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

Frontier, Delta, and Spirit 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 46% of people opting to fly with this airline when traveling to Portland. Keep in mind that there are 5 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 5 operators available for flights from Caribbean Islands to Portland Airport as of August 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.

$212 Cheap Flights from Caribbean Islands to Portland in 2025

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Find the cheapest flights from Caribbean Islands to Portland

Round-trip

One-way

Last minute

Cheap round-trip flights

7:40 am - 9:15 pmSJU-PDX

16h 35m2 stops

6:55 pm - 11:00 amPDX-SJU

12h 05m2 stops

$389Southwest

Find Deal

Tue, Oct 28 - Wed, Nov 12

9:06 pm - 11:48 amSJU-PDX

17h 42m2 stops

12:43 pm - 12:16 pmPDX-SJU

20h 33m2 stops

$393Frontier

Find Deal

Thu, Oct 16 - Fri, Oct 24

1:25 pm - 9:26 pmSJU-PDX

11h 01m1 stop

7:00 am - 9:00 pmPDX-SJU

10h 00m1 stop

$399United Airlines

Find Deal

Tue, Oct 28 - Tue, Nov 11

11:56 am - 11:06 pmSJU-PDX

14h 10m2 stops

10:45 pm - 5:52 pmPDX-SJU

15h 07m1 stop

$410American Airlines

Find Deal

Tue, Oct 28 - Wed, Nov 12

3:00 pm - 11:06 pmSJU-PDX

11h 06m1 stop

11:59 pm - 6:25 pmPDX-SJU

15h 26m2 stops

$419American Airlines

Find Deal

Sat, Oct 11 - Tue, Oct 14

1:05 am - 8:53 amSJU-PDX

10h 48m1 stop

6:25 pm - 12:34 pmPDX-SJU

15h 09m2 stops

$428United Airlines

Find Deal

Wed, Oct 15 - Fri, Oct 24

7:00 am - 10:27 pmSJU-PDX

18h 27m2 stops

12:35 am - 5:20 pmPDX-SJU

12h 45m2 stops

$447Delta

Find Deal

Tue, Oct 28 - Mon, Nov 10

2:15 pm - 9:37 pmSJU-PDX

10h 22m1 stop

7:15 am - 11:47 pmPDX-SJU

13h 32m1 stop

$462Delta

Find Deal

Fri, Sep 12 - Sat, Sep 20

3:19 pm - 7:36 pmSJU-PDX

31h 17m3 stops

11:44 am - 7:21 pmPDX-SJU

27h 37m3 stops

$495Spirit Airlines

Find Deal

Tue, Oct 28 - Tue, Nov 11

3:19 pm - 7:36 pmSJU-PDX

31h 17m3 stops

11:44 am - 8:44 pmPDX-SJU

29h 00m2 stops

$564Spirit Airlines

Find Deal

Tue, Oct 28 - Wed, Nov 12

American Airlines flights from Caribbean Islands to Portland

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

American Airlines

Oct 28

SJU11:56 amSan Juan Luis Munoz Marin Intl

14h 10m

2 stops

PDX11:06 pmPortland

Nov 12

PDX10:45 pmPortland

15h 07m

1 stop

SJU5:52 pmSan Juan Luis Munoz Marin Intl

$410

Find similar

American Airlines

Oct 11

SJU3:00 pmSan Juan Luis Munoz Marin Intl

11h 06m

1 stop

PDX11:06 pmPortland

Oct 14

PDX11:59 pmPortland

15h 26m

2 stops

SJU6:25 pmSan Juan Luis Munoz Marin Intl

$419

Find similar

American Airlines

Oct 14

SJU3:00 pmSan Juan Luis Munoz Marin Intl

21h 31m

1 stop

PDX9:31 amPortland

Oct 22

PDX11:58 pmPortland

11h 10m

1 stop

SJU2:08 pmSan Juan Luis Munoz Marin Intl

$439

Find similar

Delta flights from Caribbean Islands to Portland

Our best Delta deals on Caribbean Islands to Portland flight tickets

Delta

Oct 28

SJU7:00 amSan Juan Luis Munoz Marin Intl

18h 27m

2 stops

PDX10:27 pmPortland

Nov 10

PDX12:35 amPortland

12h 45m

2 stops

SJU5:20 pmSan Juan Luis Munoz Marin Intl

$447

Find similar

Delta

Sep 12

SJU2:15 pmSan Juan Luis Munoz Marin Intl

10h 22m

1 stop

PDX9:37 pmPortland

Sep 20

PDX7:15 amPortland

13h 32m

1 stop

SJU11:47 pmSan Juan Luis Munoz Marin Intl

$462

Find similar

Delta

Oct 9

SJU1:06 pmSan Juan Luis Munoz Marin Intl

13h 51m

2 stops

PDX11:57 pmPortland

Oct 17

PDX12:40 amPortland

10h 31m

1 stop

SJU2:11 pmSan Juan Luis Munoz Marin Intl

$512

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

Tue 10/28

7:40 am-9:15 pm

2 stops16h 35m

Portland

Wed 11/12

6:55 pm-11:00 am

2 stops12h 05m

$389

San JuanPortland

SJU - PDX

SJUPDX

San Juan Luis Munoz Marin Intl

Thu 10/16

9:06 pm-11:48 am

2 stops17h 42m

Portland

Fri 10/24

12:43 pm-12:16 pm

2 stops20h 33m

$393

San JuanPortland

SJU - PDX

SJUPDX

San Juan Luis Munoz Marin Intl

Tue 10/28

1:25 pm-9:26 pm

1 stop11h 01m

Portland

Tue 11/11

7:00 am-9:00 pm

1 stop10h 00m

$399

San JuanPortland

SJU - PDX

SJUPDX

San Juan Luis Munoz Marin Intl

Tue 10/28

11:56 am-11:06 pm

2 stops14h 10m

Portland

Wed 11/12

10:45 pm-5:52 pm

1 stop15h 07m

$410

San JuanPortland

SJU - PDX

SJUPDX

San Juan Luis Munoz Marin Intl

Sat 10/11

3:00 pm-11:06 pm

1 stop11h 06m

Portland

Tue 10/14

11:59 pm-6:25 pm

2 stops15h 26m

$419

San JuanPortland

SJU - PDX

SJUPDX

San Juan Luis Munoz Marin Intl

Wed 10/15

1:05 am-8:53 am

1 stop10h 48m

Portland

Fri 10/24

6:25 pm-12:34 pm

2 stops15h 09m

$428

San JuanPortland

SJU - PDX

SJUPDX

San Juan Luis Munoz Marin Intl

Tue 10/28

7:00 am-10:27 pm

2 stops18h 27m

Portland

Mon 11/10

12:35 am-5:20 pm

2 stops12h 45m

$447

San JuanPortland

SJU - PDX

SJUPDX

San Juan Luis Munoz Marin Intl

Fri 9/12

2:15 pm-9:37 pm

1 stop10h 22m

Portland

Sat 9/20

7:15 am-11:47 pm

1 stop13h 32m

$462

San JuanPortland

SJU - PDX

SJUPDX

San Juan Luis Munoz Marin Intl

Tue 10/28

3:19 pm-7:36 pm

3 stops31h 17m

Portland

Tue 11/11

11:44 am-7:21 pm

3 stops27h 37m

$495

San JuanPortland

SJU - PDX

SJUPDX

San Juan Luis Munoz Marin Intl

Tue 10/28

3:19 pm-7:36 pm

3 stops31h 17m

Portland

Wed 11/12

11:44 am-8:44 pm

2 stops29h 00m

$564

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 August. Flight prices, which tend to average around $374, are often lower during this time because this is during the off-season. If you don’t want to visit Portland in August, then you should wait until February to fly from Caribbean Islands, when ticket prices are also cheap, with an average price of $386.

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 $511 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 $411 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 5 operators available for flights from Caribbean Islands to Portland Airport as of August 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 MAX 9, making up 11.45% of the total bookings. Other popular models include Boeing 737-800 Passenger/BBJ2 (winglets) with 11.29%, Boeing 737 MAX 8 with 9.80%, and Embraer 175 with 9.10%.

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
JetBlue	PriceFrom $232	Free Cancellation	Rating 7.2 2,919 reviews	Search JetBlue flights
Delta	PriceFrom $290	Free Cancellation	Rating 7.9 7,981 reviews	Search Delta flights
American Airlines	PriceFrom $353	Free Cancellation	Rating 7.2 10,000 reviews	Search American Airlines flights
United Airlines	PriceFrom $406	Free Cancellation	Rating 7.4 8,940 reviews	Search United Airlines flights
Southwest	PriceFrom $424	Free Cancellation	Rating 8.0 4,243 reviews	Search Southwest flights

Lincoln City

Seaside

Cannon Beach

Vancouver

Salem

Astoria

Long Beach

Depoe Bay

Beaverton

Rockaway Beach

Hillsboro

Hood River

Gresham

McMinnville

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.

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Cheap flights from Caribbean Islands to Portland from $212

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 9/11. 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

Trusted and free

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Price Alerts

Find the cheapest flights from Caribbean Islands to Portland

Cheap round-trip flights

Cheap one-way flights

Cheap last minute flights

American Airlines flights from Caribbean Islands to Portland

Our best American 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

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?

Frontier, Delta, and Spirit 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