HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Caribbean Islands

$135+ Cheap flights from Portland (PDX) to Caribbean Islands

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 12/10. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — SJU
nov. 26 — dic. 31
mar. 11/26
mar. 12/3
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Portland to Caribbean Islands with Cheapflights

1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”
2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.
3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from Portland to Caribbean Islands

Discover tips and strategies to find the most affordable flight options for your journey from Portland (PDX) to Caribbean Islands (zzEPX). 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 noviembre 21, 2024.

Find flight deals from Portland to Caribbean Islands

Cheapest flights from Portland to Caribbean Islands
Explore the most affordable flight options available from Portland to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on noviembre 21, 2024.

This CheapOair deal was found by Cheapflights users on 11/20. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 12/117:16 pmPDX - STT
2 stops14h 07mSpirit Airlines
jue. 12/192:43 pmSTT - PDX
2 stops31h 39mSpirit Airlines
Deal found 11/20$370
This Kiwi.com deal was found by Cheapflights users on 11/20. 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.
jue. 12/55:00 amPDX - PUJ
2 stops30h 45mMultiple Airlines
vie. 12/134:05 pmPUJ - PDX
1 stop29h 13mMultiple Airlines
Deal found 11/20$424
This FlightHub deal was found by Cheapflights users on 11/21. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 12/177:16 pmPDX - SJU
2 stops18h 24mSpirit Airlines
mié. 12/254:14 pmSJU - PDX
2 stops35h 20mSpirit Airlines
Deal found 11/21$447
This United Airlines deal was found by Cheapflights users on 11/20. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 12/107:00 amPDX - SJU
1 stop10h 26mUnited Airlines
mar. 12/178:35 amSJU - PDX
2 stops13h 29mUnited Airlines
Deal found 11/20$475
This Delta deal was found by Cheapflights users on 11/20. 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.
mar. 12/1011:13 pmPDX - SJU
1 stop11h 01mDelta
mar. 12/173:25 pmSJU - PDX
1 stop10h 38mDelta
Deal found 11/20$493
This CheapOair deal was found by Cheapflights users on 11/21. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 12/107:16 pmPDX - SJU
2 stops18h 27mMultiple Airlines
sáb. 12/214:50 pmSJU - PDX
1 stop29h 14mMultiple Airlines
Deal found 11/21$514
This Mytrip deal was found by Cheapflights users on 11/21. 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.
vie. 12/137:16 pmPDX - NAS
2 stops19h 24mMultiple Airlines
mar. 12/175:30 pmNAS - PDX
2 stops23h 19mMultiple Airlines
Deal found 11/21$550
This American Airlines deal was found by Cheapflights users on 11/21. 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.
mié. 12/1111:59 pmPDX - NAS
2 stops10h 46mAmerican Airlines
vie. 12/132:50 pmNAS - PDX
1 stop11h 34mAmerican Airlines
Deal found 11/21$579
This United deal was found by Cheapflights users on 11/20. 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 United is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 12/119:55 pmPDX - STT
1 stop10h 05mUnited Airlines
jue. 12/193:00 pmSTT - PDX
1 stop11h 45mUnited Airlines
Deal found 11/20$580
This American Airlines deal was found by Cheapflights users on 11/20. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 11/247:40 amPDX - SJU
1 stop17h 54mAmerican Airlines
jue. 12/512:50 pmSJU - PDX
1 stop14h 34mAmerican Airlines
Deal found 11/20$589
This CheapOair deal was found by Cheapflights users on 11/21. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 12/55:00 amPDX - STX
2 stops32h 03mSpirit Airlines
jue. 12/125:58 pmSTX - PDX
2 stops33h 50mSpirit Airlines
Deal found 11/21$604
This Mytrip deal was found by Cheapflights users on 11/20. 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.
jue. 12/52:52 pmPDX - PUJ
2 stops20h 56mSpirit Airlines
vie. 12/134:43 pmPUJ - PDX
3 stops31h 45mSpirit Airlines
Deal found 11/20$640

Find flights from Portland to Caribbean Islands within your budget

Customize your flight search to find flights from Portland to Caribbean Islands 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 2,612,795 searches. Data last updated noviembre 21, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

PortlandSaint Thomas Island

PDX - STT

PDXSTT

Portland

mié. 12/11

7:16 pm-1:23 pm

2 stops14h 07m

Saint Thomas Island Cyril E King

jue. 12/19

2:43 pm-6:22 pm

2 stops31h 39m

$370

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

dom. 1/12

10:16 am-6:02 pm

2 stops27h 46m

San Juan Luis Munoz Marin Intl

dom. 1/19

6:24 pm-9:21 am

2 stops18h 57m

$409

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

lun. 1/20

12:45 am-5:07 pm

2 stops12h 22m

San Juan Luis Munoz Marin Intl

mié. 1/29

2:11 pm-11:58 pm

2 stops13h 47m

$424

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

lun. 1/13

7:30 pm-2:40 pm

2 stops15h 10m

San Juan Luis Munoz Marin Intl

vie. 1/24

2:05 am-1:50 pm

2 stops15h 45m

$428

PortlandChristiansted

PDX - STX

PDXSTX

Portland

mié. 1/29

9:41 pm-4:00 pm

2 stops38h 19m

Christiansted Henry Rohlsen

mié. 2/5

5:05 pm-8:46 pm

2 stops31h 41m

$438

PortlandNassau

PDX - NAS

PDXNAS

Portland

dom. 1/12

3:00 pm-7:05 pm

2 stops25h 05m

Nassau Intl

jue. 1/16

11:00 am-10:54 pm

2 stops14h 54m

$441

PortlandSaint Thomas Island

PDX - STT

PDXSTT

Portland

sáb. 1/11

10:45 pm-5:41 pm

1 stop14h 56m

Saint Thomas Island Cyril E King

sáb. 1/18

1:19 pm-11:36 pm

1 stop14h 17m

$448

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

mar. 4/15

5:20 am-8:15 pm

2 stops11h 55m

San Juan Luis Munoz Marin Intl

vie. 4/25

7:40 am-6:35 pm

2 stops13h 55m

$448

PortlandChristiansted

PDX - STX

PDXSTX

Portland

dom. 1/12

10:45 pm-5:03 pm

1 stop14h 18m

Christiansted Henry Rohlsen

mar. 1/21

6:20 pm-1:16 pm

2 stops22h 56m

$458

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

jue. 1/9

10:45 pm-3:45 pm

1 stop13h 00m

San Juan Luis Munoz Marin Intl

sáb. 1/18

12:50 pm-11:36 pm

1 stop14h 46m

$461

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/20

Showing 1-10 of 56 results
1
2
3
...
6

Best time to book a flight from Portland to Caribbean Islands

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

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

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

Currently, September is the cheapest month in which you can book a flight from Portland to Caribbean Islands (average of $254). Flying from Portland to Caribbean Islands in March is currently the most expensive (average of $335). 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 PDX to EPX?

Find hourly flight availability from Portland to Caribbean Islands. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated noviembre 21, 2024.

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

Rainfall in Caribbean Islands by month

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

In terms of precipitation, rainfall in Caribbean Islands ranges from 2.2 - 6.1 inches per month. November is typically the wettest month, when rainfall can reach 6.1 in. February is typically the driest time to visit Caribbean Islands when rainfall is around 2.2 in.

Temperature in Caribbean Islands by month

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

If weather is an important factor for your trip to Caribbean Islands, use this chart to help with planning. For those seeking warmer temperatures, June is the ideal time of year to visit, when temperatures reach an average of 82.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 77.0 F).

Reviews of airlines servicing Caribbean Islands

Get insights into the airlines that provide service to Caribbean Islands. 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 Caribbean Islands. Reviews last updated noviembre 21, 2024.
To help decide which airline to fly from Portland to Caribbean Islands, see what other customers have to say about Delta, United Airlines and Southwest. 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
5,005 reviews

Boarding

8.2

Food

7.2

Comfort

8.1

Crew

8.7

Overall

8.1

Entertainment

7.7

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Southwest
8.1
Very good
5,005 reviews
Southwest
8.1
Very good
5,005 reviews

Boarding

8.2

Food

7.2

Comfort

8.1

Crew

8.7

Overall

8.1

Entertainment

7.7

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Alaska Airlines
8.0
Very good
9,464 reviews
Southwest
8.1
Very good
5,005 reviews

Boarding

8.2

Food

7.2

Comfort

8.1

Crew

8.7

Overall

8.1

Entertainment

7.7

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Delta
8.0
Very good
8,755 reviews
Southwest
8.1
Very good
5,005 reviews

Boarding

8.2

Food

7.2

Comfort

8.1

Crew

8.7

Overall

8.1

Entertainment

7.7

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

United Airlines
7.4
Good
9,172 reviews
Southwest
8.1
Very good
5,005 reviews

Boarding

8.2

Food

7.2

Comfort

8.1

Crew

8.7

Overall

8.1

Entertainment

7.7

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

WestJet
7.3
Good
2,811 reviews
Southwest
8.1
Very good
5,005 reviews

Boarding

8.2

Food

7.2

Comfort

8.1

Crew

8.7

Overall

8.1

Entertainment

7.7

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Related info for your journey

Find useful and relevant information for your journey from Portland to Caribbean Islands. 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 from for flights from Portland to Caribbean Islands?

    Located just 6.0 mi from the city center, Portland (PDX) is the airport most travelers will use when flying to Caribbean Islands from Portland.

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

    The cheapest airlines for a one-way flight from Portland to Caribbean Islands are Spirit Airlines ($151), American Airlines ($169), and Southwest ($201).

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

    Most travelers choose Portland - San Juan Luis Munoz Marin Intl, Portland - Saint Thomas Island Cyril E King or Portland - Punta Cana when deciding on the best route from Portland to Caribbean Islands.

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

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

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

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

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

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

    Currently, September is the cheapest month in which you can book a flight from Portland to Caribbean Islands (average of $254). Flying from Portland to Caribbean Islands in March is currently the most expensive (average of $335). 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Portland to Caribbean Islands

See prices for flight routes from nearby airports that may be better suited for you.
Portland to Los Angeles flights
Portland to Las Vegas flights
Portland to John F Kennedy Intl flights
Portland to Honolulu flights
Portland to Newark flights
Portland to Sky Harbor Intl flights
Portland to O'Hare Intl flights
Portland to Dallas/Fort Worth flights
Portland to Ontario flights
Portland to Denver flights
Portland to Cancún flights
Portland to San Francisco flights
Portland to Burbank flights
Portland to Kahului flights
Portland to Santa Ana flights
Portland to Orlando flights
Portland to Kailua-Kona flights
Portland to Hobby flights
Portland to Dulles Intl flights
Portland to San Diego flights
Portland to LaGuardia flights
Boise to Seattle flights
Portland to Minneapolis flights
Portland to Puerto Vallarta flights
Portland to Salt Lake City flights
Portland to Palm Springs flights
Portland to George Bush Intcntl flights
Portland to Reagan-National flights
Boise to Los Angeles flights
Portland to New Orleans flights
Portland to Indianapolis flights
Portland to Atlanta flights
Portland to Miami flights
Portland to San José del Cabo flights
Portland to Boston flights
Portland to Cozumel flights
Portland to Mexico City flights
Portland to San Jose flights
Portland to Austin flights
Portland to Guadalajara flights
Portland to Baltimore flights
Portland to Lihue flights
Boise to Las Vegas flights
Portland to Vancouver Intl flights
Redmond to Denver flights
Portland to Fort Lauderdale flights
Portland to Tucson flights
Portland to Detroit flights
Portland to Oakland flights
Boise to Sky Harbor Intl flights

Top 9 airlines flying from Portland to Caribbean Islands

Discover the top 9 airlines that operate flights from Portland to Caribbean Islands. 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 2,612,795 searches. Data last updated noviembre 21, 2024.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$145Average$346FlexibilityNo cancel feeOn-time62%
Alaska AirlinesCheapest$217Average$826FlexibilityNo cancel feeOn-time75%
DeltaCheapest$237Average$646FlexibilityNo cancel feeOn-timeN/A
Spirit AirlinesCheapest$239Average$357FlexibilityNo cancel feeOn-time65%
United AirlinesCheapest$298Average$662FlexibilityNo cancel feeOn-time69%
JetBlueCheapest$298Average$585FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$312Average$659FlexibilityNo cancel feeOn-time71%
Sun Country AirCheapest$350Average$717FlexibilityNo cancel feeOn-time83%
SouthwestCheapest$504Average$733FlexibilityNo cancel feeOn-time63%
100% Free
Cheapflights is completely free to use, so you can start saving the moment you arrive.
Book with Flexibility
Our users can plan ahead with confidence and find flights with no change fees
Travel Smart
Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.
View all available airlines