Cheap flights from Portland (PWM) to Caribbean from $119

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 8/24. 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
may. 21 — may. 281

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 $509 for the month, but tickets can be as low as $272. 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 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 2,637,452 searches. Data last updated mayo 16, 2024.
sáb. 6/82:24 pmPWM - SJU
1 stop9h 35mJetBlue
vie. 6/1411:19 amSJU - PWM
1 stop7h 40mJetBlue
Deal found 5/15$270
jue. 9/267:40 amPWM - SJU
1 stop7h 18mJetBlue
lun. 9/305:59 amSJU - PWM
1 stop6h 12mJetBlue
Deal found 5/15$302
dom. 9/297:40 amPWM - SJU
1 stop7h 18mJetBlue
sáb. 10/512:31 pmSJU - PWM
1 stop8h 58mJetBlue
Deal found 5/15$336
vie. 5/312:24 pmPWM - SJU
1 stop9h 39mJetBlue
dom. 6/24:17 amSJU - PWM
1 stop9h 12mJetBlue
Deal found 5/16$370
vie. 6/149:45 amPWM - NAS
1 stop7h 36mJetBlue
vie. 6/2111:25 amNAS - PWM
1 stop7h 34mJetBlue
Deal found 5/16$416
mié. 9/187:40 amPWM - MBJ
1 stop5h 57mJetBlue
lun. 9/2311:04 amMBJ - PWM
1 stop9h 25mJetBlue
Deal found 5/15$440
vie. 7/127:40 pmPWM - SJU
1 stop6h 16mJetBlue
dom. 7/1411:25 amSJU - PWM
1 stop7h 01mJetBlue
Deal found 5/16$453
lun. 6/179:45 amPWM - PUJ
1 stop9h 15mJetBlue
mar. 6/258:00 pmPUJ - PWM
1 stop12h 49mJetBlue
Deal found 5/15$509
mié. 7/317:40 pmPWM - SDQ
1 stop6h 21mJetBlue
vie. 8/231:20 amSDQ - PWM
1 stop7h 29mJetBlue
Deal found 5/15$678

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 2,637,452 searches. Data last updated mayo 16, 2024.
mié. 9/256:05 amPWM - SJU
1 stop9h 59mDelta
mar. 10/18:00 amSJU - PWM
1 stop6h 29mDelta
Deal found 5/15$274
jue. 9/263:00 pmPWM - SJU
1 stop7h 59mDelta
mié. 10/212:54 pmSJU - PWM
1 stop10h 35mDelta
Deal found 5/15$293
mar. 9/175:30 amPWM - SDQ
1 stop6h 57mDelta
sáb. 9/212:56 pmSDQ - PWM
1 stop8h 33mDelta
Deal found 5/15$336
mar. 9/175:30 amPWM - SDQ
1 stop17h 10mDelta
sáb. 9/212:56 pmSDQ - PWM
2 stops21h 11mDelta
Deal found 5/15$341
mar. 6/115:05 amPWM - NAS
1 stop7h 36mDelta
mié. 6/121:20 pmNAS - PWM
1 stop8h 38mDelta
Deal found 5/15$347
mar. 6/116:01 amPWM - NAS
2 stops11h 01mDelta
mié. 6/126:27 pmNAS - PWM
1 stop20h 39mDelta
Deal found 5/15$358
dom. 9/295:30 amPWM - SJU
1 stop6h 44mDelta
vie. 10/41:20 pmSJU - PWM
1 stop10h 18mDelta
Deal found 5/15$369
lun. 9/235:30 amPWM - PUJ
1 stop7h 06mDelta
jue. 9/261:55 pmPUJ - PWM
1 stop9h 43mDelta
Deal found 5/15$397
vie. 10/185:30 amPWM - MBJ
1 stop6h 52mDelta
vie. 10/2512:45 pmMBJ - PWM
1 stop9h 53mDelta
Deal found 5/16$447

Cheap Portland to Caribbean flights in May & June 2024

Find cheap flight options from Portland to Caribbean specifically for the months of May and June 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 2,637,452 searches. Prices were last updated on mayo 16, 2024.
jue. 5/301:11 pmPWM - SJU
1 stop10h 48mFrontier
lun. 6/310:23 pmSJU - PWM
1 stop10h 46mFrontier
Deal found 5/16$226
jue. 5/301:11 pmPWM - SJU
1 stop10h 48mFrontier
dom. 6/23:15 amSJU - PWM
1 stop29h 54mFrontier
Deal found 5/16$257
sáb. 6/82:24 pmPWM - SJU
1 stop9h 35mJetBlue
vie. 6/1411:19 amSJU - PWM
1 stop7h 40mJetBlue
Deal found 5/15$270
mar. 6/257:54 pmPWM - SJU
1 stop6h 03mJetBlue
jue. 7/411:19 amSJU - PWM
1 stop7h 40mJetBlue
Deal found 5/16$302
mié. 6/122:24 pmPWM - SJU
1 stop6h 36mJetBlue
mié. 6/1911:19 amSJU - PWM
1 stop7h 40mJetBlue
Deal found 5/15$336
mar. 6/115:05 amPWM - NAS
1 stop7h 36mDelta
mié. 6/121:20 pmNAS - PWM
1 stop8h 38mDelta
Deal found 5/15$347
mar. 6/116:01 amPWM - NAS
2 stops11h 01mDelta
mié. 6/126:27 pmNAS - PWM
1 stop20h 39mDelta
Deal found 5/15$358
vie. 5/312:24 pmPWM - SJU
1 stop9h 39mJetBlue
sáb. 6/13:34 amSJU - PWM
1 stop9h 55mJetBlue
Deal found 5/16$370
vie. 6/149:45 amPWM - NAS
1 stop7h 36mJetBlue
vie. 6/2111:25 amNAS - PWM
1 stop7h 34mJetBlue
Deal found 5/16$416

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 2,637,452 searches. Data last updated mayo 16, 2024.
jue. 5/301:11 pmPWM - SJU
1 stop10h 48mFrontier
lun. 6/310:23 pmSJU - PWM
1 stop10h 46mFrontier
Deal found 5/16$226
jue. 5/301:11 pmPWM - SJU
1 stop10h 48mFrontier
dom. 6/23:15 amSJU - PWM
1 stop29h 54mFrontier
Deal found 5/16$257
sáb. 6/82:24 pmPWM - SJU
1 stop9h 35mJetBlue
vie. 6/1411:19 amSJU - PWM
1 stop7h 40mJetBlue
Deal found 5/15$270
mié. 9/256:05 amPWM - SJU
1 stop9h 59mDelta
mar. 10/18:00 amSJU - PWM
1 stop6h 29mDelta
Deal found 5/15$274
jue. 7/112:23 pmPWM - SJU
1 stop9h 06mFrontier
lun. 7/1510:15 pmSJU - PWM
1 stop10h 47mFrontier
Deal found 5/15$290
jue. 9/263:00 pmPWM - SJU
1 stop7h 59mDelta
mar. 10/12:25 pmSJU - PWM
1 stop9h 04mDelta
Deal found 5/15$293
jue. 9/267:40 amPWM - SJU
1 stop7h 18mJetBlue
lun. 9/305:59 amSJU - PWM
1 stop6h 12mJetBlue
Deal found 5/15$302
jue. 7/112:23 pmPWM - SJU
1 stop9h 06mFrontier
dom. 7/143:28 amSJU - PWM
1 stop29h 34mFrontier
Deal found 5/15$310
jue. 9/261:18 pmPWM - SJU
2 stops10h 32mAmerican Airlines
mar. 10/13:54 pmSJU - PWM
1 stop8h 48mAmerican Airlines
Deal found 5/15$317

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 2,637,452 searches. Data last updated mayo 16, 2024.
sáb. 5/2512:08 pmPWM - STT
3 stops24h 53mMultiple Airlines
sáb. 6/11:51 pmSTT - PWM
2 stops22h 30mMultiple Airlines
Deal found 5/14$560
sáb. 5/2512:08 pmPWM - STT
2 stops21h 26mMultiple Airlines
sáb. 6/11:51 pmSTT - PWM
2 stops22h 30mMultiple Airlines
Deal found 5/14$588
mar. 5/215:31 amPWM - STT
1 stop6h 32mDelta
mié. 5/224:20 pmSTT - PWM
1 stop7h 37mDelta
Deal found 5/14$608
mié. 5/222:32 pmPWM - PUJ
2 stops20h 24mAmerican Airlines
mié. 5/294:20 pmPUJ - PWM
2 stops20h 06mAmerican Airlines
Deal found 5/15$612
sáb. 5/253:41 pmPWM - PUJ
1 stop20h 44mAmerican Airlines
sáb. 6/14:25 pmPUJ - PWM
2 stops20h 01mAmerican Airlines
Deal found 5/16$618
mar. 5/219:51 amPWM - MBJ
1 stop6h 15mUnited Airlines
mié. 6/192:35 pmMBJ - PWM
2 stops29h 58mUnited Airlines
Deal found 5/15$653
mié. 5/223:41 pmPWM - PUJ
1 stop20h 44mAmerican Airlines
mié. 5/294:20 pmPUJ - PWM
2 stops20h 06mAmerican Airlines
Deal found 5/15$660
mar. 5/2112:21 pmPWM - MBJ
2 stops24h 31mAmerican Airlines
mié. 6/1910:40 amMBJ - PWM
2 stops24h 34mAmerican Airlines
Deal found 5/15$707
sáb. 5/255:31 amPWM - STT
1 stop6h 32mDelta
sáb. 6/14:20 pmSTT - PWM
1 stop7h 37mDelta
Deal found 5/16$713

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 2,637,452 searches. Data last updated mayo 16, 2024.
sáb. 8/247:40 pmPWM - SJU
1 stop7h 17mJetBlue
Deal found 5/16$119
vie. 7/265:37 amPWM - NAS
2 stops11h 11mDelta
Deal found 5/15$120
sáb. 7/275:59 amPWM - NAS
2 stops14h 58mAmerican Airlines
Deal found 5/15$126
vie. 8/165:30 amPWM - MBJ
1 stop6h 52mDelta
Deal found 5/16$141
lun. 6/247:54 pmPWM - SJU
1 stop6h 03mJetBlue
Deal found 5/15$151
mié. 9/45:30 amPWM - SDQ
1 stop17h 10mDelta
Deal found 5/16$157
mié. 11/67:53 amPWM - AUA
2 stops29h 14mAmerican Airlines
Deal found 5/15$158
vie. 11/87:53 amPWM - AUA
2 stops31h 07mAmerican Airlines
Deal found 5/15$173
mar. 7/95:03 amPWM - STT
1 stop7h 05mDelta
Deal found 5/15$176

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 2,637,452 searches. Data last updated mayo 16, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$270 - $373

Route

Depart

Return

Price

PortlandSan Juan Luis Munoz Marin Intl

PWM - SJU

PWMSJU

Portland

sáb. 6/8

1 stop9h 35m

San Juan Luis Munoz Marin Intl

vie. 6/14

1 stop7h 40m

$270

PortlandSan Juan Luis Munoz Marin Intl

PWM - SJU

PWMSJU

Portland

mié. 9/25

1 stop9h 59m

San Juan Luis Munoz Marin Intl

mar. 10/1

1 stop6h 29m

$274

PortlandSan Juan Luis Munoz Marin Intl

PWM - SJU

PWMSJU

Portland

jue. 7/11

1 stop9h 06m

San Juan Luis Munoz Marin Intl

lun. 7/15

1 stop10h 47m

$290

PortlandSan Juan Luis Munoz Marin Intl

PWM - SJU

PWMSJU

Portland

jue. 9/26

1 stop7h 59m

San Juan Luis Munoz Marin Intl

mié. 10/2

1 stop10h 35m

$293

PortlandOranjestad Reina Beatrix

PWM - AUA

PWMAUA

Portland

jue. 8/15

2 stops21h 37m

Oranjestad Reina Beatrix

jue. 8/22

2 stops19h 19m

$302

PortlandSan Juan Luis Munoz Marin Intl

PWM - SJU

PWMSJU

Portland

jue. 9/26

1 stop7h 18m

San Juan Luis Munoz Marin Intl

lun. 9/30

1 stop6h 12m

$302

PortlandSan Juan Luis Munoz Marin Intl

PWM - SJU

PWMSJU

Portland

jue. 7/11

1 stop9h 06m

San Juan Luis Munoz Marin Intl

dom. 7/14

1 stop29h 34m

$310

PortlandSan Juan Luis Munoz Marin Intl

PWM - SJU

PWMSJU

Portland

jue. 9/26

2 stops10h 32m

San Juan Luis Munoz Marin Intl

mar. 10/1

1 stop8h 48m

$317

PortlandSan Juan Luis Munoz Marin Intl

PWM - SJU

PWMSJU

Portland

vie. 9/27

2 stops18h 18m

San Juan Luis Munoz Marin Intl

mar. 10/1

1 stop9h 22m

$373

Flights are sorted by cheapest first

Deals found on 5/15

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 mayo 16, 2024.
8.0
Very good
10,673 reviews

Food

7.4

Crew

8.6

Comfort

7.9

Overall

8.0

Entertainment

8.0

Boarding

8.2

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
10,673 reviews
8.0
Very good
10,673 reviews

Food

7.4

Crew

8.6

Comfort

7.9

Overall

8.0

Entertainment

8.0

Boarding

8.2

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
4,472 reviews
8.0
Very good
10,673 reviews

Food

7.4

Crew

8.6

Comfort

7.9

Overall

8.0

Entertainment

8.0

Boarding

8.2

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
10,924 reviews
8.0
Very good
10,673 reviews

Food

7.4

Crew

8.6

Comfort

7.9

Overall

8.0

Entertainment

8.0

Boarding

8.2

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
14,514 reviews
8.0
Very good
10,673 reviews

Food

7.4

Crew

8.6

Comfort

7.9

Overall

8.0

Entertainment

8.0

Boarding

8.2

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.

6.3
Okay
4,060 reviews
8.0
Very good
10,673 reviews

Food

7.4

Crew

8.6

Comfort

7.9

Overall

8.0

Entertainment

8.0

Boarding

8.2

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 $270, but on average you can expect to pay $322.

  • Are there last-minute flights available from Portland, Maine to Caribbean for under $600?

    There are currently 20+ open flights from Portland, Maine to Caribbean within the next 7 days for less than $600.

  • 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 $119 on JetBlue. Other airlines that offer cheap prices include Delta from $120 and American Airlines from $126 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 5/16.

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 2,637,452 searches. Data last updated mayo 16, 2024.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$232Average$289FlexibilityNo cancel feeOn-time62%
Search Frontier flights
DeltaCheapest$271Average$837FlexibilityNo cancel feeOn-timeN/A
Search Delta flights
JetBlueCheapest$302Average$580FlexibilityNo cancel feeOn-time62%
Search JetBlue flights
United AirlinesCheapest$309Average$656FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
American AirlinesCheapest$349Average$698FlexibilityNo 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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