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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$663
Santo Domingo
Santo Domingo1 stop$609
Montego Bay
Montego Bay1 stop$646
Nassau
Nassau1 stop$582
Kingston
Kingston1 stop$737
Punta Cana
Punta Cana1 stop$663
Santo Domingo
Santo Domingo1 stop$609
Montego Bay
Montego Bay1 stop$646
Nassau
Nassau1 stop$582
Kingston
Kingston1 stop$737
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 $321, 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 $921 and $852 respectively.

Good to know

Low season

November
Best time to beat the crowds but there is an average 20% increase in price.
Most popular time to fly and prices are also 13% 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 8633 reviews
7.8Entertainment
7.2Food
7.8Comfort
8.5Crew
8.1Boarding
Airline reviews

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

10.0 ExcellentTimothy, Oct 2026
Read more Delta reviews

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.

Boarding was quick and i made my connection early due to early arrival time

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

My boarding pass said gate E5. I arrived at gate E5 by 12:45pm. At 2:10pm, I received a phone call stating I was supposed to be at gate D37. They would not wait for me to get there (by the way, the plane was still there when I got to gate D37, but everything was closed and no one was at the door). The next flight at 7:40pm was sold out; was told I'd be put on the 9:47pm flight. I was so stressed, I became chokey (apparently I have mild asthma). By the grace of God, a lot of begging, and the customer service rep taking pity on me, I was able to get on a 4:50pm flight to Philadelphia.

Comfy and timely flight thanks to Cathay to all crew and the captain for our smooth landing.. above all thank You Lord for our Safe flight ❤️🙌🙏🏽

I have executive platinum status with American Airlines. It seems impossible to be upgraded anymore and I’m never offered a cheese plate or thanked for my loyalty.

In premium economy I was expecting a bit cleaner area. Tables were not very clean. Only one of us received a blanket and pillow. The food was okay. Probably a smidgen better than coach. The crew were very nice but should have done more walk through to at least pick up trash.

We had a 1 hour delay due to mechanical issues, then another hour, then 2, and eventually it was an 8 hour delay. The airport staff was confused about gate changes, as they were not getting good communication. They were trying, but we changed gates 5 times in one hour!

Horrible. Flight was delayed for 4 hours first till 7pm. Then for one more hour. Then again and around 9pm we were finally boarded and waited for catering delivery for another hour. At 10pm we were not interested on food at all. Tired, sleepy we arrived after midnight. Insane.

My flights were all delayed , mostly due to technical issues with AA aircrafts. I had to rebook my trip 4 times . I lost my whole day and finally arrived in LAX around midnight. This was a very bad experience with American airlines , I will always try to avoid flying with them

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