What airlines fly to Caribbean Islands?

American Airlines, United Airlines and Delta are the top three most popular airlines that fly to Caribbean Islands from Oregon according to our data. American Airlines is the first choice among our users, with 52% of people opting to fly with this airline when traveling to Caribbean Islands. Keep in mind that there are 5 different airlines that fly to Caribbean Islands on a routine basis, so you have a few additional options to choose from.

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

United Airlines, Southwest, and Delta are the most popular carriers operating from Oregon to Caribbean Islands

How long is the flight from Oregon to Caribbean Islands?

The flight from Oregon to Caribbean Islands depends on which airports you’re departing and arriving from and whether or not you have a layover. If you fly from Portland (a popular airport in Oregon) to Copenhagen (the most popular airport in Caribbean Islands), then the flight time is 12h 15m on average. If you fly from Eugene (another popular airport in Oregon) to Copenhagen, then the average flight time is 18h 32m.

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

Prices for flights from Oregon to Caribbean Islands were last updated today.

How many operators does momondo search for flights from Oregon to Caribbean Islands?

As of June 2026, there are 6 operators available to choose from for flights from Oregon to Caribbean Islands.

How old do you have to be to fly from Oregon to Caribbean Islands?

The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Oregon to Caribbean Islands.

What documentation or ID do you need to fly to Caribbean Islands?

The necessary travel and health documents for your Caribbean Islands trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

$192 Cheap Flights from Oregon to Caribbean Islands in 2026

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Oregon to Caribbean Islands

Round-trip

One-way

Last minute

Cheap round-trip flights

Enter your travel dates to find the best prices.

10:59 pm - 1:46 pm

PDX

MBJ

11h 47m

1 stop

2:48 pm - 12:02 am

MBJ

PDX

12h 14m

1 stop

$432United Airlines

Mon, Nov 2 - Wed, Nov 11

10:05 pm - 12:25 pm

PDX

MBJ

11h 20m

1 stop

6:00 pm - 4:13 pm

MBJ

PDX

25h 13m

2 stops

$437Delta

Mon, Nov 2 - Wed, Nov 11

11:34 pm - 11:15 pm

PDX

SJU

20h 41m

1 stop

12:55 am - 11:34 am

SJU

PDX

13h 39m

1 stop

$471American Airlines

Wed, Aug 12 - Thu, Aug 20

10:45 pm - 12:55 pm

PDX

MBJ

11h 10m

1 stop

4:02 pm - 10:59 pm

MBJ

PDX

9h 57m

1 stop

$473American Airlines

Mon, Nov 2 - Wed, Nov 11

7:00 pm - 11:45 am

PDX

SJU

12h 45m

2 stops

5:45 am - 3:00 pm

SJU

PDX

13h 15m

2 stops

$476Southwest

Mon, Nov 9 - Tue, Nov 17

7:35 pm - 10:50 am

PDX

SJU

12h 15m

2 stops

5:30 am - 3:00 pm

SJU

PDX

12h 30m

1 stop

$481Southwest

Fri, Aug 21 - Mon, Aug 24

7:18 am - 9:29 pm

PDX

PUJ

10h 11m

1 stop

1:01 pm - 8:50 pm

PUJ

PDX

11h 49m

1 stop

$532Multiple Airlines

Mon, Nov 23 - Wed, Dec 2

2:50 pm - 5:29 am

PDX

SDQ

11h 39m

1 stop

7:10 pm - 9:32 am

SDQ

PDX

17h 22m

1 stop

$578Multiple Airlines

Sun, Oct 11 - Wed, Oct 21

3:30 pm - 1:35 pm

PDX

BGI

19h 05m

2 stops

4:10 pm - 2:41 pm

BGI

PDX

26h 31m

2 stops

$636Air Canada

Sat, Oct 24 - Sun, Nov 1

10:00 am - 2:35 pm

PDX

BGI

24h 35m

2 stops

4:10 pm - 6:31 pm

BGI

PDX

30h 21m

2 stops

$686Air Canada

Wed, Nov 11 - Wed, Nov 18

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American Airlines flights from Oregon to Caribbean Islands

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

American Airlines

Aug 12

PDX11:34 pmPortland

20h 41m

1 stop

SJU11:15 pmSan Juan Luis Munoz Marin Intl

Aug 20

SJU12:55 amSan Juan Luis Munoz Marin Intl

13h 39m

1 stop

PDX11:34 amPortland

$471

American Airlines

Nov 2

PDX10:45 pmPortland

11h 10m

1 stop

MBJ12:55 pmMontego Bay Sangster Intl

Nov 11

MBJ4:02 pmMontego Bay Sangster Intl

9h 57m

1 stop

PDX10:59 pmPortland

$473

American Airlines

Oct 27

PDX6:33 pmPortland

12h 32m

2 stops

MBJ9:05 amMontego Bay Sangster Intl

Nov 10

MBJ4:05 pmMontego Bay Sangster Intl

21h 53m

2 stops

PDX10:58 amPortland

$478

Frontier flights from Oregon to Caribbean Islands

Our best Frontier deals on Oregon to Caribbean Islands flight tickets

Frontier

Jul 17

PDX5:49 pmPortland

29h 26m

2 stops

SJU2:15 amSan Juan Luis Munoz Marin Intl

Jul 20

SJU10:48 pmSan Juan Luis Munoz Marin Intl

44h 48m

2 stops

PDX4:36 pmPortland

$638

Frontier

Jul 6

PDX5:49 pmPortland

17h 36m

2 stops

PUJ2:25 pmPunta Cana

Jul 13

PUJ3:31 pmPunta Cana

28h 00m

2 stops

PDX4:31 pmPortland

$798

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

PortlandMontego Bay

PDX - MBJ

PDXMBJ

Portland

Mon 11/2

10:59 pm-1:46 pm

1 stop11h 47m

Montego Bay Sangster Intl

Wed 11/11

2:48 pm-12:02 am

1 stop12h 14m

$432

PortlandMontego Bay

PDX - MBJ

PDXMBJ

Portland

Mon 11/2

10:05 pm-12:25 pm

1 stop11h 20m

Montego Bay Sangster Intl

Wed 11/11

6:00 pm-4:13 pm

2 stops25h 13m

$437

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Wed 8/12

11:34 pm-11:15 pm

1 stop20h 41m

San Juan Luis Munoz Marin Intl

Thu 8/20

12:55 am-11:34 am

1 stop13h 39m

$471

Quickest round-trip

PortlandMontego Bay

PDX - MBJ

PDXMBJ

Portland

Mon 11/2

10:45 pm-12:55 pm

1 stop11h 10m

Montego Bay Sangster Intl

Wed 11/11

4:02 pm-10:59 pm

1 stop9h 57m

$473

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Mon 11/9

7:00 pm-11:45 am

2 stops12h 45m

San Juan Luis Munoz Marin Intl

Tue 11/17

5:45 am-3:00 pm

2 stops13h 15m

$476

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Fri 8/21

7:35 pm-10:50 am

2 stops12h 15m

San Juan Luis Munoz Marin Intl

Mon 8/24

5:30 am-3:00 pm

1 stop12h 30m

$481

PortlandPunta Cana

PDX - PUJ

PDXPUJ

Portland

Mon 11/23

7:18 am-9:29 pm

1 stop10h 11m

Punta Cana

Wed 12/2

1:01 pm-8:50 pm

1 stop11h 49m

$532

PortlandSanto Domingo

PDX - SDQ

PDXSDQ

Portland

Sun 10/11

2:50 pm-5:29 am

1 stop11h 39m

Santo Domingo Las Americas

Wed 10/21

7:10 pm-9:32 am

1 stop17h 22m

$578

PortlandBridgetown

PDX - BGI

PDXBGI

Portland

Sat 10/24

3:30 pm-1:35 pm

2 stops19h 05m

Bridgetown Grantley Adams Intl

Sun 11/1

4:10 pm-2:41 pm

2 stops26h 31m

$636

PortlandBridgetown

PDX - BGI

PDXBGI

Portland

Wed 11/11

10:00 am-2:35 pm

2 stops24h 35m

Bridgetown Grantley Adams Intl

Wed 11/18

4:10 pm-6:31 pm

2 stops30h 21m

$686

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 Oregon to Caribbean Islands

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

Other information

What is the cheapest month to fly to Caribbean Islands?

The month of August is, on average, the cheapest month to fly to Caribbean Islands from Oregon, with most prices found around $191. The month of March is another great option to travel to Caribbean Islands, with average flight prices from Oregon averaging around $191.

How far in advance should I book a flight from Oregon to Caribbean Islands?

You are more likely to see cheaper flights to Caribbean Islands from Oregon when booking weeks ahead of your departure date. In general, you can expect to find flights to Caribbean Islands for around $587 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Caribbean Islands from Oregon for as low as $527 on momondo.

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

You could potentially save up to 11% on your flight if you consider stops on a Oregon to Caribbean Islands flight.

Cheap Oregon to Caribbean Islands flight deals and tips

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

Fastest flight time	8h 10m
Direct flights	None

The fastest flight from Oregon to Caribbean Islands takes 8h 10m

There are no direct flights from Oregon to Caribbean Islands. There are no popular flight routes from Oregon to Caribbean Islands.

Search flight deals

Frequently asked questions about flying from Oregon to Caribbean Islands

When did momondo last update prices for flights from Oregon to Caribbean Islands?
Prices for flights from Oregon to Caribbean Islands were last updated today.
How many operators does momondo search for flights from Oregon to Caribbean Islands?
As of June 2026, there are 6 operators available to choose from for flights from Oregon to Caribbean Islands.
How old do you have to be to fly from Oregon to Caribbean Islands?
The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Oregon to Caribbean Islands.
What documentation or ID do you need to fly to Caribbean Islands?
The necessary travel and health documents for your Caribbean Islands trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.
What is the most popular plane model from Oregon to Caribbean Islands?
momondo data reveals that the most frequently booked plane model on the route from Oregon to Caribbean Islands is Boeing 737-800 Passenger/BBJ2 (winglets), representing 19.08% of all bookings. The subsequent popular models are Boeing 737 MAX 8 at 12.54%, Boeing 737-800 at 9.36%, and Airbus A321neo at 8.10%.

Best airlines flying from Oregon to Caribbean Islands

Compare and see reviews for airlines that fly from Oregon to Caribbean Islands with momondo

Airline	Rating	Free Cancellation	Price
Delta	PriceFrom $190	Free Cancellation	Rating 7.8 8,428 reviews	Search Delta flights
United Airlines	PriceFrom $247	Free Cancellation	Rating 7.4 9,875 reviews	Search United Airlines flights
JetBlue	PriceFrom $261	Free Cancellation	Rating 7.1 3,001 reviews	Search JetBlue flights
American Airlines	PriceFrom $392	Free Cancellation	Rating 7.1 11,747 reviews	Search American Airlines flights
Southwest	PriceFrom $408	Free Cancellation	Rating 7.9 4,242 reviews	Search Southwest flights

Why use momondo?

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

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Caribbean Islands from Oregon.

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

All flight searches from Oregon to Caribbean Islands on momondo can be filtered to show those which offer flexible booking policies.

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

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Oregon to Caribbean Islands.

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

Price alerts on flights to Caribbean Islands from Oregon are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.