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Caribbean

$147+ Cheap flights from Oregon 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 11/24. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — SJU
Nov 9 — Nov 161
Sat 11/9
Sat 11/16
1 adult, Economy
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Find flight deals from Oregon to Caribbean

Cheapest flights from Oregon to Caribbean
Explore the most affordable flight options available from Oregon to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 4, 2024.

This FareScan deal was found by Cheapflights users on 11/2. 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 12/311:51 amBOI - SJU
2 stops21h 10mSpirit Airlines
Wed 12/112:17 pmSJU - BOI
2 stops23h 41mSpirit Airlines
Deal found 11/2$282
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 Mytrip deal was found by Cheapflights users on 11/2. 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.
Tue 12/109:08 amPDX - SJU
2 stops28h 35mMultiple Airlines
Tue 12/173:04 amSJU - PDX
2 stops18h 00mMultiple Airlines
Deal found 11/2$362
This American Airlines deal was found by Cheapflights users on 11/2. 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 12/1011:59 pmPDX - SJU
2 stops13h 23mAmerican Airlines
Wed 12/184:05 pmSJU - PDX
1 stop10h 47mAmerican Airlines
Deal found 11/2$424
This FlightHub 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/119:08 amPDX - STT
2 stops21h 43mSpirit Airlines
Thu 12/1911:44 amSTT - PDX
2 stops15h 50mSpirit Airlines
Deal found 11/3$427
This United Airlines deal was found by Cheapflights users on 11/2. 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.
Sun 11/107:08 amPDX - SJU
1 stop9h 47mUnited Airlines
Fri 11/152:25 pmSJU - PDX
1 stop12h 17mUnited Airlines
Deal found 11/2$454
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 11/195:15 amPDX - PUJ
2 stops30h 31mSpirit Airlines
Tue 12/34:51 pmPUJ - PDX
2 stops29h 30mSpirit Airlines
Deal found 11/3$497
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/135:05 amPDX - SJU
2 stops14h 54mDelta
Sun 11/178:00 amSJU - PDX
1 stop15h 05mDelta
Deal found 11/3$497
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/710:45 pmPDX - NAS
1 stop10h 12mDelta
Sat 12/142:54 pmNAS - PDX
1 stop9h 39mDelta
Deal found 11/3$533
This Alaska Airlines 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/127:56 pmPDX - NAS
2 stops43h 08mAlaska Airlines
Sun 12/159:00 amNAS - PDX
1 stop12h 05mAlaska Airlines
Deal found 11/3$535
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 stops9h 44mAmerican Airlines
Fri 12/137:45 amNAS - PDX
2 stops12h 49mAmerican Airlines
Deal found 11/4$538
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/97:16 pmPDX - PUJ
2 stops18h 14mMultiple Airlines
Mon 12/164:05 pmPUJ - PDX
1 stop28h 59mMultiple Airlines
Deal found 11/3$552

Find flights from Oregon to Caribbean within your budget

Customize your flight search to find flights from Oregon 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 2,455,398 searches. Data last updated November 4, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Sun 11/24

10:29 pm-12:42 am

2 stops22h 13m

$147

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

Mon 2/10

5:00 am-9:35 pm

2 stops12h 35m

$196

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

Sun 11/10

5:20 pm-12:58 pm

2 stops15h 38m

$227

BoiseSan Juan

BOI - SJU

BOISJU

Boise Air Term. Gowen Fld

Wed 11/20

11:51 am-3:20 pm

2 stops24h 29m

$162

BoiseSan Juan

BOI - SJU

BOISJU

Boise Air Term. Gowen Fld

Tue 2/11

7:00 am-12:04 am

2 stops14h 04m

$192

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Mon 12/23

11:59 pm-4:20 pm

1 stop12h 21m

$405

BoiseSan Juan

BOI - SJU

BOISJU

Boise Air Term. Gowen Fld

Tue 4/8

7:30 pm-1:45 pm

3 stops16h 15m

$424

Flights are sorted by cheapest first

Deals found on 11/3

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

Have a flexible travel schedule? Discover the best time to fly to Caribbean from Oregon 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 Oregon to Caribbean

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

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

Currently, September is the cheapest month in which you can book a flight from Oregon to Caribbean (average of $254). Flying from Oregon to Caribbean 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 OR to CB?

Find hourly flight availability from Oregon to Caribbean. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated November 4, 2024.

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

Rainfall in Caribbean by month

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

In terms of precipitation, rainfall in Caribbean 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 when rainfall is around 2.2 in.

Temperature in Caribbean by month

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

If weather is an important factor for your trip to Caribbean, 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

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 November 4, 2024.
Southwest
8.1
Very good
5,089 reviews

Comfort

8.1

Overall

8.1

Boarding

8.3

Entertainment

7.7

Crew

8.7

Food

7.2

Reviews

1 / 10

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

Southwest
8.1
Very good
5,089 reviews
Southwest
8.1
Very good
5,089 reviews

Comfort

8.1

Overall

8.1

Boarding

8.3

Entertainment

7.7

Crew

8.7

Food

7.2

Reviews

1 / 10

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

Alaska Airlines
8.0
Very good
9,423 reviews
Southwest
8.1
Very good
5,089 reviews

Comfort

8.1

Overall

8.1

Boarding

8.3

Entertainment

7.7

Crew

8.7

Food

7.2

Reviews

1 / 10

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

Delta
8.0
Very good
8,829 reviews
Southwest
8.1
Very good
5,089 reviews

Comfort

8.1

Overall

8.1

Boarding

8.3

Entertainment

7.7

Crew

8.7

Food

7.2

Reviews

1 / 10

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

LATAM Airlines
7.5
Good
1,970 reviews
Southwest
8.1
Very good
5,089 reviews

Comfort

8.1

Overall

8.1

Boarding

8.3

Entertainment

7.7

Crew

8.7

Food

7.2

Reviews

1 / 10

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

United Airlines
7.4
Good
9,226 reviews
Southwest
8.1
Very good
5,089 reviews

Comfort

8.1

Overall

8.1

Boarding

8.3

Entertainment

7.7

Crew

8.7

Food

7.2

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 Oregon to Caribbean. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

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

    Yes, there are multiple flights from Oregon to Caribbean for under $300. The cheapest flight booked recently is on Spirit Airlines for just $279, but on average you can expect to pay $439.

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

    There are currently 16+ open flights from Oregon to Caribbean within the next 7 days for less than $400.

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

    For one-way options, check prices for Spirit Airlines. According to our data, you can fly for as low as $148. Users have also found prices from $164 and $196 on American Airlines and Southwest, respectively.

  • What does PDX to SJU mean?

    Great question - PDX to SJU just means Portland Airport to San Juan Luis Munoz Marin Intl Airport. Now you’ll know what these unique codes when you look for flights! 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), Santiago de los Caballeros Airport (STI).

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

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

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

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

  • How can I find direct flights from Oregon to Caribbean?

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

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

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

    Many airlines flying from Oregon 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 Oregon to Caribbean?

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

    The Oregon to Caribbean flight deals you see on this page were last updated on 11/3.

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

    Currently, September is the cheapest month in which you can book a flight from Oregon to Caribbean (average of $254). Flying from Oregon to Caribbean 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.

See more FAQs

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Alternative routes for Oregon to Caribbean

See prices for flight routes from nearby airports that may be better suited for you.
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Top 8 airlines flying from Oregon to Caribbean

Discover the top 8 airlines that operate flights from Oregon 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 2,455,398 searches. Data last updated November 4, 2024.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$145Average$348FlexibilityNo cancel feeOn-time62%
Alaska AirlinesCheapest$216Average$579FlexibilityNo cancel feeOn-time75%
DeltaCheapest$237Average$653FlexibilityNo cancel feeOn-timeN/A
Spirit AirlinesCheapest$239Average$358FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$288Average$579FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$298Average$754FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$305Average$767FlexibilityNo cancel feeOn-time71%
Sun Country AirCheapest$350Average$717FlexibilityNo cancel feeOn-time83%
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