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Cheap flights from Caribbean Islands to Portland from $152

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 Islands to Portland departing on 4/14. 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 Islands to Portland

Cheap round-trip flights

Enter your travel dates to find the best prices.
United Airlines Logo
1:52 pm - 11:58 pm
MBJ
-
PDX
12h 06m
1 stop
United Airlines Logo
10:56 pm - 12:50 pm
PDX
-
MBJ
11h 54m
1 stop
$371United Airlines
Thu, Apr 9 - Thu, Apr 16
Southwest Logo
5:30 am - 3:00 pm
SJU
-
PDX
12h 30m
1 stop
Southwest Logo
10:45 pm - 1:10 pm
PDX
-
SJU
11h 25m
1 stop
$438Southwest
Fri, Aug 7 - Fri, Aug 14
American Airlines Logo
3:00 pm - 11:22 pm
SJU
-
PDX
11h 22m
1 stop
American Airlines Logo
7:00 am - 11:40 pm
PDX
-
SJU
13h 40m
2 stops
$450American Airlines
Tue, Aug 18 - Tue, Aug 25
Delta Logo
12:55 pm - 10:02 pm
SJU
-
PDX
12h 07m
1 stop
Delta Logo
6:28 am - 11:12 pm
PDX
-
SJU
13h 44m
1 stop
$470Delta
Tue, Apr 21 - Sat, Apr 25
American Airlines Logo
1:35 pm - 11:22 pm
SJU
-
PDX
12h 47m
2 stops
American Airlines Logo
7:40 am - 11:40 pm
PDX
-
SJU
13h 00m
2 stops
$488American Airlines
Tue, Aug 18 - Tue, Aug 25
United Airlines Logo
3:56 pm - 11:58 pm
SJU
-
PDX
11h 02m
1 stop
United Airlines Logo
7:45 pm - 12:34 pm
PDX
-
SJU
13h 49m
2 stops
$493United Airlines
Mon, Apr 27 - Mon, May 4
Delta Logo
6:05 am - 10:16 pm
SDQ
-
PDX
19h 11m
1 stop
Delta Logo
6:05 pm - 12:31 pm
PDX
-
SDQ
15h 26m
2 stops
$553Delta
Fri, Apr 24 - Sun, May 3
Sun Country Air Logo
12:15 am - 11:56 am
BQN
-
PDX
14h 41m
2 stops
Sun Country Air Logo
5:15 am - 11:09 pm
PDX
-
BQN
14h 54m
2 stops
$760Sun Country Air
Mon, Jun 29 - Mon, Jul 13
Multiple Airlines Logo
12:45 pm - 9:10 am
POP
-
PDX
23h 25m
2 stops
Multiple Airlines Logo
7:05 pm - 12:50 pm
PDX
-
POP
14h 45m
2 stops
$788Multiple Airlines
Thu, Apr 9 - Thu, Apr 16
Multiple Airlines Logo
12:45 pm - 9:10 am
POP
-
PDX
23h 25m
3 stops
Multiple Airlines Logo
7:05 pm - 12:50 pm
PDX
-
POP
14h 45m
2 stops
$855Multiple Airlines
Thu, Apr 9 - Thu, Apr 16

United Airlines flights from Caribbean Islands to Portland

Our best United Airlines deals on Caribbean Islands to Portland flight tickets
United Airlines
Apr 9
MBJ1:52 pmMontego Bay Sangster Intl
12h 06m
1 stop
PDX11:58 pmPortland
Apr 16
PDX4:15 pmPortland
18h 35m
2 stops
MBJ12:50 pmMontego Bay Sangster Intl
$371
United Airlines
Apr 27
SJU3:56 pmSan Juan Luis Munoz Marin Intl
11h 02m
1 stop
PDX11:58 pmPortland
May 4
PDX7:45 pmPortland
13h 49m
2 stops
SJU12:34 pmSan Juan Luis Munoz Marin Intl
$493
United Airlines
Apr 18
SJU7:00 amSan Juan Luis Munoz Marin Intl
13h 45m
2 stops
PDX5:45 pmPortland
Apr 21
PDX5:00 amPortland
12h 34m
2 stops
SJU8:34 pmSan Juan Luis Munoz Marin Intl
$495

Southwest flights from Caribbean Islands to Portland

Our best Southwest deals on Caribbean Islands to Portland flight tickets
Southwest
Aug 7
SJU5:30 amSan Juan Luis Munoz Marin Intl
12h 30m
1 stop
PDX3:00 pmPortland
Aug 14
PDX10:45 pmPortland
11h 25m
1 stop
SJU1:10 pmSan Juan Luis Munoz Marin Intl
$438
Southwest
Aug 7
SJU5:30 amSan Juan Luis Munoz Marin Intl
12h 30m
1 stop
PDX3:00 pmPortland
Aug 14
PDX7:00 pmPortland
12h 50m
2 stops
SJU10:50 amSan Juan Luis Munoz Marin Intl
$496
Southwest
May 4
SJU10:00 amSan Juan Luis Munoz Marin Intl
15h 40m
2 stops
PDX10:40 pmPortland
May 13
PDX6:30 amPortland
13h 10m
2 stops
SJU10:40 pmSan Juan Luis Munoz Marin Intl
$536

momondo Fare Finder

 
Customize your flight search to find flights from Caribbean Islands 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 February 23, 2026.
Use the filters below to find and compare flights from Caribbean Islands to Portland that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Montego BayPortland

MBJ - PDX

MBJPDX

Montego Bay Sangster Intl

Thu 4/9

1:52 pm-11:58 pm

1 stop12h 06m

Portland

Thu 4/16

10:56 pm-12:50 pm

1 stop11h 54m

$371

San JuanPortland

SJU - PDX

SJUPDX

San Juan Luis Munoz Marin Intl

Fri 8/7

5:30 am-3:00 pm

1 stop12h 30m

Portland

Fri 8/14

10:45 pm-1:10 pm

1 stop11h 25m

$438

San JuanPortland

SJU - PDX

SJUPDX

San Juan Luis Munoz Marin Intl

Tue 8/18

3:00 pm-11:22 pm

1 stop11h 22m

Portland

Tue 8/25

7:00 am-11:40 pm

2 stops13h 40m

$450

San JuanPortland

SJU - PDX

SJUPDX

San Juan Luis Munoz Marin Intl

Tue 4/21

12:55 pm-10:02 pm

1 stop12h 07m

Portland

Sat 4/25

6:28 am-11:12 pm

1 stop13h 44m

$470

San JuanPortland

SJU - PDX

SJUPDX

San Juan Luis Munoz Marin Intl

Tue 8/18

1:35 pm-11:22 pm

2 stops12h 47m

Portland

Tue 8/25

7:40 am-11:40 pm

2 stops13h 00m

$488

San JuanPortland

SJU - PDX

SJUPDX

San Juan Luis Munoz Marin Intl

Mon 4/27

3:56 pm-11:58 pm

1 stop11h 02m

Portland

Mon 5/4

7:45 pm-12:34 pm

2 stops13h 49m

$493

Santo DomingoPortland

SDQ - PDX

SDQPDX

Santo Domingo Las Americas

Fri 4/24

6:05 am-10:16 pm

1 stop19h 11m

Portland

Sun 5/3

6:05 pm-12:31 pm

2 stops15h 26m

$553

AguadillaPortland

BQN - PDX

BQNPDX

Aguadilla Borinquen

Mon 6/29

12:15 am-11:56 am

2 stops14h 41m

Portland

Mon 7/13

5:15 am-11:09 pm

2 stops14h 54m

$760

Puerto PlataPortland

POP - PDX

POPPDX

Puerto Plata La Union

Thu 4/9

12:45 pm-9:10 am

2 stops23h 25m

Portland

Thu 4/16

7:05 pm-12:50 pm

2 stops14h 45m

$788

Puerto PlataPortland

POP - PDX

POPPDX

Puerto Plata La Union

Thu 4/9

12:45 pm-9:10 am

3 stops23h 25m

Portland

Thu 4/16

7:05 pm-12:50 pm

2 stops14h 45m

$855

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 Islands 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 Islands is in September. Flight prices, which tend to average around $461, are often lower during this time because this is during the off-season. If you don’t want to visit Portland in September, then you should wait until August to fly from Caribbean Islands, when ticket prices are also cheap, with an average price of $514.

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

You are more likely to see cheaper flights to Portland from Caribbean Islands when booking weeks ahead of your departure date. In general, you can expect to find flights to Portland for around $542 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Portland from Caribbean Islands for as low as $419 on momondo.

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

No. A direct flight is the cheapest option for a flight between Caribbean Islands to Portland.

Cheap Caribbean Islands to Portland flight deals and tips

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

Fastest flight time

10h 53m

Direct flights

None
The fastest flight from Caribbean Islands to Portland takes 10h 53m
There are no direct flights from Caribbean Islands to Portland. There are no popular flight routes from Caribbean Islands to Portland.
Search flight deals

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

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

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

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

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Caribbean Islands to Portland Airport.

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

    The travel and health documents you'll need for your trip to Portland Airport 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 Portland Airport. 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 Caribbean Islands to Portland?

Best airlines flying from Caribbean Islands to Portland

Compare and see reviews for airlines that fly from Caribbean Islands to Portland with momondo
Airline
Rating
Free Cancellation
Price
DeltaPriceFrom $190Free CancellationRating
7.9
8,236 reviews
Search Delta flights
American AirlinesPriceFrom $379Free CancellationRating
7.2
11,339 reviews
Search American Airlines flights
United AirlinesPriceFrom $406Free CancellationRating
7.4
9,342 reviews
Search United Airlines flights
SouthwestPriceFrom $466Free CancellationRating
8.0
4,300 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
Rockaway Beach
Depoe Bay
Beaverton
Hillsboro
Hood River
Tigard
Longview
McMinnville
The Dalles
Pacific City
Gresham
Newberg
Manzanita

Why use momondo?

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

Finding the right flight to Portland from Caribbean Islands is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Portland quick and easy, saving you time and money.

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

Yes. momondo allows you to filter the results for Caribbean Islands to Portland flights to just show those with flexible booking policies.

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

momondo helps you find the best flight between Caribbean Islands and Portland 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 Caribbean Islands to Portland right now. Can momondo alert me if prices change?

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

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