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 50% of people opting to fly with this airline when traveling to Caribbean Islands. Keep in mind that there are 6 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, American Airlines, and Frontier 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 25m on average. If you fly from Eugene (another popular airport in Oregon) to Copenhagen, then the average flight time is 27h 37m.

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 March 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.

10:23 pm - 11:24 am

PDX

MBJ

11h 01m

1 stop

4:37 pm - 11:01 am

MBJ

PDX

20h 24m

2 stops

$397American Airlines

dl., abr. 27 - dl., maig 4

10:28 pm - 11:35 am

PDX

STT

10h 07m

1 stop

12:25 pm - 11:56 pm

STT

PDX

14h 31m

2 stops

$400American Airlines

dt., maig 5 - dt., maig 12

11:59 pm - 1:30 pm

PDX

MBJ

11h 31m

1 stop

2:40 pm - 10:59 pm

MBJ

PDX

10h 19m

1 stop

$407United Airlines

dg., maig 3 - dg., maig 10

8:40 pm - 12:52 pm

BOI

SJU

14h 12m

2 stops

6:15 am - 9:56 pm

SJU

BOI

17h 41m

2 stops

$444Delta

dl., abr. 13 - dv., abr. 17

10:45 pm - 2:30 pm

PDX

SJU

12h 45m

1 stop

5:30 am - 3:00 pm

SJU

PDX

12h 30m

1 stop

$446Southwest

dj., ag. 13 - dj., ag. 20

11:55 pm - 12:50 pm

PDX

MBJ

10h 55m

1 stop

2:40 pm - 10:59 pm

MBJ

PDX

10h 19m

1 stop

$451United Airlines

dv., maig 1 - dl., maig 4

9:45 am - 11:40 pm

PDX

SJU

10h 55m

2 stops

11:25 am - 10:00 pm

SJU

PDX

13h 35m

2 stops

$456Southwest

dc., maig 6 - dt., maig 12

11:35 pm - 1:25 pm

BOI

SJU

11h 50m

1 stop

6:15 am - 9:56 pm

SJU

BOI

17h 41m

2 stops

$506Delta

dt., abr. 14 - dj., abr. 23

5:19 pm - 2:53 pm

PDX

SDQ

18h 34m

2 stops

3:01 pm - 1:02 pm

SDQ

PDX

25h 01m

2 stops

$603Frontier

dj., abr. 9 - dl., abr. 13

5:19 pm - 2:53 pm

PDX

SDQ

18h 34m

2 stops

3:01 pm - 1:02 pm

SDQ

PDX

25h 01m

2 stops

$645Frontier

dj., abr. 9 - dl., abr. 13

Delta flights from Oregon to Caribbean Islands

Our best Delta deals on Oregon to Caribbean Islands flight tickets

Delta

Mar 29

PDX5:36 pmPortland

17h 11m

2 stops

STT1:47 pmSaint Thomas Island Cyril E King

Apr 5

STT1:55 pmSaint Thomas Island Cyril E King

11h 13m

1 stop

PDX10:08 pmPortland

$425

Delta

Apr 13

BOI11:35 pmBoise Air Term. Gowen Fld

11h 50m

1 stop

SJU1:25 pmSan Juan Luis Munoz Marin Intl

Apr 17

SJU6:15 amSan Juan Luis Munoz Marin Intl

17h 41m

2 stops

BOI9:56 pmBoise Air Term. Gowen Fld

$444

Delta

Apr 14

BOI5:34 amBoise Air Term. Gowen Fld

16h 25m

2 stops

SJU11:59 pmSan Juan Luis Munoz Marin Intl

Apr 23

SJU6:15 amSan Juan Luis Munoz Marin Intl

17h 41m

2 stops

BOI9:56 pmBoise Air Term. Gowen Fld

$506

Southwest flights from Oregon to Caribbean Islands

Our best Southwest deals on Oregon to Caribbean Islands flight tickets

Southwest

Aug 13

PDX10:45 pmPortland

12h 45m

1 stop

SJU2:30 pmSan Juan Luis Munoz Marin Intl

Aug 20

SJU5:30 amSan Juan Luis Munoz Marin Intl

12h 30m

1 stop

PDX3:00 pmPortland

$446

Southwest

May 6

PDX9:45 amPortland

10h 55m

2 stops

SJU11:40 pmSan Juan Luis Munoz Marin Intl

May 12

SJU11:25 amSan Juan Luis Munoz Marin Intl

13h 35m

2 stops

PDX10:00 pmPortland

$456

Southwest

Aug 17

PDX10:45 pmPortland

11h 05m

1 stop

SJU12:50 pmSan Juan Luis Munoz Marin Intl

Aug 24

SJU6:00 amSan Juan Luis Munoz Marin Intl

13h 35m

2 stops

PDX4:35 pmPortland

$478

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

PortlandMontego Bay

PDX - MBJ

PDXMBJ

Portland

dl. 4/27

10:23 pm-11:24 am

1 stop11h 01m

Montego Bay Sangster Intl

dl. 5/4

4:37 pm-11:01 am

2 stops20h 24m

$397

PortlandSaint Thomas Island

PDX - STT

PDXSTT

Portland

dt. 5/5

10:28 pm-11:35 am

1 stop10h 07m

Saint Thomas Island Cyril E King

dt. 5/12

12:25 pm-11:56 pm

2 stops14h 31m

$400

PortlandMontego Bay

PDX - MBJ

PDXMBJ

Portland

dg. 5/3

11:59 pm-1:30 pm

1 stop11h 31m

Montego Bay Sangster Intl

dg. 5/10

2:40 pm-10:59 pm

1 stop10h 19m

$407

BoiseSan Juan

BOI - SJU

BOISJU

Boise Air Term. Gowen Fld

dl. 4/13

8:40 pm-12:52 pm

2 stops14h 12m

San Juan Luis Munoz Marin Intl

dv. 4/17

6:15 am-9:56 pm

2 stops17h 41m

$444

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

dj. 8/13

10:45 pm-2:30 pm

1 stop12h 45m

San Juan Luis Munoz Marin Intl

dj. 8/20

5:30 am-3:00 pm

1 stop12h 30m

$446

Quickest round-trip

PortlandMontego Bay

PDX - MBJ

PDXMBJ

Portland

dv. 5/1

11:55 pm-12:50 pm

1 stop10h 55m

Montego Bay Sangster Intl

dl. 5/4

2:40 pm-10:59 pm

1 stop10h 19m

$451

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

dc. 5/6

9:45 am-11:40 pm

2 stops10h 55m

San Juan Luis Munoz Marin Intl

dt. 5/12

11:25 am-10:00 pm

2 stops13h 35m

$456

BoiseSan Juan

BOI - SJU

BOISJU

Boise Air Term. Gowen Fld

dt. 4/14

11:35 pm-1:25 pm

1 stop11h 50m

San Juan Luis Munoz Marin Intl

dj. 4/23

6:15 am-9:56 pm

2 stops17h 41m

$506

PortlandSanto Domingo

PDX - SDQ

PDXSDQ

Portland

dj. 4/9

5:19 pm-2:53 pm

2 stops18h 34m

Santo Domingo Las Americas

dl. 4/13

3:01 pm-1:02 pm

2 stops25h 01m

$603

PortlandSanto Domingo

PDX - SDQ

PDXSDQ

Portland

dj. 4/9

5:19 pm-2:53 pm

2 stops18h 34m

Santo Domingo Las Americas

dl. 4/13

3:01 pm-1:02 pm

2 stops25h 01m

$645

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 October is, on average, the cheapest month to fly to Caribbean Islands from Oregon, with most prices found around $479. The month of May is another great option to travel to Caribbean Islands, with average flight prices from Oregon averaging around $498.

How far in advance should I book a flight 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 $576 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.

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

No. A direct flight is the cheapest option for a flight between Oregon to Caribbean Islands.

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 05m
Direct flights	None

The fastest flight from Oregon to Caribbean Islands takes 9h 05m

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

Search flight deals

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 March 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 21.75% of all bookings. The subsequent popular models are Boeing 737 MAX 8 at 13.23%, Boeing 737-800 at 9.53%, and Airbus A321neo at 6.73%.

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 $184	Free Cancellation	Rating 7.9 8,318 reviews	Search Delta flights
JetBlue	PriceFrom $185	Free Cancellation	Rating 7.2 2,907 reviews	Search JetBlue flights
United Airlines	PriceFrom $224	Free Cancellation	Rating 7.4 9,463 reviews	Search United Airlines flights
Spirit Airlines	PriceFrom $241	Free Cancellation	Rating 6.3 8,538 reviews	Search Spirit Airlines flights
American Airlines	PriceFrom $399	Free Cancellation	Rating 7.1 11,487 reviews	Search American Airlines flights
Southwest	PriceFrom $408	Free Cancellation	Rating 8.0 4,324 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.