$163 Find Cheap Flights from Caribbean 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 9/21. 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 to Valparaiso

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

Thu, Oct 9 - Mon, Oct 13
American Airlines Logo
7:10 am - 3:14 pmSJU-VPS
9h 04m1 stop
American Airlines Logo
4:04 pm - 11:54 pmVPS-SJU
6h 50m1 stop
$364American Airlines
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Thu, Oct 9 - Mon, Oct 13
American Airlines Logo
7:10 am - 9:47 pmSJU-VPS
15h 37m1 stop
American Airlines Logo
6:25 pm - 12:44 pmVPS-SJU
17h 19m2 stops
$365American Airlines
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Wed, Dec 24 - Wed, Dec 31
Delta Logo
7:30 am - 4:42 pmSJU-VPS
11h 12m1 stop
Delta Logo
12:15 pm - 11:19 pmVPS-SJU
9h 04m1 stop
$374Delta
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Fri, Sep 12 - Sun, Sep 14
Delta Logo
12:58 pm - 6:21 pmSJU-VPS
6h 23m1 stop
Delta Logo
2:55 pm - 10:00 pmVPS-SJU
6h 05m1 stop
$404Delta
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Fri, Sep 12 - Sun, Sep 14
American Airlines Logo
3:55 pm - 11:19 amSJU-VPS
20h 24m2 stops
American Airlines Logo
6:27 pm - 12:47 pmVPS-SJU
17h 20m2 stops
$405American Airlines
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Tue, Dec 23 - Fri, Jan 2
American Airlines Logo
6:50 pm - 11:58 pmSJU-VPS
7h 08m1 stop
American Airlines Logo
6:00 am - 12:25 amVPS-SJU
16h 25m1 stop
$410American Airlines
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Mon, Dec 22 - Mon, Jan 5
Southwest Logo
6:05 am - 5:25 pmSJU-VPS
13h 20m2 stops
Southwest Logo
10:40 am - 1:25 amVPS-SJU
12h 45m2 stops
$434Southwest
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Sun, Dec 21 - Sun, Jan 4
Sun Country Air Logo
3:14 pm - 10:29 amSJU-VPS
21h 15m1 stop
Sun Country Air Logo
6:29 pm - 4:13 pmVPS-SJU
19h 44m1 stop
$562Sun Country Air
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Wed, Dec 24 - Sun, Jan 4
Sun Country Air Logo
5:14 pm - 5:11 pmSJU-VPS
25h 57m1 stop
Sun Country Air Logo
6:29 pm - 4:13 pmVPS-SJU
19h 44m1 stop
$571Sun Country Air
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Tue, Dec 23 - Fri, Jan 2
Southwest Logo
6:05 am - 5:25 pmSJU-VPS
13h 20m2 stops
Southwest Logo
12:00 pm - 1:40 amVPS-SJU
11h 40m2 stops
$610Southwest
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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 to Valparaiso

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

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Valparaiso from 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 Caribbean 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 with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Caribbean 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 up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airlines flying from Caribbean to Valparaiso

 
Need help choosing which airline to fly with from Caribbean 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.
8.0
DeltaOverall score based on 7980 reviews
7.3Food
7.9Entertainment
7.9Comfort
8.2Boarding
8.5Crew
Airline reviews

Check in process was terrible. Lady at counter didn’t know what she was doing

4.0 OkayAnonymous, Jul 2025ICN - SEA
Read more Delta reviews

Check in process was terrible. Lady at counter didn’t know what she was doing

Delayed and took off even later than the scheduled delay time

For a 69 year old with health problems I had the worse experience, no wheelchair when I entered a lady told me to sit and wait while a gentleman told me I had to walk to the Delta station, which I did. I had a carry on and a bag, and I was traveling with my service dog, which was on his carrier and the lady charged me for my carry on luggage, beside all the waiting cause of the delay, I had to walk to get my luggage cause no wheelchair showed up, I am so disappointed. I will get in touch with the company. I got home at 3:00 am, not good for my health situation.

Great experience on Delta. Staff from baggage check to flight attendants were very courteous and professional. My only issue was a personal preference for pretzels instead of the chips and cookies that were offered.

The crew was amazing; Von, Vera and Guadalupe were very friendly and attentive throughout the entire flight. They were friendly and welcoming to everyone. A solid and dedicated team for sure!

Terrible. I was bumped off of my original flight and spent the next six days fighting to get back on it. I lost hours of my vacation trying to get this situation corrected.

There was no problems, just a little uncomfortable with seats that do not lay back a little

Always good but we must do something about people in rows ahead of you that don't put their seats back up when they are suppose to. And It's rough to not be able to even lean over to get something out of my purse.

Flight was delayed, 30+ bags had to be gate checked. Crew were very friendly!

Everything was good until we were boarding our connection flight in Atlanta, we were told to gate check our carry-on, but when we got inside the plane, there was plenty of room in the overhead.

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.

Everything about the flight was lovely…We left early, arrived early, cabin crew were efficient and helpful. Flight was easy and most pleasant.

Would have thought that they would gas up plane before everyone got on board

Everything you need to know for your flight to Valparaiso

Information on the airport you'll fly into in Valparaiso

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