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$114+ Cheap flights from Caribbean Islands 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 4/29. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — PDX
פב​​​​​​​' 27 — מרץ 61
ה' 2/27
ה' 3/6
1 adult, Economy
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Cheap flight deals from Caribbean Islands to Oregon

Keep the following information in mind while searching for Caribbean Islands to Oregon flight deals. Data was last updated פברואר 22, 2025.

Round-trip from

$332
(Mytrip)

One-way from

$114
(FlightHub)
From Caribbean Islands to Oregon
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One-way flight from Caribbean Islands to Oregon
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Find flight deals from Caribbean Islands to Oregon

Cheapest flights from Caribbean Islands to Oregon
Explore the most affordable flight options available from Caribbean Islands to Oregon. Find the lowest fares from popular airlines and budget airlines, with prices last updated on פברואר 22, 2025.

This Mytrip deal was found by Cheapflights users on 2/22. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ג' 4/1512:32 amSJU - PDX
2 stops34h 50mSpirit Airlines
ג' 4/229:27 amPDX - SJU
2 stops35h 00mSpirit Airlines
Deal found 2/22$332
This American Airlines deal was found by Cheapflights users on 2/22. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ד' 4/166:21 amSJU - PDX
1 stop20h 07mAmerican Airlines
ג' 4/2211:59 pmPDX - SJU
2 stops14h 15mAmerican Airlines
Deal found 2/22$369
This eDestinos deal was found by Cheapflights users on 2/21. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ש' 4/264:05 pmSJU - PDX
1 stop28h 19mMultiple Airlines
ש' 5/36:20 amPDX - SJU
3 stops65h 31mMultiple Airlines
Deal found 2/21$454
This United Airlines deal was found by Cheapflights users on 2/21. 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.
ו' 9/191:05 amSJU - PDX
2 stops13h 30mUnited Airlines
ו' 10/310:56 pmPDX - SJU
1 stop11h 49mUnited Airlines
Deal found 2/21$459
This Delta deal was found by Cheapflights users on 2/21. 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.
ש' 4/266:35 amSJU - PDX
2 stops18h 43mDelta
ו' 5/212:50 amPDX - SJU
2 stops16h 33mDelta
Deal found 2/21$465
This Southwest deal was found by Cheapflights users on 2/20. 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.
ה' 5/16:05 amSJU - PDX
2 stops15h 30mSouthwest
ה' 5/86:50 pmPDX - SJU
2 stops12h 00mSouthwest
Deal found 2/20$495
This Mytrip deal was found by Cheapflights users on 2/21. 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.
ו' 3/72:36 pmKIN - PDX
2 stops31h 01mSpirit Airlines
ו' 3/147:32 pmPDX - KIN
3 stops38h 56mSpirit Airlines
Deal found 2/21$555
This Kiwi.com deal was found by Cheapflights users on 2/20. 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.
ג' 4/111:30 amGCM - PDX
2 stops27h 26mMultiple Airlines
ג' 4/1510:06 amPDX - GCM
1 stop28h 04mMultiple Airlines
Deal found 2/20$567
This Kiwi.com deal was found by Cheapflights users on 2/21. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ו' 3/72:36 pmKIN - PDX
1 stop23h 51mMultiple Airlines
ו' 3/149:39 pmPDX - KIN
1 stop12h 49mMultiple Airlines
Deal found 2/21$608
This Delta deal was found by Cheapflights users on 2/21. 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.
ו' 3/79:00 amKIN - PDX
1 stop12h 08mDelta
ו' 3/147:05 pmPDX - KIN
2 stops17h 18mDelta
Deal found 2/21$629
This Southwest deal was found by Cheapflights users on 2/20. 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.
ג' 4/112:45 pmGCM - PDX
2 stops12h 45mSouthwest
ג' 4/156:35 pmPDX - GCM
2 stops15h 15mSouthwest
Deal found 2/20$640
This American Airlines deal was found by Cheapflights users on 2/21. 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.
ד' 5/216:10 amSJU - BOI
2 stops17h 49mAmerican Airlines
ב' 5/261:32 pmBOI - SJU
1 stop13h 40mAmerican Airlines
Deal found 2/21$648

Find flights from Caribbean Islands to Oregon within your budget

Customize your flight search to find flights from Caribbean Islands 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 פברואר 22, 2025.

Fly from

Caribbean Islands

Fly to

Oregon

Route

Depart

Return

Price

San JuanPortland

SJU - PDX

SJUPDX

San Juan Luis Munoz Marin Intl

ג' 4/15

12:32 am-8:22 am

2 stops34h 50m

Portland

ג' 4/22

9:27 am-11:27 pm

2 stops35h 00m

$332

San JuanPortland

SJU - PDX

SJUPDX

San Juan Luis Munoz Marin Intl

ד' 4/16

6:21 am-11:28 pm

1 stop20h 07m

Portland

ג' 4/22

11:59 pm-5:14 pm

2 stops14h 15m

$369

San JuanPortland

SJU - PDX

SJUPDX

San Juan Luis Munoz Marin Intl

ש' 4/26

4:05 pm-5:24 pm

1 stop28h 19m

Portland

ש' 5/3

6:20 am-2:51 am

3 stops65h 31m

$454

San JuanPortland

SJU - PDX

SJUPDX

San Juan Luis Munoz Marin Intl

ש' 4/26

6:35 am-10:18 pm

2 stops18h 43m

Portland

ו' 5/2

12:50 am-8:23 pm

2 stops16h 33m

$465

San JuanPortland

SJU - PDX

SJUPDX

San Juan Luis Munoz Marin Intl

ה' 5/1

6:05 am-6:35 pm

2 stops15h 30m

Portland

ה' 5/8

6:50 pm-9:50 am

2 stops12h 00m

$495

San JuanPortland

SJU - PDX

SJUPDX

San Juan Luis Munoz Marin Intl

ד' 5/28

1:25 pm-9:49 pm

1 stop11h 24m

Portland

א' 6/1

6:43 pm-11:57 am

2 stops14h 14m

$507

KingstonPortland

KIN - PDX

KINPDX

Kingston Norman Manley

ו' 3/7

2:36 pm-6:37 pm

2 stops31h 01m

Portland

ו' 3/14

7:32 pm-12:28 pm

3 stops38h 56m

$555

George TownPortland

GCM - PDX

GCMPDX

George Town Owen Roberts Intl

ג' 4/1

11:30 am-12:56 pm

2 stops27h 26m

Portland

ג' 4/15

10:06 am-4:10 pm

1 stop28h 04m

$567

KingstonPortland

KIN - PDX

KINPDX

Kingston Norman Manley

ו' 3/7

2:36 pm-11:27 am

1 stop23h 51m

Portland

ו' 3/14

9:39 pm-12:28 pm

1 stop12h 49m

$608

KingstonPortland

KIN - PDX

KINPDX

Kingston Norman Manley

ו' 3/7

9:00 am-11:58 pm

2 stops17h 58m

Portland

ו' 3/14

7:05 pm-2:23 pm

2 stops17h 18m

$629

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/21

Showing 1-10 of 50 results
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Best time to book a flight from Caribbean Islands to Oregon

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

Get recent, data-driven insights about flights from Caribbean Islands to Oregon including ideal travel times, pricing trends, and more.

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

Currently, November is the cheapest month in which you can book a flight from Caribbean Islands to Oregon (average of $277). Flying from Caribbean Islands to Oregon in March is currently the most expensive (average of $376). 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 EPX to OR?

Find hourly flight availability from Caribbean Islands 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 פברואר 22, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Caribbean Islands to Oregon as you normally would.

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 פברואר 22, 2025.
Peruse reviews from past customers who have flown with Southwest, Alaska Airlines and Delta from Caribbean Islands to Oregon to help guide your decision. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
4,396 reviews

Comfort

8.1

Entertainment

7.6

Food

7.1

Crew

8.7

Overall

8.1

Boarding

8.2

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Southwest
8.1
Very good
4,396 reviews
Southwest
8.1
Very good
4,396 reviews

Comfort

8.1

Entertainment

7.6

Food

7.1

Crew

8.7

Overall

8.1

Boarding

8.2

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Alaska Airlines
8.0
Very good
9,702 reviews
Southwest
8.1
Very good
4,396 reviews

Comfort

8.1

Entertainment

7.6

Food

7.1

Crew

8.7

Overall

8.1

Boarding

8.2

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Delta
8.0
Very good
8,203 reviews
Southwest
8.1
Very good
4,396 reviews

Comfort

8.1

Entertainment

7.6

Food

7.1

Crew

8.7

Overall

8.1

Boarding

8.2

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

JetBlue
7.4
Good
3,068 reviews
Southwest
8.1
Very good
4,396 reviews

Comfort

8.1

Entertainment

7.6

Food

7.1

Crew

8.7

Overall

8.1

Boarding

8.2

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

United Airlines
7.4
Good
8,754 reviews
Southwest
8.1
Very good
4,396 reviews

Comfort

8.1

Entertainment

7.6

Food

7.1

Crew

8.7

Overall

8.1

Boarding

8.2

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Related info for your journey

Find useful and relevant information for your journey from Caribbean Islands 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 Islands to Oregon one-way?

    The cheapest airlines for a one-way flight from Caribbean Islands to Oregon are Spirit Airlines ($114), Delta ($203), and American Airlines ($233).

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

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

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

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

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

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

    Currently, November is the cheapest month in which you can book a flight from Caribbean Islands to Oregon (average of $277). Flying from Caribbean Islands to Oregon in March is currently the most expensive (average of $376). 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 Islands 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 Islands to Oregon

Discover the top 5 airlines that operate flights from Caribbean Islands 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 פברואר 22, 2025.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$288Average$517FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$308Average$597FlexibilityNo cancel feeOn-time69%
Spirit AirlinesCheapest$310Average$385FlexibilityNo cancel feeOn-time65%
American AirlinesCheapest$342Average$562FlexibilityNo cancel feeOn-time71%
DeltaCheapest$354Average$431FlexibilityNo cancel feeOn-timeN/A
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