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$135+ 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 12/10. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — SJU
Nov 26 — Dec 31
Tue 11/26
Tue 12/3
1 adult, Economy
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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 November 21, 2024.

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 21, 2024.

This CheapOair deal was found by Cheapflights users on 11/20. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/117:16 pmPDX - STT
2 stops14h 07mSpirit Airlines
Thu 12/192:43 pmSTT - PDX
2 stops31h 39mSpirit Airlines
Deal found 11/20$370
This CheapOair deal was found by Cheapflights users on 11/21. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/73:45 pmBOI - SJU
2 stops17h 52mSpirit Airlines
Fri 12/133:05 amSJU - BOI
2 stops14h 45mSpirit Airlines
Deal found 11/21$377
This Kiwi.com deal was found by Cheapflights users on 11/20. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/55:00 amPDX - PUJ
2 stops30h 45mMultiple Airlines
Fri 12/134:05 pmPUJ - PDX
1 stop29h 13mMultiple Airlines
Deal found 11/20$424
This FlightHub deal was found by Cheapflights users on 11/21. 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.
Tue 12/177:16 pmPDX - SJU
2 stops18h 24mSpirit Airlines
Wed 12/254:14 pmSJU - PDX
2 stops35h 20mSpirit Airlines
Deal found 11/21$447
This United Airlines deal was found by Cheapflights users on 11/20. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/107:00 amPDX - SJU
1 stop10h 26mUnited Airlines
Tue 12/178:35 amSJU - PDX
2 stops13h 29mUnited Airlines
Deal found 11/20$475
This Delta deal was found by Cheapflights users on 11/20. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/1011:13 pmPDX - SJU
1 stop11h 01mDelta
Tue 12/173:25 pmSJU - PDX
1 stop10h 38mDelta
Deal found 11/20$493
This CheapOair deal was found by Cheapflights users on 11/21. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/107:16 pmPDX - SJU
2 stops18h 27mMultiple Airlines
Sat 12/214:50 pmSJU - PDX
1 stop29h 14mMultiple Airlines
Deal found 11/21$514
This Mytrip deal was found by Cheapflights users on 11/21. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/137:16 pmPDX - NAS
2 stops19h 24mMultiple Airlines
Tue 12/175:30 pmNAS - PDX
2 stops23h 19mMultiple Airlines
Deal found 11/21$550
This American Airlines deal was found by Cheapflights users on 11/21. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/1111:59 pmPDX - NAS
2 stops10h 46mAmerican Airlines
Fri 12/132:50 pmNAS - PDX
1 stop11h 34mAmerican Airlines
Deal found 11/21$579
This United deal was found by Cheapflights users on 11/20. 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 United is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/119:55 pmPDX - STT
1 stop10h 05mUnited Airlines
Thu 12/193:00 pmSTT - PDX
1 stop11h 45mUnited Airlines
Deal found 11/20$580
This American Airlines deal was found by Cheapflights users on 11/20. 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.
Sun 11/247:40 amPDX - SJU
1 stop17h 54mAmerican Airlines
Thu 12/512:50 pmSJU - PDX
1 stop14h 34mAmerican Airlines
Deal found 11/20$589
This Mytrip deal was found by Cheapflights users on 11/20. 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.
Thu 12/52:52 pmPDX - PUJ
2 stops20h 56mSpirit Airlines
Fri 12/134:43 pmPUJ - PDX
3 stops31h 45mSpirit Airlines
Deal found 11/20$640

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 2,612,795 searches. Data last updated November 21, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

BoiseSan Juan

BOI - SJU

BOISJU

Boise Air Term. Gowen Fld

Tue 12/3

11:51 am-12:01 pm

2 stops21h 10m

San Juan Luis Munoz Marin Intl

Wed 12/11

2:17 pm-10:58 am

2 stops23h 41m

$297

PortlandSaint Thomas Island

PDX - STT

PDXSTT

Portland

Wed 12/11

7:16 pm-1:23 pm

2 stops14h 07m

Saint Thomas Island Cyril E King

Thu 12/19

2:43 pm-6:22 pm

2 stops31h 39m

$370

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Sun 1/12

10:16 am-6:02 pm

2 stops27h 46m

San Juan Luis Munoz Marin Intl

Sun 1/19

6:24 pm-9:21 am

2 stops18h 57m

$409

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Mon 1/20

12:45 am-5:07 pm

2 stops12h 22m

San Juan Luis Munoz Marin Intl

Wed 1/29

2:11 pm-11:58 pm

2 stops13h 47m

$424

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Mon 1/13

7:30 pm-2:40 pm

2 stops15h 10m

San Juan Luis Munoz Marin Intl

Fri 1/24

2:05 am-1:50 pm

2 stops15h 45m

$428

PortlandNassau

PDX - NAS

PDXNAS

Portland

Sun 1/12

3:00 pm-7:05 pm

2 stops25h 05m

Nassau Intl

Thu 1/16

11:00 am-10:54 pm

2 stops14h 54m

$441

PortlandSaint Thomas Island

PDX - STT

PDXSTT

Portland

Sat 1/11

10:45 pm-5:41 pm

1 stop14h 56m

Saint Thomas Island Cyril E King

Sat 1/18

1:19 pm-11:36 pm

1 stop14h 17m

$448

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Tue 4/15

5:20 am-8:15 pm

2 stops11h 55m

San Juan Luis Munoz Marin Intl

Fri 4/25

7:40 am-6:35 pm

2 stops13h 55m

$448

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Thu 1/9

10:45 pm-3:45 pm

1 stop13h 00m

San Juan Luis Munoz Marin Intl

Sat 1/18

12:50 pm-11:36 pm

1 stop14h 46m

$461

BoiseSan Juan

BOI - SJU

BOISJU

Boise Air Term. Gowen Fld

Thu 4/10

5:05 am-9:05 pm

2 stops14h 00m

San Juan Luis Munoz Marin Intl

Wed 4/16

6:05 am-11:30 pm

2 stops19h 25m

$478

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/20

Showing 1-10 of 59 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 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 November 21, 2024.
Southwest
8.1
Very good
5,005 reviews

Boarding

8.2

Entertainment

7.7

Food

7.2

Comfort

8.1

Overall

8.1

Crew

8.7

Reviews

1 / 10

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

Southwest
8.1
Very good
5,005 reviews
Southwest
8.1
Very good
5,005 reviews

Boarding

8.2

Entertainment

7.7

Food

7.2

Comfort

8.1

Overall

8.1

Crew

8.7

Reviews

1 / 10

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

Alaska Airlines
8.0
Very good
9,464 reviews
Southwest
8.1
Very good
5,005 reviews

Boarding

8.2

Entertainment

7.7

Food

7.2

Comfort

8.1

Overall

8.1

Crew

8.7

Reviews

1 / 10

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

Delta
8.0
Very good
8,755 reviews
Southwest
8.1
Very good
5,005 reviews

Boarding

8.2

Entertainment

7.7

Food

7.2

Comfort

8.1

Overall

8.1

Crew

8.7

Reviews

1 / 10

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

United Airlines
7.4
Good
9,172 reviews
Southwest
8.1
Very good
5,005 reviews

Boarding

8.2

Entertainment

7.7

Food

7.2

Comfort

8.1

Overall

8.1

Crew

8.7

Reviews

1 / 10

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

WestJet
7.3
Good
2,811 reviews
Southwest
8.1
Very good
5,005 reviews

Boarding

8.2

Entertainment

7.7

Food

7.2

Comfort

8.1

Overall

8.1

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 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 $144. Users have also found prices from $169 and $197 on American Airlines and Delta, 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 $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 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 2,612,795 searches. Data last updated November 21, 2024.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$145Average$346FlexibilityNo cancel feeOn-time62%
Alaska AirlinesCheapest$217Average$826FlexibilityNo cancel feeOn-time75%
DeltaCheapest$237Average$686FlexibilityNo cancel feeOn-timeN/A
Spirit AirlinesCheapest$239Average$357FlexibilityNo cancel feeOn-time65%
United AirlinesCheapest$298Average$709FlexibilityNo cancel feeOn-time69%
JetBlueCheapest$298Average$585FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$312Average$767FlexibilityNo cancel feeOn-time71%
Sun Country AirCheapest$350Average$717FlexibilityNo cancel feeOn-time83%
SouthwestCheapest$504Average$733FlexibilityNo cancel feeOn-time63%
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