$215 Find Cheap Flights from Caribbean Islands 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 6/17. 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, 0 bags

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Cheap Flights from Caribbean Islands to Valparaiso

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

Mon, Jun 8 - Mon, Jun 22
Southwest Logo
5:30 am - 1:20 pm
SJU
-
VPS
8h 50m
1 stop
Southwest Logo
12:30 pm - 12:05 am
VPS
-
SJU
10h 35m
2 stops
$446Southwest
Mon, Jun 8 - Mon, Jun 22
Southwest Logo
5:00 am - 1:20 pm
SJU
-
VPS
9h 20m
2 stops
Southwest Logo
12:30 pm - 12:05 am
VPS
-
SJU
10h 35m
2 stops
$461Southwest
Sun, May 17 - Sun, May 24
American Airlines Logo
7:25 am - 9:35 pm
SJU
-
VPS
15h 10m
1 stop
American Airlines Logo
6:00 am - 6:25 pm
VPS
-
SJU
11h 25m
1 stop
$475American Airlines
Sun, May 17 - Sun, May 24
American Airlines Logo
7:25 am - 9:35 pm
SJU
-
VPS
15h 10m
1 stop
American Airlines Logo
6:00 am - 6:25 pm
VPS
-
SJU
11h 25m
1 stop
$495American Airlines
Thu, Jun 11 - Sun, Jun 14
Southwest Logo
5:30 am - 1:20 pm
SJU
-
VPS
8h 50m
1 stop
Southwest Logo
12:15 pm - 12:40 am
VPS
-
SJU
11h 25m
1 stop
$505Southwest
Wed, May 13 - Wed, May 13
American Airlines Logo
7:25 am - 4:06 pm
SJU
-
VPS
9h 41m
1 stop
American Airlines Logo
6:58 pm - 4:32 am
VPS
-
SJU
8h 34m
1 stop
$514American Airlines
Tue, Jun 30 - Mon, Jul 6
Delta Logo
6:02 pm - 11:32 pm
NAS
-
VPS
6h 30m
1 stop
Delta Logo
7:00 am - 4:37 pm
VPS
-
NAS
8h 37m
1 stop
$527Delta
Sat, May 30 - Sat, Jun 20
JetBlue Logo
9:05 pm - 9:09 am
SDQ
-
VPS
13h 04m
1 stop
JetBlue Logo
9:59 am - 8:05 pm
VPS
-
SDQ
9h 06m
1 stop
$1,251JetBlue
Sat, May 30 - Mon, Jun 15
JetBlue Logo
9:05 pm - 9:09 am
SDQ
-
VPS
13h 04m
1 stop
JetBlue Logo
9:59 am - 9:35 pm
VPS
-
SDQ
10h 36m
1 stop
$1,258JetBlue
Tue, Jun 2 - Thu, Jun 18
Delta Logo
7:35 pm - 10:22 am
SDQ
-
VPS
15h 47m
2 stops
Delta Logo
6:00 am - 1:16 pm
VPS
-
SDQ
6h 16m
1 stop
$2,272Delta
Useful Info

Good to know

Most popular time to fly with an average 1% increase in price.

FAQs for booking flights from Caribbean Islands to Valparaiso

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

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

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

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

Reviews of the top airline flying from Caribbean Islands to Valparaiso

 
Need help choosing which airline to fly with from Caribbean Islands 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.
7.1
American AirlinesOverall score based on 11659 reviews
7.5Boarding
6.9Entertainment
6.4Food
7.2Comfort
7.9Crew
Airline reviews

Flight left early and arrived 30 MINUTES early at the destination. Smooth trip.

10.0 ExcellentGary, Apr 2026
PHL - TPA
Read more American Airlines reviews

Flight left early and arrived 30 MINUTES early at the destination. Smooth trip.

Departed late but made up the time en route. Uncrowded and clean aircraft.

I was able to get the AA customer Service desk to put me on an earlier flight without any issues.

Incredibly delayed. First delay was due to plane coming in being late. Resulted in 30 minute delay. Boarded and then had multiple mechanical issues. Was on plane for an hour until they told people they could get off if they wanted but couldn't come back. Then gate agent rushed in and said they had lost control of who went off and we would all have to deplane and then get back on. They said flight had not been cancelled. Then while sitting waiting to board again they announced it would take two hours to get new plane and to wait at new gate. New plane arrived, reboarded only to find out that pilots had timed out. Waited for new pilots. In that time one of the flight attendants timed out. Never received food or water while waiting. Was confusing mess as to what was happening. Even flight attendants and gate agents were getting frustrated. Almost 6 hours delayed. Called American to received flight credit but can't get anywhere as Kayak reservation and don't have a ticket number. Reached out to Kayak but never heard back.

Very disappointing. Flight was delayed by 1.5 hours and food options are very underwhelming even for first class seats (same food given to economy seats)

Was not able to do a online check-in because the American Airlines system doesn't store our visa or other passport information, allowing us to have a trouble-free check-in. We were forced to have to check-in at the counter which Changes are upgrade status given that we were not able to check in much earlier.

I have been flying American Airlines—almost exclusively—for years. The airline is consistent with fares, timely departures/arrivals, and customer service, whether on the phone or in the air.

Incoming flight was delayed, delaying boarding. It then took 30 mins to take off. Took 20 mins to get to a gate because they changed the gate last minute, crew weren’t ready so there was no one staffed to work the jet bridge. Boarding was so disorganized as is usual with American because everyone just stands around the gate regardless of boarding group.

I would have liked vegetarian and gluten free options for evening dinner time flight. I would have like a pillow on the international overnight flight . The veg wrap and oaten desert on the international flight was good

We hoarded. Then we deplaned. Then we waited for 10 hours in the MSP airport due to a wheel misfunction. We understand safety but communication between crew and airport staff was horrible. When we did finally board, we were rushed on and because we were waiting for a “fresh” pilot and crew, we sat in a roasting plane with no A/C for an hour. My question is why was this flight not cancelled right away when they knew this would be a huge issue OR, why did AA not get a substitute plane, considering this was already a full flight? To me, this appears to be a complete breakdown in leadership and utter systems failure. The compensation for completely disrupting travel plans for hundreds, which we paid dearly for, was measly. While we appreciated the lodging for the night, $12 in meal vouchers isn’t going to sustain anyone for over 12 hours. “We apologize; our hands are tied” is no longer an acceptable explanation. We are so completely turned off by this experience and will definitely seek alternative avenues when we need to fly.

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