$212 Find Cheap Flights from Valparaiso to Caribbean Islands

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 Islands departing on 10/30. 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

KAYAK searches hundreds of travel sites at once for deals on flights to Caribbean Islands

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Valparaiso to Caribbean Islands, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Valparaiso to Caribbean Islands, as well as popular online travel agencies
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Best Caribbean Islands Flight Deals from Valparaiso

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Punta Cana
Punta Cana2 stops$474
Montego Bay
Montego Bay3 stops$508
Oranjestad
Oranjestad2 stops$562
Nassau
Nassau1 stop$425
Kingston
Kingston2 stops$704
Simpson Bay
Simpson Bay1 stop$588
George Town
George Town2 stops$733
Willemstad
Willemstad2 stops$527
Punta Cana
Punta Cana2 stops$474
Montego Bay
Montego Bay3 stops$508
Oranjestad
Oranjestad2 stops$562
Nassau
Nassau1 stop$425
Kingston
Kingston2 stops$704
Simpson Bay
Simpson Bay1 stop$588
George Town
George Town2 stops$733
Willemstad
Willemstad2 stops$527

Cheap Flights from Valparaiso to Caribbean Islands

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

Thu, Dec 4 - Sun, Dec 14
American Airlines Logo
4:55 pm - 12:05 pmVPS-SJU
17h 10m2 stops
American Airlines Logo
5:50 am - 9:22 pmSJU-VPS
17h 32m2 stops
$364American Airlines
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Mon, Jul 14 - Fri, Jul 18
 Logo
6:15 am - 9:09 pmVPS-SJU
13h 54m2 stops
 Logo
10:14 pm - 2:39 pmSJU-VPS
17h 25m2 stops
Mon, Jul 14 - Fri, Jul 18
 Logo
6:15 am - 9:09 pmVPS-SJU
13h 54m2 stops
 Logo
11:59 pm - 2:39 pmSJU-VPS
15h 40m3 stops
Fri, Nov 7 - Mon, Nov 10
Delta Logo
12:05 pm - 11:17 pmVPS-SJU
9h 12m1 stop
Delta Logo
6:20 pm - 11:07 pmSJU-VPS
6h 47m1 stop
$414Delta
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Mon, Jul 28 - Mon, Aug 4
Southwest Logo
10:40 am - 12:30 amVPS-SJU
12h 50m1 stop
Southwest Logo
5:30 am - 11:55 amSJU-VPS
7h 25m1 stop
$419Southwest
Find Deal
Sun, Sep 28 - Thu, Oct 2
American Airlines Logo
7:10 am - 1:05 pmVPS-NAS
4h 55m1 stop
American Airlines Logo
2:09 pm - 9:50 pmNAS-VPS
8h 41m1 stop
$425American Airlines
Find Deal
Sat, Sep 27 - Tue, Sep 30
Delta Logo
6:00 am - 1:49 pmVPS-NAS
6h 49m1 stop
Delta Logo
3:14 pm - 9:49 pmNAS-VPS
7h 35m1 stop
$450Delta
Find Deal
Sun, Nov 16 - Sun, Nov 23
Southwest Logo
7:10 am - 10:20 pmVPS-SJU
13h 10m2 stops
Southwest Logo
6:40 am - 5:20 pmSJU-VPS
12h 40m2 stops
$558Southwest
Find Deal
Mon, Jul 21 - Thu, Jul 31
WestJet Logo
1:00 pm - 9:27 amVPS-MBJ
20h 27m2 stops
WestJet Logo
10:30 am - 10:15 amMBJ-VPS
23h 45m2 stops
$3,644WestJet
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Wed, Nov 12 - Wed, Nov 19
WestJet Logo
4:20 pm - 2:04 pmVPS-PUJ
19h 44m2 stops
WestJet Logo
5:00 pm - 11:42 amPUJ-VPS
20h 42m2 stops
$3,661WestJet
Find Deal
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KAYAK's insights & trends for Valparaiso to Caribbean Islands flights

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

Can I save money by flying with a layover from Valparaiso to Caribbean Islands?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $282, prices are generally cheapest when you fly direct.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Valparaiso to Caribbean Islands, 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 Islands is January, when tickets cost $352 (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 Islands?

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

When flying from Valparaiso to Caribbean Islands, you should consider leaving on a Wednesday and avoid Sundays if you are looking for the best rates. For your return to Valparaiso, you’ll find the best rates on Fridays and the most expensive ones on Wednesdays.


Good to know

Low seasonFebruary
High seasonJuly
Cheapest flight$212
Best time to beat the crowds but there is an average 9% increase in price.
Most popular time to fly and prices are also 11% lower on average.
Flight from Valparaiso to Nassau

FAQs - booking Caribbean Islands flights

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

    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 Islands.

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

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

    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 Islands 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 Islands?

    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 Islands 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 Islands?

    The cheapest time of day to fly to Caribbean Islands 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 Islands is generally in the afternoon, which is peak travel time and where the average cost of a ticket is $503.

Reviews of the top airlines flying from Valparaiso to Caribbean Islands

 
See real verified KAYAK customer reviews for airlines flying from Valparaiso to Caribbean Islands. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Valparaiso to Caribbean Islands? 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 7970 reviews
7.9Comfort
8.2Boarding
7.9Entertainment
8.5Crew
7.3Food
Airline reviews

Flight was an hour late, who knows why. It was OK, nothing outstanding.

6.0 GoodJoan, Jun 2025MIA - ATL
Read more Delta reviews

Flight was an hour late, who knows why. It was OK, nothing outstanding.

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.

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 Islands

Information on your arrival and departure airports

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