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

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

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 37% 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.

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 December 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.

$107 Cheap Flights from Caribbean Islands to Portland in 2025/26

1 adult

0 bags

Discover deals from 900+ travel sites with momondo.

Save money when you book flights with momondo

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Not ready to book? to track prices.

Search flight deals

Find the cheapest flights from Caribbean Islands to Portland

Round-trip

One-way

Last minute

Cheap round-trip flights

Enter your travel dates to find the best prices.

4:36 pm - 12:38 pm

SJU

PDX

48h 02m3 stops

7:00 am - 3:06 pm

PDX

SJU

28h 06m1 stop

$413Multiple Airlines

Thu, Jan 22 - Sun, Feb 1

4:36 pm - 1:44 pm

SJU

PDX

25h 08m2 stops

7:00 am - 3:06 pm

PDX

SJU

28h 06m1 stop

$414Multiple Airlines

Thu, Jan 22 - Sun, Feb 1

1:09 am - 6:10 pm

BQN

PDX

21h 01m3 stops

7:00 am - 11:57 pm

PDX

BQN

12h 57m2 stops

$419United Airlines

Sun, Feb 1 - Mon, Feb 9

6:15 am - 1:14 pm

SJU

PDX

9h 59m1 stop

7:00 am - 11:43 pm

PDX

SJU

13h 43m1 stop

$419Delta

Thu, May 7 - Sun, May 10

10:00 am - 8:10 pm

SJU

PDX

13h 10m2 stops

11:55 pm - 2:55 pm

PDX

SJU

12h 00m2 stops

$425Southwest

Fri, May 8 - Wed, May 13

6:10 am - 3:40 pm

SJU

PDX

13h 30m2 stops

6:45 am - 12:05 am

PDX

SJU

13h 20m2 stops

$457Southwest

Mon, Feb 2 - Mon, Feb 9

3:50 pm - 11:02 pm

SJU

PDX

10h 12m1 stop

11:07 pm - 11:00 am

PDX

SJU

8h 53m1 stop

$460American Airlines

Fri, May 8 - Wed, May 13

6:15 am - 11:41 pm

SJU

PDX

20h 26m2 stops

3:50 pm - 11:58 am

PDX

SJU

17h 08m2 stops

$472Delta

Tue, May 5 - Mon, May 11

6:00 am - 11:46 pm

SJU

PDX

21h 46m1 stop

10:15 pm - 2:59 pm

PDX

SJU

12h 44m1 stop

$492American Airlines

Mon, Feb 2 - Mon, Feb 9

3:20 pm - 6:49 pm

MBJ

PDX

30h 29m2 stops

10:38 pm - 2:00 pm

PDX

MBJ

12h 22m1 stop

$513United Airlines

Thu, Feb 26 - Sat, Feb 28

United Airlines flights from Caribbean Islands to Portland

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

United Airlines

Feb 1

BQN1:09 amAguadilla Borinquen

21h 01m

3 stops

PDX6:10 pmPortland

Feb 9

PDX7:00 amPortland

12h 57m

2 stops

BQN11:57 pmAguadilla Borinquen

$419

Find similar

United Airlines

May 6

SJU7:40 amSan Juan Luis Munoz Marin Intl

13h 25m

1 stop

PDX6:05 pmPortland

May 16

PDX10:15 pmPortland

12h 30m

1 stop

SJU1:45 pmSan Juan Luis Munoz Marin Intl

$505

Find similar

United Airlines

May 8

SJU1:00 amSan Juan Luis Munoz Marin Intl

13h 35m

2 stops

PDX11:35 amPortland

May 15

PDX11:59 pmPortland

12h 43m

1 stop

SJU3:42 pmSan Juan Luis Munoz Marin Intl

$509

Find similar

Delta flights from Caribbean Islands to Portland

Our best Delta deals on Caribbean Islands to Portland flight tickets

Delta

May 7

SJU6:15 amSan Juan Luis Munoz Marin Intl

9h 59m

1 stop

PDX1:14 pmPortland

May 10

PDX7:00 amPortland

13h 43m

1 stop

SJU11:43 pmSan Juan Luis Munoz Marin Intl

$419

Find similar

Delta

May 5

SJU6:15 amSan Juan Luis Munoz Marin Intl

20h 26m

2 stops

PDX11:41 pmPortland

May 11

PDX3:50 pmPortland

17h 08m

2 stops

SJU11:58 amSan Juan Luis Munoz Marin Intl

$472

Find similar

Delta

Jan 29

SDQ7:31 amSanto Domingo Las Americas

16h 54m

1 stop

PDX8:25 pmPortland

Feb 6

PDX7:00 amPortland

13h 30m

1 stop

SDQ12:30 amSanto Domingo Las Americas

$578

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

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

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 5/7

6:15 am-1:14 pm

1 stop9h 59m

Portland

Sun 5/10

7:00 am-11:43 pm

1 stop13h 43m

$419

San JuanPortland

SJU - PDX

SJUPDX

San Juan Luis Munoz Marin Intl

Fri 5/8

10:00 am-8:10 pm

2 stops13h 10m

Portland

Wed 5/13

11:55 pm-2:55 pm

2 stops12h 00m

$425

San JuanPortland

SJU - PDX

SJUPDX

San Juan Luis Munoz Marin Intl

Mon 2/2

6:10 am-3:40 pm

2 stops13h 30m

Portland

Mon 2/9

6:45 am-12:05 am

2 stops13h 20m

$457

San JuanPortland

SJU - PDX

SJUPDX

San Juan Luis Munoz Marin Intl

Fri 5/8

3:50 pm-11:02 pm

1 stop10h 12m

Portland

Wed 5/13

11:07 pm-11:00 am

1 stop8h 53m

$460

San JuanPortland

SJU - PDX

SJUPDX

San Juan Luis Munoz Marin Intl

Tue 5/5

6:15 am-11:41 pm

2 stops20h 26m

Portland

Mon 5/11

3:50 pm-11:58 am

2 stops17h 08m

$472

San JuanPortland

SJU - PDX

SJUPDX

San Juan Luis Munoz Marin Intl

Mon 2/2

6:00 am-11:46 pm

1 stop21h 46m

Portland

Mon 2/9

10:15 pm-2:59 pm

1 stop12h 44m

$492

Montego BayPortland

MBJ - PDX

MBJPDX

Montego Bay Sangster Intl

Thu 2/26

3:20 pm-6:49 pm

2 stops30h 29m

Portland

Sat 2/28

10:38 pm-2:00 pm

1 stop12h 22m

$513

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 $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 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 $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 Islands for as low as $422 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	11h 10m
Direct flights	None

The fastest flight from Caribbean Islands to Portland takes 11h 10m

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 December 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 17.36% of the total bookings. Other popular models include Boeing 737 MAX 8 with 11.74%, Boeing 737 MAX 9 with 9.42%, and Boeing 737-800 with 8.67%.

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 $369	Free Cancellation	Rating 7.2 11,054 reviews	Search American Airlines flights
United Airlines	PriceFrom $406	Free Cancellation	Rating 7.4 9,094 reviews	Search United Airlines flights
Southwest	PriceFrom $466	Free Cancellation	Rating 7.9 4,251 reviews	Search Southwest flights

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 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

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.

Start using Trips

Find my bookings

Get notified when prices go down

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

1 adult

Tue 1/13

Tue 1/20

Email me momondo's favorite deals

By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to the United States

Airports servicing Oregon

Eugene Airport

Klamath Falls Kingsley Field Airport

Popular cities in the United States

Flights to New Yorkfrom $34

Flights to Los Angelesfrom $44

Flights to Miamifrom $49

Flights to Chicagofrom $50

Flights to Orlandofrom $48

Flights to San Franciscofrom $55

Flights to Las Vegasfrom $48

Flights to Washington, D.C.from $57

Flights to Bostonfrom $52

Flights to Atlantafrom $48

Flights to Dallasfrom $56

Flights to Seattlefrom $58

Cheap flights from Caribbean Islands 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 Islands 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.

Big names and deals

Big names and deals

Filter for what you want

Filter for what you want

Trusted and free

Trusted and free

Price Alerts

Price Alerts

Find the cheapest flights from Caribbean Islands to Portland

Cheap round-trip flights

Cheap one-way flights

Cheap last minute flights

United Airlines flights from Caribbean Islands to Portland

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

Delta flights from Caribbean Islands to Portland

Our best Delta 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

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?

Frontier, American Airlines, 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

Fastest flight time

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