$422 Find Cheap Flights from Caribbean Islands to Valparaiso

This is the cheapest round-trip flight price found by a KAYAK user in the last 72 hours by searching for a flight to Valparaiso departing on 3/7. 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
$422
JetBlue
Sat 3/7Mon 3/9
SJU - VPS • 1 stop
Cheapest one-way
$482
Typical prices: $267-$317
Delta
Sun 11/30
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

Sat, Mar 7 - Mon, Mar 9
JetBlue Logo
11:40 pm - 8:08 amSJU-VPS
10h 28m1 stop
JetBlue Logo
9:59 am - 9:31 pmVPS-SJU
10h 32m1 stop
$422JetBlue
Find Deal
Sat, Mar 7 - Mon, Mar 9
American Airlines Logo
7:00 pm - 9:37 amSJU-VPS
16h 37m2 stops
American Airlines Logo
5:04 pm - 8:36 amVPS-SJU
14h 32m2 stops
$549American Airlines
Find Deal
Sat, Mar 7 - Mon, Mar 9
American Airlines Logo
7:00 pm - 11:55 pmSJU-VPS
6h 55m1 stop
American Airlines Logo
5:04 pm - 8:36 amVPS-SJU
14h 32m2 stops
$570American Airlines
Find Deal
Thu, Mar 5 - Mon, Mar 9
Delta Logo
4:55 pm - 11:05 pmPOP-VPS
8h 10m1 stop
Delta Logo
6:00 am - 2:15 pmVPS-POP
7h 15m1 stop
$574Delta
Find Deal
Sat, Mar 7 - Mon, Mar 9
American Airlines Logo
7:00 pm - 9:37 amSJU-VPS
16h 37m2 stops
American Airlines Logo
5:04 pm - 8:36 amVPS-SJU
14h 32m2 stops
$589American Airlines
Find Deal
Tue, Apr 14 - Wed, Apr 15
American Airlines Logo
11:10 am - 3:20 pmNAS-VPS
5h 10m1 stop
American Airlines Logo
5:02 pm - 9:20 amVPS-NAS
15h 18m1 stop
$608American Airlines
Find Deal
Tue, Apr 14 - Wed, Apr 15
American Airlines Logo
11:10 am - 3:20 pmNAS-VPS
5h 10m1 stop
American Airlines Logo
5:02 pm - 9:35 amVPS-NAS
15h 33m2 stops
$613American Airlines
Find Deal
Thu, Apr 2 - Sun, Apr 5
JetBlue Logo
5:30 am - 3:01 pmSDQ-VPS
10h 31m1 stop
JetBlue Logo
3:55 pm - 3:31 amVPS-SDQ
10h 36m1 stop
$667JetBlue
Find Deal
Fri, Apr 3 - Mon, Apr 6
Delta Logo
6:00 am - 8:43 pmSTI-VPS
15h 43m2 stops
Delta Logo
6:00 am - 11:27 pmVPS-STI
16h 27m2 stops
$701Delta
Find Deal
Sun, Nov 23 - Sat, Nov 29
Southwest Logo
6:10 am - 5:20 pmSJU-VPS
13h 10m2 stops
Southwest Logo
7:20 am - 7:25 pmVPS-SJU
10h 05m2 stops
$745Southwest
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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 11050 reviews
7.5Boarding
7.2Comfort
6.4Food
6.9Entertainment
8.0Crew
Airline reviews

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

6.0 GoodMiguel, Oct 2025PHL - MIA
Read more American Airlines reviews

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.

Flight delays numerous times. Everytime we would get close to boarding it would be delayed again. Strung along the entire time.

Traveling to a place near Valparaiso?

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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)