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Cheap flights from Oregon to Caribbean Islands from $199

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 11/14. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags

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Find the cheapest flights from Oregon to Caribbean Islands

Cheap round-trip flights

Frontier Logo
3:26 pm - 4:10 pmPDX-SJU
20h 44m2 stops
Frontier Logo
2:11 am - 11:56 amSJU-PDX
13h 45m2 stops
$354Frontier
Find Deal
Sun, Nov 9 - Fri, Nov 14
Frontier Logo
12:52 pm - 11:19 amPDX-SJU
18h 27m2 stops
Frontier Logo
2:11 am - 11:56 amSJU-PDX
13h 45m2 stops
$371Frontier
Find Deal
Sat, Nov 8 - Fri, Nov 14
United Airlines Logo
6:15 am - 5:25 pmBOI-SJU
9h 10m1 stop
United Airlines Logo
1:05 am - 4:03 pmSJU-BOI
16h 58m2 stops
$395United Airlines
Find Deal
Sun, Oct 26 - Wed, Oct 29
Delta Logo
5:26 pm - 12:56 pmPDX-SJU
15h 30m2 stops
Delta Logo
2:10 pm - 11:56 pmSJU-PDX
13h 46m2 stops
$419Delta
Find Deal
Sun, Nov 9 - Thu, Nov 13
United Airlines Logo
5:00 am - 5:25 pmBOI-SJU
10h 25m1 stop
United Airlines Logo
7:10 am - 9:21 pmSJU-BOI
16h 11m2 stops
$427United Airlines
Find Deal
Sun, Oct 26 - Thu, Oct 30
American Airlines Logo
4:40 pm - 11:06 amBOI-SJU
16h 26m2 stops
American Airlines Logo
7:15 am - 10:32 pmSJU-BOI
18h 17m1 stop
$431American Airlines
Find Deal
Fri, Oct 31 - Tue, Nov 4
Southwest Logo
6:15 am - 11:20 pmPDX-SJU
13h 05m2 stops
Southwest Logo
11:55 am - 12:20 amSJU-PDX
16h 25m2 stops
$450Southwest
Find Deal
Wed, Dec 3 - Fri, Dec 12
American Airlines Logo
3:47 pm - 11:45 amEUG-SJU
15h 58m2 stops
American Airlines Logo
9:25 am - 7:27 pmSJU-EUG
14h 02m2 stops
$456American Airlines
Find Deal
Sun, Jan 18 - Wed, Jan 21
Delta Logo
7:00 am - 11:27 pmPDX-STI
13h 27m1 stop
Delta Logo
6:00 am - 9:35 pmSTI-PDX
18h 35m1 stop
$467Delta
Find Deal
Mon, Mar 9 - Wed, Mar 11
Southwest Logo
5:00 am - 11:15 pmBOI-SJU
15h 15m2 stops
Southwest Logo
11:20 am - 11:10 pmSJU-BOI
14h 50m2 stops
$478Southwest
Find Deal
Mon, Dec 1 - Thu, Dec 4

American Airlines flights from Oregon to Caribbean Islands

Our best American Airlines deals on Oregon to Caribbean Islands flight tickets
American Airlines
Oct 31
BOI4:40 pmBoise Air Term. Gowen Fld
16h 26m
2 stops
SJU11:06 amSan Juan Luis Munoz Marin Intl
Nov 4
SJU7:15 amSan Juan Luis Munoz Marin Intl
18h 17m
1 stop
BOI10:32 pmBoise Air Term. Gowen Fld
$431
Find similar
American Airlines
Jan 18
EUG3:47 pmEugene
15h 58m
2 stops
SJU11:45 amSan Juan Luis Munoz Marin Intl
Jan 21
SJU9:25 amSan Juan Luis Munoz Marin Intl
14h 02m
2 stops
EUG7:27 pmEugene
$456
Find similar
American Airlines
Dec 2
PDX10:15 pmPortland
19h 54m
1 stop
SJU10:09 pmSan Juan Luis Munoz Marin Intl
Dec 11
SJU7:00 amSan Juan Luis Munoz Marin Intl
14h 28m
2 stops
PDX5:28 pmPortland
$457
Find similar

Southwest flights from Oregon to Caribbean Islands

Our best Southwest deals on Oregon to Caribbean Islands flight tickets
Southwest
Dec 3
PDX6:15 amPortland
13h 05m
2 stops
SJU11:20 pmSan Juan Luis Munoz Marin Intl
Dec 12
SJU11:55 amSan Juan Luis Munoz Marin Intl
16h 25m
2 stops
PDX12:20 amPortland
$450
Find similar
Southwest
Dec 1
BOI5:00 amBoise Air Term. Gowen Fld
15h 15m
2 stops
SJU11:15 pmSan Juan Luis Munoz Marin Intl
Dec 4
SJU11:20 amSan Juan Luis Munoz Marin Intl
14h 50m
2 stops
BOI11:10 pmBoise Air Term. Gowen Fld
$478
Find similar
Southwest
Oct 28
PDX5:50 amPortland
13h 55m
2 stops
SJU10:45 pmSan Juan Luis Munoz Marin Intl
Nov 3
SJU11:20 amSan Juan Luis Munoz Marin Intl
14h 05m
2 stops
PDX9:25 pmPortland
$508
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 September 19, 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

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Sun 11/9

3:26 pm-4:10 pm

2 stops20h 44m

San Juan Luis Munoz Marin Intl

Fri 11/14

2:11 am-11:56 am

2 stops13h 45m

$354

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Sat 11/8

12:52 pm-11:19 am

2 stops18h 27m

San Juan Luis Munoz Marin Intl

Fri 11/14

2:11 am-11:56 am

2 stops13h 45m

$371

BoiseSan Juan

BOI - SJU

BOISJU

Boise Air Term. Gowen Fld

Sun 10/26

6:15 am-5:25 pm

1 stop9h 10m

San Juan Luis Munoz Marin Intl

Wed 10/29

1:05 am-4:03 pm

2 stops16h 58m

$395

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Sun 11/9

5:26 pm-12:56 pm

2 stops15h 30m

San Juan Luis Munoz Marin Intl

Thu 11/13

2:10 pm-11:56 pm

2 stops13h 46m

$419

BoiseSan Juan

BOI - SJU

BOISJU

Boise Air Term. Gowen Fld

Sun 10/26

5:00 am-5:25 pm

1 stop10h 25m

San Juan Luis Munoz Marin Intl

Thu 10/30

7:10 am-9:21 pm

2 stops16h 11m

$427

BoiseSan Juan

BOI - SJU

BOISJU

Boise Air Term. Gowen Fld

Fri 10/31

4:40 pm-11:06 am

2 stops16h 26m

San Juan Luis Munoz Marin Intl

Tue 11/4

7:15 am-10:32 pm

1 stop18h 17m

$431

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Wed 12/3

6:15 am-11:20 pm

2 stops13h 05m

San Juan Luis Munoz Marin Intl

Fri 12/12

11:55 am-12:20 am

2 stops16h 25m

$450

EugeneSan Juan

EUG - SJU

EUGSJU

Eugene

Sun 1/18

3:47 pm-11:45 am

2 stops15h 58m

San Juan Luis Munoz Marin Intl

Wed 1/21

9:25 am-7:27 pm

2 stops14h 02m

$456

PortlandSantiago de los Caballeros

PDX - STI

PDXSTI

Portland

Mon 3/9

7:00 am-11:27 pm

1 stop13h 27m

Santiago de los Caballeros

Wed 3/11

6:00 am-9:35 pm

1 stop18h 35m

$467

BoiseSan Juan

BOI - SJU

BOISJU

Boise Air Term. Gowen Fld

Mon 12/1

5:00 am-11:15 pm

2 stops15h 15m

San Juan Luis Munoz Marin Intl

Thu 12/4

11:20 am-11:10 pm

2 stops14h 50m

$478

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 January is, on average, the cheapest month to fly to Caribbean Islands from Oregon, with most prices found around $480. The month of September is another great option to travel to Caribbean Islands, with average flight prices from Oregon averaging around $481.

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 $574 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 $438 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

Direct flights

None
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?

  • 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
2,911 reviews
Search JetBlue flights
DeltaPriceFrom $190Free CancellationRating
7.9
7,964 reviews
Search Delta flights
Spirit AirlinesPriceFrom $248Free CancellationRating
6.3
8,030 reviews
Search Spirit Airlines flights
American AirlinesPriceFrom $341Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
United AirlinesPriceFrom $394Free CancellationRating
7.4
8,926 reviews
Search United Airlines flights
SouthwestPriceFrom $450Free CancellationRating
8.0
4,242 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.

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