$187 Find Cheap Flights from Oregon to Caribbean

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Useful Info
Useful Info

Good to know

Low seasonSeptember
High seasonDecember
Cheapest flight$187
Best time to beat the crowds with an average 17% drop in price.
Most popular time to fly with an average 28% increase in price.
Flight from Portland to San Juan

FAQs for booking flights from Oregon to Caribbean

  • How does KAYAK find such low prices on flights from Oregon to Caribbean?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Oregon to Caribbean.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Oregon to Caribbean?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Oregon to Caribbean is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Oregon to Caribbean?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from Oregon to Caribbean with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Oregon to Caribbean?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from Oregon to Caribbean up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • What is the cheapest day to fly to Caribbean?

    Based on KAYAK data, the cheapest day to fly to Caribbean is Tuesday where round-trip tickets can be as cheap as $454. On the other hand, the most expensive day to fly is Thursday, where round-trip prices are $655 on average.

  • What is the cheapest time of day to fly to Caribbean?

    The cheapest time of day to fly to Caribbean is generally in the evening, when round-trip flights cost $428 on average. Morning departures are around 41% more expensive than evening flights, on average. The most expensive time of day to fly to Caribbean is generally in the morning, which is peak travel time and where the average cost of a ticket is $602.

  • What is the cheapest month to fly from Oregon to Caribbean?

    The cheapest month for flights from Oregon to Caribbean is January, when tickets cost $571 (return) on average. On the other hand, the most expensive months are April and December, when the average cost of round-trip tickets is $898 and $849 respectively.

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

    To get a below average price on the flight from Oregon to Caribbean, you should book around 2 weeks before departure. For the absolute cheapest price, our data suggests you should book 11 weeks before departure.

  • How long is the flight to Caribbean?

    An average nonstop flight from Oregon to Caribbean takes 16h 06m, covering a distance of 3385 miles. The shortest route is Portland (PDX) to Punta Cana (PUJ) with an average flight time of 9h 03m.

  • What are the most popular destinations in Caribbean?

    Based on KAYAK flight searches, the most popular destination is Punta Cana (14% of total searches to Caribbean). The next most popular destinations are Montego Bay (13%) and Nassau (13%). Searches for flights to Saint Thomas Island (9%), to Oranjestad (7%) and to Puerto Plata (4%) are also popular.

Book cheap flights from Oregon to Caribbean

Recent round-trip flight deals

7/8Tue
2 stopsSpirit Airlines
18h 36mPDX-STT
7/15Tue
2 stopsSpirit Airlines
22h 53mSTT-PDX
$333
7/8Tue
2 stopsSpirit Airlines
18h 36mPDX-STT
7/15Tue
2 stopsSpirit Airlines
20h 13mSTT-PDX
$353
8/30Sat
1 stopDelta
10h 35mPDX-SJU
9/5Fri
1 stopDelta
10h 32mSJU-PDX
$399
7/4Fri
3 stops
39h 02mPDX-SJU
7/9Wed
2 stops
24h 32mSJU-PDX
$406
7/4Fri
2 stops
29h 54mPDX-SJU
7/9Wed
2 stops
24h 32mSJU-PDX
$410
11/12Wed
1 stopUnited Airlines
9h 10mBOI-SJU
11/14Fri
2 stopsUnited Airlines
14h 20mSJU-BOI
$415
11/1Sat
2 stopsAmerican Airlines
19h 30mEUG-SJU
11/8Sat
2 stopsAmerican Airlines
13h 46mSJU-EUG
$415
9/23Tue
2 stopsDelta
15h 33mEUG-SJU
9/29Mon
2 stopsDelta
12h 34mSJU-EUG
$425
8/18Mon
1 stopUnited Airlines
9h 30mPDX-SJU
8/27Wed
1 stopUnited Airlines
10h 48mSJU-PDX
$434
8/18Mon
2 stopsAmerican Airlines
13h 19mPDX-SJU
8/27Wed
1 stopAmerican Airlines
16h 34mSJU-PDX
$482

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Recent one-way flight deals

7/13Sun
2 stopsSpirit Airlines
22h 09mPDX-SJU
$187
8/26Tue
1 stopJetBlue
10h 10mPDX-SJU
$190
8/23Sat
1 stopDelta
10h 35mPDX-SJU
$200
8/25Mon
1 stopAmerican Airlines
20h 42mPDX-SJU
$204
8/15Fri
3 stops
46h 55mPDX-SJU
$230
8/31Sun
2 stopsAmerican Airlines
13h 21mPDX-MBJ
$232
8/19Tue
1 stopSouthwest
12h 40mPDX-SJU
$234
7/8Tue
1 stopDelta
11h 15mPDX-SJU
$241
8/31Sun
3 stops
34h 37mPDX-MBJ
$316
7/2Wed
2 stopsSouthwest
12h 50mEUG-SJU
$338

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Last minute flights from Oregon to Caribbean

Last minute flight, train and bus deals

6/13Fri
multi-stopFrontier
15h 09mPDX-SJU
6/15Sun
multi-stopFrontier
18h 25mSJU-PDX
$584
6/13Fri
multi-stopFrontier
15h 09mPDX-SJU
6/14Sat
multi-stopFrontier
19h 32mSJU-PDX
$593
6/13Fri
multi-stopAmerican Airlines
9h 02mPDX-NAS
6/15Sun
multi-stopAmerican Airlines
9h 11mNAS-PDX
$610
6/13Fri
multi-stopAmerican Airlines
12h 26mPDX-NAS
6/15Sun
multi-stopAmerican Airlines
9h 11mNAS-PDX
$614
6/15Sun
multi-stopSpirit Airlines
18h 36mPDX-STT
6/24Tue
multi-stopSpirit Airlines
27h 30mSTT-PDX
$638
6/15Sun
multi-stop
35h 04mPDX-STT
6/24Tue
multi-stop
27h 30mSTT-PDX
$670
6/14Sat
multi-stopUnited Airlines
21h 16mPDX-NAS
6/16Mon
multi-stopUnited Airlines
24h 46mNAS-PDX
$684
6/14Sat
multi-stopUnited Airlines
30h 59mPDX-NAS
6/20Fri
multi-stopUnited Airlines
23h 07mNAS-PDX
$706
6/15Sun
multi-stop
35h 04mPDX-STT
6/24Tue
multi-stop
47h 14mSTT-PDX
$730
6/14Sat
multi-stopSpirit Airlines
21h 17mPDX-STT
6/18Wed
multi-stopSpirit Airlines
27h 30mSTT-PDX
$759

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Everything you need to know for your flight to Caribbean

Cabin class types available on flights to Oregon

Cabin classes available on flights to Oregon. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.

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