What is the cheapest airline that flies from Portland to Caribbean?

Frontier, Spirit Airlines, and JetBlue are the most popular carriers operating from Portland to Caribbean

What airlines fly to Caribbean?

American Airlines, Delta and United Airlines are the top three most popular airlines that fly to Caribbean from Portland according to our data. American Airlines is the first choice among our users, with 63% of people opting to fly with this airline when traveling to Caribbean. Keep in mind that there are 9 different airlines that fly to Caribbean on a routine basis, so you have a few additional options to choose from.

When did momondo last update prices for flights from Portland Airport to Caribbean?

Prices for flights from Portland Airport to Caribbean were last updated today.

How many operators does momondo search for flights from Portland Airport to Caribbean?

There are 9 operators available for flights from Portland Airport to Caribbean as of January 2025.

How old do you have to be to fly from Portland Airport to Caribbean?

The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Portland Airport to Caribbean.

What documentation or ID do you need to fly to Caribbean?

The travel and health documents required for your trip to Caribbean can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Caribbean. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

$125 Cheap Flights from Portland to Caribbean in 2025

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Find the cheapest flights from Portland to Caribbean

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Cheap round-trip flights

These are some of the best round-trip flight deals from Portland to Caribbean that have been recently found on momondo from popular airlines, departing in the coming months.

Cheap one-way flights

Flying one-way? These are some of the best deals recently discovered on momondo for flights from Portland to Caribbean.

Cheap last minute flights

Planning a quick getaway from Portland to Caribbean? These are the last-minute flight deals available now.

Cheap direct flights

If you prefer a non-stop journey, check out our latest direct flight deals to Caribbean, so you can enjoy a seamless trip without layovers.

Cheap bus & train deals from Portland to Caribbean

Find recent round-trip train or bus tickets from Portland to Caribbean.

All round-trip flight deals to Caribbean

The cheapest plane tickets to Caribbean found on KAYAK recently.

10:16 am - 5:01 pmPDX-SJU

26h 45m2 stops

5:56 pm - 9:21 amSJU-PDX

19h 25m2 stops

$248Spirit Airlines

Find Deal

Sun, Feb 23 - Thu, Feb 27

5:30 pm - 7:45 pmPDX-SJU

22h 15m2 stops

6:55 pm - 4:35 pmSJU-PDX

25h 40m2 stops

$261Spirit Airlines

Find Deal

Tue, Jan 28 - Mon, Feb 3

6:15 pm - 10:55 amPDX-SJU

13h 40m2 stops

1:29 pm - 11:12 pmSJU-PDX

12h 43m1 stop

$349American Airlines

Find Deal

Tue, Apr 1 - Wed, Apr 9

7:35 am - 4:59 amPDX-SJU

17h 24m1 stop

2:40 pm - 11:58 pmSJU-PDX

13h 18m1 stop

$374American Airlines

Find Deal

Sun, Feb 16 - Fri, Feb 21

5:00 am - 6:25 pmPDX-SJU

9h 25m1 stop

2:05 am - 1:50 pmSJU-PDX

15h 45m2 stops

$415United Airlines

Find Deal

Fri, Jan 31 - Fri, Feb 7

7:05 am - 11:59 pmPDX-SJU

12h 54m1 stop

2:26 pm - 11:29 pmSJU-PDX

13h 03m1 stop

$425Delta

Find Deal

Fri, Jan 31 - Sat, Feb 8

5:00 am - 6:25 pmPDX-SJU

9h 25m1 stop

2:05 am - 1:50 pmSJU-PDX

15h 45m2 stops

$438United Airlines

Find Deal

Fri, Jan 31 - Fri, Feb 7

12:45 am - 3:13 pmPDX-SJU

10h 28m1 stop

2:11 pm - 11:29 pmSJU-PDX

13h 18m1 stop

$450Delta

Find Deal

Mon, Jan 20 - Fri, Jan 31

12:03 pm - 1:00 pmPDX-PUJ

20h 57m2 stops

2:15 pm - 8:40 amPUJ-PDX

22h 25m2 stops

$457Frontier

Find Deal

Sun, Feb 2 - Thu, Feb 13

10:45 pm - 4:39 pmPDX-PUJ

38h 54m2 stops

5:54 pm - 12:40 amPUJ-PDX

33h 46m2 stops

$518Frontier

Find Deal

Sun, Apr 27 - Sun, May 4

7:35 am - 11:57 pmPDX-SJU

12h 22m2 stops

$125Frontier

Find Deal

Sat, Jan 25

5:30 pm - 7:45 pmPDX-SJU

22h 15m2 stops

$162Spirit Airlines

Find Deal

Mon, Feb 10

5:30 pm - 6:02 pmPDX-SJU

44h 32m2 stops

$165Spirit Airlines

Find Deal

Mon, Feb 3

11:59 pm - 1:40 pmPDX-NAS

10h 41m2 stops

$173American Airlines

Find Deal

Mon, Mar 17

6:15 pm - 11:45 amPDX-SJU

13h 30m2 stops

$175American Airlines

Find Deal

Sun, Feb 2

7:21 pm - 1:33 pmPDX-NAS

15h 12m2 stops

$183United Airlines

Find Deal

Mon, Mar 24

7:05 am - 11:59 pmPDX-SJU

12h 54m1 stop

$213Delta

Find Deal

Thu, Jan 30

5:15 pm - 12:30 pmPDX-SJU

15h 15m2 stops

$219Delta

Find Deal

Fri, Jan 31

1:37 pm - 11:57 amPDX-SJU

19h 20m3 stops

$220United Airlines

Find Deal

Mon, May 5

9:29 pm - 1:50 pmPDX-SJU

37h 21m2 stops

$392Alaska Airlines

Find Deal

Sun, Jun 22

5:30 pm - 7:45 pmPDX-SJU

22h 15m2 stops

6:55 pm - 4:35 pmSJU-PDX

25h 40m2 stops

$507Spirit Airlines

Find Deal

Tue, Jan 14 - Sat, Jan 25

10:16 am - 2:30 pmPDX-SJU

24h 14m2 stops

6:55 pm - 4:35 pmSJU-PDX

25h 40m2 stops

$534Spirit Airlines

Find Deal

Mon, Jan 13 - Sat, Jan 25

7:35 pm - 2:13 pmPDX-SJU

14h 38m2 stops

6:15 am - 4:25 pmSJU-PDX

14h 10m2 stops

$595Delta

Find Deal

Tue, Jan 14 - Sat, Jan 25

1:38 pm - 2:40 pmPDX-SJU

21h 02m2 stops

2:05 am - 1:50 pmSJU-PDX

15h 45m2 stops

$630United Airlines

Find Deal

Mon, Jan 13 - Fri, Jan 24

10:45 pm - 1:35 pmPDX-SJU

10h 50m1 stop

6:15 am - 11:36 pmSJU-PDX

21h 21m1 stop

$635American Airlines

Find Deal

Sat, Jan 11 - Sat, Jan 18

5:15 pm - 2:13 pmPDX-SJU

16h 58m2 stops

2:11 pm - 11:58 pmSJU-PDX

13h 47m2 stops

$640Delta

Find Deal

Sun, Jan 12 - Sun, Jan 19

7:05 am - 3:38 pmPDX-SJU

28h 33m2 stops

2:05 am - 1:50 pmSJU-PDX

15h 45m2 stops

$654United Airlines

Find Deal

Sun, Jan 12 - Fri, Jan 24

10:45 pm - 12:30 pmPDX-SJU

9h 45m1 stop

7:45 am - 11:36 pmSJU-PDX

19h 51m1 stop

$680American Airlines

Find Deal

Sat, Jan 11 - Tue, Jan 21

6:00 am - 3:00 pmPDX-AUA

29h 00m2 stops

4:40 pm - 9:21 amAUA-PDX

44h 41m2 stops

$842

Find Deal

Mon, Jan 13 - Sat, Jan 18

5:30 pm - 10:46 amPDX-STT

37h 16m3 stops

5:40 pm - 4:35 pmSTT-PDX

26h 55m3 stops

$999

Find Deal

Sun, Jan 12 - Tue, Jan 14

United Airlines flights from Portland to Caribbean

Our best United Airlines deals on Portland to Caribbean flight tickets

United Airlines

Jan 31

PDX5:00 amPortland

9h 25m

1 stop

SJU6:25 pmSan Juan Luis Munoz Marin Intl

Feb 7

SJU2:05 amSan Juan Luis Munoz Marin Intl

15h 45m

2 stops

PDX1:50 pmPortland

$415

Find similar

United Airlines

Jan 31

PDX5:00 amPortland

9h 25m

1 stop

SJU6:25 pmSan Juan Luis Munoz Marin Intl

Feb 7

SJU2:05 amSan Juan Luis Munoz Marin Intl

15h 45m

2 stops

PDX1:50 pmPortland

$438

Find similar

United Airlines

Feb 22

PDX7:42 pmPortland

16h 13m

2 stops

NAS2:55 pmNassau Intl

Feb 28

NAS3:57 pmNassau Intl

9h 38m

1 stop

PDX10:35 pmPortland

$473

Find similar

Spirit Airlines flights from Portland to Caribbean

Our best Spirit Airlines deals on Portland to Caribbean flight tickets

Spirit Airlines

Feb 23

PDX10:16 amPortland

26h 45m

2 stops

SJU5:01 pmSan Juan Luis Munoz Marin Intl

Feb 27

SJU5:56 pmSan Juan Luis Munoz Marin Intl

19h 25m

2 stops

PDX9:21 amPortland

$248

Find similar

Spirit Airlines

Jan 28

PDX5:30 pmPortland

22h 15m

2 stops

SJU7:45 pmSan Juan Luis Munoz Marin Intl

Feb 3

SJU6:55 pmSan Juan Luis Munoz Marin Intl

25h 40m

2 stops

PDX4:35 pmPortland

$261

Find similar

Spirit Airlines

Feb 20

PDX8:28 pmPortland

40h 33m

2 stops

SJU5:01 pmSan Juan Luis Munoz Marin Intl

Feb 28

SJU5:56 pmSan Juan Luis Munoz Marin Intl

19h 25m

2 stops

PDX9:21 amPortland

$264

Find similar

How to get the cheapest flight ticket from Portland to Caribbean

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

Prices

Airlines

What is the cheapest month to fly to Caribbean?

In general, September is the cheapest month to fly from Portland to Caribbean. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $378. If you don’t want to visit Caribbean in September, then you should wait until October to fly from Portland, when ticket prices are also cheap, with an average price of $425.

What is the cheapest day to depart on your flight to Caribbean?

The cheapest day to depart from Portland to Caribbean is on a Tuesday when prices can be found for as low as $454. If your travel schedule is flexible, try to avoid departing on a Thursday because tickets tend to average around $655. These prices are subject to change though, so be sure to set up a Price Alert for flights to Caribbean.

What is the cheapest time of day to depart on your flight to Caribbean?

In the afternoon is the cheapest time of day to fly from Portland to Caribbean when you can find flight prices for as low as $428. Flying to Caribbean in the afternoon is an ideal time because this is during off-peak travel hours. Flights in the morning are often more expensive with an average ticket price of $602.

How far in advance should I book a flight to Caribbean?

The ideal time to book your flight to Caribbean is 49 days in advance when prices tend to average $550. Keep in mind that you might also find cheap flights to Caribbean outside of this time window. In fact, momondo users recently found flights from Portland to Caribbean for $291.

Cheap Portland to Caribbean flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Portland to Caribbean

Best Price Found	$125
Fastest flight time	8h 45m
Direct flights	None
Airports in Caribbean	10 airports

The best one-way flight to Caribbean from Portland in the past 72 hours is $125. The best round-trip flight deal from Portland to Caribbean found on momondo in the last 72 hours is $248.

The fastest flight from Portland to Caribbean takes 8h 45m

There are no direct flights from Portland to Caribbean. Popular non-direct routes for this connection are Portland Airport - San Juan Luis Munoz Marin Intl Airport, Portland Airport - Saint Thomas Island Cyril E King Airport and Portland Airport - Nassau Intl Airport.

There are 10 airports near Caribbean: George Town Owen Roberts Intl (GCM), Nassau Intl (NAS), Saint Thomas Island Cyril E King (STT), Montego Bay Sangster Intl (MBJ), Punta Cana (PUJ), Christiansted Henry Rohlsen (STX), Simpson Bay Princess Juliana (SXM), Oranjestad Reina Beatrix (AUA), Road Town Beef Island (EIS), San Juan Luis Munoz Marin Intl (SJU)

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When did momondo last update prices for flights from Portland Airport to Caribbean?
Prices for flights from Portland Airport to Caribbean were last updated today.
How many operators does momondo search for flights from Portland Airport to Caribbean?
There are 9 operators available for flights from Portland Airport to Caribbean as of January 2025.
How old do you have to be to fly from Portland Airport to Caribbean?
The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Portland Airport to Caribbean.
What documentation or ID do you need to fly to Caribbean?
The travel and health documents required for your trip to Caribbean can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Caribbean. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

Best airlines flying from Portland to Caribbean

Compare and see reviews for airlines that fly from Portland to Caribbean with momondo

Airline	Rating	Free Cancellation	Price
Frontier	PriceFrom $145	Free Cancellation	Rating 6.0 3,428 reviews	Search Frontier flights
Alaska Airlines	PriceFrom $217	Free Cancellation	Rating 8.0 9,643 reviews	Search Alaska Airlines flights
Spirit Airlines	PriceFrom $245	Free Cancellation	Rating 6.3 8,075 reviews	Search Spirit Airlines flights
JetBlue	PriceFrom $288	Free Cancellation	Rating 7.4 3,191 reviews	Search JetBlue flights
United Airlines	PriceFrom $298	Free Cancellation	Rating 7.4 8,942 reviews	Search United Airlines flights
Delta	PriceFrom $305	Free Cancellation	Rating 8.0 8,501 reviews	Search Delta flights
American Airlines	PriceFrom $335	Free Cancellation	Rating 7.2 10,000 reviews	Search American Airlines flights
Southwest	PriceFrom $474	Free Cancellation	Rating 8.1 4,650 reviews	Search Southwest flights
Sun Country Air	PriceFrom $475	Free Cancellation	Rating 7.0 381 reviews	Search Sun Country Air flights

Why use momondo?

Why should I use momondo to find a flight deal from Portland to Caribbean?

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Portland to Caribbean. Millions of users trust and use momondo every year so you are in good hands.

Can I find flights from Portland to Caribbean with flexible booking policies on momondo?

Flights from Portland to Caribbean with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

How can momondo help me find flights from Portland to Caribbean?

Once all potential Portland to Caribbean flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

I’m not ready to book a flight from Portland to Caribbean right now. Can momondo alert me if prices change?

Yes. momondo can track prices for Portland to Caribbean flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.