Cheap flights from Portland (PDX) to Caribbean from $139

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 7/11. 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
Jun 15 — Jun 221

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 27 days before your planned departure. Booking around this time can save you about 79% on the cost of this flight compared to booking a flight leaving this week. We have found prices from $458 if you need a flight within two weeks. For flights within the next 72 hours, you can find tickets from as low as $671.

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 $533 for the month, but tickets can be as low as $266. Due to multiple factors, prepare for potentially higher prices in December.

What is the cheapest time of day to fly from PDX to 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 Portland to Caribbean flights in June & July 2024

Find cheap flight options from Portland to Caribbean specifically for the months of June and July 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 3,080,152 searches. Prices were last updated on June 10, 2024.
Wed 7/1011:59 pmPDX - SJU
1 stop15h 14mSpirit Airlines
Wed 7/1712:44 pmSJU - PDX
2 stops13h 12mSpirit Airlines
Deal found 6/10$287
Mon 7/812:49 amPDX - SJU
2 stops11h 14mMultiple Airlines
Tue 7/166:40 amSJU - PDX
1 stop19h 16mMultiple Airlines
Deal found 6/9$292
Wed 7/1011:59 pmPDX - SJU
2 stops17h 26mSpirit Airlines
Wed 7/1712:44 pmSJU - PDX
2 stops13h 12mSpirit Airlines
Deal found 6/10$294
Wed 7/1011:59 pmPDX - SJU
1 stop15h 14mSpirit Airlines
Wed 7/176:40 amSJU - PDX
1 stop19h 16mSpirit Airlines
Deal found 6/10$301
Sat 7/2012:40 amPDX - SJU
2 stops11h 13mFrontier
Fri 7/264:12 pmSJU - PDX
2 stops18h 31mFrontier
Deal found 6/10$316
Thu 7/1111:59 pmPDX - SJU
1 stop14h 36mSpirit Airlines
Tue 7/166:40 amSJU - PDX
1 stop19h 16mSpirit Airlines
Deal found 6/9$326
Tue 7/92:00 pmPDX - SJU
1 stop10h 26mSpirit Airlines
Tue 7/166:40 amSJU - PDX
1 stop19h 16mSpirit Airlines
Deal found 6/9$328
Thu 7/115:15 amPDX - SJU
2 stops30h 20mSpirit Airlines
Tue 7/166:40 amSJU - PDX
1 stop19h 16mSpirit Airlines
Deal found 6/9$335
Tue 7/95:20 amPDX - SJU
3 stops33h 44mSpirit Airlines
Tue 7/168:15 pmSJU - PDX
2 stops29h 41mSpirit Airlines
Deal found 6/9$336

Portland to Caribbean 2024 flight deals

Discover exclusive flight deals for travel between Portland and Caribbean in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 3,080,152 searches. Data last updated June 10, 2024.
Wed 7/1011:59 pmPDX - SJU
1 stop15h 14mSpirit Airlines
Wed 7/1712:44 pmSJU - PDX
2 stops13h 12mSpirit Airlines
Deal found 6/10$287
Mon 9/211:59 pmPDX - SJU
2 stops12h 16mAmerican Airlines
Sat 9/145:24 pmSJU - PDX
2 stops20h 37mAmerican Airlines
Deal found 6/10$292
Wed 7/1011:59 pmPDX - SJU
2 stops17h 26mSpirit Airlines
Wed 7/1712:44 pmSJU - PDX
2 stops13h 12mSpirit Airlines
Deal found 6/10$294
Wed 7/1011:59 pmPDX - SJU
1 stop15h 14mSpirit Airlines
Wed 7/176:40 amSJU - PDX
1 stop19h 16mSpirit Airlines
Deal found 6/10$301
Sat 7/2012:40 amPDX - SJU
2 stops11h 13mFrontier
Fri 7/264:12 pmSJU - PDX
2 stops18h 31mFrontier
Deal found 6/10$316
Sun 9/2911:59 pmPDX - SJU
1 stop11h 42mAmerican Airlines
Fri 10/45:24 pmSJU - PDX
2 stops22h 22mAmerican Airlines
Deal found 6/9$323
Thu 7/1111:59 pmPDX - SJU
1 stop14h 36mSpirit Airlines
Tue 7/166:40 amSJU - PDX
1 stop19h 16mSpirit Airlines
Deal found 6/9$326
Mon 8/1211:59 pmPDX - SJU
1 stop12h 18mSpirit Airlines
Mon 8/268:50 pmSJU - PDX
1 stop29h 41mSpirit Airlines
Deal found 6/9$327
Tue 7/92:00 pmPDX - SJU
1 stop10h 26mSpirit Airlines
Tue 7/166:40 amSJU - PDX
1 stop19h 16mSpirit Airlines
Deal found 6/9$328

Portland to Caribbean flights leaving soon

Find last-minute flight options from Portland to Caribbean for spontaneous travel. Discover available flights and compare prices based on user searches. Secure great deals and offers for spontaneous trips with quick booking options. Over the last 7 days, Cheapflights users made 3,080,152 searches. Data last updated June 10, 2024.
Thu 6/205:20 amPDX - SJU
2 stops12h 05mSpirit Airlines
Thu 6/279:15 pmSJU - PDX
2 stops28h 38mSpirit Airlines
Deal found 6/9$371
Thu 6/205:20 amPDX - SJU
2 stops12h 05mSpirit Airlines
Thu 6/276:00 amSJU - PDX
1 stop19h 53mSpirit Airlines
Deal found 6/9$388
Thu 6/2011:53 pmPDX - SJU
2 stops22h 28mSpirit Airlines
Thu 6/279:15 pmSJU - PDX
3 stops28h 38mSpirit Airlines
Deal found 6/9$399
Wed 6/1911:53 pmPDX - SJU
2 stops16h 12mSpirit Airlines
Sun 6/236:00 amSJU - PDX
1 stop19h 53mSpirit Airlines
Deal found 6/9$445
Wed 6/1911:53 pmPDX - SJU
2 stops17h 32mSpirit Airlines
Sun 6/239:15 pmSJU - PDX
2 stops30h 14mSpirit Airlines
Deal found 6/9$463
Wed 6/1911:53 pmPDX - SJU
2 stops16h 12mSpirit Airlines
Thu 6/209:15 pmSJU - PDX
2 stops28h 38mSpirit Airlines
Deal found 6/9$471
Thu 6/2011:53 pmPDX - SJU
2 stops22h 28mSpirit Airlines
Wed 6/263:33 amSJU - PDX
2 stops14h 06mSpirit Airlines
Deal found 6/9$476
Thu 6/205:20 amPDX - SJU
3 stops41h 01mSpirit Airlines
Thu 6/279:15 pmSJU - PDX
3 stops28h 38mSpirit Airlines
Deal found 6/9$489
Thu 6/203:40 pmPDX - SJU
1 stop31h 19mSpirit Airlines
Thu 6/276:00 amSJU - PDX
1 stop19h 53mSpirit Airlines
Deal found 6/9$499

One-way flights to Caribbean from Portland

Search for one-way flight options from Portland to Caribbean. Find affordable one-way fares based on user searches. Compare prices and availability to plan your one-way journey according to your preferred dates and budget. Over the last 7 days, Cheapflights users made 3,080,152 searches. Data last updated June 10, 2024.
Thu 7/1112:56 amPDX - SJU
2 stops11h 11mFrontier
Deal found 6/9$139
Fri 7/1211:59 pmPDX - SJU
1 stop12h 18mSpirit Airlines
Deal found 6/9$165
Wed 6/2611:53 pmPDX - SJU
1 stop12h 10mSpirit Airlines
Deal found 6/9$192
Sun 8/1812:37 amPDX - SDQ
2 stops21h 41mSpirit Airlines
Deal found 6/9$193
Fri 7/129:55 pmPDX - SJU
2 stops18h 50mSpirit Airlines
Deal found 6/9$201
Mon 7/89:50 pmPDX - NAS
1 stop10h 29mAmerican Airlines
Deal found 6/8$204
Tue 6/187:53 amPDX - SJU
2 stops27h 58mFrontier
Deal found 6/10$208
Mon 8/196:00 amPDX - SDQ
2 stops16h 18mSpirit Airlines
Deal found 6/9$209
Fri 9/2012:38 pmPDX - MBJ
2 stops21h 03mSpirit Airlines
Deal found 6/9$210

Find flights from Portland to Caribbean within your budget

Customize your flight search to find flights from Portland to Caribbean that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 3,080,152 searches. Data last updated June 10, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$287 - $600

Route

Depart

Return

Price

PortlandSan Juan Luis Munoz Marin Intl

PDX - SJU

PDXSJU

Portland

Wed 7/10

1 stop15h 14m

San Juan Luis Munoz Marin Intl

Wed 7/17

2 stops13h 12m

$287

PortlandSan Juan Luis Munoz Marin Intl

PDX - SJU

PDXSJU

Portland

Mon 9/2

2 stops12h 16m

San Juan Luis Munoz Marin Intl

Sat 9/14

2 stops20h 37m

$292

PortlandSan Juan Luis Munoz Marin Intl

PDX - SJU

PDXSJU

Portland

Wed 7/10

2 stops17h 26m

San Juan Luis Munoz Marin Intl

Wed 7/17

2 stops13h 12m

$294

PortlandSan Juan Luis Munoz Marin Intl

PDX - SJU

PDXSJU

Portland

Sat 7/20

2 stops11h 13m

San Juan Luis Munoz Marin Intl

Fri 7/26

2 stops18h 31m

$316

PortlandSan Juan Luis Munoz Marin Intl

PDX - SJU

PDXSJU

Portland

Sun 7/21

2 stops18h 13m

San Juan Luis Munoz Marin Intl

Fri 7/26

2 stops18h 31m

$345

PortlandSan Juan Luis Munoz Marin Intl

PDX - SJU

PDXSJU

Portland

Sat 11/9

1 stop13h 03m

San Juan Luis Munoz Marin Intl

Tue 11/12

1 stop14h 46m

$354

PortlandSan Juan Luis Munoz Marin Intl

PDX - SJU

PDXSJU

Portland

Sun 9/29

1 stop12h 10m

San Juan Luis Munoz Marin Intl

Thu 10/3

1 stop11h 18m

$382

PortlandSan Juan Luis Munoz Marin Intl

PDX - SJU

PDXSJU

Portland

Fri 11/8

1 stop18h 39m

San Juan Luis Munoz Marin Intl

Sat 11/16

1 stop28h 30m

$497

PortlandNassau Intl

PDX - NAS

PDXNAS

Portland

Sun 7/7

1 stop8h 50m

Nassau Intl

Sun 7/14

1 stop12h 51m

$600

Flights are sorted by cheapest first

Deals found on 6/10

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 June 10, 2024.
8.0
Very good
10,295 reviews

Boarding

8.2

Comfort

7.9

Crew

8.6

Entertainment

8.0

Food

7.4

Overall

8.0

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
10,295 reviews
8.0
Very good
10,295 reviews

Boarding

8.2

Comfort

7.9

Crew

8.6

Entertainment

8.0

Food

7.4

Overall

8.0

Reviews

1 / 10

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

8.0
Very good
2,538 reviews
8.0
Very good
10,295 reviews

Boarding

8.2

Comfort

7.9

Crew

8.6

Entertainment

8.0

Food

7.4

Overall

8.0

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.

7.5
Good
2,314 reviews
8.0
Very good
10,295 reviews

Boarding

8.2

Comfort

7.9

Crew

8.6

Entertainment

8.0

Food

7.4

Overall

8.0

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.

7.5
Good
2,847 reviews
8.0
Very good
10,295 reviews

Boarding

8.2

Comfort

7.9

Crew

8.6

Entertainment

8.0

Food

7.4

Overall

8.0

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
10,647 reviews
8.0
Very good
10,295 reviews

Boarding

8.2

Comfort

7.9

Crew

8.6

Entertainment

8.0

Food

7.4

Overall

8.0

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?

    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 $287, but on average you can expect to pay $327.

  • 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 Frontier. According to our data, you can fly for as low as $139. Users have also found prices from $165 and $204 on Spirit Airlines and American Airlines, respectively.

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

  • 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. 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 to Caribbean flight deals updated?

    The Portland to Caribbean flight deals you see on this page were last updated on 6/10.

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

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

    Currently, September is the cheapest month in which you can book a flight from Portland to Caribbean (average of $244). Flying from Portland to Caribbean in March is currently the most expensive (average of $338). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Alternative routes for Portland to Caribbean
See prices for flight routes from nearby airports that may be better suited for you.

Top 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 3,080,152 searches. Data last updated June 10, 2024.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$143Average$313FlexibilityNo cancel feeOn-time62%
DeltaCheapest$205Average$573FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$212Average$599FlexibilityNo cancel feeOn-time62%
Alaska AirlinesCheapest$215Average$666FlexibilityNo cancel feeOn-time75%
Spirit AirlinesCheapest$239Average$370FlexibilityNo cancel feeOn-time65%
United AirlinesCheapest$292Average$633FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$305Average$680FlexibilityNo cancel feeOn-time71%
Sun Country AirCheapest$320Average$677FlexibilityNo cancel feeOn-time83%
Linear Air TaxiCheapest$136,063Average$181,414FlexibilityNo cancel feeOn-timeN/A

Search flights from Portland to Caribbean by cabin class

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