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Cheap Flights from Valparaiso to Caribbean Islands

Cheapest round-trip prices found by our users on KAYAK in the last 5 days
Punta Cana
Punta Cana1 stop$705
Santo Domingo
Santo Domingo1 stop$614
Montego Bay
Montego Bay2 stops$595
Nassau
Nassau2 stops$573
Kingston
Kingston1 stop$839
St. John's
St. John's2 stops$938
Punta Cana
Punta Cana1 stop$705
Santo Domingo
Santo Domingo1 stop$614
Montego Bay
Montego Bay2 stops$595
Nassau
Nassau2 stops$573
Kingston
Kingston1 stop$839
St. John's
St. John's2 stops$938
Booking Insights

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?

No, with an average price for the route of $340, prices are generally cheapest when you fly direct.

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

The cheapest month for flights from Valparaiso to Caribbean Islands is April, when tickets cost $0 (return) on average. On the other hand, the most expensive months are March and November, when the average cost of round-trip tickets is $1,056 and $852 respectively.

Good to know

Low season

November
Best time to beat the crowds but there is an average 16% increase in price.
Most popular time to fly and prices are also 16% lower on average.

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.

Reviews of the top airlines flying from Valparaiso to Caribbean Islands

 
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.
7.8
DeltaOverall score based on 8650 reviews
7.8Entertainment
8.1Boarding
7.8Comfort
8.5Crew
7.2Food
Airline reviews

Great flight. Thank you for the upgrade to first class.

10.0 ExcellentLisa, Oct 2026
Read more Delta reviews

Great flight. Thank you for the upgrade to first class.

Everything was great. The only thing that wasn’t was the breakfast calzone which was basically warm bread. It was very tasteless and wasn’t good at all

I usually like delta. However this is my second flight that the wifi does not work

Both legs on the way were smaller planes, each had a mechanical issue causing a delay

Delayed flight. Dirty seats, dirty seat belts with food stuck on it from previous passengers maybe. No one cleaned the seats or flight.

No headphones, forced to sit in another seat that I did not book, had to check my carry on when I boarded the plane I saw backpacks and other non carry on items stuffed in the carry on holder! Horrible experience Wi-Fi did not work either

There was no food, so :( to that one. The flight was delayed by 3 hours. Not Delta's fault. Not the crew's fault. Considering how tired all us passengers were, everything went surprisingly well. The flight crew were very helpful, friendly, and professional. I always fly Delta.

Terrible. Waited on runway for 1+ hour after landing and then was brought to wrong terminal

Pushing back flight and ultimately cancelling it after multiple changes and hours of delays. Comm were terrible as to what was going on and what options were available.

Some of the passengers are coming on board with luggage so overstuffed and/or too large that have no business going into the overhead bins.

This trip on American was the WORST I have ever experienced. The plan was LATE taking off from Tucson due to mechanical issues. It caused me to arrive late in Dallas, so I tried to move flights so I would not miss my dinner meeting. First attempt, that flight was delayed, Second attempt, that flight was also delayed. Got back on original flight, the mechanical issue was NOT fixed, so we de-planed and had to find the new gate. Overall, was which was 4 hours delayed and missed the dinner meeting. Friday return, flight from Orlando was on time and landed early. Then the next flight was delayed due to crew coming in late, and them waiting on other passengers. After 90 minutes of delay, we boarded, and then were informed the Fist Officer could not fly due to time constraints. At 12:15 AM we were offered a hotel for a 4:20 boarding flight. Not happening. DFW was COLD and no place to sleep. Plane delayed again to 6:50, but was late taking off AGAIN. Finally landed in Tucson at around 8AM. Should be refunded 75% of the ticket costs due to negligence, nothing more.

Cabin was bone dry, no humidity whatsoever, and pretty warm; and beverage service didn't start for at least an hour. I had to go to the back for water and the FAs tried telling me it was always this way for all Miami flights, which is complete nonsense. Avoid the MAX8 like the plague.

Im sitting here waiting over an hour for my golf clubs

Flight was 2+ hours delayed and they “misplaced” all 3 of our checked-in bags.

Overall, really good experience, on time and the comfort was there. Wi-Fi was easy to connect

Flight was delayed 5 hours only to be cancelled at 1:30am. I did not get on the rescheduled flight because of worry it would be delayed (which it was). I needed to drive home. Horrible.

When there are many passengers who are going to miss a connecting flight, they always say please let them off first. But the flight attendant never manages that part of the process. It would be helpful if they would repeat that and stress that to the other passengers.

Flight was delayed due to maintenance issue. Missed my connecting flight. Got rebooked in a middle seat when I had a first class ticket.

There were flight delays making our flight arrive at our destination after midnight didn’t seem to have enough crew or airplanes for the flights laid over in Dallas should’ve had plenty of time to make it to our next flight only made it because that flight was also delayed because our plane wasn’t even at the airport yet overall have not had a good experience on American

This leg they tried and did well with what they had to work from.

More options for your flight to Caribbean Islands

Complete your trip to Caribbean Islands with a hotel stay or car rental