$183 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 9/30. 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

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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

Mon, Sep 22 - Thu, Sep 25
 Logo
8:00 am - 10:50 pmSJU-VPS
15h 50m2 stops
 Logo
6:30 am - 9:56 amVPS-SJU
26h 26m1 stop
Mon, Nov 24 - Sat, Dec 6
American Airlines Logo
6:00 am - 8:21 pmSJU-VPS
16h 21m2 stops
American Airlines Logo
4:40 pm - 11:59 amVPS-SJU
17h 19m2 stops
$375American Airlines
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Wed, Oct 1 - Wed, Oct 15
American Airlines Logo
6:10 am - 9:58 pmSJU-VPS
16h 48m2 stops
American Airlines Logo
1:44 pm - 10:10 pmVPS-SJU
7h 26m1 stop
$384American Airlines
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Wed, Oct 1 - Wed, Oct 15
American Airlines Logo
12:01 pm - 9:58 pmSJU-VPS
10h 57m2 stops
American Airlines Logo
1:44 pm - 11:06 amVPS-SJU
20h 22m2 stops
$385American Airlines
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Sun, Sep 21 - Thu, Sep 25
 Logo
7:05 am - 7:56 pmSJU-VPS
13h 51m1 stop
 Logo
6:30 am - 9:56 amVPS-SJU
26h 26m1 stop
Mon, Sep 22 - Thu, Sep 25
Southwest Logo
5:00 am - 3:25 pmSJU-VPS
11h 25m2 stops
Southwest Logo
12:00 pm - 11:50 pmVPS-SJU
10h 50m2 stops
$400Southwest
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Mon, Sep 22 - Thu, Sep 25
American Airlines Logo
3:55 pm - 11:19 amSJU-VPS
20h 24m2 stops
American Airlines Logo
4:12 pm - 11:11 amVPS-SJU
17h 59m2 stops
$405American Airlines
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Fri, Oct 3 - Wed, Oct 15
Delta Logo
5:41 pm - 10:59 pmSJU-VPS
6h 18m1 stop
Delta Logo
6:00 am - 4:33 pmVPS-SJU
9h 33m1 stop
$414Delta
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Mon, Sep 22 - Thu, Sep 25
Southwest Logo
5:00 am - 3:25 pmSJU-VPS
11h 25m2 stops
Southwest Logo
12:00 pm - 11:30 pmVPS-SJU
10h 30m1 stop
$419Southwest
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Fri, Oct 3 - Fri, Oct 17
Delta Logo
5:41 pm - 10:59 pmSJU-VPS
6h 18m1 stop
Delta Logo
7:00 am - 4:33 pmVPS-SJU
8h 33m1 stop
$439Delta
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Good to know

Low seasonMarch
Best time to beat the crowds with an average 3% drop in price.
Most popular time to fly with an average 5% increase in price.

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 10000 reviews
7.2Comfort
6.9Entertainment
8.0Crew
7.5Boarding
6.5Food
Airline reviews

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

6.0 GoodAnonymous, Aug 2025LIM - MIA
Read more American Airlines reviews

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.

This flight never occurred because AA couldn’t get their act together.

Flight was good & early meaning the gate was changed. With gate change there were no wheelchairs & the gate attendant left without making sure wheelchairs were coming to the changed gate. I had to go to another attendant at another desk to get this done.

The flight crew were friendly and attentive. Food was good and they passed out ice cream and drinks awhile after Lunch was done. The ice cream was a nice treat! I found several movies to watch during the flight. There was many movies and tv shows to choose from. We flew Premium economy and there was enough leg room to be comfortable. The seats were also comfortable. I would fly AA again if the airfare isn’t expensive.

The pilots are always hauling in the sky. No issues with boarding only problem was layover was shortened too much by weather but luckily the next flight was still boarding and did not missit

During service there was a garbage/beverage spill near our seats that never was cleaned up. On a relatively short flight when we’re fortunate enough to actually have in flight movies available, the flight attendants pitching the AADVANTAGE credit card shouldn’t talk for the last 10 minutes of the flight so that we miss the end of the movie.

Waited on the runway for takeoff for 2.5 hours. Air traffic rerouted us. The plane didn't have enough fuel, so had to go back to the gate. Had to wait for a new pilot. Should have landed at 5:22. Didn't land until 9:10. Trash flight.

The boarding was pretty easy. However, the first class seats are not lay flat as other airlines (like JetBlue) has and therefore sleeping was a challenge.

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