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Oregon

$160+ 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 5/13. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — PDX
May 6 — May 131
Tue 5/6
Tue 5/13
1 adult, Economy
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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 May 1, 2025.

Round-trip from

$362
(Mytrip)

One-way from

$160
(Trip.com)

Popular in

November

Cheapest in

February

Average price

$507
From Caribbean to Oregon
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One-way flight from Caribbean to Oregon
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Highest demand for flights based on searches. 11% potential increase in price ($65 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($17 potential savings vs. average RT price).
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Average for round-trip flights in May 2025
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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 May 1, 2025.

This Mytrip deal was found by Cheapflights users on 4/30. 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.
Wed 5/211:33 amSJU - PDX
2 stops42h 12mMultiple Airlines
Mon 5/264:35 pmPDX - SJU
3 stops39h 56mMultiple Airlines
Deal found 4/30$362
This Mytrip deal was found by Cheapflights users on 4/30. 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.
Wed 5/211:33 amSJU - PDX
2 stops42h 12mSpirit Airlines
Mon 5/261:37 pmPDX - SJU
2 stops20h 07mSpirit Airlines
Deal found 4/30$369
This Delta deal was found by Cheapflights users on 4/30. 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 5/281:12 pmSJU - PDX
1 stop13h 03mDelta
Sun 6/17:14 amPDX - SJU
1 stop13h 28mDelta
Deal found 4/30$379
This Booking.com deal was found by Cheapflights users on 4/30. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/156:09 amSJU - BOI
2 stops31h 12mSpirit Airlines
Mon 5/1912:16 pmBOI - SJU
2 stops21h 15mSpirit Airlines
Deal found 4/30$427
This Priceline deal was found by Cheapflights users on 4/28. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/1310:15 amMBJ - PDX
2 stops27h 02mSpirit Airlines
Fri 6/2012:12 pmPDX - MBJ
2 stops20h 50mSpirit Airlines
Deal found 4/28$432
This Delta deal was found by Cheapflights users on 4/30. 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 8/24:25 pmSJU - BOI
1 stop9h 34mDelta
Sun 8/1011:40 pmBOI - SJU
1 stop11h 49mDelta
Deal found 4/30$447
This American Airlines deal was found by Cheapflights users on 4/30. 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 5/226:10 amSJU - PDX
1 stop19h 57mAmerican Airlines
Fri 5/309:38 pmPDX - SJU
1 stop19h 55mAmerican Airlines
Deal found 4/30$451
This Priceline deal was found by Cheapflights users on 4/30. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/143:23 pmPUJ - PDX
2 stops22h 54mSpirit Airlines
Sat 6/2112:12 pmPDX - PUJ
2 stops22h 58mSpirit Airlines
Deal found 4/30$465
This United Airlines deal was found by Cheapflights users on 4/30. 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.
Fri 9/191:05 amSJU - PDX
1 stop11h 13mUnited Airlines
Fri 10/310:14 pmPDX - SJU
1 stop12h 31mUnited Airlines
Deal found 4/30$469
This JetBlue deal was found by Cheapflights users on 4/30. 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 6/1712:55 pmSJU - PDX
1 stop12h 20mJetBlue
Tue 6/2411:35 pmPDX - SJU
1 stop13h 14mJetBlue
Deal found 4/30$474
This Delta deal was found by Cheapflights users on 4/29. 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.
Thu 5/81:02 pmMBJ - PDX
1 stop10h 42mDelta
Mon 5/125:00 pmPDX - MBJ
2 stops16h 37mDelta
Deal found 4/29$532
This United Airlines deal was found by Cheapflights users on 4/28. 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 7/312:40 pmMBJ - PDX
2 stops20h 52mUnited Airlines
Wed 8/1311:20 pmPDX - MBJ
1 stop13h 50mUnited Airlines
Deal found 4/28$533

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 May 1, 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

Wed 5/21

1:33 am-4:45 pm

2 stops42h 12m

Portland

Mon 5/26

4:35 pm-11:31 am

3 stops39h 56m

$362

San JuanPortland

SJU - PDX

SJUPDX

San Juan Luis Munoz Marin Intl

Wed 5/21

1:33 am-4:45 pm

2 stops42h 12m

Portland

Mon 5/26

1:37 pm-12:44 pm

2 stops20h 07m

$369

San JuanPortland

SJU - PDX

SJUPDX

San Juan Luis Munoz Marin Intl

Wed 5/28

1:12 pm-11:15 pm

1 stop13h 03m

Portland

Sun 6/1

7:14 am-11:42 pm

1 stop13h 28m

$379

San JuanBoise

SJU - BOI

SJUBOI

San Juan Luis Munoz Marin Intl

Thu 5/15

6:09 am-11:21 am

2 stops31h 12m

Boise Air Term. Gowen Fld

Mon 5/19

12:16 pm-11:31 am

2 stops21h 15m

$427

Montego BayPortland

MBJ - PDX

MBJPDX

Montego Bay Sangster Intl

Fri 6/13

10:15 am-11:17 am

2 stops27h 02m

Portland

Fri 6/20

12:12 pm-11:02 am

2 stops20h 50m

$432

San JuanBoise

SJU - BOI

SJUBOI

San Juan Luis Munoz Marin Intl

Sat 8/2

4:25 pm-11:59 pm

1 stop9h 34m

Boise Air Term. Gowen Fld

Sun 8/10

6:04 pm-1:10 pm

2 stops17h 06m

$447

San JuanPortland

SJU - PDX

SJUPDX

San Juan Luis Munoz Marin Intl

Thu 5/22

6:10 am-11:07 pm

1 stop19h 57m

Portland

Fri 5/30

9:38 pm-8:33 pm

1 stop19h 55m

$451

Punta CanaPortland

PUJ - PDX

PUJPDX

Punta Cana

Sat 6/14

3:23 pm-11:17 am

2 stops22h 54m

Portland

Sat 6/21

12:12 pm-2:10 pm

2 stops22h 58m

$465

San JuanPortland

SJU - PDX

SJUPDX

San Juan Luis Munoz Marin Intl

Fri 9/19

1:05 am-9:18 am

1 stop11h 13m

Portland

Fri 10/3

10:14 pm-1:45 pm

1 stop12h 31m

$469

San JuanPortland

SJU - PDX

SJUPDX

San Juan Luis Munoz Marin Intl

Tue 6/17

12:55 pm-10:15 pm

1 stop12h 20m

Portland

Tue 6/24

11:35 pm-3:49 pm

1 stop13h 14m

$474

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/29

Showing 1-10 of 60 results
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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 $368). 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 May 1, 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 May 1, 2025.
Alaska Airlines
8.0
Very good
9,968 reviews

Overall

8.0

Entertainment

7.1

Comfort

7.9

Boarding

8.2

Crew

8.5

Food

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Alaska Airlines
8.0
Very good
9,968 reviews
Alaska Airlines
8.0
Very good
9,968 reviews

Overall

8.0

Entertainment

7.1

Comfort

7.9

Boarding

8.2

Crew

8.5

Food

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Southwest
8.0
Very good
4,294 reviews
Alaska Airlines
8.0
Very good
9,968 reviews

Overall

8.0

Entertainment

7.1

Comfort

7.9

Boarding

8.2

Crew

8.5

Food

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Delta
8.0
Very good
7,934 reviews
Alaska Airlines
8.0
Very good
9,968 reviews

Overall

8.0

Entertainment

7.1

Comfort

7.9

Boarding

8.2

Crew

8.5

Food

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
LATAM Airlines
7.5
Good
1,767 reviews
Alaska Airlines
8.0
Very good
9,968 reviews

Overall

8.0

Entertainment

7.1

Comfort

7.9

Boarding

8.2

Crew

8.5

Food

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
United Airlines
7.4
Good
8,696 reviews
Alaska Airlines
8.0
Very good
9,968 reviews

Overall

8.0

Entertainment

7.1

Comfort

7.9

Boarding

8.2

Crew

8.5

Food

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.

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 Frontier ($160), American Airlines ($190), and Delta ($227).

  • 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 $368). 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 Caribbean to Oregon

See prices for flight routes from nearby airports that may be better suited for you.
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Top 5 airlines flying from Caribbean to Oregon

Discover the top 5 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 May 1, 2025.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$288Average$487FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$312Average$585FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$342Average$610FlexibilityNo cancel feeOn-time71%
DeltaCheapest$354Average$587FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$424Average$570FlexibilityNo cancel feeOn-time63%

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