What airlines fly to Portland?

American Airlines, United Airlines and Delta are the top three most popular airlines that fly to Portland from Caribbean Islands according to our data. American Airlines is the first choice among our users, with 40% of people opting to fly with this airline when traveling to Portland. Keep in mind that there are 4 different airlines that fly to Portland on a routine basis, so you have a few additional options to choose from.

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

Southwest, Frontier, and United Airlines are the most popular carriers operating 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?

There are 4 operators available for flights from Caribbean Islands to Portland Airport as of November 2025.

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.

$188 Cheap Flights from Caribbean Islands to Portland in 2025/26

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10:33 am - 9:18 amSJU-PDX

26h 45m2 stops

11:00 pm - 10:17 amPDX-SJU

31h 17m2 stops

$417Multiple Airlines

Find Deal

Mon, Dec 22 - Tue, Jan 6

10:33 am - 9:18 amSJU-PDX

26h 45m2 stops

6:14 am - 2:50 amPDX-SJU

40h 36m3 stops

$428Multiple Airlines

Find Deal

Mon, Dec 22 - Tue, Jan 6

12:47 pm - 12:59 amSJU-PDX

16h 12m1 stop

11:01 pm - 6:22 pmPDX-SJU

15h 21m1 stop

$429American Airlines

Find Deal

Mon, Dec 22 - Tue, Jan 6

10:25 am - 12:59 amSJU-PDX

18h 34m1 stop

10:49 pm - 9:11 pmPDX-SJU

18h 22m1 stop

$457American Airlines

Find Deal

Tue, Dec 23 - Wed, Dec 31

11:35 am - 8:25 pmSJU-PDX

12h 50m2 stops

6:15 am - 12:35 amPDX-SJU

14h 20m2 stops

$504Southwest

Find Deal

Tue, Dec 23 - Wed, Dec 31

8:00 am - 7:03 pmMBJ-PDX

14h 03m1 stop

6:56 am - 8:25 pmPDX-MBJ

10h 29m1 stop

$506Delta

Find Deal

Sat, Feb 28 - Tue, Mar 3

1:09 am - 2:48 pmBQN-PDX

17h 39m2 stops

7:00 am - 11:57 pmPDX-BQN

12h 57m2 stops

$509United Airlines

Find Deal

Wed, Feb 25 - Mon, Mar 2

8:00 am - 8:32 pmMBJ-PDX

15h 32m2 stops

3:52 pm - 11:10 amPDX-MBJ

16h 18m2 stops

$510Delta

Find Deal

Sat, Feb 28 - Tue, Mar 3

5:45 am - 4:20 pmSJU-PDX

14h 35m2 stops

5:00 am - 10:05 pmPDX-SJU

13h 05m2 stops

$520Southwest

Find Deal

Thu, Nov 27 - Tue, Dec 2

1:09 am - 2:48 pmBQN-PDX

17h 39m2 stops

3:50 pm - 11:57 pmPDX-BQN

28h 07m3 stops

$541United Airlines

Find Deal

Wed, Feb 25 - Mon, Mar 2

American Airlines flights from Caribbean Islands to Portland

Our best American Airlines deals on Caribbean Islands to Portland flight tickets

American Airlines

Dec 22

SJU12:47 pmSan Juan Luis Munoz Marin Intl

16h 12m

1 stop

PDX12:59 amPortland

Jan 6

PDX11:01 pmPortland

15h 21m

1 stop

SJU6:22 pmSan Juan Luis Munoz Marin Intl

$429

Find similar

American Airlines

Dec 23

SJU10:25 amSan Juan Luis Munoz Marin Intl

18h 34m

1 stop

PDX12:59 amPortland

Dec 31

PDX10:49 pmPortland

18h 22m

1 stop

SJU9:11 pmSan Juan Luis Munoz Marin Intl

$457

Find similar

American Airlines

Dec 21

SJU1:30 amSan Juan Luis Munoz Marin Intl

13h 30m

1 stop

PDX11:00 amPortland

Jan 6

PDX11:01 pmPortland

15h 21m

1 stop

SJU6:22 pmSan Juan Luis Munoz Marin Intl

$468

Find similar

Southwest flights from Caribbean Islands to Portland

Our best Southwest deals on Caribbean Islands to Portland flight tickets

Southwest

Dec 23

SJU11:35 amSan Juan Luis Munoz Marin Intl

12h 50m

2 stops

PDX8:25 pmPortland

Dec 31

PDX6:15 amPortland

14h 20m

2 stops

SJU12:35 amSan Juan Luis Munoz Marin Intl

$504

Find similar

Southwest

Nov 27

SJU5:45 amSan Juan Luis Munoz Marin Intl

14h 35m

2 stops

PDX4:20 pmPortland

Dec 2

PDX5:00 amPortland

13h 05m

2 stops

SJU10:05 pmSan Juan Luis Munoz Marin Intl

$520

Find similar

momondo Fare Finder

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

San JuanPortland

SJU - PDX

SJUPDX

San Juan Luis Munoz Marin Intl

Mon 12/22

10:33 am-9:18 am

2 stops26h 45m

Portland

Tue 1/6

11:00 pm-10:17 am

2 stops31h 17m

$417

San JuanPortland

SJU - PDX

SJUPDX

San Juan Luis Munoz Marin Intl

Mon 12/22

10:33 am-9:18 am

2 stops26h 45m

Portland

Tue 1/6

6:14 am-2:50 am

3 stops40h 36m

$428

San JuanPortland

SJU - PDX

SJUPDX

San Juan Luis Munoz Marin Intl

Mon 12/22

12:47 pm-12:59 am

1 stop16h 12m

Portland

Tue 1/6

11:01 pm-6:22 pm

1 stop15h 21m

$429

San JuanPortland

SJU - PDX

SJUPDX

San Juan Luis Munoz Marin Intl

Tue 12/23

10:25 am-12:59 am

1 stop18h 34m

Portland

Wed 12/31

10:49 pm-9:11 pm

1 stop18h 22m

$457

San JuanPortland

SJU - PDX

SJUPDX

San Juan Luis Munoz Marin Intl

Tue 12/23

11:35 am-8:25 pm

2 stops12h 50m

Portland

Wed 12/31

6:15 am-12:35 am

2 stops14h 20m

$504

Montego BayPortland

MBJ - PDX

MBJPDX

Montego Bay Sangster Intl

Sat 2/28

8:00 am-7:03 pm

1 stop14h 03m

Portland

Tue 3/3

6:56 am-8:25 pm

1 stop10h 29m

$506

AguadillaPortland

BQN - PDX

BQNPDX

Aguadilla Borinquen

Wed 2/25

1:09 am-2:48 pm

2 stops17h 39m

Portland

Mon 3/2

7:00 am-11:57 pm

2 stops12h 57m

$509

Montego BayPortland

MBJ - PDX

MBJPDX

Montego Bay Sangster Intl

Sat 2/28

8:00 am-8:32 pm

2 stops15h 32m

Portland

Tue 3/3

3:52 pm-11:10 am

2 stops16h 18m

$510

San JuanPortland

SJU - PDX

SJUPDX

San Juan Luis Munoz Marin Intl

Thu 11/27

5:45 am-4:20 pm

2 stops14h 35m

Portland

Tue 12/2

5:00 am-10:05 pm

2 stops13h 05m

$520

AguadillaPortland

BQN - PDX

BQNPDX

Aguadilla Borinquen

Wed 2/25

1:09 am-2:48 pm

2 stops17h 39m

Portland

Mon 3/2

3:50 pm-11:57 pm

3 stops28h 07m

$541

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

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

Prices

Airlines

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 $403, 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 Islands, 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 Islands when booking weeks ahead of your departure date. In general, you can expect to find flights to Portland for around $517 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 $345 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

Direct flights	None

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?
There are 4 operators available for flights from Caribbean Islands to Portland Airport as of November 2025.
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?
Based on momondo bookings for flights between Caribbean Islands and Portland, the leading plane model is Boeing 737-800 Passenger/BBJ2 (winglets), making up 13.22% of the total bookings. Other popular models include Boeing 737 MAX 9 with 11.59%, Boeing 737 MAX 8 with 10.87%, and Boeing 737-900 Passenger/BBJ3 (winglets) with 10.13%.

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
Delta	PriceFrom $242	Free Cancellation	Rating 7.9 8,007 reviews	Search Delta flights
American Airlines	PriceFrom $349	Free Cancellation	Rating 7.2 11,045 reviews	Search American Airlines flights
United Airlines	PriceFrom $406	Free Cancellation	Rating 7.4 9,012 reviews	Search United Airlines flights
Southwest	PriceFrom $466	Free Cancellation	Rating 8.0 4,235 reviews	Search Southwest flights

Lincoln City

Seaside

Cannon Beach

Vancouver

Salem

Astoria

Long Beach

Depoe Bay

Rockaway Beach

Beaverton

Hillsboro

Hood River

Gresham

McMinnville

Longview

The Dalles

Pacific City

Tigard

Manzanita

Tillamook

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.

An easier way to manage your Portland trip

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Cheap flights from Caribbean Islands to Portland from $188

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 12/11. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

Big names and deals

Big names and deals

Filter for what you want

Filter for what you want

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Find the cheapest flights from Caribbean Islands to Portland

Cheap round-trip flights

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American Airlines flights from Caribbean Islands to Portland

Our best American Airlines deals on Caribbean Islands to Portland flight tickets

Southwest flights from Caribbean Islands to Portland

Our best Southwest deals on Caribbean Islands to Portland flight tickets

momondo Fare Finder

Use the filters below to find and compare flights from Caribbean Islands to Portland that are best for you.

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?

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

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?

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.

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

Southwest, Frontier, and United Airlines are the most popular carriers operating from Caribbean Islands to Portland

What airlines fly 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

Direct flights

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

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?

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

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

Traveling to a place near Portland?

Why use momondo?

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

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

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

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

An easier way to manage your Portland trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

Find better results for your trip to the United States

Airports servicing Oregon