How long is the flight from Oregon to Caribbean?

If you’re flying from a popular airport in Oregon, such as Portland or Eugene, and flying into Caribbean, then you can expect flight times to average 11h 50m and 23h 22m, respectively.

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

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

What airlines fly to Caribbean?

American Airlines, United Airlines and Delta are the top three most popular airlines that fly to Caribbean 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. Keep in mind that there are 5 different airlines that fly to Caribbean on a routine basis, so you have a few additional options to choose from.

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

Prices for flights from Oregon to Caribbean refresh daily.

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

The number of operators available for flights from Oregon to Caribbean is 5 as of April 2026.

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

Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Oregon to Caribbean.

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

The travel and health documents you'll need for your trip to Caribbean 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 Caribbean. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

$160 Cheap Flights from Oregon to Caribbean in 2026

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Find the cheapest flights from Oregon to Caribbean

Round-trip

One-way

Last minute

Cheap round-trip flights

Enter your travel dates to find the best prices.

11:59 pm - 1:30 pm

PDX

MBJ

11h 31m

1 stop

12:52 pm - 9:09 pm

MBJ

PDX

10h 17m

1 stop

$392United Airlines

Tue, May 5 - Sat, May 9

11:47 pm - 1:25 pm

PDX

MBJ

11h 38m

2 stops

4:37 pm - 11:01 am

MBJ

PDX

20h 24m

2 stops

$397American Airlines

Tue, May 5 - Sat, May 9

2:30 pm - 5:59 pm

PDX

SJU

24h 29m

2 stops

7:17 pm - 11:50 am

SJU

PDX

67h 33m

3 stops

$443Multiple Airlines

Tue, Apr 21 - Mon, May 4

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

Wed, Aug 26 - Mon, Aug 31

7:40 pm - 9:05 am

PDX

SJU

10h 25m

2 stops

8:10 am - 7:15 pm

SJU

PDX

14h 05m

2 stops

$461Southwest

Sat, May 9 - Tue, May 12

3:35 pm - 1:13 pm

PDX

STT

18h 38m

2 stops

1:59 pm - 10:02 pm

STT

PDX

11h 03m

1 stop

$462Delta

Thu, Apr 16 - Mon, Apr 20

5:40 am - 11:13 pm

BOI

SJU

15h 33m

2 stops

2:45 pm - 10:28 pm

SJU

BOI

9h 43m

1 stop

$466Delta

Sun, Apr 26 - Wed, Apr 29

5:31 pm - 2:24 pm

PDX

PUJ

17h 53m

2 stops

3:35 pm - 4:46 pm

PUJ

PDX

28h 11m

2 stops

$488Frontier

Fri, May 8 - Sat, May 16

12:45 pm - 2:17 pm

PDX

PUJ

22h 32m

2 stops

3:35 pm - 4:46 pm

PUJ

PDX

28h 11m

2 stops

$496Frontier

Mon, May 4 - Sun, May 10

7:45 pm - 5:30 pm

PDX

NAS

18h 45m

2 stops

6:30 pm - 1:50 pm

NAS

PDX

22h 20m

3 stops

$634Multiple Airlines

Tue, May 12 - Tue, May 26

American Airlines flights from Oregon to Caribbean

Our best American Airlines deals on Oregon to Caribbean flight tickets

American Airlines

May 5

PDX11:47 pmPortland

11h 38m

2 stops

MBJ1:25 pmMontego Bay Sangster Intl

May 9

MBJ4:37 pmMontego Bay Sangster Intl

20h 24m

2 stops

PDX11:01 amPortland

$397

American Airlines

May 5

PDX11:40 pmPortland

13h 35m

2 stops

STT4:15 pmSaint Thomas Island Cyril E King

May 12

STT1:15 pmSaint Thomas Island Cyril E King

12h 32m

2 stops

PDX10:47 pmPortland

$400

American Airlines

Apr 21

PDX11:23 pmPortland

13h 12m

1 stop

SJU3:35 pmSan Juan Luis Munoz Marin Intl

May 4

SJU11:59 pmSan Juan Luis Munoz Marin Intl

14h 02m

1 stop

PDX11:01 amPortland

$493

JetBlue flights from Oregon to Caribbean

Our best JetBlue deals on Oregon to Caribbean flight tickets

JetBlue

Jun 11

PDX11:29 pmPortland

14h 16m

1 stop

SJU4:45 pmSan Juan Luis Munoz Marin Intl

Jun 16

SJU5:01 amSan Juan Luis Munoz Marin Intl

11h 04m

1 stop

PDX1:05 pmPortland

$585

JetBlue

Aug 24

PDX2:20 pmPortland

16h 46m

1 stop

PUJ10:06 amPunta Cana

Aug 28

PUJ10:23 amPunta Cana

29h 41m

1 stop

PDX1:04 pmPortland

$727

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

Quickest round-trip

PortlandMontego Bay

PDX - MBJ

PDXMBJ

Portland

Tue 5/5

11:59 pm-1:30 pm

1 stop11h 31m

Montego Bay Sangster Intl

Sat 5/9

12:52 pm-9:09 pm

1 stop10h 17m

$392

PortlandMontego Bay

PDX - MBJ

PDXMBJ

Portland

Tue 5/5

11:47 pm-1:25 pm

2 stops11h 38m

Montego Bay Sangster Intl

Sat 5/9

4:37 pm-11:01 am

2 stops20h 24m

$397

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Tue 4/21

2:30 pm-5:59 pm

2 stops24h 29m

San Juan Luis Munoz Marin Intl

Mon 5/4

7:17 pm-11:50 am

3 stops67h 33m

$443

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Wed 8/26

10:45 pm-2:30 pm

1 stop12h 45m

San Juan Luis Munoz Marin Intl

Mon 8/31

5:30 am-3:00 pm

1 stop12h 30m

$446

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Sat 5/9

7:40 pm-9:05 am

2 stops10h 25m

San Juan Luis Munoz Marin Intl

Tue 5/12

8:10 am-7:15 pm

2 stops14h 05m

$461

PortlandSaint Thomas Island

PDX - STT

PDXSTT

Portland

Thu 4/16

3:35 pm-1:13 pm

2 stops18h 38m

Saint Thomas Island Cyril E King

Mon 4/20

1:59 pm-10:02 pm

1 stop11h 03m

$462

BoiseSan Juan

BOI - SJU

BOISJU

Boise Air Term. Gowen Fld

Sun 4/26

5:40 am-11:13 pm

2 stops15h 33m

San Juan Luis Munoz Marin Intl

Wed 4/29

2:45 pm-10:28 pm

1 stop9h 43m

$466

PortlandPunta Cana

PDX - PUJ

PDXPUJ

Portland

Fri 5/8

5:31 pm-2:24 pm

2 stops17h 53m

Punta Cana

Sat 5/16

3:35 pm-4:46 pm

2 stops28h 11m

$488

PortlandPunta Cana

PDX - PUJ

PDXPUJ

Portland

Mon 5/4

12:45 pm-2:17 pm

2 stops22h 32m

Punta Cana

Sun 5/10

3:35 pm-4:46 pm

2 stops28h 11m

$496

PortlandNassau

PDX - NAS

PDXNAS

Portland

Tue 5/12

7:45 pm-5:30 pm

2 stops18h 45m

Nassau Intl

Tue 5/26

6:30 pm-1:50 pm

3 stops22h 20m

$634

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

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?

In general, October is the cheapest month to fly from Oregon to Caribbean. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $479. If you don’t want to visit Caribbean in October, then you should wait until May to fly from Oregon, when ticket prices are also cheap, with an average price of $498.

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

You are more likely to see cheaper flights to Caribbean from Oregon when booking weeks ahead of your departure date. In general, you can expect to find flights to Caribbean 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 from Oregon for as low as $507 on momondo.

Can stopping save me money on Oregon to Caribbean flights?

You could potentially save up to 21% on your flight if you consider stops on a Oregon to Caribbean flight.

Cheap Oregon to Caribbean flight deals and tips

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

Fastest flight time	8h 59m
Direct flights	None

The fastest flight from Oregon to Caribbean takes 8h 59m

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

Search flight deals

Frequently asked questions about flying from Oregon to Caribbean

When did momondo last update prices for flights from Oregon to Caribbean?
Prices for flights from Oregon to Caribbean refresh daily.
How many operators does momondo search for flights from Oregon to Caribbean?
The number of operators available for flights from Oregon to Caribbean is 5 as of April 2026.
How old do you have to be to fly from Oregon to Caribbean?
Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Oregon to Caribbean.
What documentation or ID do you need to fly to Caribbean?
The travel and health documents you'll need for your trip to Caribbean 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 Caribbean. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

Best airlines flying from Oregon to Caribbean

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

Airline	Rating	Free Cancellation	Price
Delta	PriceFrom $184	Free Cancellation	Rating 7.9 8,367 reviews	Search Delta flights
JetBlue	PriceFrom $185	Free Cancellation	Rating 7.2 2,908 reviews	Search JetBlue flights
United Airlines	PriceFrom $224	Free Cancellation	Rating 7.4 9,529 reviews	Search United Airlines flights
American Airlines	PriceFrom $399	Free Cancellation	Rating 7.1 11,545 reviews	Search American Airlines flights
Southwest	PriceFrom $408	Free Cancellation	Rating 8.0 4,334 reviews	Search Southwest flights

Why use momondo?

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

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 from Oregon.

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

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

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

momondo provides multiple filters to help you find the best flight to Caribbean from Oregon. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

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

Yes. momondo can track prices for Oregon to Caribbean flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.