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Caribbean Islands

$148+ Cheap flights from Portland (PDX) to Caribbean Islands

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 12/10. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — SJU
Nov 10 — Nov 171
Sun 11/10
Sun 11/17
1 adult, Economy
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Find flight deals from Portland to Caribbean Islands

Cheapest flights from Portland to Caribbean Islands
Explore the most affordable flight options available from Portland to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 5, 2024.

This FareScan deal was found by Cheapflights users on 11/3. 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 FareScan is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/35:45 amPDX - SJU
3 stops26h 48mSpirit Airlines
Tue 12/102:17 pmSJU - PDX
2 stops32h 04mSpirit Airlines
Deal found 11/3$321
This FlightHub deal was found by Cheapflights users on 11/5. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/55:00 amPDX - STT
2 stops25h 51mSpirit Airlines
Mon 12/911:56 amSTT - PDX
2 stops34h 25mSpirit Airlines
Deal found 11/5$366
This American Airlines deal was found by Cheapflights users on 11/4. 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.
Sun 12/810:45 pmPDX - SJU
1 stop9h 15mAmerican Airlines
Sat 12/148:15 amSJU - PDX
1 stop13h 36mAmerican Airlines
Deal found 11/4$391
This Mytrip deal was found by Cheapflights users on 11/4. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/47:16 pmPDX - SJU
2 stops22h 33mMultiple Airlines
Wed 12/1110:44 pmSJU - PDX
3 stops22h 54mMultiple Airlines
Deal found 11/4$400
This United Airlines deal was found by Cheapflights users on 11/5. 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 12/77:00 amPDX - SJU
2 stops13h 36mUnited Airlines
Tue 12/108:35 amSJU - PDX
2 stops15h 38mUnited Airlines
Deal found 11/5$418
This Delta deal was found by Cheapflights users on 11/5. 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.
Fri 12/611:13 pmPDX - SJU
1 stop11h 01mDelta
Tue 12/171:49 pmSJU - PDX
2 stops21h 30mDelta
Deal found 11/5$424
This American Airlines deal was found by Cheapflights users on 11/5. 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 12/56:15 pmPDX - STT
2 stops13h 52mAmerican Airlines
Mon 12/91:23 pmSTT - PDX
1 stop14h 01mAmerican Airlines
Deal found 11/5$438
This Kiwi.com deal was found by Cheapflights users on 11/4. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/47:16 pmPDX - PUJ
2 stops18h 14mMultiple Airlines
Fri 12/134:05 pmPUJ - PDX
1 stop29h 13mMultiple Airlines
Deal found 11/4$463
This Alaska Airlines deal was found by Cheapflights users on 11/4. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/145:00 amPDX - NAS
1 stop10h 04mAlaska Airlines
Sat 12/219:00 amNAS - PDX
1 stop26h 38mAlaska Airlines
Deal found 11/4$503
This Southwest deal was found by Cheapflights users on 11/4. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/155:00 amPDX - SJU
2 stops15h 40mSouthwest
Tue 12/246:10 amSJU - PDX
2 stops16h 30mSouthwest
Deal found 11/4$524
This United Airlines deal was found by Cheapflights users on 11/4. 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.
Fri 12/67:40 amPDX - NAS
2 stops25h 10mUnited Airlines
Thu 12/122:35 pmNAS - PDX
1 stop11h 25mUnited Airlines
Deal found 11/4$533
This American Airlines deal was found by Cheapflights users on 11/4. 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 12/115:00 amPDX - NAS
2 stops11h 30mAmerican Airlines
Fri 12/131:06 pmNAS - PDX
1 stop13h 18mAmerican Airlines
Deal found 11/4$538

Find flights from Portland to Caribbean Islands within your budget

Customize your flight search to find flights from Portland to Caribbean Islands 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 2,554,862 searches. Data last updated November 5, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Tue 12/10

9:08 am-7:36 pm

2 stops30h 28m

$148

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Thu 1/23

5:31 am-12:04 am

2 stops14h 33m

$164

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Tue 12/10

11:59 pm-3:38 pm

1 stop11h 39m

$209

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Mon 11/11

10:55 pm-12:38 pm

1 stop9h 43m

$227

PortlandNassau

PDX - NAS

PDXNAS

Portland

Tue 12/17

7:16 pm-11:00 am

2 stops12h 44m

$242

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Sun 11/10

6:05 am-1:48 am

2 stops15h 43m

$247

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Fri 3/28

8:35 am-12:40 am

2 stops13h 05m

$312

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Sun 12/22

11:59 pm-4:39 pm

1 stop12h 40m

$478

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Sat 4/12

3:25 pm-1:35 pm

3 stops19h 10m

$493

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Sat 3/29

7:35 pm-1:57 pm

2 stops15h 22m

$513

Flights are sorted by cheapest first

Deals found on 11/4

Showing 1-10 of 60 results
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Best time to book a flight from Portland to Caribbean Islands

Have a flexible travel schedule? Discover the best time to fly to Caribbean Islands 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.

Travel insights for flights from Portland to Caribbean Islands

Get recent, data-driven insights about flights from Portland to Caribbean Islands including ideal travel times, pricing trends, and more.

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

Currently, September is the cheapest month in which you can book a flight from Portland to Caribbean Islands (average of $254). Flying from Portland to Caribbean Islands in March is currently the most expensive (average of $335). 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.

What is the cheapest time of day to fly from PDX to EPX?

Find hourly flight availability from Portland to Caribbean Islands. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated November 5, 2024.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Portland to Caribbean Islands as you normally would.

Rainfall in Caribbean Islands by month

Plan your trip to Caribbean Islands by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Caribbean Islands ranges from 2.2 - 6.1 inches per month. November is typically the wettest month, when rainfall can reach 6.1 in. February is typically the driest time to visit Caribbean Islands when rainfall is around 2.2 in.

Temperature in Caribbean Islands by month

Plan your trip to Caribbean Islands by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Caribbean Islands, use this chart to help with planning. For those seeking warmer temperatures, June is the ideal time of year to visit, when temperatures reach an average of 82.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 77.0 F).

Reviews of airlines servicing Caribbean Islands

Get insights into the airlines that provide service to Caribbean Islands. 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 Islands. Reviews last updated November 5, 2024.
To help decide which airline to fly from Portland to Caribbean Islands, see what other customers have to say about American Airlines, Southwest and United Airlines. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
5,082 reviews

Boarding

8.3

Overall

8.1

Food

7.2

Comfort

8.1

Entertainment

7.7

Crew

8.7

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Southwest
8.1
Very good
5,082 reviews
Southwest
8.1
Very good
5,082 reviews

Boarding

8.3

Overall

8.1

Food

7.2

Comfort

8.1

Entertainment

7.7

Crew

8.7

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Alaska Airlines
8.0
Very good
9,421 reviews
Southwest
8.1
Very good
5,082 reviews

Boarding

8.3

Overall

8.1

Food

7.2

Comfort

8.1

Entertainment

7.7

Crew

8.7

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Delta
8.0
Very good
8,830 reviews
Southwest
8.1
Very good
5,082 reviews

Boarding

8.3

Overall

8.1

Food

7.2

Comfort

8.1

Entertainment

7.7

Crew

8.7

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

LATAM Airlines
7.5
Good
1,966 reviews
Southwest
8.1
Very good
5,082 reviews

Boarding

8.3

Overall

8.1

Food

7.2

Comfort

8.1

Entertainment

7.7

Crew

8.7

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

United Airlines
7.4
Good
9,215 reviews
Southwest
8.1
Very good
5,082 reviews

Boarding

8.3

Overall

8.1

Food

7.2

Comfort

8.1

Entertainment

7.7

Crew

8.7

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Related info for your journey

Find useful and relevant information for your journey from Portland to Caribbean Islands. 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 Islands?

    Located just 6.0 mi from the city center, Portland (PDX) is the airport most travelers will use when flying to Caribbean Islands from Portland.

  • Can I find flights from Portland to Caribbean Islands for under $400 on Cheapflights?

    Yes, there are multiple flights from Portland to Caribbean Islands for under $400. The cheapest flight booked recently is on Spirit Airlines for just $321, but on average you can expect to pay $474.

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

    There are currently 12+ open flights from Portland to Caribbean Islands within the next 7 days for less than $500.

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

    The cheapest airlines for a one-way flight from Portland to Caribbean Islands are Spirit Airlines ($148), American Airlines ($164), and United Airlines ($209).

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

    Most travelers choose Portland - San Juan Luis Munoz Marin Intl, Portland - Punta Cana or Portland - Saint Thomas Island Cyril E King when deciding on the best route from Portland to Caribbean Islands.

  • What does PDX to SJU mean?

    Portland Airport is PDX 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. While you’re still figuring out your travel plans, it’s not a bad idea to learn the names and codes of other airports around these areas: Punta Cana Airport (PUJ), Santo Domingo Las Americas Airport (SDQ), Montego Bay Sangster Intl Airport (MBJ), Oranjestad Reina Beatrix Airport (AUA), Nassau Intl Airport (NAS).

  • Can I find deals for flights from Portland to Caribbean Islands that include extra baggage allowance?

    The amount of baggage you can bring on your Portland to Caribbean Islands 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 Islands with specific airlines?

    Yes, Cheapflights allows you to browse and filter Portland to Caribbean Islands 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 Islands that include hotel bookings?

    Yes. In addition to deals on Portland to Caribbean Islands flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Portland to Caribbean Islands?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Portland to Caribbean Islands.

  • Can I find deals for business class flights from Portland to Caribbean Islands?

    Yes. Cheapflights offers flight deals from Portland to Caribbean Islands 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 Islands that allow pets onboard?

    Many airlines flying from Portland to Caribbean Islands 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 Islands?

    Yes, you can often find last-minute deals on Portland to Caribbean Islands 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 Islands flight deals updated?

    The Portland to Caribbean Islands flight deals you see on this page were last updated on 11/5.

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

    Currently, September is the cheapest month in which you can book a flight from Portland to Caribbean Islands (average of $254). Flying from Portland to Caribbean Islands in March is currently the most expensive (average of $335). 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.

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Top 8 airlines flying from Portland to Caribbean Islands

Discover the top 8 airlines that operate flights from Portland to Caribbean Islands. 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 2,554,862 searches. Data last updated November 5, 2024.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$145Average$348FlexibilityNo cancel feeOn-time62%
Alaska AirlinesCheapest$216Average$579FlexibilityNo cancel feeOn-time75%
DeltaCheapest$237Average$603FlexibilityNo cancel feeOn-timeN/A
Spirit AirlinesCheapest$239Average$358FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$288Average$579FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$298Average$720FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$305Average$643FlexibilityNo cancel feeOn-time71%
Sun Country AirCheapest$350Average$717FlexibilityNo cancel feeOn-time83%
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