$166 Find Cheap Flights from Valparaiso to Caribbean

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Valparaiso to Caribbean departing on 7/15. 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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Best Caribbean Flight Deals from Valparaiso

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Punta Cana
Punta Cana2 stops$454
Santo Domingo
Santo Domingo2 stops$527
Montego Bay
Montego Bay2 stops$526
Nassau
Nassau1 stop$425
Kingston
Kingston2 stops$614
George Town
George Town1 stop$1,127
Willemstad
Willemstad2 stops$982
Punta Cana
Punta Cana2 stops$454
Santo Domingo
Santo Domingo2 stops$527
Montego Bay
Montego Bay2 stops$526
Nassau
Nassau1 stop$425
Kingston
Kingston2 stops$614
George Town
George Town1 stop$1,127
Willemstad
Willemstad2 stops$982

Cheap Flights from Valparaiso to Caribbean

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

Thu, Sep 25 - Sun, Sep 28
Southwest Logo
12:00 pm - 11:30 pmVPS-SJU
10h 30m1 stop
Southwest Logo
10:30 pm - 9:50 amSJU-VPS
12h 20m2 stops
$334Southwest
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Thu, Sep 25 - Sat, Sep 27
 Logo
3:00 pm - 11:59 amVPS-SJU
19h 59m1 stop
 Logo
2:06 am - 12:48 pmSJU-VPS
11h 42m2 stops
Thu, Sep 25 - Sun, Sep 28
American Airlines Logo
11:34 am - 11:37 pmVPS-SJU
11h 03m2 stops
American Airlines Logo
7:05 pm - 11:14 amSJU-VPS
17h 09m2 stops
$364American Airlines
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Thu, Sep 25 - Sat, Sep 27
 Logo
3:00 pm - 11:59 amVPS-SJU
19h 59m1 stop
 Logo
2:06 am - 1:55 pmSJU-VPS
36h 49m3 stops
Sun, Dec 7 - Sat, Dec 13
Southwest Logo
10:40 am - 1:25 amVPS-SJU
12h 45m2 stops
Southwest Logo
6:15 am - 5:55 pmSJU-VPS
13h 40m2 stops
$369Southwest
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Sun, Sep 28 - Sat, Oct 4
Delta Logo
6:00 am - 1:23 pmVPS-SJU
6h 23m1 stop
Delta Logo
2:28 pm - 9:27 pmSJU-VPS
7h 59m1 stop
$389Delta
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Thu, Sep 25 - Sun, Sep 28
Delta Logo
12:05 pm - 10:08 pmVPS-SJU
9h 03m1 stop
Delta Logo
2:28 pm - 11:07 pmSJU-VPS
9h 39m1 stop
$414Delta
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Fri, Nov 7 - Mon, Nov 10
American Airlines Logo
4:34 pm - 11:45 amVPS-SJU
17h 11m1 stop
American Airlines Logo
2:30 pm - 9:09 pmSJU-VPS
8h 39m1 stop
$429American Airlines
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Thu, Jul 3 - Sun, Jul 6
WestJet Logo
4:50 pm - 10:23 amVPS-NAS
40h 33m2 stops
WestJet Logo
11:15 am - 12:50 pmNAS-VPS
26h 35m2 stops
$1,584WestJet
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Thu, Jul 31 - Thu, Aug 7
WestJet Logo
1:00 pm - 2:23 pmVPS-PUJ
24h 23m2 stops
WestJet Logo
3:35 pm - 12:05 pmPUJ-VPS
21h 30m2 stops
$3,445WestJet
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Useful Info

KAYAK's insights & trends for Valparaiso to Caribbean flights

Get data-powered insights and trends into flights from Valparaiso to Caribbean to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest month to fly from Valparaiso to Caribbean?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Valparaiso to Caribbean, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Valparaiso to Caribbean is January, when tickets cost $347 (return) on average. On the other hand, the most expensive months are December and February, when the average cost of round-trip tickets is $786 and $680 respectively.

What’s the cheapest day of the week to fly from Valparaiso to Caribbean?

The average price of all round-trip flights from Valparaiso to Caribbean clicked on KAYAK for each day over the last 12 months.

If you are looking for a flight deal from Valparaiso to Caribbean, look for departures on Wednesdays and avoid leaving on a Sunday, as it's usually the priciest day. When flying back from Caribbean, Friday is the cheapest day to fly and Wednesday is the most expensive.


Good to know

Low seasonSeptember
High seasonJuly
Cheapest flight$166
Best time to beat the crowds but there is an average 8% increase in price.
Most popular time to fly and prices are also 11% lower on average.
Flight from Valparaiso to San Juan

FAQs - booking Caribbean flights

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

    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 Valparaiso to Caribbean.

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

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

    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 from Valparaiso to Caribbean with an airline and back with another airline.

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

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

  • What is the cheapest time of day to fly to Caribbean?

    The cheapest time of day to fly to Caribbean is generally in the evening, when round-trip flights cost $337 on average. Morning departures are around 28% more expensive than evening flights, on average. The most expensive time of day to fly to Caribbean is generally in the afternoon, which is peak travel time and where the average cost of a ticket is $503.

Top airlines flying from Valparaiso to Caribbean

 
Need help choosing which airline to fly with from Valparaiso to Caribbean? 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 7963 reviews
7.9Entertainment
7.9Comfort
7.3Food
8.2Boarding
8.5Crew
Airline reviews

Excellent check-in. Crew was good. Excellent communication from flight deck.

8.0 ExcellentPatrick, Jun 2025JAX - BOS
Read more Delta reviews

Excellent check-in. Crew was good. Excellent communication from flight deck.

Amazing flight! I have never noticed the uniforms of the attendants before in twenty years of flying except today when one female had the most amazing dress on. It was beautifully designed and showed she was in charge. I never dreamed I would google who designed Delta uniforms . The ultimate compliment is when another woman admires your outfit. . I hope your designer puts it on the market

This had nothing to do with Delta… The flights were on time and flawless. The service was excellent. We purchased seats in (aisle/middle) comfort plus since this was a cross country flight. Unfortunately, the woman seated at the window was 300+ pounds and, as might be expected, covered up about a third of the middle seat also. there was absolutely nothing that Delta could have done about that… I just don’t know what the answer should be. If you purchase a seat, you should should be able to use the entire seat and not just the portion that someone else is not sitting/oozing in. Disappointing…there should be something that could be done….I'm just not sure what solution could be.

The worst part was I was NOT allowed in the lounge even though I was holding a first class ticket and have a premium American Express card. I have flown Business or First Class with many airlines. Delta is the ONLY one who does not extend this courtesy to anyone except people who hold the very expensive American Express card. As a result, I won’t fly Delta if I have any other choice.

The Dekta Rep that checked us in was great. She's very personable, pleasant, and can tell she enjoys her job.

Friendly flight attendants, smooth 8-9 hours flight. Economy seats are small and uncomfortable as usual.

The young man who was our flight attendant in first class was lazy and did not do his job well at all. Never offered drinks upon boarding - actually I take that back... said "are you okay with water" as if I do not want to get you anything else, only passed the snacks around once, got my drink order wrong and then never offered a second round of drinks. He was the worst I have ever seen on Delta and we fly a lot.

Flight left early and arrived early. the whole trip was excellent.

Newer plane, relatively easy boarding, not a full flight and was told that we could not be moved up because of weight and balance issues. Otherwise, a very good experience.

Everything was great. Great service, excellent communication, and early arrival

Food was terrible, all served at once, poor quality . Wine and bread offered only once.

It was one of my worst flight ever. First they were changing the gate for at least 4 times, changing from gate D7 to D12 to D44. Considering the size of the Miami Airport, we are talking about long distance and the train at the airport was not working. Then the flight was delayed around one hour. Then finally we boarded into the plane and when everybody was seated, there was an announcement that there is an issue with one of the tire of the plane, so we all had to get out of the plane with our belongings, to replace the tire. So we had around 2.5-hour delay

No entertainment yatem in flight at seat 51H. Would not shut down either leaving a self moving and openin and changing menus with changes in colors,images brightness levels sort of the type when you get sleep deprivation and image overload when being tortured during an interrogation. 8 hours worth of it. Unable to place backpack underneath seat on that chair. One female stewardess was excellent as she gave up her carryon's space for my backpack but the rest of the iberia crew were very sharp an chtting during the whole flight. The plane did not have hot water so nobody had coffee nor tea. The plane was not up to par to be flying.

I was late from Jacksonville, FL but the limited interaction I had with the Philly crew was great.

The delays and cancellations kept me stuck in Miami for an additional 24 hours, and the whole thing seemed extremely disorganized

The chicken adobo was a little too spicy but good otherwise. My personal opinion. Movie selection could be improved, too many horror movies. Could add a few more chick flicks! The flight was bumpy at times. We arrived a little early too! Flight attendants friendly.

really bad they refused to check in luggages that I had purchased, even showing them the transaction receipt from british airways app the staff in miami was MEDIOCRE

The flight to Tokyo AA61 took off about two hours late, but then had to turn back. By that time the crew had to be replaced. Then they kept promising to take off in an hour, then in 3, then switch to the next day.

Uncomfortable seats and flight attendant was rude as she insisted on waking up my husband to ask him if he wanted a drink. When he said that he was sleeping, she replied “without an attitude “. He was seated at 8c

No food/snack served during the flight. Crew wasn’t interested at all. Flew American First but flying low cost with Ryanair is even better

Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports

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