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$132+ 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 4/29. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — PDX
feb. 26 — mar. 51
mié. 2/26
mié. 3/5
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 febrero 21, 2025.

Round-trip from

$310
(Mytrip)

One-way from

$132
(FlightHub)

Popular in

November

Cheapest in

February

Average price

$386
From Caribbean to Oregon
Search Deals
One-way flight from Caribbean to Oregon
Search Deals
Highest demand for flights based on searches. 10% potential increase in price ($59 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 February 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 febrero 21, 2025.

This Trip.com deal was found by Cheapflights users on 2/19. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 3/66:45 amSJU - PDX
2 stops29h 55mFrontier
lun. 3/109:18 pmPDX - SJU
2 stops43h 58mFrontier
Deal found 2/19$191
This Mytrip deal was found by Cheapflights users on 2/19. 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.
jue. 3/66:00 amSJU - PDX
2 stops35h 38mSpirit Airlines
lun. 3/102:33 pmPDX - SJU
3 stops39h 59mSpirit Airlines
Deal found 2/19$293
This Mytrip deal was found by Cheapflights users on 2/19. 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.
mié. 3/54:38 amSJU - BOI
3 stops34h 54mSpirit Airlines
lun. 3/101:31 pmBOI - SJU
2 stops27h 27mSpirit Airlines
Deal found 2/19$340
This American Airlines deal was found by Cheapflights users on 2/18. 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. 5/111:45 amSJU - PDX
1 stop11h 50mAmerican Airlines
lun. 5/511:59 pmPDX - SJU
2 stops11h 41mAmerican Airlines
Deal found 2/18$369
This Priceline deal was found by Cheapflights users on 2/19. 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.
mié. 4/94:30 pmSDQ - PDX
2 stops18h 52mSpirit Airlines
mar. 4/152:33 pmPDX - SDQ
2 stops22h 02mSpirit Airlines
Deal found 2/19$424
This United Airlines deal was found by Cheapflights users on 2/19. 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.
vie. 4/181:40 pmSJU - PDX
2 stops13h 50mUnited Airlines
dom. 4/2711:59 pmPDX - SJU
1 stop11h 45mUnited Airlines
Deal found 2/19$443
This eDestinos deal was found by Cheapflights users on 2/19. 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.
sáb. 4/264:05 pmSJU - PDX
1 stop28h 19mMultiple Airlines
sáb. 5/36:20 amPDX - SJU
3 stops41h 31mMultiple Airlines
Deal found 2/19$450
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 9/512:43 pmSJU - PDX
1 stop13h 44mDelta
vie. 9/1210:55 pmPDX - SJU
1 stop11h 15mDelta
Deal found 2/20$465
This Mytrip deal was found by Cheapflights users on 2/19. 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.
mié. 4/94:30 pmSDQ - PDX
2 stops18h 52mMultiple Airlines
lun. 4/149:27 amPDX - SDQ
3 stops33h 18mMultiple Airlines
Deal found 2/19$495
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 4/61:36 pmKIN - PDX
2 stops22h 44mMultiple Airlines
dom. 4/1311:59 pmPDX - KIN
2 stops18h 36mMultiple Airlines
Deal found 2/20$551
This Delta deal was found by Cheapflights users on 2/19. 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.
jue. 3/64:10 pmSJU - BOI
1 stop10h 48mDelta
lun. 3/108:15 pmBOI - SJU
2 stops13h 48mDelta
Deal found 2/19$585
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.
dom. 4/611:25 amGCM - PDX
2 stops27h 00mMultiple Airlines
dom. 4/1310:06 amPDX - GCM
1 stop28h 04mMultiple Airlines
Deal found 2/20$598

Find flights from Caribbean to Oregon within your budget

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 febrero 21, 2025.

Fly from

Caribbean

Fly to

Oregon

Route

Depart

Return

Price

San JuanPortland

SJU - PDX

SJUPDX

San Juan Luis Munoz Marin Intl

jue. 3/6

6:45 am-8:40 am

2 stops29h 55m

Portland

lun. 3/10

9:18 pm-8:16 pm

2 stops43h 58m

$191

San JuanPortland

SJU - PDX

SJUPDX

San Juan Luis Munoz Marin Intl

jue. 3/6

6:00 am-1:38 pm

2 stops35h 38m

Portland

lun. 3/10

2:33 pm-9:32 am

3 stops39h 59m

$293

San JuanBoise

SJU - BOI

SJUBOI

San Juan Luis Munoz Marin Intl

mié. 3/5

4:38 am-12:32 pm

3 stops34h 54m

Boise Air Term. Gowen Fld

lun. 3/10

1:31 pm-6:58 pm

2 stops27h 27m

$340

San JuanPortland

SJU - PDX

SJUPDX

San Juan Luis Munoz Marin Intl

jue. 5/1

11:45 am-8:35 pm

1 stop11h 50m

Portland

lun. 5/5

11:59 pm-2:40 pm

2 stops11h 41m

$369

Santo DomingoPortland

SDQ - PDX

SDQPDX

Santo Domingo Las Americas

mié. 4/9

4:30 pm-8:22 am

2 stops18h 52m

Portland

mar. 4/15

2:33 pm-3:35 pm

2 stops22h 02m

$424

San JuanPortland

SJU - PDX

SJUPDX

San Juan Luis Munoz Marin Intl

vie. 4/18

1:40 pm-12:30 am

2 stops13h 50m

Portland

dom. 4/27

11:59 pm-2:44 pm

1 stop11h 45m

$443

San JuanPortland

SJU - PDX

SJUPDX

San Juan Luis Munoz Marin Intl

sáb. 4/26

4:05 pm-5:24 pm

1 stop28h 19m

Portland

sáb. 5/3

6:20 am-2:51 am

3 stops41h 31m

$450

San JuanPortland

SJU - PDX

SJUPDX

San Juan Luis Munoz Marin Intl

sáb. 4/26

6:35 am-10:18 pm

2 stops18h 43m

Portland

vie. 5/2

12:50 am-2:02 pm

1 stop10h 12m

$465

Santo DomingoPortland

SDQ - PDX

SDQPDX

Santo Domingo Las Americas

mié. 4/9

4:30 pm-8:22 am

2 stops18h 52m

Portland

lun. 4/14

9:27 am-9:45 pm

3 stops33h 18m

$495

KingstonPortland

KIN - PDX

KINPDX

Kingston Norman Manley

dom. 4/6

1:36 pm-10:20 am

2 stops22h 44m

Portland

dom. 4/13

11:59 pm-8:35 pm

2 stops18h 36m

$551

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/20

Showing 1-10 of 48 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.

Travel insights for flights from Caribbean to Oregon

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

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 $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 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 febrero 21, 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 febrero 21, 2025.
Southwest
8.1
Very good
4,401 reviews

Overall

8.1

Boarding

8.2

Entertainment

7.6

Comfort

8.1

Crew

8.7

Food

7.1

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
4,401 reviews
Southwest
8.1
Very good
4,401 reviews

Overall

8.1

Boarding

8.2

Entertainment

7.6

Comfort

8.1

Crew

8.7

Food

7.1

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
9,697 reviews
Southwest
8.1
Very good
4,401 reviews

Overall

8.1

Boarding

8.2

Entertainment

7.6

Comfort

8.1

Crew

8.7

Food

7.1

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
8,213 reviews
Southwest
8.1
Very good
4,401 reviews

Overall

8.1

Boarding

8.2

Entertainment

7.6

Comfort

8.1

Crew

8.7

Food

7.1

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
3,069 reviews
Southwest
8.1
Very good
4,401 reviews

Overall

8.1

Boarding

8.2

Entertainment

7.6

Comfort

8.1

Crew

8.7

Food

7.1

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
8,759 reviews
Southwest
8.1
Very good
4,401 reviews

Overall

8.1

Boarding

8.2

Entertainment

7.6

Comfort

8.1

Crew

8.7

Food

7.1

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 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 Spirit Airlines ($132), American Airlines ($185), and Alaska Airlines ($244).

  • 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 $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 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 febrero 21, 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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