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Cheap flights from Oregon to Caribbean Islands from $178

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Oregon to Caribbean Islands departing on 8/31. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Find the cheapest flights from Oregon to Caribbean Islands

Cheap round-trip flights

Delta Logo
5:40 am - 11:19 pmBOI-SJU
15h 39m2 stops
Delta Logo
7:00 am - 6:51 pmSJU-BOI
14h 51m2 stops
$375Delta
Find Deal
Wed, Oct 29 - Wed, Nov 5
Delta Logo
9:45 pm - 2:15 pmPDX-SJU
12h 30m1 stop
Delta Logo
7:00 am - 8:47 pmSJU-PDX
17h 47m2 stops
$399Delta
Find Deal
Mon, Jan 12 - Thu, Jan 15
American Airlines Logo
1:57 pm - 11:11 amBOI-SJU
19h 14m2 stops
American Airlines Logo
7:05 pm - 12:27 pmSJU-BOI
19h 22m2 stops
$411American Airlines
Find Deal
Sat, Sep 6 - Sat, Sep 13
American Airlines Logo
7:30 pm - 3:52 pmEUG-SJU
17h 22m2 stops
American Airlines Logo
6:10 am - 11:50 pmSJU-EUG
20h 40m2 stops
$411American Airlines
Find Deal
Tue, Sep 23 - Mon, Sep 29
Spirit Airlines Logo
12:07 pm - 2:11 pmPDX-SJU
23h 04m3 stops
Spirit Airlines Logo
6:44 am - 11:11 amSJU-PDX
31h 27m3 stops
$418Spirit Airlines
Find Deal
Mon, Sep 8 - Mon, Sep 15
Spirit Airlines Logo
8:18 pm - 2:17 pmPDX-SJU
14h 59m2 stops
Spirit Airlines Logo
2:38 pm - 7:23 pmSJU-PDX
31h 45m3 stops
$419Spirit Airlines
Find Deal
Sat, Sep 6 - Sun, Sep 14
United Airlines Logo
10:32 pm - 1:45 pmPDX-SJU
12h 13m1 stop
United Airlines Logo
1:05 am - 11:41 amSJU-PDX
13h 36m2 stops
$429United Airlines
Find Deal
Sat, Oct 11 - Fri, Oct 17
United Airlines Logo
6:15 am - 5:25 pmBOI-SJU
9h 10m1 stop
United Airlines Logo
2:25 pm - 9:16 pmSJU-BOI
9h 51m1 stop
$465United Airlines
Find Deal
Wed, Oct 29 - Wed, Nov 5
Logo
6:36 pm - 4:14 pmPDX-SJU
17h 38m1 stop
Logo
9:49 pm - 9:36 pmSJU-PDX
27h 47m3 stops
$478
Find Deal
Fri, Nov 7 - Sun, Nov 16
Logo
12:07 pm - 2:14 pmPDX-PUJ
23h 07m2 stops
Logo
3:55 pm - 2:46 pmPUJ-PDX
25h 51m2 stops
$481
Find Deal
Tue, Sep 30 - Sat, Oct 4

American Airlines flights from Oregon to Caribbean Islands

Our best American Airlines deals on Oregon to Caribbean Islands flight tickets
American Airlines
Sep 6
BOI1:57 pmBoise Air Term. Gowen Fld
19h 14m
2 stops
SJU11:11 amSan Juan Luis Munoz Marin Intl
Sep 13
SJU7:05 pmSan Juan Luis Munoz Marin Intl
19h 22m
2 stops
BOI12:27 pmBoise Air Term. Gowen Fld
$411
Find similar
American Airlines
Dec 9
PDX6:04 amPortland
9h 36m
2 stops
NAS6:40 pmNassau Intl
Dec 16
NAS3:10 pmNassau Intl
11h 06m
1 stop
PDX11:16 pmPortland
$443
Find similar
American Airlines
Oct 29
BOI4:40 pmBoise Air Term. Gowen Fld
17h 59m
2 stops
SJU12:39 pmSan Juan Luis Munoz Marin Intl
Nov 5
SJU6:44 amSan Juan Luis Munoz Marin Intl
18h 43m
1 stop
BOI10:27 pmBoise Air Term. Gowen Fld
$461
Find similar

United Airlines flights from Oregon to Caribbean Islands

Our best United Airlines deals on Oregon to Caribbean Islands flight tickets
United Airlines
Oct 11
PDX10:32 pmPortland
12h 13m
1 stop
SJU1:45 pmSan Juan Luis Munoz Marin Intl
Oct 17
SJU1:05 amSan Juan Luis Munoz Marin Intl
13h 36m
2 stops
PDX11:41 amPortland
$429
Find similar
United Airlines
Oct 29
BOI6:15 amBoise Air Term. Gowen Fld
9h 10m
1 stop
SJU5:25 pmSan Juan Luis Munoz Marin Intl
Nov 5
SJU2:25 pmSan Juan Luis Munoz Marin Intl
9h 51m
1 stop
BOI9:16 pmBoise Air Term. Gowen Fld
$465
Find similar
United Airlines
Sep 28
PDX10:17 pmPortland
12h 28m
1 stop
SJU1:45 pmSan Juan Luis Munoz Marin Intl
Sep 29
SJU1:05 amSan Juan Luis Munoz Marin Intl
14h 37m
2 stops
PDX12:42 pmPortland
$484
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Oregon to Caribbean Islands that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated August 4, 2025.
Use the filters below to find and compare flights from Oregon to Caribbean Islands that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

BoiseSan Juan

BOI - SJU

BOISJU

Boise Air Term. Gowen Fld

Wed 10/29

5:40 am-11:19 pm

2 stops15h 39m

San Juan Luis Munoz Marin Intl

Wed 11/5

7:00 am-6:51 pm

2 stops14h 51m

$375

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Mon 1/12

9:45 pm-2:15 pm

1 stop12h 30m

San Juan Luis Munoz Marin Intl

Thu 1/15

7:00 am-8:47 pm

2 stops17h 47m

$399

BoiseSan Juan

BOI - SJU

BOISJU

Boise Air Term. Gowen Fld

Sat 9/6

1:57 pm-11:11 am

2 stops19h 14m

San Juan Luis Munoz Marin Intl

Sat 9/13

7:05 pm-12:27 pm

2 stops19h 22m

$411

EugeneSan Juan

EUG - SJU

EUGSJU

Eugene

Tue 9/23

7:30 pm-3:52 pm

2 stops17h 22m

San Juan Luis Munoz Marin Intl

Mon 9/29

6:10 am-11:50 pm

2 stops20h 40m

$411

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Mon 9/8

12:07 pm-2:11 pm

3 stops23h 04m

San Juan Luis Munoz Marin Intl

Mon 9/15

6:44 am-11:11 am

3 stops31h 27m

$418

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Sat 9/6

8:18 pm-2:17 pm

2 stops14h 59m

San Juan Luis Munoz Marin Intl

Sun 9/14

2:38 pm-7:23 pm

3 stops31h 45m

$419

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Sat 10/11

10:32 pm-1:45 pm

1 stop12h 13m

San Juan Luis Munoz Marin Intl

Fri 10/17

1:05 am-11:41 am

2 stops13h 36m

$429

BoiseSan Juan

BOI - SJU

BOISJU

Boise Air Term. Gowen Fld

Wed 10/29

6:15 am-5:25 pm

1 stop9h 10m

San Juan Luis Munoz Marin Intl

Wed 11/5

2:25 pm-9:16 pm

1 stop9h 51m

$465

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Fri 11/7

6:36 pm-4:14 pm

1 stop17h 38m

San Juan Luis Munoz Marin Intl

Sun 11/16

9:49 pm-9:36 pm

3 stops27h 47m

$478

PortlandPunta Cana

PDX - PUJ

PDXPUJ

Portland

Tue 9/30

12:07 pm-2:14 pm

2 stops23h 07m

Punta Cana

Sat 10/4

3:55 pm-2:46 pm

2 stops25h 51m

$481

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Caribbean Islands from

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

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 $437. The month of September is another great option to travel to Caribbean Islands, with average flight prices from Oregon averaging around $451.

What is the cheapest day to depart on your flight to Caribbean Islands?

The cheapest day to depart from Oregon to Caribbean Islands is on a Tuesday. Travelers who choose to depart for Caribbean Islands on a Tuesday will often find tickets for as low as $454. If your travel schedule is flexible, try to avoid departing on a Thursday because tickets tend to average around $655. These prices are subject to change though, so be sure to set up a Price Alert for flights to Caribbean Islands.

What is the cheapest time of day to depart on your flight to Caribbean Islands?

According to our data, the cheapest time of day to fly to Caribbean Islands is in the afternoon. momondo users have found flights departing from Oregon to Caribbean Islands in the afternoon for as low as $428. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. Try not to purchase tickets in the morning because they tend to be around $602. Of course, these prices can vary depending on the time of year and what airport you fly to.

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 $565 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 $449 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

Best Price Found

$178

Fastest flight time

8h 14m

Direct flights

None

Airports in Caribbean Islands

7 airports
The best one-way flight to Caribbean Islands from Oregon in the past 72 hours is $178. The best round-trip flight deal from Oregon to Caribbean Islands found on momondo in the last 72 hours is $375.
The fastest flight from Oregon to Caribbean Islands takes 8h 14m
There are no direct flights from Oregon to Caribbean Islands. Popular non-direct routes for this connection are Portland Airport - San Juan Luis Munoz Marin Intl Airport, Portland Airport - Saint Thomas Island Cyril E King Airport and Boise Air Term. Gowen Fld Airport - San Juan Luis Munoz Marin Intl Airport.
There are 7 airports near Caribbean Islands: Nassau Intl (NAS), Saint Thomas Island Cyril E King (STT), Montego Bay Sangster Intl (MBJ), Punta Cana (PUJ), Providenciales (PLS), Oranjestad Reina Beatrix (AUA), San Juan Luis Munoz Marin Intl (SJU)
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  • 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?

  • 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?

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
JetBluePriceFrom $185Free CancellationRating
7.2
2,915 reviews
Search JetBlue flights
DeltaPriceFrom $202Free CancellationRating
8.0
7,987 reviews
Search Delta flights
Spirit AirlinesPriceFrom $248Free CancellationRating
6.3
8,053 reviews
Search Spirit Airlines flights
United AirlinesPriceFrom $318Free CancellationRating
7.4
8,912 reviews
Search United Airlines flights
American AirlinesPriceFrom $328Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
SouthwestPriceFrom $450Free CancellationRating
8.0
4,246 reviews
Search Southwest flights
Alaska AirlinesPriceFrom $454Free CancellationRating
8.0
10,000 reviews
Search Alaska Airlines 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.

An easier way to manage your Caribbean Islands trip

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