HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Oregon

$203+ 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 5/7. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — PDX
Apr 22 — Apr 291
Tue 4/22
Tue 4/29
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

Keep the following information in mind while searching for Caribbean to Oregon flight deals. Data was last updated April 17, 2025.

Round-trip from

$349
(Mytrip)

One-way from

$203
(American Airlines)

Popular in

November

Cheapest in

February

Average price

$523
From Caribbean to Oregon
Search Deals
One-way flight from Caribbean to Oregon
Search Deals
Highest demand for flights based on searches. 11% potential increase in price ($66 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($18 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in April 2025
Search Deals

Find 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 April 17, 2025.

This Mytrip deal was found by Cheapflights users on 4/17. 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 5/912:36 pmSJU - PDX
2 stops27h 06mSpirit Airlines
Mon 5/195:40 pmPDX - SJU
2 stops14h 51mSpirit Airlines
Deal found 4/17$349
This Delta deal was found by Cheapflights users on 4/17. 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 5/91:12 pmSJU - PDX
1 stop13h 03mDelta
Mon 5/195:35 amPDX - SJU
2 stops15h 07mDelta
Deal found 4/17$369
This United Airlines deal was found by Cheapflights users on 4/17. 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.
Thu 5/81:05 amSJU - PDX
2 stops15h 07mUnited Airlines
Mon 5/1910:47 pmPDX - SJU
1 stop10h 10mUnited Airlines
Deal found 4/17$443
This Mytrip deal was found by Cheapflights users on 4/17. 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.
Mon 6/91:33 amSJU - PDX
2 stops42h 12mMultiple Airlines
Mon 6/164:35 pmPDX - SJU
2 stops23h 44mMultiple Airlines
Deal found 4/17$453
This American Airlines deal was found by Cheapflights users on 4/15. 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 10/18:30 amSJU - BOI
2 stops14h 44mAmerican Airlines
Fri 10/315:16 pmBOI - SJU
2 stops15h 34mAmerican Airlines
Deal found 4/15$495
This JetBlue deal was found by Cheapflights users on 4/17. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/1712:35 pmSJU - PDX
1 stop12h 35mJetBlue
Tue 6/2411:35 pmPDX - SJU
1 stop14h 05mJetBlue
Deal found 4/17$499
This Southwest deal was found by Cheapflights users on 4/17. 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 5/1112:55 pmSJU - PDX
2 stops14h 10mSouthwest
Mon 5/196:50 pmPDX - SJU
2 stops12h 30mSouthwest
Deal found 4/17$504
This Delta deal was found by Cheapflights users on 4/16. 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 5/1711:31 amMBJ - PDX
2 stops13h 10mDelta
Sat 5/245:40 pmPDX - MBJ
2 stops16h 06mDelta
Deal found 4/16$526
This United Airlines deal was found by Cheapflights users on 4/16. 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 5/1712:52 pmMBJ - PDX
2 stops13h 39mUnited Airlines
Sat 5/2410:59 pmPDX - MBJ
1 stop11h 50mUnited Airlines
Deal found 4/16$539
This American Airlines deal was found by Cheapflights users on 4/17. 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 4/2410:45 amMBJ - PDX
1 stop9h 58mAmerican Airlines
Sun 4/2710:00 pmPDX - MBJ
1 stop9h 10mAmerican Airlines
Deal found 4/17$541
This American Airlines deal was found by Cheapflights users on 4/17. 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 7/223:08 pmSJU - PDX
1 stop21h 27mAmerican Airlines
Tue 7/2911:54 pmPDX - SJU
2 stops12h 00mAmerican Airlines
Deal found 4/17$560
This Mytrip deal was found by Cheapflights users on 4/16. 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.
Sat 5/1712:07 pmMBJ - PDX
3 stops26h 35mSpirit Airlines
Sat 5/245:40 pmPDX - MBJ
2 stops15h 22mSpirit Airlines
Deal found 4/16$563

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 April 17, 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

Fri 5/9

12:36 pm-12:42 pm

2 stops27h 06m

Portland

Mon 5/19

5:40 pm-11:31 am

2 stops14h 51m

$349

San JuanPortland

SJU - PDX

SJUPDX

San Juan Luis Munoz Marin Intl

Fri 5/9

1:12 pm-11:15 pm

1 stop13h 03m

Portland

Mon 5/19

5:35 am-11:42 pm

2 stops15h 07m

$369

San JuanPortland

SJU - PDX

SJUPDX

San Juan Luis Munoz Marin Intl

Thu 5/8

1:05 am-1:12 pm

2 stops15h 07m

Portland

Mon 5/19

10:47 pm-11:57 am

1 stop10h 10m

$443

San JuanPortland

SJU - PDX

SJUPDX

San Juan Luis Munoz Marin Intl

Mon 6/9

1:33 am-4:45 pm

2 stops42h 12m

Portland

Mon 6/16

4:35 pm-7:19 pm

2 stops23h 44m

$453

San JuanPortland

SJU - PDX

SJUPDX

San Juan Luis Munoz Marin Intl

Tue 6/17

12:35 pm-10:10 pm

1 stop12h 35m

Portland

Tue 6/24

11:35 pm-4:40 pm

1 stop14h 05m

$499

San JuanPortland

SJU - PDX

SJUPDX

San Juan Luis Munoz Marin Intl

Sun 5/11

12:55 pm-12:05 am

2 stops14h 10m

Portland

Mon 5/19

6:50 pm-10:20 am

2 stops12h 30m

$504

Montego BayPortland

MBJ - PDX

MBJPDX

Montego Bay Sangster Intl

Sat 5/17

11:31 am-10:41 pm

2 stops13h 10m

Portland

Sat 5/24

5:40 pm-11:46 am

2 stops16h 06m

$526

Montego BayPortland

MBJ - PDX

MBJPDX

Montego Bay Sangster Intl

Sat 5/17

12:52 pm-9:46 am

1 stop22h 54m

Portland

Sat 5/24

1:29 pm-12:49 pm

2 stops21h 20m

$532

San JuanPortland

SJU - PDX

SJUPDX

San Juan Luis Munoz Marin Intl

Tue 7/22

3:08 pm-9:35 am

1 stop21h 27m

Portland

Tue 7/29

11:54 pm-2:54 pm

2 stops12h 00m

$560

Montego BayPortland

MBJ - PDX

MBJPDX

Montego Bay Sangster Intl

Sat 5/17

12:07 pm-12:42 pm

3 stops26h 35m

Portland

Sat 5/24

5:40 pm-11:02 am

2 stops15h 22m

$563

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/15

Showing 1-10 of 56 results
1
2
3
...
6

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, November is the cheapest month in which you can book a flight from Caribbean to Oregon (average of $277). Flying from Caribbean to Oregon in March is currently the most expensive (average of $369). 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 April 17, 2025.

When flying from Caribbean to Oregon, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Rainfall in Oregon by month

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

In terms of precipitation, rainfall in Oregon ranges from 0.7 - 5.6 inches per month. November is typically the wettest month, when rainfall can reach 5.6 in. July is typically the driest time to visit Oregon when rainfall is around 0.7 in.

Temperature in Oregon by month

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

If weather is an important factor for your trip to Oregon, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 69.8 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 41.0 F).

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 April 17, 2025.
Alaska Airlines
8.0
Very good
9,887 reviews

Boarding

8.1

Comfort

7.9

Overall

8.0

Food

7.1

Crew

8.5

Entertainment

7.1

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
Alaska Airlines
8.0
Very good
9,887 reviews
Alaska Airlines
8.0
Very good
9,887 reviews

Boarding

8.1

Comfort

7.9

Overall

8.0

Food

7.1

Crew

8.5

Entertainment

7.1

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
Southwest
8.0
Very good
4,280 reviews
Alaska Airlines
8.0
Very good
9,887 reviews

Boarding

8.1

Comfort

7.9

Overall

8.0

Food

7.1

Crew

8.5

Entertainment

7.1

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
Delta
8.0
Very good
7,916 reviews
Alaska Airlines
8.0
Very good
9,887 reviews

Boarding

8.1

Comfort

7.9

Overall

8.0

Food

7.1

Crew

8.5

Entertainment

7.1

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
LATAM Airlines
7.5
Good
1,761 reviews
Alaska Airlines
8.0
Very good
9,887 reviews

Boarding

8.1

Comfort

7.9

Overall

8.0

Food

7.1

Crew

8.5

Entertainment

7.1

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
United Airlines
7.4
Good
8,667 reviews
Alaska Airlines
8.0
Very good
9,887 reviews

Boarding

8.1

Comfort

7.9

Overall

8.0

Food

7.1

Crew

8.5

Entertainment

7.1

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >

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.

  • 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 ($203), Delta ($208), and Spirit Airlines ($232).

  • 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, November is the cheapest month in which you can book a flight from Caribbean to Oregon (average of $277). Flying from Caribbean to Oregon in March is currently the most expensive (average of $369). 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.
Newark to Fort Lauderdale flights
Newark to Orlando flights
LaGuardia to Fort Lauderdale flights
John F Kennedy Intl to Miami flights
LaGuardia to Miami flights
San Francisco to John F Kennedy Intl flights
Los Angeles to John F Kennedy Intl flights
John F Kennedy Intl to Fort Lauderdale flights
Newark to Miami flights
John F Kennedy Intl to Los Angeles flights
Los Angeles to Newark flights
Dallas/Fort Worth to Seattle flights
Dallas/Fort Worth to John F Kennedy Intl flights
John F Kennedy Intl to Dallas/Fort Worth flights
Newark to Los Angeles flights
John F Kennedy Intl to Las Vegas flights
John F Kennedy Intl to San Francisco flights
Dallas/Fort Worth to O'Hare Intl flights
LaGuardia to O'Hare Intl flights
Dallas/Fort Worth to LaGuardia flights
Newark to Las Vegas flights
John F Kennedy Intl to O'Hare Intl flights
O'Hare Intl to Las Vegas flights
O'Hare Intl to Dallas/Fort Worth flights
Los Angeles to Honolulu flights
John F Kennedy Intl to Orlando flights
O'Hare Intl to LaGuardia flights
Newark to Seattle flights
Los Angeles to Boston flights
LaGuardia to Dallas/Fort Worth flights
LaGuardia to Orlando flights
John F Kennedy Intl to Seattle flights
LaGuardia to Atlanta flights
Seattle to Los Angeles flights
Los Angeles to Seattle flights
Fort Lauderdale to Newark flights
San Francisco to Newark flights
Newark to Dallas/Fort Worth flights
O'Hare Intl to John F Kennedy Intl flights
John F Kennedy Intl to West Palm Beach flights
Newark to O'Hare Intl flights
Seattle to Newark flights
Dallas/Fort Worth to Las Vegas flights
Los Angeles to LaGuardia flights
Charles de Gaulle to John F Kennedy Intl flights
LaGuardia to Los Angeles flights
Hobby to Las Vegas flights
Dallas/Fort Worth to Denver flights
Dallas/Fort Worth to Newark flights
San Jose to Los Angeles flights

Top 6 airlines flying from Caribbean to Oregon

Discover the top 6 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 April 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$288Average$487FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$310Average$385FlexibilityNo cancel feeOn-time65%
United AirlinesCheapest$312Average$593FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$342Average$602FlexibilityNo cancel feeOn-time71%
DeltaCheapest$354Average$591FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$424Average$570FlexibilityNo 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.