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Cheap flights from Portland to Caribbean Islands from $137

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Portland to Caribbean Islands departing on 2/25. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from Portland to Caribbean Islands

Cheap round-trip flights

These are some of the best round-trip flight deals from Portland to Caribbean Islands 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 Islands.

Cheap last minute flights

Planning a quick getaway from Portland to Caribbean Islands? 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 Islands, so you can enjoy a seamless trip without layovers.

Cheap bus & train deals from Portland to Caribbean Islands

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

All round-trip flight deals to Caribbean Islands

The cheapest plane tickets to Caribbean Islands found on KAYAK recently.
5:30 pm - 7:45 pmPDX-SJU
22h 15m2 stops
6:36 pm - 4:35 pmSJU-PDX
25h 59m2 stops
$225Spirit Airlines
Find Deal
Tue, Jan 14 - Thu, Jan 23
10:16 am - 5:19 pmPDX-SJU
27h 03m2 stops
6:14 pm - 9:21 amSJU-PDX
19h 07m2 stops
$276Spirit Airlines
Find Deal
Tue, Feb 18 - Mon, Feb 24
10:45 pm - 12:00 pmPDX-SJU
9h 15m1 stop
6:15 am - 5:53 pmSJU-PDX
15h 38m2 stops
$348American Airlines
Find Deal
Mon, Jan 13 - Sat, Jan 25
5:00 am - 9:28 pmPDX-SJU
12h 28m2 stops
2:05 am - 1:50 pmSJU-PDX
15h 45m2 stops
$368United Airlines
Find Deal
Wed, Jan 29 - Fri, Jan 31
7:10 am - 8:38 pmPDX-SJU
10h 28m1 stop
7:00 am - 8:37 pmSJU-PDX
16h 37m2 stops
$369United Airlines
Find Deal
Tue, Apr 1 - Tue, May 6
10:01 pm - 1:30 pmPDX-SJU
11h 29m1 stop
6:30 am - 5:50 pmSJU-PDX
15h 20m1 stop
$373American Airlines
Find Deal
Mon, Feb 17 - Fri, Feb 21
7:05 am - 11:59 pmPDX-SJU
12h 54m1 stop
2:11 pm - 11:29 pmSJU-PDX
13h 18m1 stop
$424Delta
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Thu, Jan 9 - Sat, Jan 18
5:20 am - 2:18 amPDX-SJU
16h 58m2 stops
2:11 pm - 11:58 pmSJU-PDX
13h 47m2 stops
$449Delta
Find Deal
Sun, Jan 5 - Tue, Jan 28
9:16 pm - 7:59 pmPDX-NAS
19h 43m1 stop
10:00 am - 11:59 pmNAS-PDX
16h 59m1 stop
$479Alaska Airlines
Find Deal
Thu, Mar 6 - Sun, Mar 9
6:57 pm - 7:05 pmPDX-NAS
21h 08m2 stops
11:00 am - 10:02 amNAS-PDX
26h 02m2 stops
$488Alaska Airlines
Find Deal
Sun, Feb 2 - Thu, Feb 6
10:16 am - 5:19 pmPDX-SJU
27h 03m2 stops
$137Spirit Airlines
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Tue, Feb 25
7:48 pm - 5:40 pmPDX-SJU
17h 52m2 stops
$148Spirit Airlines
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Tue, Jan 7
11:35 am - 5:09 amPDX-SJU
13h 34m2 stops
$174American Airlines
Find Deal
Sat, Mar 1
7:05 am - 11:59 pmPDX-SJU
12h 54m1 stop
$212Delta
Find Deal
Thu, Jan 9
8:19 am - 3:18 pmPDX-SJU
26h 59m2 stops
$214American Airlines
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Mon, Jan 6
5:10 pm - 1:15 pmPDX-NAS
17h 05m2 stops
$218Delta
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Tue, Mar 18
10:50 pm - 12:47 pmPDX-SJU
9h 57m1 stop
$219United Airlines
Find Deal
Mon, Jan 6
11:38 pm - 12:51 pmPDX-SXM
10h 13m1 stop
$230United Airlines
Find Deal
Tue, Mar 25
7:15 am - 5:09 amPDX-SJU
17h 54m3 stops
$288Alaska Airlines
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Tue, Feb 25
9:30 pm - 7:00 pmPDX-NAS
18h 30m1 stop
$318Alaska Airlines
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Thu, Mar 20
7:00 am - 12:41 amPDX-SJU
13h 41m1 stop
7:00 am - 8:35 pmSJU-PDX
17h 35m2 stops
$579Delta
Find Deal
Thu, Dec 19 - Sat, Jan 18
6:20 am - 2:18 amPDX-SJU
15h 58m2 stops
7:00 am - 10:52 pmSJU-PDX
19h 52m2 stops
$669Delta
Find Deal
Thu, Dec 19 - Sat, Jan 18
10:42 pm - 5:30 pmPDX-SJU
14h 48m1 stop
6:25 am - 1:09 pmSJU-PDX
10h 44m1 stop
$764American Airlines
Find Deal
Sat, Dec 21 - Mon, Dec 23
10:42 pm - 8:18 pmPDX-SJU
17h 36m1 stop
7:05 am - 11:38 pmSJU-PDX
20h 33m1 stop
$779American Airlines
Find Deal
Thu, Dec 19 - Sat, Dec 28
5:45 am - 12:36 amPDX-SJU
14h 51m2 stops
2:05 am - 8:37 pmSJU-PDX
22h 32m2 stops
$838United Airlines
Find Deal
Thu, Dec 19 - Fri, Jan 17
5:45 am - 4:25 pmPDX-GCM
31h 40m3 stops
5:40 pm - 6:42 pmGCM-PDX
28h 02m2 stops
$883United Airlines
Find Deal
Thu, Dec 19 - Thu, Dec 26
7:19 pm - 8:22 pmPDX-SJU
21h 03m3 stops
6:35 pm - 6:22 pmSJU-PDX
27h 47m2 stops
$1,056Spirit Airlines
Find Deal
Thu, Dec 19 - Sat, Dec 28
7:19 pm - 3:55 pmPDX-PUJ
40h 36m2 stops
4:50 pm - 11:34 pmPUJ-PDX
34h 44m2 stops
$1,275Spirit Airlines
Find Deal
Mon, Dec 23 - Fri, Dec 27
12:41 am - 3:08 pmPDX-SJU
10h 27m1 stop
1:30 am - 7:17 pmSJU-PDX
21h 47m2 stops
$1,938Alaska Airlines
Find Deal
Mon, Dec 23 - Sun, Dec 29
12:41 am - 2:58 pmPDX-SJU
10h 17m1 stop
1:30 am - 8:32 pmSJU-PDX
23h 02m2 stops
$1,977Alaska Airlines
Find Deal
Fri, Dec 20 - Fri, Dec 27

Spirit Airlines flights from Portland to Caribbean Islands

Our best Spirit Airlines deals on Portland to Caribbean Islands flight tickets
Spirit Airlines
Jan 14
PDX5:30 pmPortland
22h 15m
2 stops
SJU7:45 pmSan Juan Luis Munoz Marin Intl
Jan 23
SJU6:36 pmSan Juan Luis Munoz Marin Intl
25h 59m
2 stops
PDX4:35 pmPortland
Spirit Airlines
Feb 18
PDX10:16 amPortland
27h 03m
2 stops
SJU5:19 pmSan Juan Luis Munoz Marin Intl
Feb 24
SJU6:14 pmSan Juan Luis Munoz Marin Intl
19h 07m
2 stops
PDX9:21 amPortland
Spirit Airlines
Feb 20
PDX8:09 pmPortland
18h 13m
2 stops
SJU6:22 pmSan Juan Luis Munoz Marin Intl
Feb 25
SJU6:14 pmSan Juan Luis Munoz Marin Intl
19h 07m
2 stops
PDX9:21 amPortland

American Airlines flights from Portland to Caribbean Islands

Our best American Airlines deals on Portland to Caribbean Islands flight tickets
American Airlines
Jan 13
PDX10:45 pmPortland
9h 15m
1 stop
SJU12:00 pmSan Juan Luis Munoz Marin Intl
Jan 25
SJU6:15 amSan Juan Luis Munoz Marin Intl
15h 38m
2 stops
PDX5:53 pmPortland
American Airlines
Feb 17
PDX10:01 pmPortland
11h 29m
1 stop
SJU1:30 pmSan Juan Luis Munoz Marin Intl
Feb 21
SJU6:30 amSan Juan Luis Munoz Marin Intl
15h 20m
1 stop
PDX5:50 pmPortland
American Airlines
Jan 25
PDX10:45 pmPortland
9h 45m
1 stop
SJU12:30 pmSan Juan Luis Munoz Marin Intl
Feb 8
SJU6:15 amSan Juan Luis Munoz Marin Intl
21h 21m
1 stop
PDX11:36 pmPortland

See travel insights to Caribbean Islands from

How to get the cheapest flight ticket from Portland to Caribbean Islands

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

What is the cheapest month to fly to Caribbean Islands?

The month of September is, on average, the cheapest month to fly to Caribbean Islands from Portland, with most prices found around $380. The month of October is another great option to travel to Caribbean Islands, with average flight prices from Portland averaging around $425.

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

The cheapest day to depart from Portland to Caribbean Islands is on a Tuesday. Travelers who choose to depart for Caribbean Islands on a Tuesday will often find tickets 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 Islands.

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

According to our data, the cheapest time of day to fly to Caribbean Islands is in the afternoon. momondo users have found flights departing from Portland to Caribbean Islands in the afternoon for as low as $428. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. Try not to purchase tickets in the morning because they tend to be around $602. Of course, these prices can vary depending on the time of year and what airport you fly to.

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

The ideal time to book your flight to Caribbean Islands is 26 days in advance when prices tend to average $550. Keep in mind that you might be able to find cheaper flights to Caribbean Islands at any time. In fact, our users found flights for as low as $327 in the past 72 hours.

Can stopping save me money on Portland to Caribbean Islands flights?

You could potentially save up to 21% on your flight if you consider stops on a Portland to Caribbean Islands flight.

Cheap Portland to Caribbean Islands flight deals and tips

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

Best Price Found

$137

Fastest flight time

8h 12m

Direct flights

None

Airports in Caribbean Islands

10 airports
The best one-way flight to Caribbean Islands from Portland in the past 72 hours is $137. The best round-trip flight deal from Portland to Caribbean Islands found on momondo in the last 72 hours is $225.
The fastest flight from Portland to Caribbean Islands takes 8h 12m
There are no direct flights from Portland to Caribbean Islands. 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 Islands: George Town Owen Roberts Intl (GCM), Nassau Intl (NAS), Saint Thomas Island Cyril E King (STT), Montego Bay Sangster Intl (MBJ), Punta Cana (PUJ), Bridgetown Grantley Adams Intl (BGI), Providenciales (PLS), Simpson Bay Princess Juliana (SXM), Oranjestad Reina Beatrix (AUA), San Juan Luis Munoz Marin Intl (SJU)

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

    Prices for flights from Portland Airport to Caribbean Islands are updated daily.

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

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

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Portland Airport to Caribbean Islands.

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

    The travel and health documents you'll need for your trip to Caribbean Islands may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Caribbean Islands. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Portland to Caribbean Islands?


Best airlines flying from Portland to Caribbean Islands

Compare and see reviews for airlines that fly from Portland to Caribbean Islands with momondo
Airline
Rating
Free Cancellation
Price
FrontierPriceFrom $145Free CancellationRating
6.1
3,479 reviews
Search Frontier flights
Alaska AirlinesPriceFrom $217Free CancellationRating
8.0
9,552 reviews
Search Alaska Airlines flights
Spirit AirlinesPriceFrom $225Free CancellationRating
6.3
8,119 reviews
Search Spirit Airlines flights
United AirlinesPriceFrom $281Free CancellationRating
7.4
9,059 reviews
Search United Airlines flights
JetBluePriceFrom $288Free CancellationRating
7.4
3,279 reviews
Search JetBlue flights
DeltaPriceFrom $305Free CancellationRating
8.0
8,604 reviews
Search Delta flights
American AirlinesPriceFrom $325Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
SouthwestPriceFrom $504Free CancellationRating
8.1
4,848 reviews
Search Southwest flights
Sun Country AirPriceFrom $507Free CancellationRating
6.9
399 reviews
Search Sun Country Air flights

Why use momondo?

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

It is quick and easy to find Portland to Caribbean Islands flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Caribbean Islands that suits you.

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

All flight searches from Portland to Caribbean Islands on momondo can be filtered to show those which offer flexible booking policies.

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

momondo helps you find the best flight between Portland and Caribbean Islands by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

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

If you are not ready to book a flight from Portland to Caribbean Islands now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Caribbean Islands and let you know when they change.


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Popular flights according to clicks in the last 7 days on momondo