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$101+ Cheap flights from Caribbean Islands to Portland (PDX)

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 2/12. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — PDX
Jan 27 — Feb 31
Mon 1/27
Mon 2/3
1 adult, Economy
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Cheap flight deals from Caribbean Islands to Portland

Discover tips and strategies to find the most affordable flight options for your journey from Caribbean Islands (zzEPX) to Portland (PDX). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated January 22, 2025.

Round-trip from

$255
(OneTravel)

One-way from

$101
(Trip.com)
From Caribbean Islands to Portland
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One-way flight from Caribbean Islands to Portland
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Find flight deals from Caribbean Islands to Portland

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

This OneTravel deal was found by Cheapflights users on 1/22. 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 OneTravel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/195:56 pmSJU - PDX
2 stops19h 25mSpirit Airlines
Wed 2/2610:16 amPDX - SJU
2 stops26h 45mSpirit Airlines
Deal found 1/22$255
This American Airlines deal was found by Cheapflights users on 1/22. 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.
Thu 9/1111:55 amSJU - PDX
1 stop14h 05mAmerican Airlines
Sat 9/206:45 pmPDX - SJU
2 stops13h 30mAmerican Airlines
Deal found 1/22$359
This eDestinos deal was found by Cheapflights users on 1/22. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/111:20 amSJU - PDX
2 stops40h 18mFrontier
Sat 5/176:20 amPDX - SJU
2 stops34h 24mFrontier
Deal found 1/22$372
This Delta deal was found by Cheapflights users on 1/22. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/132:15 pmSJU - PDX
1 stop10h 29mDelta
Wed 9/177:00 amPDX - SJU
1 stop12h 36mDelta
Deal found 1/22$425
This United Airlines deal was found by Cheapflights users on 1/22. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/41:05 amSJU - PDX
1 stop13h 54mUnited Airlines
Fri 9/126:59 pmPDX - SJU
2 stops14h 01mUnited Airlines
Deal found 1/22$482
This eDestinos deal was found by Cheapflights users on 1/22. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/264:05 pmSJU - PDX
1 stop28h 19mMultiple Airlines
Sat 5/36:20 amPDX - SJU
3 stops36h 11mMultiple Airlines
Deal found 1/22$493
This Southwest deal was found by Cheapflights users on 1/22. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/17:40 amSJU - PDX
2 stops15h 25mSouthwest
Tue 4/85:20 amPDX - SJU
2 stops11h 55mSouthwest
Deal found 1/22$510
This United Airlines deal was found by Cheapflights users on 1/21. 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.
Tue 2/41:09 amBQN - PDX
2 stops15h 37mUnited Airlines
Wed 2/125:00 amPDX - BQN
2 stops14h 57mUnited Airlines
Deal found 1/21$580
This Delta deal was found by Cheapflights users on 1/22. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/27:16 amSDQ - PDX
2 stops19h 43mDelta
Tue 4/225:09 pmPDX - SDQ
2 stops16h 19mDelta
Deal found 1/22$660
This United Airlines deal was found by Cheapflights users on 1/22. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/142:55 pmSDQ - PDX
2 stops24h 59mUnited Airlines
Mon 3/31:34 pmPDX - SDQ
2 stops21h 31mUnited Airlines
Deal found 1/22$669
This JetBlue deal was found by Cheapflights users on 1/22. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/2212:35 pmSJU - PDX
1 stop12h 35mJetBlue
Tue 7/2911:35 pmPDX - SJU
1 stop14h 05mJetBlue
Deal found 1/22$670
This Delta deal was found by Cheapflights users on 1/22. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/192:30 pmSTI - PDX
1 stop12h 59mDelta
Tue 3/412:59 amPDX - STI
2 stops13h 45mDelta
Deal found 1/22$671

Find flights from Caribbean Islands to Portland within your budget

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

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

San JuanPortland

SJU - PDX

SJUPDX

San Juan Luis Munoz Marin Intl

Wed 2/19

5:56 pm-9:21 am

2 stops19h 25m

Portland

Wed 2/26

10:16 am-5:01 pm

2 stops26h 45m

$255

San JuanPortland

SJU - PDX

SJUPDX

San Juan Luis Munoz Marin Intl

Thu 5/1

11:20 am-12:38 am

2 stops40h 18m

Portland

Sat 5/17

6:20 am-7:44 pm

2 stops34h 24m

$372

San JuanPortland

SJU - PDX

SJUPDX

San Juan Luis Munoz Marin Intl

Wed 2/19

6:00 am-11:58 pm

1 stop21h 58m

Portland

Wed 2/26

10:55 pm-9:00 pm

1 stop18h 05m

$402

San JuanPortland

SJU - PDX

SJUPDX

San Juan Luis Munoz Marin Intl

Tue 3/25

7:45 am-6:10 pm

2 stops13h 25m

Portland

Tue 4/1

5:10 pm-12:03 pm

2 stops15h 53m

$475

San JuanPortland

SJU - PDX

SJUPDX

San Juan Luis Munoz Marin Intl

Sat 4/26

4:05 pm-5:24 pm

1 stop28h 19m

Portland

Sat 5/3

6:20 am-9:31 pm

3 stops36h 11m

$493

San JuanPortland

SJU - PDX

SJUPDX

San Juan Luis Munoz Marin Intl

Tue 4/1

7:40 am-8:05 pm

2 stops15h 25m

Portland

Tue 4/8

5:20 am-8:15 pm

2 stops11h 55m

$510

San JuanPortland

SJU - PDX

SJUPDX

San Juan Luis Munoz Marin Intl

Sat 4/26

7:00 am-5:27 pm

2 stops13h 27m

Portland

Sat 5/3

11:59 pm-2:44 pm

1 stop11h 45m

$532

AguadillaPortland

BQN - PDX

BQNPDX

Aguadilla Borinquen

Tue 2/4

1:09 am-12:46 pm

2 stops15h 37m

Portland

Wed 2/12

5:00 am-11:57 pm

2 stops14h 57m

$580

Santo DomingoPortland

SDQ - PDX

SDQPDX

Santo Domingo Las Americas

Wed 4/2

7:16 am-11:59 pm

2 stops19h 43m

Portland

Tue 4/22

5:09 pm-12:28 pm

2 stops16h 19m

$660

Santo DomingoPortland

SDQ - PDX

SDQPDX

Santo Domingo Las Americas

Fri 2/14

2:55 pm-6:48 pm

2 stops31h 53m

Portland

Wed 3/5

7:00 am-2:49 am

2 stops15h 49m

$669

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/21

Showing 1-10 of 45 results
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Best time to book a flight from Caribbean Islands to Portland

Have a flexible travel schedule? Discover the best time to fly to Portland 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 Portland

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

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

Currently, November is the cheapest month in which you can book a flight from Caribbean Islands to Portland (average of $277). Flying from Caribbean Islands to Portland 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 PDX?

Find hourly flight availability from Caribbean Islands to Portland. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated January 22, 2025.

When flying from Caribbean Islands to Portland, 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 Portland by month

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

In terms of precipitation, rainfall in Portland 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 Portland when rainfall is around 0.7 in.

Temperature in Portland by month

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

If weather is an important factor for your trip to Portland, 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 Portland

Get insights into the airlines that provide service to Portland. 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 Portland. Reviews last updated January 22, 2025.
See what other customers who have flown with Frontier, American Airlines and Delta from Caribbean Islands to Portland have to say. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
4,654 reviews

Boarding

8.2

Comfort

8.1

Food

7.2

Overall

8.1

Crew

8.7

Entertainment

7.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Southwest
8.1
Very good
4,654 reviews
Southwest
8.1
Very good
4,654 reviews

Boarding

8.2

Comfort

8.1

Food

7.2

Overall

8.1

Crew

8.7

Entertainment

7.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Alaska Airlines
8.0
Very good
9,707 reviews
Southwest
8.1
Very good
4,654 reviews

Boarding

8.2

Comfort

8.1

Food

7.2

Overall

8.1

Crew

8.7

Entertainment

7.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Delta
8.0
Very good
8,512 reviews
Southwest
8.1
Very good
4,654 reviews

Boarding

8.2

Comfort

8.1

Food

7.2

Overall

8.1

Crew

8.7

Entertainment

7.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

JetBlue
7.4
Good
3,191 reviews
Southwest
8.1
Very good
4,654 reviews

Boarding

8.2

Comfort

8.1

Food

7.2

Overall

8.1

Crew

8.7

Entertainment

7.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

United Airlines
7.4
Good
8,975 reviews
Southwest
8.1
Very good
4,654 reviews

Boarding

8.2

Comfort

8.1

Food

7.2

Overall

8.1

Crew

8.7

Entertainment

7.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Related info for your journey

Find useful and relevant information for your journey from Caribbean Islands to Portland. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Portland from Caribbean Islands?

    Portland (PDX) is the airport you will fly into if you book a flight from Caribbean Islands to Portland. It is only a 6.0 mi journey from Portland (PDX) to Portland’s city center.

  • What are the cheapest airlines to fly from Caribbean Islands to Portland one-way?

    The cheapest airline one-way is Frontier, with whom users have recently found tickets for as low as $101. However, be on the lookout for offers from Spirit Airlines and American Airlines, as they are both options that can get you from Caribbean Islands to Portland for a low price.

  • What are the most popular routes from Caribbean Islands to Portland?

    Most travelers choose San Juan Luis Munoz Marin Intl - Portland, Santo Domingo Las Americas - Portland or Montego Bay Sangster Intl - Portland when deciding on the best route from Caribbean Islands to Portland.

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

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

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

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

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

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

    Currently, November is the cheapest month in which you can book a flight from Caribbean Islands to Portland (average of $277). Flying from Caribbean Islands to Portland 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

Traveling to a place near Caribbean Islands?

Book flights to Caribbean Islands if you plan to visit one of these locations
Seaside
Lincoln City
Beaverton
Vancouver
McMinnville
Lake Oswego
Hillsboro
Gresham
Long Beach
Cannon Beach
Tigard
Hood River
Astoria
Woodburn
Depoe Bay
Pacific City
Stevenson
Troutdale
Wilsonville
Silverton

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Caribbean Islands to Portland

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 Portland

Discover the top 5 airlines that operate flights from Caribbean Islands to Portland. 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 January 22, 2025.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$288Average$517FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$308Average$597FlexibilityNo cancel feeOn-time69%
Spirit AirlinesCheapest$312Average$385FlexibilityNo cancel feeOn-time65%
American AirlinesCheapest$348Average$568FlexibilityNo cancel feeOn-time71%
DeltaCheapest$354Average$431FlexibilityNo cancel feeOn-timeN/A
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