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Cheap flights from Caribbean Islands to Portland from $224

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 5/14. 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

Discover deals from 900+ travel sites with momondo.

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
4:33 pm - 10:20 am
MBJ
-
PDX
19h 47m
2 stops
United Airlines Logo
11:59 pm - 3:26 pm
PDX
-
MBJ
13h 27m
1 stop
$353United Airlines
Sat, May 30 - Sat, Jun 6
American Airlines Logo
2:23 pm - 11:57 pm
MBJ
-
PDX
11h 34m
1 stop
American Airlines Logo
10:57 pm - 1:23 pm
PDX
-
MBJ
12h 26m
1 stop
$356American Airlines
Tue, Jul 14 - Sat, Aug 1
American Airlines Logo
5:17 pm - 11:01 am
MBJ
-
PDX
19h 44m
2 stops
American Airlines Logo
10:57 pm - 1:23 pm
PDX
-
MBJ
12h 26m
1 stop
$361American Airlines
Tue, Jul 14 - Sat, Aug 1
Delta Logo
2:35 pm - 11:44 pm
SJU
-
PDX
12h 09m
2 stops
Delta Logo
5:30 am - 11:35 pm
PDX
-
SJU
15h 05m
2 stops
$496Delta
Thu, May 7 - Tue, May 12
Delta Logo
2:35 pm - 10:02 pm
SJU
-
PDX
10h 27m
1 stop
Delta Logo
11:12 pm - 1:20 pm
PDX
-
SJU
11h 08m
1 stop
$576Delta
Thu, May 7 - Tue, May 12
Multiple Airlines Logo
6:30 am - 4:58 pm
SDQ
-
PDX
37h 28m
2 stops
Multiple Airlines Logo
6:35 am - 6:44 am
PDX
-
SDQ
21h 09m
2 stops
$724Multiple Airlines
Wed, May 27 - Thu, Jun 25
Multiple Airlines Logo
6:30 am - 4:58 pm
SDQ
-
PDX
37h 28m
2 stops
Multiple Airlines Logo
12:26 pm - 11:06 am
PDX
-
SDQ
67h 40m
3 stops
$739Multiple Airlines
Wed, May 27 - Thu, Jun 25
Frontier Logo
3:56 pm - 4:57 pm
PUJ
-
PDX
28h 01m
2 stops
Frontier Logo
6:19 pm - 2:25 pm
PDX
-
PUJ
17h 06m
2 stops
$777Frontier
Thu, Jun 25 - Sun, Jul 12
Frontier Logo
3:39 pm - 5:24 pm
PUJ
-
PDX
28h 45m
2 stops
Frontier Logo
12:26 pm - 2:29 pm
PDX
-
PUJ
23h 03m
2 stops
$825Frontier
Sun, Jul 12 - Sat, Jul 18
Southwest Logo
3:35 pm - 12:05 am
PUJ
-
PDX
11h 30m
1 stop
Southwest Logo
7:40 pm - 1:20 pm
PDX
-
PUJ
14h 40m
2 stops
$854Southwest
Sun, Jul 12 - Sat, Jul 18

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United Airlines flights from Caribbean Islands to Portland

Our best United Airlines deals on Caribbean Islands to Portland flight tickets
United Airlines
May 30
MBJ4:33 pmMontego Bay Sangster Intl
19h 47m
2 stops
PDX10:20 amPortland
Jun 6
PDX11:59 pmPortland
13h 27m
1 stop
MBJ3:26 pmMontego Bay Sangster Intl
$353
United Airlines
Jun 2
MBJ2:40 pmMontego Bay Sangster Intl
20h 59m
2 stops
PDX9:39 amPortland
Jun 9
PDX5:00 pmPortland
20h 10m
2 stops
MBJ3:10 pmMontego Bay Sangster Intl
$426
United Airlines
Jul 14
MBJ4:12 pmMontego Bay Sangster Intl
21h 55m
3 stops
PDX12:07 pmPortland
Aug 1
PDX11:30 pmPortland
13h 40m
1 stop
MBJ3:10 pmMontego Bay Sangster Intl
$427

American Airlines flights from Caribbean Islands to Portland

Our best American Airlines deals on Caribbean Islands to Portland flight tickets
American Airlines
Jul 14
MBJ2:23 pmMontego Bay Sangster Intl
11h 34m
1 stop
PDX11:57 pmPortland
Aug 1
PDX10:57 pmPortland
12h 26m
1 stop
MBJ1:23 pmMontego Bay Sangster Intl
$356
American Airlines
Jul 14
MBJ5:17 pmMontego Bay Sangster Intl
19h 44m
2 stops
PDX11:01 amPortland
Aug 1
PDX10:57 pmPortland
12h 26m
1 stop
MBJ1:23 pmMontego Bay Sangster Intl
$361
American Airlines
Jul 14
MBJ5:17 pmMontego Bay Sangster Intl
19h 44m
2 stops
PDX11:01 amPortland
Aug 1
PDX5:28 pmPortland
16h 19m
2 stops
MBJ11:47 amMontego Bay Sangster Intl
$481

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 April 20, 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

Cheapest round-trip

Montego BayPortland

MBJ - PDX

MBJPDX

Montego Bay Sangster Intl

Sat 5/30

4:33 pm-10:20 am

2 stops19h 47m

Portland

Sat 6/6

11:59 pm-3:26 pm

1 stop13h 27m

$353

Montego BayPortland

MBJ - PDX

MBJPDX

Montego Bay Sangster Intl

Tue 7/14

2:23 pm-11:57 pm

1 stop11h 34m

Portland

Sat 8/1

10:57 pm-1:23 pm

1 stop12h 26m

$356

Montego BayPortland

MBJ - PDX

MBJPDX

Montego Bay Sangster Intl

Tue 7/14

5:17 pm-11:01 am

2 stops19h 44m

Portland

Sat 8/1

10:57 pm-1:23 pm

1 stop12h 26m

$361

San JuanPortland

SJU - PDX

SJUPDX

San Juan Luis Munoz Marin Intl

Thu 5/7

2:35 pm-11:44 pm

2 stops12h 09m

Portland

Tue 5/12

5:30 am-11:35 pm

2 stops15h 05m

$496
Quickest round-trip

San JuanPortland

SJU - PDX

SJUPDX

San Juan Luis Munoz Marin Intl

Thu 5/7

2:35 pm-10:02 pm

1 stop10h 27m

Portland

Tue 5/12

11:12 pm-1:20 pm

1 stop11h 08m

$576

Santo DomingoPortland

SDQ - PDX

SDQPDX

Santo Domingo Las Americas

Wed 5/27

6:30 am-4:58 pm

2 stops37h 28m

Portland

Thu 6/25

6:35 am-6:44 am

2 stops21h 09m

$724

Santo DomingoPortland

SDQ - PDX

SDQPDX

Santo Domingo Las Americas

Wed 5/27

6:30 am-4:58 pm

2 stops37h 28m

Portland

Thu 6/25

12:26 pm-11:06 am

3 stops67h 40m

$739

Punta CanaPortland

PUJ - PDX

PUJPDX

Punta Cana

Thu 6/25

3:56 pm-4:57 pm

2 stops28h 01m

Portland

Sun 7/12

6:19 pm-2:25 pm

2 stops17h 06m

$777

Punta CanaPortland

PUJ - PDX

PUJPDX

Punta Cana

Sun 7/12

3:39 pm-5:24 pm

2 stops28h 45m

Portland

Sat 7/18

12:26 pm-2:29 pm

2 stops23h 03m

$825

Punta CanaPortland

PUJ - PDX

PUJPDX

Punta Cana

Sun 7/12

3:35 pm-12:05 am

1 stop11h 30m

Portland

Sat 7/18

7:40 pm-1:20 pm

2 stops14h 40m

$854

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 February. Flight prices, which tend to average around $499, 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 May to fly from Caribbean Islands, when ticket prices are also cheap, with an average price of $515.

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 $543 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 $399 on momondo.

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

You could potentially save up to 2% on your flight if you consider stops on a Caribbean Islands to Portland flight.

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

Frequently asked questions about flying from Caribbean Islands to Portland

  • 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 $184Free CancellationRating
7.9
8,422 reviews
Search Delta flights
United AirlinesPriceFrom $406Free CancellationRating
7.4
9,604 reviews
Search United Airlines flights
American AirlinesPriceFrom $419Free CancellationRating
7.1
11,620 reviews
Search American Airlines 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
Beaverton
Depoe Bay
Hillsboro
Tigard
Longview
Hood River
Newberg
Troutdale
McMinnville
Manzanita
The Dalles
Pacific City

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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