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$203+ 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 4/25. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — PDX
Apr 9 — Apr 161
Wed 4/9
Wed 4/16
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 April 4, 2025.

Round-trip from

$365
(Mytrip)

One-way from

$203
(Delta)
From Caribbean Islands to Oregon
Search Deals
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 April 4, 2025.

This Mytrip deal was found by Cheapflights users on 4/3. 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.
Thu 5/112:54 amSJU - PDX
2 stops39h 43mSpirit Airlines
Tue 5/67:01 pmPDX - SJU
3 stops24h 37mSpirit Airlines
Deal found 4/3$365
This American Airlines deal was found by Cheapflights users on 4/3. 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.
Fri 5/26:05 amSJU - PDX
1 stop19h 42mAmerican Airlines
Tue 5/611:39 amPDX - SJU
1 stop14h 33mAmerican Airlines
Deal found 4/3$369
This Delta deal was found by Cheapflights users on 4/3. 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 6/15:40 pmPDX - SJU
2 stops16h 05mDelta
Deal found 4/3$406
This United Airlines deal was found by Cheapflights users on 4/3. 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.
Tue 5/61:05 amSJU - PDX
2 stops16h 49mUnited Airlines
Mon 5/1211:59 pmPDX - SJU
1 stop11h 45mUnited Airlines
Deal found 4/3$459
This Mytrip deal was found by Cheapflights users on 4/3. 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 stops38h 09mMultiple Airlines
Mon 5/269:11 amPDX - SJU
2 stops26h 49mMultiple Airlines
Deal found 4/3$502
This Mytrip deal was found by Cheapflights users on 4/4. 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 5/1912:07 pmMBJ - PDX
2 stops30h 38mSpirit Airlines
Mon 5/265:40 pmPDX - MBJ
3 stops39h 22mSpirit Airlines
Deal found 4/4$614
This Mytrip deal was found by Cheapflights users on 4/4. 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 5/1912:07 pmMBJ - PDX
2 stops26h 35mMultiple Airlines
Mon 5/268:08 amPDX - MBJ
2 stops24h 54mMultiple Airlines
Deal found 4/4$617
This American Airlines deal was found by Cheapflights users on 4/4. 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.
Mon 5/192:41 pmMBJ - PDX
1 stop10h 26mAmerican Airlines
Mon 5/2611:49 pmPDX - MBJ
1 stop11h 11mAmerican Airlines
Deal found 4/4$631
This deal was found by Cheapflights users on 4/4. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/12:35 pmSDQ - PDX
1 stop11h 53mAmerican Airlines
Mon 5/1210:24 pmPDX - SDQ
1 stop9h 51mAmerican Airlines
Deal found 4/4$693
This American Airlines deal was found by Cheapflights users on 4/3. 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 6/1012:59 amSJU - BOI
2 stops15h 45mAmerican Airlines
Wed 6/1811:46 amBOI - SJU
1 stop15h 20mAmerican Airlines
Deal found 4/3$695
This United Airlines deal was found by Cheapflights users on 4/3. 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 7/31:10 pmSDQ - PDX
2 stops21h 32mUnited Airlines
Mon 7/1410:21 pmPDX - SDQ
1 stop10h 34mUnited Airlines
Deal found 4/3$698
This Mytrip deal was found by Cheapflights users on 4/3. 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.
Thu 7/33:35 pmSDQ - PDX
2 stops23h 12mMultiple Airlines
Mon 7/144:37 pmPDX - SDQ
2 stops30h 04mMultiple Airlines
Deal found 4/3$716

Cheapflights Fare Finder

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 April 4, 2025.
Use the filters below to find and compare flights from Caribbean Islands to Oregon that are best for you.

Fly from

Caribbean Islands

Fly to

Oregon

Route

Depart

Return

Price

San JuanPortland

SJU - PDX

SJUPDX

San Juan Luis Munoz Marin Intl

Thu 5/1

12:54 am-1:37 pm

2 stops39h 43m

Portland

Tue 5/6

7:01 pm-10:38 pm

3 stops24h 37m

$365

San JuanPortland

SJU - PDX

SJUPDX

San Juan Luis Munoz Marin Intl

Fri 5/2

6:05 am-10:47 pm

1 stop19h 42m

Portland

Tue 5/6

11:39 am-5:12 am

1 stop14h 33m

$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

5:40 pm-12:45 pm

2 stops16h 05m

$406

San JuanPortland

SJU - PDX

SJUPDX

San Juan Luis Munoz Marin Intl

Tue 5/6

1:05 am-12:39 pm

2 stops14h 34m

Portland

Mon 5/12

6:30 pm-2:44 pm

2 stops17h 14m

$459

San JuanPortland

SJU - PDX

SJUPDX

San Juan Luis Munoz Marin Intl

Wed 5/21

1:33 am-12:42 pm

2 stops38h 09m

Portland

Mon 5/26

9:11 am-3:00 pm

2 stops26h 49m

$502

Montego BayPortland

MBJ - PDX

MBJPDX

Montego Bay Sangster Intl

Mon 5/19

12:07 pm-4:45 pm

2 stops30h 38m

Portland

Mon 5/26

5:40 pm-11:02 am

3 stops39h 22m

$614

Montego BayPortland

MBJ - PDX

MBJPDX

Montego Bay Sangster Intl

Mon 5/19

12:07 pm-12:42 pm

2 stops26h 35m

Portland

Mon 5/26

8:08 am-11:02 am

2 stops24h 54m

$617

Montego BayPortland

MBJ - PDX

MBJPDX

Montego Bay Sangster Intl

Mon 5/19

2:41 pm-11:07 pm

1 stop10h 26m

Portland

Mon 5/26

11:49 pm-1:00 pm

1 stop11h 11m

$631

Santo DomingoPortland

SDQ - PDX

SDQPDX

Santo Domingo Las Americas

Thu 5/1

2:35 pm-11:28 pm

1 stop11h 53m

Portland

Mon 5/12

10:24 pm-11:15 am

1 stop9h 51m

$693

San JuanBoise

SJU - BOI

SJUBOI

San Juan Luis Munoz Marin Intl

Tue 6/10

12:59 am-2:44 pm

2 stops15h 45m

Boise Air Term. Gowen Fld

Wed 6/18

11:46 am-5:06 am

1 stop15h 20m

$695

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/4

Showing 1-10 of 46 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.

Cheapflights Insights

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

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 $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 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 April 4, 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 April 4, 2025.
Peruse reviews from past customers who have flown with Alaska Airlines, Southwest 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.
Alaska Airlines
8.0
Very good
9,836 reviews

Boarding

8.2

Entertainment

7.1

Comfort

7.9

Food

7.1

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
Alaska Airlines
8.0
Very good
9,836 reviews
Alaska Airlines
8.0
Very good
9,836 reviews

Boarding

8.2

Entertainment

7.1

Comfort

7.9

Food

7.1

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
Southwest
8.0
Very good
4,276 reviews
Alaska Airlines
8.0
Very good
9,836 reviews

Boarding

8.2

Entertainment

7.1

Comfort

7.9

Food

7.1

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
Delta
8.0
Very good
7,901 reviews
Alaska Airlines
8.0
Very good
9,836 reviews

Boarding

8.2

Entertainment

7.1

Comfort

7.9

Food

7.1

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
LATAM Airlines
7.5
Good
1,752 reviews
Alaska Airlines
8.0
Very good
9,836 reviews

Boarding

8.2

Entertainment

7.1

Comfort

7.9

Food

7.1

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
United Airlines
7.4
Good
8,621 reviews
Alaska Airlines
8.0
Very good
9,836 reviews

Boarding

8.2

Entertainment

7.1

Comfort

7.9

Food

7.1

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

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 Delta ($203), Spirit Airlines ($237), and United Airlines ($248).

  • 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 $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

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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 6 airlines flying from Caribbean Islands to Oregon

Discover the top 6 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 April 4, 2025.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$288Average$517FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$310Average$385FlexibilityNo cancel feeOn-time65%
United AirlinesCheapest$312Average$597FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$342Average$559FlexibilityNo cancel feeOn-time71%
DeltaCheapest$354Average$435FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$424Average$570FlexibilityNo cancel feeOn-time63%

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