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Cheap flights from Caribbean to Portland from $107

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Caribbean to Portland departing on 1/13. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Find the cheapest flights from Caribbean to Portland

Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
4:36 pm - 12:38 pm
SJU
-
PDX
48h 02m3 stops
Multiple Airlines Logo
7:00 am - 3:06 pm
PDX
-
SJU
28h 06m1 stop
$413Multiple Airlines
Thu, Jan 22 - Sun, Feb 1
Multiple Airlines Logo
4:36 pm - 1:44 pm
SJU
-
PDX
25h 08m2 stops
Multiple Airlines Logo
7:00 am - 3:06 pm
PDX
-
SJU
28h 06m1 stop
$414Multiple Airlines
Thu, Jan 22 - Sun, Feb 1
American Airlines Logo
1:30 am - 7:16 pm
SJU
-
PDX
20h 46m1 stop
American Airlines Logo
11:59 pm - 4:05 pm
PDX
-
SJU
13h 06m2 stops
$419American Airlines
Thu, Apr 2 - Mon, Apr 6
United Airlines Logo
1:09 am - 6:10 pm
BQN
-
PDX
21h 01m3 stops
United Airlines Logo
7:00 am - 11:57 pm
PDX
-
BQN
12h 57m2 stops
$419United Airlines
Sun, Feb 1 - Mon, Feb 9
Multiple Airlines Logo
4:36 pm - 12:38 pm
SJU
-
PDX
48h 02m3 stops
Multiple Airlines Logo
7:00 am - 3:12 pm
PDX
-
SJU
28h 12m2 stops
$441Multiple Airlines
Thu, Jan 22 - Sun, Feb 1
American Airlines Logo
1:30 am - 7:16 pm
SJU
-
PDX
20h 46m1 stop
American Airlines Logo
11:59 pm - 4:05 pm
PDX
-
SJU
13h 06m2 stops
$457American Airlines
Thu, Apr 2 - Mon, Apr 6
United Airlines Logo
7:20 am - 6:05 pm
SJU
-
PDX
13h 45m2 stops
United Airlines Logo
10:00 am - 11:57 pm
PDX
-
SJU
10h 57m1 stop
$503United Airlines
Wed, May 20 - Wed, May 27
Southwest Logo
8:20 am - 6:30 pm
SJU
-
PDX
13h 10m2 stops
Southwest Logo
5:40 am - 9:05 pm
PDX
-
SJU
12h 25m2 stops
$513Southwest
Wed, May 20 - Wed, May 27
Delta Logo
7:31 am - 8:25 pm
SDQ
-
PDX
16h 54m1 stop
Delta Logo
7:00 am - 12:30 am
PDX
-
SDQ
13h 30m1 stop
$578Delta
Thu, Jan 29 - Fri, Feb 6
Delta Logo
4:45 pm - 1:35 pm
MBJ
-
PDX
23h 50m2 stops
Delta Logo
1:53 pm - 3:20 pm
PDX
-
MBJ
22h 27m2 stops
$626Delta
Wed, Jan 7 - Sun, Jan 18

American Airlines flights from Caribbean to Portland

Our best American Airlines deals on Caribbean to Portland flight tickets
American Airlines
Apr 2
SJU1:30 amSan Juan Luis Munoz Marin Intl
20h 46m
1 stop
PDX7:16 pmPortland
Apr 6
PDX11:59 pmPortland
13h 06m
2 stops
SJU4:05 pmSan Juan Luis Munoz Marin Intl
$419
Find similar
American Airlines
Apr 2
SJU1:30 amSan Juan Luis Munoz Marin Intl
20h 46m
1 stop
PDX7:16 pmPortland
Apr 6
PDX11:59 pmPortland
13h 06m
2 stops
SJU4:05 pmSan Juan Luis Munoz Marin Intl
$457
Find similar
American Airlines
Feb 2
SJU6:00 amSan Juan Luis Munoz Marin Intl
21h 46m
1 stop
PDX11:46 pmPortland
Feb 9
PDX10:15 pmPortland
12h 44m
1 stop
SJU2:59 pmSan Juan Luis Munoz Marin Intl
$492
Find similar

Southwest flights from Caribbean to Portland

Our best Southwest deals on Caribbean to Portland flight tickets
Southwest
May 20
SJU8:20 amSan Juan Luis Munoz Marin Intl
13h 10m
2 stops
PDX6:30 pmPortland
May 27
PDX5:40 amPortland
12h 25m
2 stops
SJU9:05 pmSan Juan Luis Munoz Marin Intl
$513
Find similar
Southwest
Dec 19
SJU11:35 amSan Juan Luis Munoz Marin Intl
15h 45m
2 stops
PDX11:20 pmPortland
Jan 4
PDX8:50 amPortland
12h 50m
2 stops
SJU1:40 amSan Juan Luis Munoz Marin Intl
$695
Find similar
Southwest
Dec 26
SJU3:25 pmSan Juan Luis Munoz Marin Intl
13h 40m
2 stops
PDX1:05 amPortland
Jan 4
PDX8:50 amPortland
12h 50m
2 stops
SJU1:40 amSan Juan Luis Munoz Marin Intl
$730
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Caribbean 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, momondo users made 832,500 searches. Data last updated December 15, 2025.
Use the filters below to find and compare flights from Caribbean to Portland that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

San JuanPortland

SJU - PDX

SJUPDX

San Juan Luis Munoz Marin Intl

Thu 1/22

4:36 pm-12:38 pm

3 stops48h 02m

Portland

Sun 2/1

7:00 am-3:06 pm

1 stop28h 06m

$413

San JuanPortland

SJU - PDX

SJUPDX

San Juan Luis Munoz Marin Intl

Thu 1/22

4:36 pm-1:44 pm

2 stops25h 08m

Portland

Sun 2/1

7:00 am-3:06 pm

1 stop28h 06m

$414

San JuanPortland

SJU - PDX

SJUPDX

San Juan Luis Munoz Marin Intl

Thu 4/2

1:30 am-7:16 pm

1 stop20h 46m

Portland

Mon 4/6

11:59 pm-4:05 pm

2 stops13h 06m

$419

AguadillaPortland

BQN - PDX

BQNPDX

Aguadilla Borinquen

Sun 2/1

1:09 am-6:10 pm

3 stops21h 01m

Portland

Mon 2/9

7:00 am-11:57 pm

2 stops12h 57m

$419

San JuanPortland

SJU - PDX

SJUPDX

San Juan Luis Munoz Marin Intl

Thu 1/22

4:36 pm-12:38 pm

3 stops48h 02m

Portland

Sun 2/1

7:00 am-3:12 pm

2 stops28h 12m

$441

San JuanPortland

SJU - PDX

SJUPDX

San Juan Luis Munoz Marin Intl

Thu 4/2

1:30 am-7:16 pm

1 stop20h 46m

Portland

Mon 4/6

11:59 pm-4:05 pm

2 stops13h 06m

$457

San JuanPortland

SJU - PDX

SJUPDX

San Juan Luis Munoz Marin Intl

Wed 5/20

7:20 am-6:05 pm

2 stops13h 45m

Portland

Wed 5/27

10:00 am-11:57 pm

1 stop10h 57m

$503

San JuanPortland

SJU - PDX

SJUPDX

San Juan Luis Munoz Marin Intl

Wed 5/20

8:20 am-6:30 pm

2 stops13h 10m

Portland

Wed 5/27

5:40 am-9:05 pm

2 stops12h 25m

$513

Santo DomingoPortland

SDQ - PDX

SDQPDX

Santo Domingo Las Americas

Thu 1/29

7:31 am-8:25 pm

1 stop16h 54m

Portland

Fri 2/6

7:00 am-12:30 am

1 stop13h 30m

$578

Montego BayPortland

MBJ - PDX

MBJPDX

Montego Bay Sangster Intl

Wed 1/7

4:45 pm-1:35 pm

2 stops23h 50m

Portland

Sun 1/18

1:53 pm-3:20 pm

2 stops22h 27m

$626

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Portland from

How to get the cheapest flight ticket from Caribbean to Portland

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 Portland?

The cheapest month to fly to Portland from Caribbean is in February. Flight prices, which tend to average around $421, are often lower during this time because this is during the off-season. If you don’t want to visit Portland in February, then you should wait until January to fly from Caribbean, when ticket prices are also cheap, with an average price of $454.

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

The cheapest day to depart on your flight to Portland is on a Thursday when prices can be found for as low as $477. This is often the case because there is less demand to fly during this day of the week. The most expensive day to fly to Portland is Saturday, with ticket prices averaging around $595.

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

The cheapest time of day to fly to Portland is in the evening when flights can be purchased for as low as $430. In the morning is when there is more demand to fly to Portland, so prices are often more expensive at around $537 per ticket.

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

You are more likely to see cheaper flights to Portland from Caribbean when booking weeks ahead of your departure date. In general, you can expect to find flights to Portland for around $514 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Portland from Caribbean for as low as $422 on momondo.

Can stopping save me money on Caribbean to Portland flights?

You could potentially save up to 12% on your flight if you consider stops on a Caribbean to Portland flight.

Cheap Caribbean to Portland flight deals and tips

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

Fastest flight time

11h 10m

Direct flights

None
The fastest flight from Caribbean to Portland takes 11h 10m
There are no direct flights from Caribbean to Portland. There are no popular flight routes from Caribbean to Portland.
Search flight deals

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

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

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

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

    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 Caribbean to Portland Airport.

  • What documentation or ID do you need to fly to Portland Airport?

    The necessary travel and health documents for your Portland Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

Best airlines flying from Caribbean to Portland

Compare and see reviews for airlines that fly from Caribbean to Portland with momondo
Airline
Rating
Free Cancellation
Price
DeltaPriceFrom $242Free CancellationRating
7.9
8,010 reviews
Search Delta flights
American AirlinesPriceFrom $369Free CancellationRating
7.2
11,048 reviews
Search American Airlines flights
United AirlinesPriceFrom $406Free CancellationRating
7.4
9,094 reviews
Search United Airlines flights
SouthwestPriceFrom $466Free CancellationRating
7.9
4,250 reviews
Search Southwest flights

Traveling to a place near Portland?

Book flights to Portland if you plan to visit one of these locations
Lincoln City
Seaside
Cannon Beach
Vancouver
Salem
Astoria
Long Beach
Depoe Bay
Rockaway Beach
Beaverton
Hillsboro
Hood River
McMinnville
Gresham
Longview
Tigard
The Dalles
Pacific City
Manzanita
Tillamook

Why use momondo?

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

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Caribbean to Portland. momondo saves you time and could save you money on your trip.

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

Yes. All flights to Portland from Caribbean on momondo can be compared and filtered by various policies on offer, including flexible booking.

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

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Caribbean to Portland.

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

Price alerts on flights to Portland from Caribbean are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

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