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Cheap flights from Portland (PDX) to Caribbean from $134

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 5/25. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
PDX — SJU
May 9 — May 161
From?
To?
Thu 5/9
Thu 5/16
1 adult, Economy
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How far in advance should I book a flight from Portland to Caribbean?

To save on the cost of your flight from Portland to Caribbean, book at least 27 days before your planned departure. Booking around this time can save you about 85% on the cost of this flight compared to booking a flight leaving this week. We have found prices from $542 if you need a flight within two weeks. For flights within the next 72 hours, you can find tickets from as low as $671.

What is the cheapest month to fly from Portland to Caribbean?

Our data shows that September tends to be the cheapest month to fly to Caribbean from Portland. Users have commonly found prices around $536 for the month, but tickets can be as low as $265. Due to multiple factors, prepare for potentially higher prices in December.

When is the cheapest time to fly from Portland to Caribbean (PDX - CB)?

When flying from Portland to Caribbean, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Cheap Spirit Airlines flights from Portland to Caribbean

Explore cheap flight options specifically provided by Spirit Airlines for the route between Portland and Caribbean. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 2,864,334 searches. Data last updated May 4, 2024.
Sat 5/181:05 pmPDX - SJU
1 stop10h 06mSpirit Airlines
Fri 5/245:53 pmSJU - PDX
1 stop21h 22mSpirit Airlines
Deal found 5/3$227
Sat 5/181:05 pmPDX - SJU
1 stop10h 06mSpirit Airlines
Wed 5/2212:32 pmSJU - PDX
2 stops12h 58mSpirit Airlines
Deal found 5/3$241
Tue 5/283:57 pmPDX - SJU
2 stops17h 44mSpirit Airlines
Tue 6/41:32 pmSJU - PDX
2 stops24h 21mSpirit Airlines
Deal found 5/3$244
Sat 5/188:54 pmPDX - SJU
2 stops15h 22mSpirit Airlines
Fri 5/245:53 pmSJU - PDX
1 stop21h 22mSpirit Airlines
Deal found 5/3$249
Tue 5/281:17 pmPDX - SJU
1 stop10h 08mSpirit Airlines
Tue 6/45:53 pmSJU - PDX
1 stop22h 16mSpirit Airlines
Deal found 5/3$254
Sat 5/181:05 pmPDX - SJU
1 stop10h 06mSpirit Airlines
Thu 5/236:10 amSJU - PDX
1 stop19h 20mSpirit Airlines
Deal found 5/3$257
Sat 5/188:54 pmPDX - SJU
2 stops15h 22mSpirit Airlines
Wed 5/2212:32 pmSJU - PDX
2 stops12h 58mSpirit Airlines
Deal found 5/3$263
Sat 5/181:05 pmPDX - SJU
1 stop10h 06mSpirit Airlines
Thu 5/235:38 pmSJU - PDX
1 stop21h 37mSpirit Airlines
Deal found 5/3$265
Mon 6/31:05 pmPDX - SJU
1 stop10h 21mSpirit Airlines
Fri 6/75:51 pmSJU - PDX
1 stop23h 48mSpirit Airlines
Deal found 5/3$273

Cheap United Airlines flights from Portland to Caribbean

Explore cheap flight options specifically provided by United Airlines for the route between Portland and Caribbean. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 2,864,334 searches. Data last updated May 4, 2024.
Sun 9/2911:59 pmPDX - SJU
1 stop12h 10mUnited Airlines
Sat 10/52:00 pmSJU - PDX
1 stop11h 30mUnited Airlines
Deal found 5/3$326
Mon 6/310:50 pmPDX - SJU
1 stop10h 11mUnited Airlines
Thu 6/61:05 amSJU - PDX
1 stop11h 16mUnited Airlines
Deal found 5/3$338
Fri 9/1311:55 pmPDX - SJU
1 stop11h 47mUnited Airlines
Sun 9/151:05 amSJU - PDX
1 stop11h 18mUnited Airlines
Deal found 5/3$379
Wed 10/236:56 pmPDX - SJU
2 stops14h 09mUnited Airlines
Tue 10/291:05 amSJU - PDX
2 stops13h 30mUnited Airlines
Deal found 5/3$437
Tue 6/410:50 pmPDX - SJU
1 stop10h 11mUnited Airlines
Mon 6/101:05 amSJU - PDX
1 stop11h 16mUnited Airlines
Deal found 5/3$542
Fri 5/3112:15 amPDX - PUJ
1 stop10h 16mUnited Airlines
Sat 6/812:18 pmPUJ - PDX
1 stop13h 17mUnited Airlines
Deal found 5/2$6,495

Cheap Portland to Caribbean flights in May & June 2024

Find cheap flight options from Portland to Caribbean specifically for the months of May and June 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 2,864,334 searches. Prices were last updated on May 4, 2024.
Sat 5/181:05 pmPDX - SJU
1 stop10h 06mSpirit Airlines
Fri 5/245:53 pmSJU - PDX
1 stop21h 22mSpirit Airlines
Deal found 5/3$227
Sat 5/181:05 pmPDX - SJU
1 stop10h 06mSpirit Airlines
Wed 5/2212:32 pmSJU - PDX
2 stops12h 58mSpirit Airlines
Deal found 5/3$241
Tue 5/283:57 pmPDX - SJU
2 stops17h 44mSpirit Airlines
Tue 6/41:32 pmSJU - PDX
2 stops24h 21mSpirit Airlines
Deal found 5/3$244
Sat 5/188:54 pmPDX - SJU
2 stops15h 22mSpirit Airlines
Fri 5/245:53 pmSJU - PDX
1 stop21h 22mSpirit Airlines
Deal found 5/3$249
Tue 5/281:17 pmPDX - SJU
1 stop10h 08mSpirit Airlines
Tue 6/45:53 pmSJU - PDX
1 stop22h 16mSpirit Airlines
Deal found 5/3$254
Sat 5/181:05 pmPDX - SJU
1 stop10h 06mSpirit Airlines
Thu 5/236:10 amSJU - PDX
1 stop19h 20mSpirit Airlines
Deal found 5/3$257
Sat 5/188:54 pmPDX - SJU
2 stops15h 22mSpirit Airlines
Wed 5/2212:32 pmSJU - PDX
2 stops12h 58mSpirit Airlines
Deal found 5/3$263
Sat 5/181:05 pmPDX - SJU
1 stop10h 06mSpirit Airlines
Thu 5/235:38 pmSJU - PDX
1 stop21h 37mSpirit Airlines
Deal found 5/3$265
Mon 6/31:05 pmPDX - SJU
1 stop10h 21mSpirit Airlines
Fri 6/75:51 pmSJU - PDX
1 stop23h 48mSpirit Airlines
Deal found 5/3$273

Portland to Caribbean 2024 flight deals

Discover exclusive flight deals for travel between Portland and Caribbean in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 2,864,334 searches. Data last updated May 4, 2024.
Sat 5/181:05 pmPDX - SJU
1 stop10h 06mSpirit Airlines
Fri 5/245:53 pmSJU - PDX
1 stop21h 22mSpirit Airlines
Deal found 5/3$227
Sat 5/181:05 pmPDX - SJU
1 stop10h 06mSpirit Airlines
Wed 5/2212:32 pmSJU - PDX
2 stops12h 58mSpirit Airlines
Deal found 5/3$241
Tue 5/283:57 pmPDX - SJU
2 stops17h 44mSpirit Airlines
Tue 6/41:32 pmSJU - PDX
2 stops24h 21mSpirit Airlines
Deal found 5/3$244
Sat 5/188:54 pmPDX - SJU
2 stops15h 22mSpirit Airlines
Fri 5/245:53 pmSJU - PDX
1 stop21h 22mSpirit Airlines
Deal found 5/3$249
Tue 5/281:17 pmPDX - SJU
1 stop10h 08mSpirit Airlines
Tue 6/45:53 pmSJU - PDX
1 stop22h 16mSpirit Airlines
Deal found 5/3$254
Sat 5/181:05 pmPDX - SJU
1 stop10h 06mSpirit Airlines
Thu 5/236:10 amSJU - PDX
1 stop19h 20mSpirit Airlines
Deal found 5/3$257
Sat 5/188:54 pmPDX - SJU
2 stops15h 22mSpirit Airlines
Wed 5/2212:32 pmSJU - PDX
2 stops12h 58mSpirit Airlines
Deal found 5/3$263
Sat 5/181:05 pmPDX - SJU
1 stop10h 06mSpirit Airlines
Thu 5/235:38 pmSJU - PDX
1 stop21h 37mSpirit Airlines
Deal found 5/3$265
Mon 6/31:05 pmPDX - SJU
1 stop10h 21mSpirit Airlines
Fri 6/75:51 pmSJU - PDX
1 stop23h 48mSpirit Airlines
Deal found 5/3$273

Portland to Caribbean flights leaving soon

Find last-minute flight options from Portland to Caribbean for spontaneous travel. Discover available flights and compare prices based on user searches. Secure great deals and offers for spontaneous trips with quick booking options. Over the last 7 days, Cheapflights users made 2,864,334 searches. Data last updated May 4, 2024.
Fri 5/1011:30 pmPDX - SJU
1 stop14h 33mSpirit Airlines
Wed 5/156:10 amSJU - PDX
1 stop19h 20mSpirit Airlines
Deal found 5/3$367
Fri 5/1011:30 pmPDX - SJU
1 stop14h 33mSpirit Airlines
Fri 5/176:10 amSJU - PDX
1 stop19h 20mSpirit Airlines
Deal found 5/3$389
Fri 5/1011:30 pmPDX - SJU
1 stop14h 33mSpirit Airlines
Sat 5/182:35 pmSJU - PDX
2 stops23h 30mSpirit Airlines
Deal found 5/3$409
Fri 5/1011:30 pmPDX - SJU
1 stop14h 33mSpirit Airlines
Wed 5/1512:32 pmSJU - PDX
2 stops12h 58mSpirit Airlines
Deal found 5/3$419
Fri 5/1011:30 pmPDX - SJU
2 stops40h 27mSpirit Airlines
Fri 5/176:10 amSJU - PDX
1 stop19h 20mSpirit Airlines
Deal found 5/3$426
Wed 5/81:05 pmPDX - SJU
1 stop10h 26mSpirit Airlines
Fri 5/245:53 pmSJU - PDX
1 stop21h 22mSpirit Airlines
Deal found 5/3$435
Thu 5/95:55 pmPDX - SJU
2 stops22h 02mMultiple Airlines
Fri 5/245:53 pmSJU - PDX
1 stop21h 22mMultiple Airlines
Deal found 5/3$453
Sun 5/1212:59 amPDX - PUJ
2 stops29h 46mFrontier
Fri 5/1712:11 pmPUJ - PDX
2 stops38h 32mFrontier
Deal found 5/3$454
Thu 5/95:55 pmPDX - SJU
2 stops22h 02mMultiple Airlines
Fri 5/249:00 pmSJU - PDX
2 stops18h 15mMultiple Airlines
Deal found 5/3$465

One-way flights to Caribbean from Portland

Search for one-way flight options from Portland to Caribbean. Find affordable one-way fares based on user searches. Compare prices and availability to plan your one-way journey according to your preferred dates and budget. Over the last 7 days, Cheapflights users made 2,864,334 searches. Data last updated May 4, 2024.
Sat 5/251:05 pmPDX - SJU
1 stop10h 06mSpirit Airlines
Deal found 5/3$134
Sat 5/2511:30 pmPDX - SJU
2 stops16h 27mSpirit Airlines
Deal found 5/3$147
Tue 5/143:57 pmPDX - SJU
3 stops31h 13mSpirit Airlines
Deal found 5/3$152
Fri 5/177:04 pmPDX - SJU
2 stops22h 20mSpirit Airlines
Deal found 5/3$164
Fri 5/177:04 pmPDX - SJU
3 stops26h 52mSpirit Airlines
Deal found 5/3$168
Sat 5/251:05 pmPDX - SJU
3 stops30h 09mSpirit Airlines
Deal found 5/3$169
Thu 8/2210:30 amPDX - SJU
1 stop31h 21mSpirit Airlines
Deal found 5/3$176
Tue 5/143:57 pmPDX - SJU
2 stops17h 44mSpirit Airlines
Deal found 5/3$177
Tue 9/310:25 pmPDX - SJU
1 stop10h 24mDelta
Deal found 5/3$182

Find flights from Portland to Caribbean within your budget

Customize your flight search to find flights from Portland to Caribbean 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 2,864,334 searches. Data last updated May 4, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$227 - $470

Route

Depart

Return

Price

PortlandSan Juan Luis Munoz Marin Intl

PDX - SJU

PDXSJU

Portland

Sat 5/18

1 stop10h 06m

San Juan Luis Munoz Marin Intl

Fri 5/24

1 stop21h 22m

$227

PortlandSan Juan Luis Munoz Marin Intl

PDX - SJU

PDXSJU

Portland

Sat 5/18

1 stop10h 06m

San Juan Luis Munoz Marin Intl

Wed 5/22

2 stops12h 58m

$241

PortlandSan Juan Luis Munoz Marin Intl

PDX - SJU

PDXSJU

Portland

Tue 5/28

2 stops17h 44m

San Juan Luis Munoz Marin Intl

Tue 6/4

2 stops24h 21m

$244

PortlandSan Juan Luis Munoz Marin Intl

PDX - SJU

PDXSJU

Portland

Tue 6/4

1 stop10h 08m

San Juan Luis Munoz Marin Intl

Tue 6/11

2 stops17h 43m

$274

PortlandSan Juan Luis Munoz Marin Intl

PDX - SJU

PDXSJU

Portland

Mon 6/3

1 stop10h 21m

San Juan Luis Munoz Marin Intl

Fri 6/7

2 stops18h 32m

$278

PortlandSan Juan Luis Munoz Marin Intl

PDX - SJU

PDXSJU

Portland

Sun 9/29

1 stop12h 10m

San Juan Luis Munoz Marin Intl

Sat 10/5

1 stop11h 30m

$326

PortlandSan Juan Luis Munoz Marin Intl

PDX - SJU

PDXSJU

Portland

Thu 6/20

2 stops11h 05m

San Juan Luis Munoz Marin Intl

Fri 6/28

2 stops18h 32m

$348

PortlandSan Juan Luis Munoz Marin Intl

PDX - SJU

PDXSJU

Portland

Tue 9/3

1 stop11h 40m

San Juan Luis Munoz Marin Intl

Sat 9/14

1 stop16h 24m

$418

PortlandSan Juan Luis Munoz Marin Intl

PDX - SJU

PDXSJU

Portland

Sat 9/14

1 stop13h 44m

San Juan Luis Munoz Marin Intl

Mon 9/16

1 stop13h 46m

$470

Flights are sorted by cheapest first

Deals found on 5/3

No data available for this route at this time. Please check back soon.

Reviews of airlines servicing Caribbean

Get insights into the airlines that provide service to Caribbean. 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. Reviews last updated May 4, 2024.
Alaska Airlines
8.1
Very good
9,128 reviews
Check prices

Comfort

7.9

Overall

8.1

Food

7.3

Boarding

8.2

Crew

8.6

Entertainment

7.3

Reviews

1 / 10

Paid a lot for our exit row seats and they weren’t that roomy.

Alaska Airlines
8.1
Very good
9,128 reviews
Alaska Airlines
8.1
Very good
9,128 reviews
Check prices

Comfort

7.9

Overall

8.1

Food

7.3

Boarding

8.2

Crew

8.6

Entertainment

7.3

Reviews

1 / 10

Paid a lot for our exit row seats and they weren’t that roomy.

Delta
8.1
Very good
10,848 reviews
Alaska Airlines
8.1
Very good
9,128 reviews
Check prices

Comfort

7.9

Overall

8.1

Food

7.3

Boarding

8.2

Crew

8.6

Entertainment

7.3

Reviews

1 / 10

Paid a lot for our exit row seats and they weren’t that roomy.

Copa Airlines
8.0
Very good
2,806 reviews
Alaska Airlines
8.1
Very good
9,128 reviews
Check prices

Comfort

7.9

Overall

8.1

Food

7.3

Boarding

8.2

Crew

8.6

Entertainment

7.3

Reviews

1 / 10

Paid a lot for our exit row seats and they weren’t that roomy.

JetBlue
7.6
Good
4,552 reviews
Alaska Airlines
8.1
Very good
9,128 reviews
Check prices

Comfort

7.9

Overall

8.1

Food

7.3

Boarding

8.2

Crew

8.6

Entertainment

7.3

Reviews

1 / 10

Paid a lot for our exit row seats and they weren’t that roomy.

WestJet
7.6
Good
2,962 reviews
Alaska Airlines
8.1
Very good
9,128 reviews
Check prices

Comfort

7.9

Overall

8.1

Food

7.3

Boarding

8.2

Crew

8.6

Entertainment

7.3

Reviews

1 / 10

Paid a lot for our exit row seats and they weren’t that roomy.

Related info for your journey

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

    For a flight from Portland to Caribbean, you will be flying from Portland. Portland (PDX) is just 6.0 mi from the center of the city.

  • Can I find flights from Portland to Caribbean for under $300 on Cheapflights?

    Yes, there are multiple flights from Portland to Caribbean for under $300. The cheapest flight booked recently is on Spirit Airlines for just $227, but on average you can expect to pay $268.

  • Are there last-minute flights available from Portland to Caribbean for under $400?

    There are currently 20+ open flights from Portland to Caribbean within the next 7 days for less than $400.

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

    For one-way options, check prices for Spirit Airlines. According to our data, you can fly for as low as $134. Users have also found prices from $182 and $207 on Delta and JetBlue, respectively.

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

    The most popular flight routes from Portland to Caribbean are Portland - San Juan Luis Munoz Marin Intl, Portland - Punta Cana and Portland - Saint Thomas Island Cyril E King.

  • What are the most popular airlines that fly from Portland to Caribbean?

    Before booking your flight from Portland to Caribbean check out the most popular airlines for this route: American Airlines, Alaska Airlines or JetBlue.

  • What does PDX to SJU mean?

    This is defined as Portland Airport (PDX) and San Juan Luis Munoz Marin Intl Airport (SJU). Codes like San Juan Luis Munoz Marin Intl Airport are often used to just call airports uniquely. Punta Cana Airport (PUJ), Santo Domingo Las Americas Airport (SDQ), Montego Bay Sangster Intl Airport (MBJ), Oranjestad Reina Beatrix Airport (AUA), Nassau Intl Airport (NAS) are some additional IATA codes for airports related to your trip.

  • Can I find deals for flights from Portland to Caribbean that include extra baggage allowance?

    The amount of baggage you can bring on your Portland to Caribbean flight depends on the airline and the type of fare you've chosen. After entering your flight details, you'll be able to view the specific baggage policies for each deal in the search results. Keep in mind that certain deals may offer additional baggage allowance.

  • Can I find deals on flights from Portland to Caribbean with specific airlines?

    Yes, Cheapflights allows you to browse and filter Portland to Caribbean flight deals by airline. After entering your origin and destination, use the available filters to view flights offered by airlines.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Portland to Caribbean by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • Can I find deals for flights from Portland to Caribbean that allow pets onboard?

    Many airlines flying from Portland to Caribbean offer the option to travel with pets. After selecting a flight deal, you can find more information about the airline's pet policy on their official website or by contacting the airline directly. Please note that additional fees and restrictions may apply.

  • Can I find deals on last-minute flights from Portland to Caribbean?

    Yes, you can often find last-minute deals on Portland to Caribbean flights on Cheapflights. However, these deals can vary and may not always be available. We recommend checking back frequently or signing up for price alerts for the most up-to-date deals.

  • How recently were the Portland to Caribbean flight deals updated?

    The Portland to Caribbean flight deals you see on this page were last updated on 5/3.

See more FAQs

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Top 9 airlines flying from Portland to Caribbean

Discover the top 9 airlines that operate flights from Portland to Caribbean. 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 2,864,334 searches. Data last updated May 4, 2024.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$166Average$313FlexibilityNo cancel feeOn-time62%
Search Frontier flights
DeltaCheapest$206Average$568FlexibilityNo cancel feeOn-timeN/A
Search Delta flights
Alaska AirlinesCheapest$213Average$684FlexibilityNo cancel feeOn-time75%
Search Alaska Airlines flights
JetBlueCheapest$221Average$613FlexibilityNo cancel feeOn-time62%
Search JetBlue flights
Spirit AirlinesCheapest$247Average$391FlexibilityNo cancel feeOn-time65%
Search Spirit Airlines flights
United AirlinesCheapest$265Average$629FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
American AirlinesCheapest$305Average$678FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
Sun Country AirCheapest$320Average$619FlexibilityNo cancel feeOn-time83%
Search Sun Country Air flights
Linear Air TaxiCheapest$136,063Average$181,414FlexibilityNo cancel feeOn-timeN/A
Search Linear Air Taxi flights
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Search flights from Portland to Caribbean by cabin class

Find flights from Portland to Caribbean, based on your preferred cabin class, be it economy, premium economy, business, or first class.
First Class
Business Class
Prem Econ Class
Economy Class

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Fly with Cheapflights

Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights from Portland to Caribbean?

Cheapflights helps you search for flights from Portland to Caribbean via 900+ travel sites so you don’t have to. After performing a flight search, users can also filter their flight selection by filtering for price, number of stops, airlines, and so on.

Why should you use Cheapflights to find cheap flight tickets from Portland to Caribbean?

Cheapflights helps you find that perfect flight to Caribbean from Portland by searching from hundreds of airlines and agencies you know and love. We are also free to use, in case you were wondering!

Can Cheapflights find flights from Portland to Caribbean with no change fees?

Yes, we can. To see specific flights from Portland to Caribbean with no change fees, users can toggle flexible booking options after using the search form above to find flights.

Can Cheapflights notify me if prices for flights from Portland to Caribbean become cheaper?

Yes! Start tracking prices for Portland to Caribbean flights today and get alerted whenever prices for these flights change. To access this feature, click the bell icon next to the flight deals above, which will prompt you for a valid email address to receive your alerts.

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