HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Oregon

$161+ Cheap flights from Caribbean to Oregon

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 1/7. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — PDX
ene. 22 — ene. 291
jue. 1/22
jue. 1/29
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Caribbean to Oregon with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from Caribbean to Oregon

Cheapest flights from Caribbean to Oregon
Explore the most affordable flight options available from Caribbean to Oregon. Find the lowest fares from popular airlines and budget airlines, with prices last updated on diciembre 23, 2025.

This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 12/251:30 amSJU - PDX
1 stop13h 30mAmerican Airlines
sáb. 1/1011:01 pmPDX - SJU
1 stop14h 00mAmerican Airlines
Deal found 12/21$655
This Delta deal was found by Cheapflights users on 12/22. 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. 12/242:45 pmSJU - PDX
1 stop12h 36mDelta
vie. 1/27:30 pmPDX - SJU
2 stops15h 59mDelta
Deal found 12/22$695
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 12/2212:47 pmSJU - PDX
2 stops14h 19mAmerican Airlines
mar. 1/610:15 pmPDX - SJU
1 stop12h 44mAmerican Airlines
Deal found 12/21$706
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 12/222:25 pmSJU - BOI
1 stop11h 15mUnited Airlines
dom. 12/286:15 amBOI - SJU
1 stop9h 10mUnited Airlines
Deal found 12/21$740
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 12/2410:15 amSJU - PDX
2 stops14h 52mUnited Airlines
vie. 1/22:45 pmPDX - SJU
2 stops11h 26mUnited Airlines
Deal found 12/21$745
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 12/2210:15 amSJU - PDX
2 stops16h 44mUnited Airlines
mar. 1/67:00 amPDX - SJU
2 stops13h 36mUnited Airlines
Deal found 12/21$760
This United 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 12/252:25 pmSJU - BOI
1 stop10h 06mUnited Airlines
sáb. 1/35:00 amBOI - SJU
1 stop10h 25mUnited Airlines
Deal found 12/20$775
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 12/225:35 amSJU - BOI
2 stops14h 25mSouthwest
dom. 12/2811:15 amBOI - SJU
2 stops11h 25mSouthwest
Deal found 12/21$800
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 12/2410:15 amSJU - BOI
2 stops14h 16mUnited Airlines
sáb. 1/35:00 amBOI - SJU
1 stop10h 25mUnited Airlines
Deal found 12/21$830
This Alaska Airlines 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 12/246:44 amSJU - BOI
3 stops15h 57mAlaska Airlines
sáb. 1/39:55 amBOI - SJU
2 stops16h 39mAlaska Airlines
Deal found 12/21$3,157
This Alaska Airlines 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 12/226:44 amSJU - BOI
3 stops15h 57mAlaska Airlines
dom. 12/289:50 pmBOI - SJU
2 stops14h 18mAlaska Airlines
Deal found 12/21$4,078

Find flight deals from Caribbean to Oregon

Keep the following information in mind while searching for Caribbean to Oregon flight deals. Data was last updated diciembre 23, 2025.

Round-trip from

$419
(Delta)

One-way from

$161
(Kiwi.com)

Popular in

June

Cheapest in

February

Average price

$521
From Caribbean to Oregon
Search Deals
One-way flight from Caribbean to Oregon
Search Deals
Highest demand for flights based on searches. 9% potential increase in price ($55 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($13 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Caribbean to Oregon 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 23, 2025.
Use the filters below to find and compare flights from Caribbean to Oregon that are best for you.

Fly from

Caribbean

Fly to

Oregon

Route

Depart

Return

Price

San JuanPortland

SJU - PDX

SJUPDX

San Juan Luis Munoz Marin Intl

jue. 1/22

3:55 pm-10:15 pm

1 stop10h 20m

Portland

mar. 1/27

6:50 am-8:58 pm

1 stop10h 08m

$419

San JuanPortland

SJU - PDX

SJUPDX

San Juan Luis Munoz Marin Intl

jue. 1/22

3:46 pm-10:53 pm

1 stop11h 07m

Portland

mar. 1/27

7:00 am-9:00 pm

1 stop10h 00m

$419

San JuanPortland

SJU - PDX

SJUPDX

San Juan Luis Munoz Marin Intl

mar. 2/10

6:00 am-6:51 pm

2 stops16h 51m

Portland

sáb. 2/14

11:59 pm-3:12 pm

1 stop11h 13m

$419

San JuanPortland

SJU - PDX

SJUPDX

San Juan Luis Munoz Marin Intl

jue. 1/22

2:15 pm-10:15 pm

1 stop12h 00m

Portland

lun. 1/26

5:15 pm-1:06 pm

2 stops15h 51m

$419

San JuanPortland

SJU - PDX

SJUPDX

San Juan Luis Munoz Marin Intl

mié. 1/14

8:10 am-6:56 pm

2 stops14h 46m

Portland

dom. 1/18

7:00 am-9:26 pm

1 stop10h 26m

$419

San JuanPortland

SJU - PDX

SJUPDX

San Juan Luis Munoz Marin Intl

jue. 1/15

3:20 pm-12:17 am

2 stops12h 57m

Portland

dom. 1/18

6:50 am-8:58 pm

1 stop10h 08m

$419

San JuanBoise

SJU - BOI

SJUBOI

San Juan Luis Munoz Marin Intl

mié. 1/21

6:00 am-7:25 pm

2 stops16h 25m

Boise Air Term. Gowen Fld

mar. 1/27

7:20 am-10:26 pm

1 stop12h 06m

$431

San JuanBoise

SJU - BOI

SJUBOI

San Juan Luis Munoz Marin Intl

vie. 1/16

4:35 pm-1:16 pm

2 stops47h 41m

Boise Air Term. Gowen Fld

lun. 1/19

5:55 pm-3:26 pm

3 stops42h 31m

$462

San JuanBoise

SJU - BOI

SJUBOI

San Juan Luis Munoz Marin Intl

vie. 1/16

7:07 am-7:25 pm

1 stop15h 18m

Boise Air Term. Gowen Fld

lun. 1/19

5:54 pm-10:48 am

2 stops13h 54m

$478

San JuanBoise

SJU - BOI

SJUBOI

San Juan Luis Munoz Marin Intl

mar. 1/20

4:36 pm-11:12 am

3 stops69h 36m

Boise Air Term. Gowen Fld

sáb. 1/31

6:23 am-4:57 pm

2 stops31h 34m

$480

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/20

Showing 1-10 of 46 results
1
2
3
...
5

Best time to book a flight from Caribbean to Oregon

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

Cheapflights Insights

Everything you need to know about your flight from Caribbean to Oregon

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

Currently, September is the cheapest month in which you can book a flight from Caribbean to Oregon (average of $228). Flying from Caribbean to Oregon in October is currently the most expensive (average of $481). 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 CB to OR?

Find hourly flight availability from Caribbean to Oregon. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated diciembre 23, 2025.

When flying from Caribbean to Oregon, the time of day you fly usually plays a role in the price. Save by searching for a flight in the evening, which can drop the price by up to 28% versus a flight at noon.

Reviews of airlines servicing Oregon

Get insights into the airlines that provide service to Oregon. 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 Oregon. Reviews last updated diciembre 23, 2025.
Peruse reviews from past customers who have flown with Southwest, Delta, and United Airlines from Caribbean to Oregon to help guide your decision. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,253 reviews

Entertainment

7.5

Boarding

8.1

Food

7.0

Comfort

8.0

Crew

8.6

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Southwest
8.0
Very good
4,253 reviews
Southwest
8.0
Very good
4,253 reviews

Entertainment

7.5

Boarding

8.1

Food

7.0

Comfort

8.0

Crew

8.6

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Delta
7.9
Good
8,014 reviews
Southwest
8.0
Very good
4,253 reviews

Entertainment

7.5

Boarding

8.1

Food

7.0

Comfort

8.0

Crew

8.6

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
United Airlines
7.4
Good
9,105 reviews
Southwest
8.0
Very good
4,253 reviews

Entertainment

7.5

Boarding

8.1

Food

7.0

Comfort

8.0

Crew

8.6

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
American Airlines
7.2
Good
11,054 reviews
Southwest
8.0
Very good
4,253 reviews

Entertainment

7.5

Boarding

8.1

Food

7.0

Comfort

8.0

Crew

8.6

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Related info for your journey

Find useful and relevant information for your journey from Caribbean to Oregon. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Caribbean to Oregon?

    Delta, American Airlines, and United Airlines can get you from Caribbean to Oregon in just under 10h 20m. Your travel time can differ by up to 7h 19m. The distance between Caribbean and Oregon is about 3710 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

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

    The cheapest airlines for a one-way flight from Caribbean to Oregon are American Airlines ($180), JetBlue ($180), and United Airlines ($184).

  • Can I find deals for flights from Caribbean to Oregon that include hotel bookings?

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

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

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

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

    Yes. Cheapflights offers flight deals from Caribbean to Oregon 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 Caribbean to Oregon?

    Currently, September is the cheapest month in which you can book a flight from Caribbean to Oregon (average of $228). Flying from Caribbean to Oregon in October is currently the most expensive (average of $481). 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

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Caribbean to Oregon

See prices for flight routes from nearby airports that may be better suited for you.
John F Kennedy Intl to Miami flights
John F Kennedy Intl to Fort Lauderdale flights
Newark to Fort Lauderdale flights
LaGuardia to Fort Lauderdale flights
LaGuardia to Miami flights
Newark to Miami flights
John F Kennedy Intl to Las Vegas flights
Los Angeles to John F Kennedy Intl flights
John F Kennedy Intl to Los Angeles flights
John F Kennedy Intl to Orlando flights
John F Kennedy Intl to West Palm Beach flights
Newark to Las Vegas flights
Dallas/Fort Worth to LaGuardia flights
Dallas/Fort Worth to John F Kennedy Intl flights
Newark to Orlando flights
Newark to West Palm Beach flights
LaGuardia to Dallas/Fort Worth flights
Dallas/Fort Worth to Las Vegas flights
John F Kennedy Intl to Dallas/Fort Worth flights
LaGuardia to Orlando flights
O'Hare Intl to Las Vegas flights
Seattle to Las Vegas flights
O'Hare Intl to John F Kennedy Intl flights
San Francisco to Las Vegas flights
Charles de Gaulle to John F Kennedy Intl flights
Newark to Dallas/Fort Worth flights
Dallas/Fort Worth to Newark flights
O'Hare Intl to Dallas/Fort Worth flights
San Francisco to John F Kennedy Intl flights
Charles de Gaulle to Newark flights
Minneapolis to Sky Harbor Intl flights
Los Angeles to Newark flights
Boston to Fort Lauderdale flights
Seattle to Los Angeles flights
Newark to Los Angeles flights
Newark to Tampa flights
John F Kennedy Intl to San Francisco flights
LaGuardia to Tampa flights
Fort Lauderdale to John F Kennedy Intl flights
Dallas/Fort Worth to Denver flights
Atlanta to John F Kennedy Intl flights
John F Kennedy Intl to Tampa flights
Seattle to Dallas/Fort Worth flights
Boston to Miami flights
Baltimore to Fort Lauderdale flights
Los Angeles to Seattle flights
O'Hare Intl to Sky Harbor Intl flights
Reagan-National to Miami flights
Dulles Intl to Orlando flights
Philadelphia to Fort Lauderdale flights

Top 4 airlines flying from Caribbean to Oregon

Discover the top 4 airlines that operate flights from Caribbean to Oregon. 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 23, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$242Average$512FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$369Average$524FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$406Average$570FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$466Average$565FlexibilityNo cancel feeOn-time63%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.