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 51% 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.

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 13h 10m on average. If you fly from Redmond (another popular airport in Oregon) to Copenhagen, then the average flight time is 19h 40m.

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

United Airlines, American Airlines, and Frontier are the most popular carriers operating 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 May 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.

$172 Cheap Flights from Oregon to Caribbean Islands in 2026

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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.

10:45 pm - 10:15 am

PDX

MBJ

8h 30m

1 stop

11:09 am - 9:15 pm

MBJ

PDX

13h 06m

1 stop

$392American Airlines

Mon, Nov 2 - Wed, Nov 11

11:59 pm - 4:13 pm

PDX

MBJ

14h 14m

1 stop

2:52 pm - 10:51 am

MBJ

PDX

21h 59m

2 stops

$397American Airlines

Fri, Aug 21 - Fri, Aug 28

4:07 pm - 11:43 am

PDX

MBJ

17h 36m

2 stops

2:40 pm - 10:49 pm

MBJ

PDX

10h 09m

1 stop

$407United Airlines

Tue, Sep 29 - Sun, Oct 4

5:45 pm - 12:25 pm

PDX

MBJ

15h 40m

2 stops

6:00 pm - 9:31 am

MBJ

PDX

18h 31m

2 stops

$427Delta

Mon, Nov 2 - Wed, Nov 11

6:45 pm - 11:43 am

PDX

MBJ

14h 58m

2 stops

2:40 pm - 9:30 am

MBJ

PDX

20h 50m

2 stops

$458United Airlines

Tue, Sep 29 - Sun, Oct 4

10:45 pm - 12:50 pm

PDX

SJU

11h 05m

1 stop

5:00 am - 2:40 pm

SJU

PDX

12h 40m

2 stops

$466Southwest

Mon, Sep 28 - Mon, Oct 5

10:45 pm - 2:30 pm

PDX

SJU

12h 45m

1 stop

5:30 am - 3:00 pm

SJU

PDX

12h 30m

1 stop

$498Southwest

Thu, Aug 13 - Mon, Aug 17

6:22 pm - 3:15 pm

PDX

SJU

17h 53m

1 stop

9:05 pm - 4:35 pm

SJU

PDX

22h 30m

2 stops

$510Multiple Airlines

Fri, Sep 25 - Fri, Oct 2

5:45 pm - 12:13 pm

PDX

SJU

15h 28m

2 stops

1:32 pm - 11:53 pm

SJU

PDX

13h 21m

2 stops

$530Delta

Sat, Sep 26 - Sat, Oct 3

2:30 pm - 12:59 pm

PDX

NAS

19h 29m

2 stops

1:40 pm - 9:30 am

NAS

PDX

22h 50m

2 stops

$666Multiple Airlines

Tue, Jun 2 - Thu, Jun 4

Southwest flights from Oregon to Caribbean Islands

Our best Southwest deals on Oregon to Caribbean Islands flight tickets

Southwest

Sep 28

PDX10:45 pmPortland

11h 05m

1 stop

SJU12:50 pmSan Juan Luis Munoz Marin Intl

Oct 5

SJU5:00 amSan Juan Luis Munoz Marin Intl

12h 40m

2 stops

PDX2:40 pmPortland

$466

Southwest

Aug 13

PDX6:05 amPortland

13h 10m

2 stops

SJU10:15 pmSan Juan Luis Munoz Marin Intl

Aug 17

SJU6:00 amSan Juan Luis Munoz Marin Intl

13h 35m

2 stops

PDX4:35 pmPortland

$498

Southwest

Aug 6

PDX6:05 amPortland

13h 10m

2 stops

SJU10:15 pmSan Juan Luis Munoz Marin Intl

Aug 11

SJU11:50 amSan Juan Luis Munoz Marin Intl

13h 05m

2 stops

PDX9:55 pmPortland

$516

Delta flights from Oregon to Caribbean Islands

Our best Delta deals on Oregon to Caribbean Islands flight tickets

Delta

Nov 2

PDX5:45 pmPortland

15h 40m

2 stops

MBJ12:25 pmMontego Bay Sangster Intl

Nov 11

MBJ6:00 pmMontego Bay Sangster Intl

18h 31m

2 stops

PDX9:31 amPortland

$427

Delta

Sep 26

PDX5:45 pmPortland

15h 28m

2 stops

SJU12:13 pmSan Juan Luis Munoz Marin Intl

Oct 3

SJU1:32 pmSan Juan Luis Munoz Marin Intl

13h 21m

2 stops

PDX11:53 pmPortland

$530

Delta

Oct 4

BOI11:30 pmBoise Air Term. Gowen Fld

11h 46m

1 stop

SJU1:16 pmSan Juan Luis Munoz Marin Intl

Oct 17

SJU7:30 amSan Juan Luis Munoz Marin Intl

14h 47m

2 stops

BOI8:17 pmBoise Air Term. Gowen Fld

$561

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

Quickest round-trip

PortlandMontego Bay

PDX - MBJ

PDXMBJ

Portland

Mon 11/2

10:45 pm-10:15 am

1 stop8h 30m

Montego Bay Sangster Intl

Wed 11/11

11:09 am-9:15 pm

1 stop13h 06m

$392

PortlandMontego Bay

PDX - MBJ

PDXMBJ

Portland

Fri 8/21

11:59 pm-4:13 pm

1 stop14h 14m

Montego Bay Sangster Intl

Fri 8/28

2:52 pm-10:51 am

2 stops21h 59m

$397

PortlandMontego Bay

PDX - MBJ

PDXMBJ

Portland

Tue 9/29

4:07 pm-11:43 am

2 stops17h 36m

Montego Bay Sangster Intl

Sun 10/4

2:40 pm-10:49 pm

1 stop10h 09m

$407

PortlandMontego Bay

PDX - MBJ

PDXMBJ

Portland

Mon 11/2

5:45 pm-12:25 pm

2 stops15h 40m

Montego Bay Sangster Intl

Wed 11/11

6:00 pm-9:31 am

2 stops18h 31m

$427

PortlandMontego Bay

PDX - MBJ

PDXMBJ

Portland

Tue 9/29

6:45 pm-11:43 am

2 stops14h 58m

Montego Bay Sangster Intl

Sun 10/4

2:40 pm-9:30 am

2 stops20h 50m

$458

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Mon 9/28

10:45 pm-12:50 pm

1 stop11h 05m

San Juan Luis Munoz Marin Intl

Mon 10/5

5:00 am-2:40 pm

2 stops12h 40m

$466

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Thu 8/13

10:45 pm-2:30 pm

1 stop12h 45m

San Juan Luis Munoz Marin Intl

Mon 8/17

5:30 am-3:00 pm

1 stop12h 30m

$498

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Fri 9/25

6:22 pm-3:15 pm

1 stop17h 53m

San Juan Luis Munoz Marin Intl

Fri 10/2

9:05 pm-4:35 pm

2 stops22h 30m

$510

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Sat 9/26

5:45 pm-12:13 pm

2 stops15h 28m

San Juan Luis Munoz Marin Intl

Sat 10/3

1:32 pm-11:53 pm

2 stops13h 21m

$530

PortlandNassau

PDX - NAS

PDXNAS

Portland

Tue 6/2

2:30 pm-12:59 pm

2 stops19h 29m

Nassau Intl

Thu 6/4

1:40 pm-9:30 am

2 stops22h 50m

$666

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 May is, on average, the cheapest month to fly to Caribbean Islands from Oregon, with most prices found around $179. The month of July is another great option to travel to Caribbean Islands, with average flight prices from Oregon averaging around $184.

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 $584 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 $507 on momondo.

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	9h 08m
Direct flights	None

The fastest flight from Oregon to Caribbean Islands takes 9h 08m

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 May 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 20.64% of all bookings. The subsequent popular models are Boeing 737 MAX 8 at 13.72%, Boeing 737-800 at 9.26%, and Airbus A321neo at 8.02%.

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 7.9 8,454 reviews	Search Delta flights
United Airlines	PriceFrom $224	Free Cancellation	Rating 7.4 9,694 reviews	Search United Airlines flights
JetBlue	PriceFrom $261	Free Cancellation	Rating 7.1 2,977 reviews	Search JetBlue flights
American Airlines	PriceFrom $396	Free Cancellation	Rating 7.1 11,667 reviews	Search American Airlines flights
Southwest	PriceFrom $408	Free Cancellation	Rating 8.0 4,304 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.