$163 Find Cheap Flights from Caribbean Islands to Portland

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Portland departing on 11/22. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Cheap Flights from Caribbean Islands to Portland

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Caribbean Islands to Portland that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Caribbean Islands to Portland

Wed, Nov 12 - Mon, Nov 17
Frontier Logo
1:59 am - 11:56 amSJU-PDX
13h 57m2 stops
Frontier Logo
7:29 pm - 5:54 pmPDX-SJU
18h 25m2 stops
$342Frontier
Find Deal
Thu, Nov 13 - Mon, Nov 17
Frontier Logo
10:39 pm - 11:56 amSJU-PDX
17h 17m2 stops
Frontier Logo
7:29 pm - 5:54 pmPDX-SJU
18h 25m2 stops
$362Frontier
Find Deal
Thu, Dec 4 - Sun, Dec 7
Southwest Logo
2:05 pm - 10:35 pmSJU-PDX
12h 30m2 stops
Southwest Logo
7:10 pm - 10:25 amPDX-SJU
11h 15m2 stops
$397Southwest
Find Deal
Thu, Dec 4 - Sun, Dec 7
Delta Logo
1:55 pm - 10:19 pmSJU-PDX
12h 24m1 stop
Delta Logo
10:10 pm - 2:14 pmPDX-SJU
12h 04m1 stop
$419Delta
Find Deal
Mon, Dec 22 - Tue, Jan 6
American Airlines Logo
4:38 pm - 12:59 amSJU-PDX
12h 21m1 stop
American Airlines Logo
11:01 pm - 6:22 pmPDX-SJU
15h 21m1 stop
$465American Airlines
Find Deal
Mon, Dec 22 - Tue, Jan 6
American Airlines Logo
12:47 pm - 12:59 amSJU-PDX
16h 12m1 stop
American Airlines Logo
11:01 pm - 6:22 pmPDX-SJU
15h 21m1 stop
$467American Airlines
Find Deal
Thu, Feb 26 - Sun, Mar 1
Delta Logo
6:15 am - 8:47 pmSJU-PDX
18h 32m2 stops
Delta Logo
12:55 am - 3:20 pmPDX-SJU
10h 25m1 stop
$472Delta
Find Deal
Tue, Nov 18 - Thu, Dec 4
American Airlines Logo
7:15 am - 7:49 pmSJU-PDX
16h 34m2 stops
American Airlines Logo
10:15 pm - 10:09 pmPDX-SJU
19h 54m1 stop
$473American Airlines
Find Deal
Fri, Nov 14 - Wed, Nov 19
United Airlines Logo
8:30 am - 6:40 pmSJU-PDX
14h 10m2 stops
United Airlines Logo
11:12 pm - 2:40 pmPDX-SJU
11h 28m1 stop
$482United Airlines
Find Deal
Thu, Feb 26 - Mon, Mar 2
United Airlines Logo
2:25 pm - 9:15 pmSJU-PDX
10h 50m1 stop
United Airlines Logo
7:49 pm - 2:40 pmPDX-SJU
14h 51m2 stops
$509United Airlines
Find Deal

Everything you should know

Cheapest round-trip
$342
Typical prices: $456-$705
Frontier
Wed 11/12Mon 11/17
SJU - PDX • 2 stops
Cheapest one-way
$163
Typical prices: $235-$397
Frontier
Sat 11/22
SJU - PDX • 2 stops
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KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Portland!
Useful Info

Good to know

Low seasonJanuary
Cheapest flight$163
Best time to beat the crowds but there is an average 5% increase in price.
Most popular time to fly and prices are also 12% lower on average.
Flight from San Juan to Portland

FAQs for booking flights from Caribbean Islands to Portland

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

    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 Caribbean Islands to Portland.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Portland from Caribbean Islands 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 Caribbean Islands to Portland?

    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 to Portland with an airline and back to Caribbean Islands with another airline.

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

    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 to Portland from Caribbean Islands up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airline flying from Caribbean Islands to Portland

 
Need help choosing which airline to fly with from Caribbean Islands to Portland? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.2
American AirlinesOverall score based on 11030 reviews
7.2Comfort
7.5Boarding
6.4Food
6.9Entertainment
8.0Crew
Airline reviews

The flight attendant, a black woman with curly hair who sat near Row 21, was wonderful and kind.

10.0 ExcellentMax, Oct 2025DCA - SAV
Read more American Airlines reviews

The flight attendant, a black woman with curly hair who sat near Row 21, was wonderful and kind.

It was good..clean, comfy seat. Friendly warm welcoming crew. Was able to check my cabin luggage at the gate which I was able to pickup in a decent time from baggage claim. The app gave all updates from delays to baggage claim info. Overall smooth flight.

Nice comfortable flight from Barcelona back to the states. The premium economy offers the extra room we need for my husband. The food was good and our flight attendants were excellent.

Flight was delayed leaving Dallas. Arrived about 2 hours later than scheduled.

Flight delayed and missed connection. Rescheduled flight cancelled after 6 hrs wait. Rerouted thru ORD, flight cancelled, overnight stay in ORD. Still in the air on new flight!

We are too tired and frustrated to comment politely at this point

Terrible. Our luggage was delayed and couldn’t be delivered for several days. We got bad information from the airline agents at baggage claim. We had to pick up our car so we wouldn’t be charged for an extra day. We got lost in the maze of airport parking. The baggage claim agents didn’t offer us any compensation for our extra time and expense. We are tired, hungry and very frustrated.

The flight was flawless and we even arrived between 20 and 25 minutes early!

The only thing to like was that we eventually got to our destination

Delayed delayed delayed and no offer for food or vouchers

Traveling to a place near Portland?

Book flights to Portland if you plan to visit one of these locations
Seaside
Vancouver
Salem
The Dalles
Lake Oswego
Clackamas
Stevenson
Government Camp
Carson
Kelso
Gleneden Beach
Gladstone
Oceanside
Dundee
Durham

Everything you need to know for your flight to Portland

Information on the airport you'll fly into in Portland

Portland (PDX)

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