Caribbean

$170+ 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 1/6. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — SJU
dic. 26 — ene. 21
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Cheap flight deals from Oregon to Caribbean

Discover tips and strategies to find the most affordable flight options for your journey from Oregon (USOR) to Caribbean (0CB). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated diciembre 21, 2024.

Round-trip from

$317
(FlightHub)

One-way from

$170
(FlightHub)
From Oregon to Caribbean
One-way flight from Oregon to Caribbean

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 diciembre 21, 2024.

This American Airlines deal was found by Cheapflights users on 12/20. 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.
mar. 12/2410:42 pmPDX - NAS
1 stop12h 33mAmerican Airlines
jue. 12/263:10 pmNAS - PDX
1 stop10h 47mAmerican Airlines
Deal found 12/20$643
This Cheapflightsfares deal was found by Cheapflights users on 12/20. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 12/246:30 pmPDX - SJU
1 stop15h 41mSun Country Air
lun. 12/305:20 pmSJU - PDX
1 stop20h 01mSun Country Air
Deal found 12/20$665
This Delta deal was found by Cheapflights users on 12/19. 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.
mié. 12/257:15 amPDX - NAS
1 stop11h 30mDelta
lun. 12/302:51 pmNAS - PDX
1 stop10h 24mDelta
Deal found 12/19$673
This American Airlines deal was found by Cheapflights users on 12/20. 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.
mar. 12/2410:42 pmPDX - SJU
1 stop10h 53mAmerican Airlines
dom. 12/297:05 amSJU - PDX
1 stop20h 33mAmerican Airlines
Deal found 12/20$684
This United Airlines deal was found by Cheapflights users on 12/19. 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.
mié. 12/252:48 pmPDX - NAS
2 stops19h 45mUnited Airlines
mar. 12/3112:55 pmNAS - PDX
1 stop10h 50mUnited Airlines
Deal found 12/19$693
This Southwest deal was found by Cheapflights users on 12/20. 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.
mar. 12/242:55 pmBOI - SJU
2 stops16h 55mSouthwest
jue. 12/262:25 pmSJU - BOI
2 stops13h 20mSouthwest
Deal found 12/20$714
This FlightHub deal was found by Cheapflights users on 12/21. 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.
jue. 12/2611:57 amBOI - SJU
2 stops24h 22mSpirit Airlines
lun. 3/36:00 amSJU - BOI
2 stops39h 46mSpirit Airlines
Deal found 12/21$719
This FlightHub deal was found by Cheapflights users on 12/20. 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.
mar. 12/247:48 pmPDX - SJU
2 stops25h 47mMultiple Airlines
lun. 12/305:20 pmSJU - PDX
1 stop20h 01mMultiple Airlines
Deal found 12/20$724
This FlightHub deal was found by Cheapflights users on 12/20. 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.
lun. 12/236:44 pmPDX - PUJ
1 stop16h 17mSun Country Air
mié. 12/254:05 pmPUJ - PDX
1 stop20h 16mSun Country Air
Deal found 12/20$790
This Gotogate deal was found by Cheapflights users on 12/20. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 12/309:14 pmPDX - SDQ
2 stops35h 51mFrontier
dom. 1/58:55 pmSDQ - PDX
2 stops23h 04mFrontier
Deal found 12/20$793
This Delta deal was found by Cheapflights users on 12/21. 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.
jue. 12/265:10 pmBOI - SJU
2 stops15h 25mDelta
lun. 3/34:10 pmSJU - BOI
1 stop10h 48mDelta
Deal found 12/21$794
This Mytrip deal was found by Cheapflights users on 12/20. 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.
mar. 12/247:48 pmPDX - SJU
2 stops25h 47mSpirit Airlines
lun. 1/64:14 pmSJU - PDX
3 stops30h 39mSpirit Airlines
Deal found 12/20$798

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 2,558,603 searches. Data last updated diciembre 21, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

BoiseSan Juan

BOI - SJU

BOISJU

Boise Air Term. Gowen Fld

lun. 2/17

7:41 pm-6:52 pm

2 stops20h 11m

San Juan Luis Munoz Marin Intl

lun. 2/24

5:56 pm-6:46 pm

2 stops27h 50m

$317

PortlandSaint Thomas Island

PDX - STT

PDXSTT

Portland

jue. 1/30

5:30 pm-1:48 pm

2 stops16h 18m

Saint Thomas Island Cyril E King

dom. 2/9

11:51 am-9:21 am

2 stops25h 30m

$323

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

mar. 2/18

10:16 am-5:01 pm

2 stops26h 45m

San Juan Luis Munoz Marin Intl

dom. 2/23

5:56 pm-9:21 am

2 stops19h 25m

$381

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

lun. 1/13

5:31 am-12:04 am

2 stops14h 33m

San Juan Luis Munoz Marin Intl

sáb. 1/25

6:15 am-4:51 pm

2 stops14h 36m

$386

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

mié. 4/30

5:20 am-10:30 pm

2 stops14h 10m

San Juan Luis Munoz Marin Intl

mar. 5/6

6:05 am-6:50 pm

2 stops15h 45m

$420

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

jue. 2/20

7:05 am-11:59 pm

1 stop12h 54m

San Juan Luis Munoz Marin Intl

jue. 2/27

2:11 pm-11:58 pm

2 stops13h 47m

$424

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

dom. 1/12

10:48 pm-12:47 pm

1 stop9h 59m

San Juan Luis Munoz Marin Intl

lun. 1/27

2:05 am-1:50 pm

2 stops15h 45m

$438

PortlandSanto Domingo

PDX - SDQ

PDXSDQ

Portland

jue. 3/6

6:32 am-11:44 am

2 stops25h 12m

Santo Domingo Las Americas

dom. 3/9

2:59 pm-9:58 am

2 stops21h 59m

$446

PortlandMontego Bay

PDX - MBJ

PDXMBJ

Portland

lun. 1/13

5:30 pm-12:10 pm

2 stops15h 40m

Montego Bay Sangster Intl

sáb. 1/18

2:49 pm-9:21 am

2 stops21h 32m

$446

PortlandSaint Thomas Island

PDX - STT

PDXSTT

Portland

sáb. 1/11

10:45 pm-12:27 pm

1 stop9h 42m

Saint Thomas Island Cyril E King

sáb. 1/18

6:31 pm-11:06 am

2 stops20h 35m

$458

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/21

Showing 1-10 of 54 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 $380). 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 diciembre 21, 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 diciembre 21, 2024.
8.1
Very good
4,814 reviews

Crew

8.7

Entertainment

7.7

Boarding

8.2

Food

7.2

Overall

8.1

Comfort

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

8.1
Very good
4,814 reviews
8.1
Very good
4,814 reviews

Crew

8.7

Entertainment

7.7

Boarding

8.2

Food

7.2

Overall

8.1

Comfort

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

8.0
Very good
9,540 reviews
8.1
Very good
4,814 reviews

Crew

8.7

Entertainment

7.7

Boarding

8.2

Food

7.2

Overall

8.1

Comfort

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

8.0
Very good
8,597 reviews
8.1
Very good
4,814 reviews

Crew

8.7

Entertainment

7.7

Boarding

8.2

Food

7.2

Overall

8.1

Comfort

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

7.7
Good
1,713 reviews
8.1
Very good
4,814 reviews

Crew

8.7

Entertainment

7.7

Boarding

8.2

Food

7.2

Overall

8.1

Comfort

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

7.5
Good
1,873 reviews
8.1
Very good
4,814 reviews

Crew

8.7

Entertainment

7.7

Boarding

8.2

Food

7.2

Overall

8.1

Comfort

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

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.
  • 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 $170. Users have also found prices from $192 and $231 on American Airlines and Southwest, respectively.

  • 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.

  • 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 $380). 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

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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.

Top 9 airlines flying from Oregon to Caribbean

Discover the top 9 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 2,558,603 searches. Data last updated diciembre 21, 2024.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$145Average$348FlexibilityNo cancel feeOn-time62%
Alaska AirlinesCheapest$217Average$1,713FlexibilityNo cancel feeOn-time75%
Spirit AirlinesCheapest$225Average$362FlexibilityNo cancel feeOn-time65%
United AirlinesCheapest$281Average$708FlexibilityNo cancel feeOn-time69%
JetBlueCheapest$288Average$569FlexibilityNo cancel feeOn-time62%
DeltaCheapest$305Average$698FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$325Average$759FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$504Average$864FlexibilityNo cancel feeOn-time63%
Sun Country AirCheapest$507Average$717FlexibilityNo cancel feeOn-time83%
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