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Cheap flights from Portland (PDX) to Caribbean from $132

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 5/11. 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.
PDX — SJU
May 2 — May 91
From?
To?
Thu 5/2
Thu 5/9
1 adult, Economy
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How far in advance should I book a flight from Portland to Caribbean?

To save on the cost of your flight from Portland to Caribbean, book at least 30 days before your planned departure. Booking around this time can save you about 78% on the cost of this flight compared to booking a flight leaving this week. We have found prices from $473 if you need a flight within two weeks. For flights within the next 72 hours, you can find tickets from as low as $736.

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

Our data shows that September tends to be the cheapest month to fly to Caribbean from Portland. Users have commonly found prices around $541 for the month, but tickets can be as low as $265. Due to multiple factors, prepare for potentially higher prices in March.

When is the cheapest time to fly from Portland to Caribbean (PDX - CB)?

When flying from Portland to Caribbean, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Cheap Spirit Airlines flights from Portland to Caribbean

Explore cheap flight options specifically provided by Spirit Airlines 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 April 27, 2024.
Sat 5/1111:30 pmPDX - SJU
1 stop13h 01mSpirit Airlines
Wed 5/1512:32 pmSJU - PDX
2 stops12h 58mSpirit Airlines
Deal found 4/27$212
Sat 5/118:54 pmPDX - SJU
2 stops15h 22mSpirit Airlines
Wed 5/1512:32 pmSJU - PDX
2 stops12h 58mSpirit Airlines
Deal found 4/27$213
Wed 5/291:05 pmPDX - SJU
1 stop10h 26mSpirit Airlines
Wed 6/56:00 amSJU - PDX
1 stop19h 53mSpirit Airlines
Deal found 4/27$234
Sat 5/1111:30 pmPDX - SJU
1 stop13h 01mSpirit Airlines
Tue 5/1412:59 amSJU - PDX
3 stops24h 31mSpirit Airlines
Deal found 4/27$249
Sat 5/118:54 pmPDX - SJU
2 stops15h 22mSpirit Airlines
Tue 5/1412:59 amSJU - PDX
3 stops24h 31mSpirit Airlines
Deal found 4/27$250
Fri 5/1011:30 pmPDX - SJU
1 stop14h 33mSpirit Airlines
Wed 5/1512:32 pmSJU - PDX
2 stops12h 58mSpirit Airlines
Deal found 4/27$254
Sat 5/1111:30 pmPDX - SJU
1 stop13h 01mSpirit Airlines
Tue 5/145:59 pmSJU - PDX
3 stops31h 31mSpirit Airlines
Deal found 4/26$262
Sat 5/118:54 pmPDX - SJU
2 stops15h 22mSpirit Airlines
Tue 5/145:59 pmSJU - PDX
3 stops31h 31mSpirit Airlines
Deal found 4/26$263
Sat 5/115:20 amPDX - SJU
3 stops27h 12mSpirit Airlines
Tue 5/1412:59 amSJU - PDX
3 stops24h 31mSpirit Airlines
Deal found 4/27$265

Cheap United Airlines flights from Portland to Caribbean

Explore cheap flight options specifically provided by United Airlines 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 April 27, 2024.
Mon 5/2010:40 pmPDX - PLS
1 stop10h 15mUnited Airlines
Sat 5/252:30 pmPLS - PDX
1 stop24h 17mUnited Airlines
Deal found 4/26$574
Fri 5/176:57 pmPDX - MBJ
1 stop18h 48mUnited Airlines
Wed 5/222:35 pmMBJ - PDX
2 stops19h 08mUnited Airlines
Deal found 4/26$592
Sat 8/106:40 pmPDX - AUA
2 stops18h 35mUnited Airlines
Sat 8/173:10 pmAUA - PDX
2 stops19h 29mUnited Airlines
Deal found 4/27$616
Tue 5/710:40 pmPDX - SJU
1 stop10h 21mUnited Airlines
Wed 5/82:55 pmSJU - PDX
1 stop10h 50mUnited Airlines
Deal found 4/26$650
Tue 5/77:00 amPDX - SJU
2 stops13h 57mUnited Airlines
Wed 5/82:55 pmSJU - PDX
1 stop10h 50mUnited Airlines
Deal found 4/26$656
Fri 5/310:40 pmPDX - SDQ
1 stop12h 20mUnited Airlines
Mon 5/203:10 pmSDQ - PDX
2 stops21h 22mUnited Airlines
Deal found 4/26$724
Thu 5/28:00 amPDX - PLS
1 stop29h 06mUnited Airlines
Sun 5/125:15 pmPLS - PDX
1 stop30h 14mUnited Airlines
Deal found 4/26$921

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 April 27, 2024.
Wed 5/291:05 pmPDX - SJU
1 stop10h 26mSpirit Airlines
Wed 6/56:00 amSJU - PDX
1 stop19h 53mSpirit Airlines
Deal found 4/27$234
Sat 5/1111:30 pmPDX - SJU
1 stop13h 01mMultiple Airlines
Thu 5/167:10 amSJU - PDX
1 stop12h 32mMultiple Airlines
Deal found 4/26$247
Sat 5/118:54 pmPDX - SJU
2 stops15h 22mMultiple Airlines
Thu 5/167:10 amSJU - PDX
1 stop12h 32mMultiple Airlines
Deal found 4/26$248
Sat 5/1111:30 pmPDX - SJU
1 stop13h 01mMultiple Airlines
Sun 5/197:10 amSJU - PDX
1 stop13h 58mMultiple Airlines
Deal found 4/26$255
Sat 5/118:54 pmPDX - SJU
2 stops15h 22mMultiple Airlines
Sun 5/197:10 amSJU - PDX
1 stop13h 58mMultiple Airlines
Deal found 4/26$256
Sat 5/1111:30 pmPDX - SJU
1 stop13h 01mSpirit Airlines
Tue 5/145:59 pmSJU - PDX
3 stops31h 31mSpirit Airlines
Deal found 4/26$262
Sat 5/118:54 pmPDX - SJU
2 stops15h 22mSpirit Airlines
Tue 5/145:59 pmSJU - PDX
3 stops31h 31mSpirit Airlines
Deal found 4/26$263
Tue 5/1412:00 pmPDX - SJU
2 stops21h 41mMultiple Airlines
Thu 5/167:10 amSJU - PDX
1 stop12h 32mMultiple Airlines
Deal found 4/26$266
Tue 5/143:57 pmPDX - SJU
2 stops17h 44mMultiple Airlines
Sun 5/197:10 amSJU - PDX
1 stop13h 58mMultiple Airlines
Deal found 4/26$274

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 April 27, 2024.
Wed 5/291:05 pmPDX - SJU
1 stop10h 26mSpirit Airlines
Wed 6/56:00 amSJU - PDX
1 stop19h 53mSpirit Airlines
Deal found 4/27$234
Sat 5/1111:30 pmPDX - SJU
1 stop13h 01mMultiple Airlines
Thu 5/167:10 amSJU - PDX
1 stop12h 32mMultiple Airlines
Deal found 4/26$247
Sat 5/118:54 pmPDX - SJU
2 stops15h 22mMultiple Airlines
Thu 5/167:10 amSJU - PDX
1 stop12h 32mMultiple Airlines
Deal found 4/26$248
Sat 5/1111:30 pmPDX - SJU
1 stop13h 01mMultiple Airlines
Sun 5/197:10 amSJU - PDX
1 stop13h 58mMultiple Airlines
Deal found 4/26$255
Sat 5/118:54 pmPDX - SJU
2 stops15h 22mMultiple Airlines
Sun 5/197:10 amSJU - PDX
1 stop13h 58mMultiple Airlines
Deal found 4/26$256
Sat 5/1111:30 pmPDX - SJU
1 stop13h 01mSpirit Airlines
Tue 5/145:59 pmSJU - PDX
3 stops31h 31mSpirit Airlines
Deal found 4/26$262
Sat 5/118:54 pmPDX - SJU
2 stops15h 22mSpirit Airlines
Tue 5/145:59 pmSJU - PDX
3 stops31h 31mSpirit Airlines
Deal found 4/26$263
Tue 5/1412:00 pmPDX - SJU
2 stops21h 41mMultiple Airlines
Thu 5/167:10 amSJU - PDX
1 stop12h 32mMultiple Airlines
Deal found 4/26$266
Tue 5/143:57 pmPDX - SJU
2 stops17h 44mMultiple Airlines
Sun 5/197:10 amSJU - PDX
1 stop13h 58mMultiple Airlines
Deal found 4/26$274

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 April 27, 2024.
Tue 5/75:32 amPDX - SJU
2 stops34h 25mSpirit Airlines
Tue 5/141:32 pmSJU - PDX
2 stops24h 33mSpirit Airlines
Deal found 4/27$302
Mon 5/612:09 pmPDX - SJU
2 stops51h 48mSpirit Airlines
Sat 5/116:10 amSJU - PDX
1 stop19h 20mSpirit Airlines
Deal found 4/26$312
Mon 5/612:09 pmPDX - SJU
2 stops51h 48mSpirit Airlines
Sat 5/1112:32 pmSJU - PDX
2 stops14h 35mSpirit Airlines
Deal found 4/26$315
Tue 5/75:32 amPDX - SJU
2 stops34h 25mSpirit Airlines
Tue 5/145:53 pmSJU - PDX
1 stop21h 22mSpirit Airlines
Deal found 4/27$459
Tue 5/73:57 pmPDX - SJU
2 stops17h 44mSpirit Airlines
Mon 5/133:30 amSJU - PDX
2 stops34h 35mSpirit Airlines
Deal found 4/27$467
Thu 5/26:25 pmPDX - SJU
2 stops27h 34mMultiple Airlines
Thu 5/96:10 amSJU - PDX
1 stop19h 20mMultiple Airlines
Deal found 4/25$482
Thu 5/26:25 pmPDX - SJU
3 stops29h 23mMultiple Airlines
Thu 5/96:10 amSJU - PDX
1 stop19h 20mMultiple Airlines
Deal found 4/25$489
Thu 5/26:25 pmPDX - SJU
3 stops29h 23mMultiple Airlines
Thu 5/911:07 pmSJU - PDX
2 stops16h 08mMultiple Airlines
Deal found 4/25$508
Mon 5/69:55 pmPDX - SJU
1 stop11h 50mAmerican Airlines
Fri 5/1012:45 amSJU - PDX
2 stops15h 08mAmerican Airlines
Deal found 4/26$516

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 April 27, 2024.
Sat 5/1111:30 pmPDX - SJU
1 stop13h 01mSpirit Airlines
Deal found 4/26$132
Sat 5/118:54 pmPDX - SJU
2 stops15h 22mSpirit Airlines
Deal found 4/26$134
Tue 5/145:20 amPDX - MBJ
3 stops28h 21mSpirit Airlines
Deal found 4/26$143
Fri 5/2411:30 pmPDX - SJU
1 stop14h 33mSpirit Airlines
Deal found 4/27$149
Tue 7/24:56 pmPDX - SJU
1 stop9h 47mFrontier
Deal found 4/26$169
Thu 8/226:15 amPDX - SJU
1 stop14h 09mDelta
Deal found 4/26$177
Wed 5/811:30 pmPDX - SJU
1 stop14h 33mSpirit Airlines
Deal found 4/27$182
Mon 6/1711:53 pmPDX - SJU
1 stop12h 06mSpirit Airlines
Deal found 4/26$190
Mon 6/2411:53 pmPDX - SJU
1 stop13h 55mSpirit Airlines
Deal found 4/26$191

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 April 27, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$212 - $388

Route

Depart

Return

Price

PortlandSan Juan Luis Munoz Marin Intl

PDX - SJU

PDXSJU

Portland

Sat 5/11

1 stop13h 01m

San Juan Luis Munoz Marin Intl

Wed 5/15

2 stops12h 58m

$212

PortlandSan Juan Luis Munoz Marin Intl

PDX - SJU

PDXSJU

Portland

Sat 5/11

2 stops15h 22m

San Juan Luis Munoz Marin Intl

Wed 5/15

2 stops12h 58m

$213

PortlandSan Juan Luis Munoz Marin Intl

PDX - SJU

PDXSJU

Portland

Wed 5/29

1 stop10h 26m

San Juan Luis Munoz Marin Intl

Wed 6/5

1 stop19h 53m

$234

PortlandSan Juan Luis Munoz Marin Intl

PDX - SJU

PDXSJU

Portland

Sat 5/11

1 stop13h 01m

San Juan Luis Munoz Marin Intl

Thu 5/16

1 stop12h 32m

$247

PortlandSan Juan Luis Munoz Marin Intl

PDX - SJU

PDXSJU

Portland

Sat 5/11

2 stops15h 22m

San Juan Luis Munoz Marin Intl

Thu 5/16

1 stop12h 32m

$248

PortlandSan Juan Luis Munoz Marin Intl

PDX - SJU

PDXSJU

Portland

Sat 5/11

1 stop13h 01m

San Juan Luis Munoz Marin Intl

Sun 5/19

1 stop13h 58m

$255

PortlandPunta Cana

PDX - PUJ

PDXPUJ

Portland

Sun 5/12

2 stops12h 25m

Punta Cana

Fri 5/17

2 stops22h 53m

$370

PortlandSan Juan Luis Munoz Marin Intl

PDX - SJU

PDXSJU

Portland

Tue 10/22

2 stops15h 47m

San Juan Luis Munoz Marin Intl

Tue 11/5

2 stops13h 32m

$381

PortlandSan Juan Luis Munoz Marin Intl

PDX - SJU

PDXSJU

Portland

Thu 5/30

1 stop12h 01m

San Juan Luis Munoz Marin Intl

Mon 6/3

2 stops29h 11m

$388

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 April 27, 2024.
Alaska Airlines
8.1
Very good
9,117 reviews
Check prices

Entertainment

7.3

Comfort

7.9

Overall

8.1

Crew

8.6

Boarding

8.2

Food

7.3

Reviews

1 / 10

Paid a lot for our exit row seats and they weren’t that roomy.

Alaska Airlines
8.1
Very good
9,117 reviews
Alaska Airlines
8.1
Very good
9,117 reviews
Check prices

Entertainment

7.3

Comfort

7.9

Overall

8.1

Crew

8.6

Boarding

8.2

Food

7.3

Reviews

1 / 10

Paid a lot for our exit row seats and they weren’t that roomy.

Delta
8.1
Very good
10,951 reviews
Alaska Airlines
8.1
Very good
9,117 reviews
Check prices

Entertainment

7.3

Comfort

7.9

Overall

8.1

Crew

8.6

Boarding

8.2

Food

7.3

Reviews

1 / 10

Paid a lot for our exit row seats and they weren’t that roomy.

LATAM Airlines
7.6
Good
2,487 reviews
Alaska Airlines
8.1
Very good
9,117 reviews
Check prices

Entertainment

7.3

Comfort

7.9

Overall

8.1

Crew

8.6

Boarding

8.2

Food

7.3

Reviews

1 / 10

Paid a lot for our exit row seats and they weren’t that roomy.

WestJet
7.5
Good
2,979 reviews
Alaska Airlines
8.1
Very good
9,117 reviews
Check prices

Entertainment

7.3

Comfort

7.9

Overall

8.1

Crew

8.6

Boarding

8.2

Food

7.3

Reviews

1 / 10

Paid a lot for our exit row seats and they weren’t that roomy.

United Airlines
7.4
Good
11,228 reviews
Alaska Airlines
8.1
Very good
9,117 reviews
Check prices

Entertainment

7.3

Comfort

7.9

Overall

8.1

Crew

8.6

Boarding

8.2

Food

7.3

Reviews

1 / 10

Paid a lot for our exit row seats and they weren’t that roomy.

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?

    For a flight from Portland to Caribbean, you will be flying from Portland. Portland (PDX) is just 6.0 mi from the center of the city.

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

    Yes, there are multiple flights from Portland to Caribbean for under $300. The cheapest flight booked recently is on Spirit Airlines for just $212, but on average you can expect to pay $254.

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

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

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

    For one-way options, check prices for Spirit Airlines. According to our data, you can fly for as low as $132. Users have also found prices from $169 and $177 on Frontier and Delta, respectively.

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

    The most popular flight routes from Portland to Caribbean are Portland - San Juan Luis Munoz Marin Intl, Portland - Saint Thomas Island Cyril E King and Portland - Punta Cana.

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

    Before booking your flight from Portland to Caribbean check out the most popular airlines for this route: American Airlines, Alaska Airlines or JetBlue.

  • What does PDX to SJU mean?

    This is defined as Portland Airport (PDX) and San Juan Luis Munoz Marin Intl Airport (SJU). Codes like San Juan Luis Munoz Marin Intl Airport are often used to just call airports uniquely. 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 to Caribbean flight deals updated?

    The Portland to Caribbean flight deals you see on this page were last updated on 4/27.

See more FAQs

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Alternative routes for Portland to Caribbean
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Top 9 airlines flying from Portland to Caribbean

Discover the top 9 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 April 27, 2024.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$167Average$313FlexibilityNo cancel feeOn-time62%
Search Frontier flights
DeltaCheapest$207Average$574FlexibilityNo cancel feeOn-timeN/A
Search Delta flights
Alaska AirlinesCheapest$213Average$684FlexibilityNo cancel feeOn-time75%
Search Alaska Airlines flights
JetBlueCheapest$221Average$615FlexibilityNo cancel feeOn-time62%
Search JetBlue flights
Spirit AirlinesCheapest$245Average$387FlexibilityNo cancel feeOn-time65%
Search Spirit Airlines flights
United AirlinesCheapest$265Average$636FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
American AirlinesCheapest$305Average$678FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
Sun Country AirCheapest$320Average$619FlexibilityNo cancel feeOn-time83%
Search Sun Country Air flights
Linear Air TaxiCheapest$136,063Average$181,414FlexibilityNo cancel feeOn-timeN/A
Search Linear Air Taxi flights
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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.
First Class
Business Class
Prem Econ Class
Economy Class

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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 helps you find that perfect flight to Caribbean from Portland by searching from hundreds of airlines and agencies you know and love. We are also free to use, in case you were wondering!

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

Yes, we can. To see specific flights from Portland to Caribbean with no change fees, users can toggle flexible booking options after using the search form above to find flights.

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

Yes! Start tracking prices for Portland to Caribbean flights today and get alerted whenever prices for these flights change. To access this feature, click the bell icon next to the flight deals above, which will prompt you for a valid email address to receive your alerts.

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