$233 Find Cheap Flights from Caribbean Islands to Valparaiso

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Valparaiso departing on 12/23. 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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Everything you should know

Cheapest round-trip
$345
Southwest
Wed 1/14Thu 1/22
SJU - VPS • 2 stops
Cheapest one-way
$233
Typical prices: $256-$287
Delta
Tue 12/23
SJU - VPS • 1 stop
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Flight Deals
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Flight Deals

Cheap Flights from Caribbean Islands to Valparaiso

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Caribbean Islands to Valparaiso 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 Valparaiso

Wed, Jan 14 - Thu, Jan 22
Southwest Logo
6:10 am - 6:55 pmSJU-VPS
14h 45m2 stops
Southwest Logo
7:00 am - 11:10 pmVPS-SJU
14h 10m2 stops
$345Southwest
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Wed, Jan 14 - Thu, Jan 22
American Airlines Logo
5:51 pm - 10:59 pmSJU-VPS
7h 08m1 stop
American Airlines Logo
8:30 am - 5:03 pmVPS-SJU
6h 33m1 stop
$392American Airlines
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Mon, Dec 8 - Fri, Dec 12
Southwest Logo
11:20 am - 9:10 pmSJU-VPS
11h 50m2 stops
Southwest Logo
7:10 am - 12:35 amVPS-SJU
15h 25m2 stops
$455Southwest
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Fri, Jan 30 - Mon, Feb 2
American Airlines Logo
3:49 pm - 9:00 pmSJU-VPS
7h 11m1 stop
American Airlines Logo
11:23 am - 10:48 amVPS-SJU
21h 25m2 stops
$473American Airlines
Find Deal
Fri, Jan 30 - Mon, Feb 2
American Airlines Logo
3:49 pm - 9:00 pmSJU-VPS
7h 11m1 stop
American Airlines Logo
11:23 am - 10:26 pmVPS-SJU
9h 03m1 stop
$493American Airlines
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Sat, Jan 31 - Tue, Feb 3
Delta Logo
6:27 pm - 8:36 amNAS-VPS
15h 09m1 stop
Delta Logo
6:00 am - 1:31 pmVPS-NAS
6h 31m1 stop
$498Delta
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Wed, Jan 28 - Sun, Feb 1
Delta Logo
7:30 am - 11:05 pmSDQ-VPS
17h 35m2 stops
Delta Logo
6:00 am - 2:21 pmVPS-SDQ
6h 21m1 stop
$519Delta
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Wed, Jan 28 - Sun, Feb 1
Delta Logo
7:30 am - 4:40 pmSDQ-VPS
11h 10m2 stops
Delta Logo
6:00 am - 12:30 amVPS-SDQ
16h 30m2 stops
$521Delta
Find Deal
Mon, Dec 8 - Fri, Dec 12
American Airlines Logo
8:20 am - 3:47 pmSJU-VPS
9h 27m1 stop
American Airlines Logo
12:46 pm - 10:09 pmVPS-SJU
7h 23m1 stop
$566American Airlines
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Wed, Jan 28 - Sun, Feb 1
Delta Logo
3:46 pm - 11:05 pmSDQ-VPS
9h 19m1 stop
Delta Logo
6:00 am - 2:21 pmVPS-SDQ
6h 21m1 stop
$573Delta
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FAQs for booking flights from Caribbean Islands to Valparaiso

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

    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 Valparaiso.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Valparaiso 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 Valparaiso?

    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 Valparaiso 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 Valparaiso?

    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 Valparaiso 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 Valparaiso

 
Need help choosing which airline to fly with from Caribbean Islands to Valparaiso? 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 11043 reviews
6.4Food
8.0Crew
7.5Boarding
6.9Entertainment
7.2Comfort
Airline reviews

I like how the crew and pilot kept us updated Even though our flight was slightly delayed. We made up time for it in the air. I really did enjoy my seat and amenities and my trip and value overall.

10.0 ExcellentLawrence, Nov 2025CUR - MIA
Read more American Airlines reviews

I like how the crew and pilot kept us updated Even though our flight was slightly delayed. We made up time for it in the air. I really did enjoy my seat and amenities and my trip and value overall.

Delays to take off and to leave the plane after landing added a lot of time to this flight.

It was a red eye flight, so no meals were provided, but it was fine with snacks. The seats felt cramped and almost too narrow.

We didn't take off until an hour after we boarded.

Wish they had the seat-back video screens for watching movies or playing games.

Very good but wish they had the seat-back video screens for movies & games

The delayed flight was awful and moving the departure gate twice was annoying

Flight was delayed not sure why no explanation given and no apologies either. Otherwise the flight was fine

Flight from Miami to Lima was very good, like the free WiFi to get movies and TV.

While waiting to claim my checked luggage, I discovered the airline had lost it. After a long wait and inquiries, I discovered it was on another flight. Fortunately, the airline finally sent my luggage home.

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Everything you need to know for your flight to Valparaiso

Information on the airport you'll fly into in Valparaiso

Valparaiso (VPS)