb 5/184:11 pmPLS - PWM
1 stop7h 46mDelta
Deal found 4/27$506
ter 5/146:05 amPWM - SJU
2 stops14h 33mUnited Airlines
qua 5/291:05 amSJU - PWM
1 stop7h 19mUnited Airlines
Deal found 4/27$507

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 2,991,349 searches. Data last updated abril 28, 2024.
ter 5/141:06 pmPWM - SJU
1 stop10h 45mFrontier
qui 5/306:01 amSJU - PWM
1 stop6h 20mFrontier
Deal found 4/27$264
sáb 6/82:08 pmPWM - SJU
1 stop10h 08mDelta
sex 6/145:42 pmSJU - PWM
1 stop6h 42mDelta
Deal found 4/27$293
ter 6/257:54 pmPWM - SJU
1 stop6h 03mJetBlue
ter 7/212:30 pmSJU - PWM
1 stop6h 29mJetBlue
Deal found 4/27$304
sex 6/72:08 pmPWM - SJU
1 stop10h 08mDelta
sex 6/1412:40 pmSJU - PWM
1 stop11h 39mDelta
Deal found 4/27$312
seg 4/299:11 amPWM - SJU
1 stop16h 45mFrontier
seg 5/68:11 pmSJU - PWM
1 stop15h 59mFrontier
Deal found 4/27$318
sáb 6/85:31 amPWM - SJU
2 stops17h 09mAmerican Airlines
sex 6/146:00 amSJU - PWM
2 stops29h 05mAmerican Airlines
Deal found 4/27$322
sex 10/185:40 pmPWM - MBJ
2 stops18h 27mAmerican Airlines
sex 10/253:04 pmMBJ - PWM
2 stops19h 20mAmerican Airlines
Deal found 4/27$331
ter 9/175:30 amPWM - SDQ
1 stop17h 10mDelta
sáb 9/212:56 pmSDQ - PWM
1 stop8h 33mDelta
Deal found 4/27$336
ter 6/257:54 pmPWM - SJU
1 stop6h 03mJetBlue
sex 7/512:30 pmSJU - PWM
1 stop6h 29mJetBlue
Deal found 4/27$336

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 2,991,349 searches. Data last updated abril 28, 2024.
seg 5/65:00 amPWM - SJU
1 stop8h 48mDelta
qua 5/812:50 pmSJU - PWM
1 stop11h 07mDelta
Deal found 4/27$434
sáb 5/111:05 pmPWM - PLS
2 stops21h 25mAmerican Airlines
ter 5/213:20 pmPLS - PWM
1 stop7h 21mAmerican Airlines
Deal found 4/26$488
sáb 5/111:05 pmPWM - PLS
1 stop25h 15mAmerican Airlines
ter 5/213:20 pmPLS - PWM
1 stop7h 21mAmerican Airlines
Deal found 4/26$493
qua 5/86:05 amPWM - PLS
1 stop6h 30mDelta
sáb 5/184:11 pmPLS - PWM
1 stop7h 46mDelta
Deal found 4/26$506
sáb 5/115:31 amPWM - PLS
1 stop9h 15mDelta
qua 5/152:00 pmPLS - PWM
1 stop7h 59mDelta
Deal found 4/26$507
seg 5/62:19 pmPWM - SJU
1 stop6h 51mJetBlue
ter 5/73:34 amSJU - PWM
1 stop9h 50mJetBlue
Deal found 4/27$510
ter 5/75:40 pmPWM - PLS
2 stops18h 55mDelta
sáb 5/184:11 pmPLS - PWM
1 stop7h 46mDelta
Deal found 4/26$511
sex 5/105:40 pmPWM - PLS
2 stops18h 55mDelta
qua 5/152:00 pmPLS - PWM
1 stop7h 59mDelta
Deal found 4/26$512
sex 5/102:51 pmPWM - PLS
1 stop23h 55mDelta
qua 5/152:00 pmPLS - PWM
1 stop7h 59mDelta
Deal found 4/26$514

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 2,991,349 searches. Data last updated abril 28, 2024.
sex 5/1012:56 pmPWM - SJU
1 stop13h 23mFrontier
Deal found 4/27$122
qui 5/91:00 pmPWM - SJU
1 stop19h 18mFrontier
Deal found 4/27$129
qua 9/46:48 amPWM - SDQ
2 stops13h 09mAmerican Airlines
Deal found 4/26$155
seg 8/265:30 amPWM - SDQ
1 stop17h 10mDelta
Deal found 4/26$157
ter 8/275:13 pmPWM - SDQ
2 stops17h 44mAmerican Airlines
Deal found 4/26$161
qui 9/55:29 pmPWM - SDQ
2 stops18h 57mAmerican Airlines
Deal found 4/27$162
sex 9/65:03 pmPWM - SDQ
2 stops24h 02mDelta
Deal found 4/27$175
seg 8/266:00 amPWM - SDQ
2 stops19h 50mUnited Airlines
Deal found 4/26$182
dom 9/17:40 pmPWM - SDQ
1 stop7h 13mJetBlue
Deal found 4/27$183

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 2,991,349 searches. Data last updated abril 28, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$264 - $539

Route

Depart

Return

Price

PortlandSan Juan Luis Munoz Marin Intl

PWM - SJU

PWMSJU

Portland

ter 5/14

1 stop10h 45m

San Juan Luis Munoz Marin Intl

qui 5/30

1 stop6h 20m

$264

PortlandSan Juan Luis Munoz Marin Intl

PWM - SJU

PWMSJU

Portland

sáb 6/8

1 stop10h 08m

San Juan Luis Munoz Marin Intl

sex 6/14

1 stop6h 42m

$293

PortlandSan Juan Luis Munoz Marin Intl

PWM - SJU

PWMSJU

Portland

ter 6/25

1 stop6h 03m

San Juan Luis Munoz Marin Intl

ter 7/2

1 stop6h 29m

$304

PortlandSan Juan Luis Munoz Marin Intl

PWM - SJU

PWMSJU

Portland

sex 6/7

1 stop10h 08m

San Juan Luis Munoz Marin Intl

sex 6/14

1 stop11h 39m

$312

PortlandSan Juan Luis Munoz Marin Intl

PWM - SJU

PWMSJU

Portland

sáb 6/8

2 stops17h 09m

San Juan Luis Munoz Marin Intl

sex 6/14

2 stops29h 05m

$322

PortlandMontego Bay Sangster Intl

PWM - MBJ

PWMMBJ

Portland

sex 10/18

2 stops18h 27m

Montego Bay Sangster Intl

sex 10/25

2 stops19h 20m

$331

PortlandSan Juan Luis Munoz Marin Intl

PWM - SJU

PWMSJU

Portland

ter 6/25

1 stop6h 03m

San Juan Luis Munoz Marin Intl

sex 7/5

1 stop6h 29m

$336

PortlandSanto Domingo Las Americas

PWM - SDQ

PWMSDQ

Portland

sáb 9/21

2 stops19h 50m

Santo Domingo Las Americas

dom 10/6

2 stops21h 21m

$381

PortlandOranjestad Reina Beatrix

PWM - AUA

PWMAUA

Portland

sáb 6/8

3 stops28h 07m

Oranjestad Reina Beatrix

qui 6/13

2 stops18h 34m

$539

Flights are sorted by cheapest first

Deals found on 4/27

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

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 abril 28, 2024.
8.1
Very good
10,951 reviews

Entertainment

8.0

Boarding

8.2

Overall

8.1

Food

7.4

Comfort

7.9

Crew

8.6

Reviews

1 / 10

Terrible flight crew that skipped our row for service multiple times.

8.1
Very good
10,951 reviews
8.1
Very good
10,951 reviews

Entertainment

8.0

Boarding

8.2

Overall

8.1

Food

7.4

Comfort

7.9

Crew

8.6

Reviews

1 / 10

Terrible flight crew that skipped our row for service multiple times.

7.6
Good
4,593 reviews
8.1
Very good
10,951 reviews

Entertainment

8.0

Boarding

8.2

Overall

8.1

Food

7.4

Comfort

7.9

Crew

8.6

Reviews

1 / 10

Terrible flight crew that skipped our row for service multiple times.

7.4
Good
11,228 reviews
8.1
Very good
10,951 reviews

Entertainment

8.0

Boarding

8.2

Overall

8.1

Food

7.4

Comfort

7.9

Crew

8.6

Reviews

1 / 10

Terrible flight crew that skipped our row for service multiple times.

7.3
Good
14,875 reviews
8.1
Very good
10,951 reviews

Entertainment

8.0

Boarding

8.2

Overall

8.1

Food

7.4

Comfort

7.9

Crew

8.6

Reviews

1 / 10

Terrible flight crew that skipped our row for service multiple times.

6.3
Okay
4,129 reviews
8.1
Very good
10,951 reviews

Entertainment

8.0

Boarding

8.2

Overall

8.1

Food

7.4

Comfort

7.9

Crew

8.6

Reviews

1 / 10

Terrible flight crew that skipped our row for service multiple times.

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 Frontier for just $264, but on average you can expect to pay $340.

  • Are there last-minute flights available from Portland, Maine to Caribbean for under $500?

    There are currently 20+ open flights from Portland, Maine to Caribbean within the next 7 days for less than $500.

  • 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 $122 on Frontier. Other airlines that offer cheap prices include American Airlines from $155 and Delta from $157 one-way.

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

  • What are the most popular airlines that fly 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. Punta Cana Airport (PUJ), Santo Domingo Las Americas Airport (SDQ), 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 4/27.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

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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 2,991,349 searches. Data last updated abril 28, 2024.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$232Average$289FlexibilityNo cancel feeOn-time62%
Search Frontier flights
DeltaCheapest$271Average$839FlexibilityNo cancel feeOn-timeN/A
Search Delta flights
United AirlinesCheapest$311Average$658FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
JetBlueCheapest$314Average$582FlexibilityNo cancel feeOn-time62%
Search JetBlue flights
American AirlinesCheapest$349Average$700FlexibilityNo cancel feeOn-time71%
Search American Airlines flights

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.

Fly with Cheapflights

Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights from Portland to Caribbean?

Cheapflights helps you search for flights from Portland to Caribbean via 900+ travel sites so you don’t have to. After performing a flight search, users can also filter their flight selection by filtering for price, number of stops, airlines, and so on.

Why should you use Cheapflights to find cheap flight tickets from Portland to Caribbean?

Cheapflights taps into our reliable network of hundreds of airlines and travel agencies to find the best deals for flights from Portland to Caribbean for you. Better yet — we are completely free to use.

Can Cheapflights find flights from Portland to Caribbean with no change fees?

Need flexible booking options for your flight to Caribbean from Portland? Don’t worry, Cheapflights have you covered. Use our search filter to only show flights with no change fees.

Can Cheapflights notify me if prices for flights from Portland to Caribbean become cheaper?

Of course! You can now track prices for flights from Portland to Caribbean and get an alert from Cheapflights when they change. Have a valid email address ready and click the bell icon next to the flight deals above to set up your price alerts.

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