$129+ Cheap flights from Portland (PWM) to Caribbean

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 11/19. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — SJU
Jul 30 — Aug 61

Leverage Cheapflights for Your Next Trip

1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”
2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.
3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 11 days in advance, which can save you up to 112% on flights from Portland, Maine to Caribbean compared to booking the week you need them. Waiting 11 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 $233. 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 January tends to be the cheapest month to fly to Caribbean from Portland, Maine. Users have commonly found prices around $512 for the month, but tickets can be as low as $245. Due to multiple factors, prepare for potentially higher prices in April.

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 July & August 2024

Find cheap flight options from Portland to Caribbean specifically for the months of July and August 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 2,752,877 searches. Prices were last updated on July 25, 2024.
This Frontier deal was found by Cheapflights users on 7/25. 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.
Thu 8/221:58 pmPWM - SJU
1 stop12h 00mFrontier
Sat 8/243:03 amSJU - PWM
1 stop13h 47mFrontier
Deal found 7/25$188
This Frontier deal was found by Cheapflights users on 7/25. 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.
Thu 8/221:58 pmPWM - SJU
1 stop12h 00mFrontier
Sun 8/259:31 amSJU - PWM
1 stop7h 19mFrontier
Deal found 7/25$264
This American Airlines deal was found by Cheapflights users on 7/23. 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.
Tue 8/206:04 amPWM - AUA
2 stops9h 48mAmerican Airlines
Tue 8/272:02 pmAUA - PWM
2 stops22h 17mAmerican Airlines
Deal found 7/23$325
This Delta deal was found by Cheapflights users on 7/25. 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.
Tue 8/135:37 amPWM - SJU
1 stop8h 22mDelta
Tue 8/201:16 pmSJU - PWM
1 stop10h 54mDelta
Deal found 7/25$396
This American Airlines deal was found by Cheapflights users on 7/24. 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.
Thu 8/153:59 pmPWM - AUA
2 stops21h 36mAmerican Airlines
Thu 8/224:52 pmAUA - PWM
1 stop7h 48mAmerican Airlines
Deal found 7/24$405
This American Airlines deal was found by Cheapflights users on 7/25. 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 8/245:40 amPWM - STT
1 stop7h 17mAmerican Airlines
Fri 8/303:32 pmSTT - PWM
1 stop9h 08mAmerican Airlines
Deal found 7/25$406
This American Airlines deal was found by Cheapflights users on 7/25. 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.
Tue 8/136:00 amPWM - SJU
2 stops15h 20mAmerican Airlines
Tue 8/203:50 pmSJU - PWM
1 stop8h 50mAmerican Airlines
Deal found 7/25$422
This American Airlines deal was found by Cheapflights users on 7/25. 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 8/175:40 amPWM - AUA
1 stop10h 12mAmerican Airlines
Sat 8/244:52 pmAUA - PWM
2 stops18h 48mAmerican Airlines
Deal found 7/25$453
This United Airlines deal was found by Cheapflights users on 7/23. 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.
Tue 8/205:30 amPWM - AUA
1 stop6h 55mUnited Airlines
Tue 8/274:20 pmAUA - PWM
1 stop7h 39mUnited Airlines
Deal found 7/23$480

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 2,752,877 searches. Data last updated July 25, 2024.
This Frontier deal was found by Cheapflights users on 7/25. 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.
Thu 8/221:58 pmPWM - SJU
1 stop12h 00mFrontier
Sat 8/243:03 amSJU - PWM
1 stop13h 47mFrontier
Deal found 7/25$188
This American Airlines deal was found by Cheapflights users on 7/24. 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 9/143:01 pmPWM - SJU
2 stops20h 14mAmerican Airlines
Sat 9/215:24 pmSJU - PWM
2 stops20h 02mAmerican Airlines
Deal found 7/24$250
This JetBlue deal was found by Cheapflights users on 7/24. 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.
Tue 9/171:06 pmPWM - SJU
1 stop8h 29mJetBlue
Wed 9/186:00 amSJU - PWM
1 stop6h 11mJetBlue
Deal found 7/24$257
This JetBlue deal was found by Cheapflights users on 7/24. 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.
Wed 9/118:10 amPWM - SJU
1 stop7h 11mJetBlue
Thu 9/196:00 amSJU - PWM
1 stop6h 11mJetBlue
Deal found 7/24$262
This Frontier deal was found by Cheapflights users on 7/25. 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.
Thu 8/221:58 pmPWM - SJU
1 stop12h 00mFrontier
Sun 8/259:31 amSJU - PWM
1 stop7h 19mFrontier
Deal found 7/25$264
This Delta deal was found by Cheapflights users on 7/24. 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.
Sun 9/155:10 amPWM - SJU
1 stop6h 53mDelta
Tue 9/241:20 pmSJU - PWM
1 stop11h 16mDelta
Deal found 7/24$274
This CheapOair deal was found by Cheapflights users on 7/25. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/1211:46 amPWM - SJU
1 stop14h 17mFrontier
Mon 11/182:25 amSJU - PWM
1 stop10h 49mFrontier
Deal found 7/25$278
This American Airlines deal was found by Cheapflights users on 7/25. 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.
Tue 11/124:12 pmPWM - SJU
2 stops11h 48mAmerican Airlines
Tue 11/196:00 amSJU - PWM
2 stops11h 42mAmerican Airlines
Deal found 7/25$282
This JetBlue deal was found by Cheapflights users on 7/24. 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.
Wed 9/118:10 amPWM - SJU
1 stop7h 11mJetBlue
Sun 9/221:01 pmSJU - PWM
1 stop9h 57mJetBlue
Deal found 7/24$287

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 2,752,877 searches. Data last updated July 25, 2024.
This United Airlines deal was found by Cheapflights users on 7/24. 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.
Sat 8/35:30 amPWM - MBJ
2 stops34h 56mUnited Airlines
Sat 8/101:51 pmMBJ - PWM
2 stops19h 41mUnited Airlines
Deal found 7/24$728
This American Airlines deal was found by Cheapflights users on 7/24. 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.
Wed 7/315:58 amPWM - MBJ
2 stops10h 42mAmerican Airlines
Wed 8/710:15 amMBJ - PWM
1 stop13h 25mAmerican Airlines
Deal found 7/24$789
This United Airlines deal was found by Cheapflights users on 7/24. 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.
Sat 8/36:00 amPWM - MBJ
1 stop6h 34mUnited Airlines
Sat 8/104:41 pmMBJ - PWM
2 stops20h 54mUnited Airlines
Deal found 7/24$804
This American Airlines deal was found by Cheapflights users on 7/24. 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.
Wed 7/315:58 amPWM - MBJ
2 stops10h 42mAmerican Airlines
Wed 8/712:52 pmMBJ - PWM
2 stops10h 48mAmerican Airlines
Deal found 7/24$869
This JetBlue deal was found by Cheapflights users on 7/24. 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.
Wed 7/319:45 amPWM - MBJ
1 stop8h 14mJetBlue
Wed 8/79:35 amMBJ - PWM
1 stop8h 39mJetBlue
Deal found 7/24$887
This American Airlines deal was found by Cheapflights users on 7/24. 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 8/35:59 amPWM - MBJ
1 stop6h 41mAmerican Airlines
Sat 8/102:15 pmMBJ - PWM
1 stop23h 53mAmerican Airlines
Deal found 7/24$932
This American Airlines deal was found by Cheapflights users on 7/24. 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.
Wed 7/317:35 amPWM - MBJ
1 stop9h 05mAmerican Airlines
Wed 8/710:15 amMBJ - PWM
1 stop13h 25mAmerican Airlines
Deal found 7/24$996
This United Airlines deal was found by Cheapflights users on 7/24. 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.
Wed 7/317:22 pmPWM - MBJ
2 stops18h 48mUnited Airlines
Wed 8/72:17 pmMBJ - PWM
3 stops23h 01mUnited Airlines
Deal found 7/24$1,429
This mytrip.com deal was found by Cheapflights users on 7/24. 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.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/312:07 pmPWM - MBJ
3 stops24h 34mMultiple Airlines
Sat 8/101:10 pmMBJ - PWM
2 stops23h 41mMultiple Airlines
Deal found 7/24$1,746

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 2,752,877 searches. Data last updated July 25, 2024.
This Delta deal was found by Cheapflights users on 7/24. 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.
Tue 11/196:05 amPWM - AUA
1 stop8h 10mDelta
Deal found 7/24$129
This United Airlines deal was found by Cheapflights users on 7/25. 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.
Thu 1/26:00 amPWM - NAS
1 stop5h 53mUnited Airlines
Deal found 7/25$130
This JetBlue deal was found by Cheapflights users on 7/24. 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.
Sat 8/248:09 pmPWM - SJU
1 stop6h 48mJetBlue
Deal found 7/24$131
This American Airlines deal was found by Cheapflights users on 7/24. 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 8/248:02 amPWM - SJU
2 stops15h 10mAmerican Airlines
Deal found 7/24$157
This JetBlue deal was found by Cheapflights users on 7/24. 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.
Sun 9/298:10 amPWM - PUJ
1 stop6h 28mJetBlue
Deal found 7/24$159
This Delta deal was found by Cheapflights users on 7/25. 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.
Thu 1/212:48 pmPWM - NAS
2 stops8h 57mDelta
Deal found 7/25$178
This United deal was found by Cheapflights users on 7/25. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/85:30 amPWM - AUA
2 stops34h 20mUnited Airlines
Deal found 7/25$189
This JetBlue deal was found by Cheapflights users on 7/24. 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.
Wed 8/78:09 pmPWM - SJU
1 stop6h 48mJetBlue
Deal found 7/24$190
This Delta deal was found by Cheapflights users on 7/24. 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.
Sun 1/195:30 amPWM - STT
1 stop7h 13mDelta
Deal found 7/24$201

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 2,752,877 searches. Data last updated July 25, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$188 - $440

Route

Depart

Return

Price

PortlandSan Juan Luis Munoz Marin Intl

PWM - SJU

PWMSJU

Portland

Thu 8/22

1 stop12h 00m

San Juan Luis Munoz Marin Intl

Sat 8/24

1 stop13h 47m

$188

PortlandSan Juan Luis Munoz Marin Intl

PWM - SJU

PWMSJU

Portland

Fri 9/20

1 stop7h 54m

San Juan Luis Munoz Marin Intl

Sun 9/22

1 stop7h 33m

$202

PortlandSan Juan Luis Munoz Marin Intl

PWM - SJU

PWMSJU

Portland

Tue 1/21

1 stop6h 12m

San Juan Luis Munoz Marin Intl

Tue 1/28

2 stops8h 11m

$250

PortlandSan Juan Luis Munoz Marin Intl

PWM - SJU

PWMSJU

Portland

Tue 9/17

1 stop8h 29m

San Juan Luis Munoz Marin Intl

Wed 9/18

1 stop6h 11m

$257

PortlandSan Juan Luis Munoz Marin Intl

PWM - SJU

PWMSJU

Portland

Wed 9/11

1 stop7h 11m

San Juan Luis Munoz Marin Intl

Wed 9/18

1 stop9h 57m

$262

PortlandSan Juan Luis Munoz Marin Intl

PWM - SJU

PWMSJU

Portland

Sun 9/15

1 stop6h 53m

San Juan Luis Munoz Marin Intl

Tue 9/24

1 stop11h 16m

$274

PortlandSan Juan Luis Munoz Marin Intl

PWM - SJU

PWMSJU

Portland

Tue 11/12

2 stops11h 48m

San Juan Luis Munoz Marin Intl

Tue 11/19

2 stops11h 42m

$282

PortlandSan Juan Luis Munoz Marin Intl

PWM - SJU

PWMSJU

Portland

Sat 11/16

1 stop6h 56m

San Juan Luis Munoz Marin Intl

Tue 11/19

1 stop9h 21m

$340

PortlandSan Juan Luis Munoz Marin Intl

PWM - SJU

PWMSJU

Portland

Mon 11/11

2 stops21h 51m

San Juan Luis Munoz Marin Intl

Sun 11/17

1 stop8h 21m

$440

Flights are sorted by cheapest first

Deals found on 7/25

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 July 25, 2024.
8.0
Very good
9,630 reviews

Entertainment

8.0

Comfort

7.9

Food

7.4

Overall

8.0

Boarding

8.2

Crew

8.6

Reviews

1 / 10

One of the worst flights ever. I got to the airport early for my 6:48 pm flight and tried to get on the 4:30 ish flight. The gate agent was one of the worst customer service people in my 20 yrs of flying Delta. Very rude and wouldn’t even talk to me about riding standby. Then flight took off 3 hrs late and when Landed in Atlanta, the gate people wouldn’t even try to get me on the plane. It was still there but door was closed. For all of my almost 2 million miles, the worst experience from Delta. I am highly disappointed as it was not my fault I have to sleep in Atlanta and not Jacksonville Florida

8.0
Very good
9,630 reviews
8.0
Very good
9,630 reviews

Entertainment

8.0

Comfort

7.9

Food

7.4

Overall

8.0

Boarding

8.2

Crew

8.6

Reviews

1 / 10

One of the worst flights ever. I got to the airport early for my 6:48 pm flight and tried to get on the 4:30 ish flight. The gate agent was one of the worst customer service people in my 20 yrs of flying Delta. Very rude and wouldn’t even talk to me about riding standby. Then flight took off 3 hrs late and when Landed in Atlanta, the gate people wouldn’t even try to get me on the plane. It was still there but door was closed. For all of my almost 2 million miles, the worst experience from Delta. I am highly disappointed as it was not my fault I have to sleep in Atlanta and not Jacksonville Florida

7.6
Good
3,996 reviews
8.0
Very good
9,630 reviews

Entertainment

8.0

Comfort

7.9

Food

7.4

Overall

8.0

Boarding

8.2

Crew

8.6

Reviews

1 / 10

One of the worst flights ever. I got to the airport early for my 6:48 pm flight and tried to get on the 4:30 ish flight. The gate agent was one of the worst customer service people in my 20 yrs of flying Delta. Very rude and wouldn’t even talk to me about riding standby. Then flight took off 3 hrs late and when Landed in Atlanta, the gate people wouldn’t even try to get me on the plane. It was still there but door was closed. For all of my almost 2 million miles, the worst experience from Delta. I am highly disappointed as it was not my fault I have to sleep in Atlanta and not Jacksonville Florida

7.4
Good
10,000 reviews
8.0
Very good
9,630 reviews

Entertainment

8.0

Comfort

7.9

Food

7.4

Overall

8.0

Boarding

8.2

Crew

8.6

Reviews

1 / 10

One of the worst flights ever. I got to the airport early for my 6:48 pm flight and tried to get on the 4:30 ish flight. The gate agent was one of the worst customer service people in my 20 yrs of flying Delta. Very rude and wouldn’t even talk to me about riding standby. Then flight took off 3 hrs late and when Landed in Atlanta, the gate people wouldn’t even try to get me on the plane. It was still there but door was closed. For all of my almost 2 million miles, the worst experience from Delta. I am highly disappointed as it was not my fault I have to sleep in Atlanta and not Jacksonville Florida

7.4
Good
2,761 reviews
8.0
Very good
9,630 reviews

Entertainment

8.0

Comfort

7.9

Food

7.4

Overall

8.0

Boarding

8.2

Crew

8.6

Reviews

1 / 10

One of the worst flights ever. I got to the airport early for my 6:48 pm flight and tried to get on the 4:30 ish flight. The gate agent was one of the worst customer service people in my 20 yrs of flying Delta. Very rude and wouldn’t even talk to me about riding standby. Then flight took off 3 hrs late and when Landed in Atlanta, the gate people wouldn’t even try to get me on the plane. It was still there but door was closed. For all of my almost 2 million miles, the worst experience from Delta. I am highly disappointed as it was not my fault I have to sleep in Atlanta and not Jacksonville Florida

7.3
Good
10,000 reviews
8.0
Very good
9,630 reviews

Entertainment

8.0

Comfort

7.9

Food

7.4

Overall

8.0

Boarding

8.2

Crew

8.6

Reviews

1 / 10

One of the worst flights ever. I got to the airport early for my 6:48 pm flight and tried to get on the 4:30 ish flight. The gate agent was one of the worst customer service people in my 20 yrs of flying Delta. Very rude and wouldn’t even talk to me about riding standby. Then flight took off 3 hrs late and when Landed in Atlanta, the gate people wouldn’t even try to get me on the plane. It was still there but door was closed. For all of my almost 2 million miles, the worst experience from Delta. I am highly disappointed as it was not my fault I have to sleep in Atlanta and not Jacksonville Florida

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 $200 on Cheapflights?

    Yes, there are multiple flights from Portland, Maine to Caribbean for under $200. The cheapest flight booked recently is on Frontier for just $188, but on average you can expect to pay $286.

  • Are there last-minute flights available from Portland, Maine to Caribbean for under $800?

    There are currently 11+ open flights from Portland, Maine to Caribbean within the next 7 days for less than $800.

  • 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 $129 on Delta. Other airlines that offer cheap prices include United Airlines from $130 and JetBlue from $131 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 7/25.

  • 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 $245). Flying from Portland, Maine to Caribbean in March is currently the most expensive (average of $336). 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

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 2,752,877 searches. Data last updated July 25, 2024.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$231Average$288FlexibilityNo cancel feeOn-time62%
JetBlueCheapest$263Average$620FlexibilityNo cancel feeOn-time62%
DeltaCheapest$271Average$826FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$310Average$675FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$346Average$693FlexibilityNo 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.
100% Free
Cheapflights is completely free to use, so you can start saving the moment you arrive.
Book with Flexibility
Our users can plan ahead with confidence and find flights with no change fees
Travel Smart
Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.