$153 Find Cheap Flights from Caribbean Islands to Santiago de los Caballeros

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Santiago de los Caballeros departing on 6/26. 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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Flight Deals

Cheap Flights from Caribbean Islands to Santiago de los Caballeros

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

Wed, Jul 1 - Mon, Jul 13
JetBlue Logo
4:23 pm - 5:38 pm
SJU
-
STI
1h 15mnonstop
JetBlue Logo
4:11 pm - 5:20 pm
STI
-
SJU
1h 09mnonstop
$318JetBlue
Fri, Aug 28 - Sun, Aug 30
JetBlue Logo
4:25 pm - 5:40 pm
SJU
-
STI
1h 15mnonstop
JetBlue Logo
4:54 pm - 6:04 pm
STI
-
SJU
1h 10mnonstop
$319JetBlue
Fri, Jul 3 - Mon, Jul 6
JetBlue Logo
4:23 pm - 5:38 pm
SJU
-
STI
1h 15mnonstop
JetBlue Logo
4:54 pm - 6:04 pm
STI
-
SJU
1h 10mnonstop
$329JetBlue
Fri, Jul 3 - Mon, Jul 6
JetBlue Logo
4:23 pm - 5:38 pm
SJU
-
STI
1h 15mnonstop
JetBlue Logo
4:54 pm - 6:04 pm
STI
-
SJU
1h 10mnonstop
$334JetBlue
Sat, Aug 15 - Wed, Aug 19
JetBlue Logo
4:25 pm - 5:40 pm
SJU
-
STI
1h 15mnonstop
JetBlue Logo
4:54 pm - 6:04 pm
STI
-
SJU
1h 10mnonstop
$344JetBlue
Fri, Jul 31 - Sat, Aug 15
JetBlue Logo
4:39 pm - 5:54 pm
SJU
-
STI
1h 15mnonstop
JetBlue Logo
4:54 pm - 6:04 pm
STI
-
SJU
1h 10mnonstop
$349JetBlue
Wed, Jul 29 - Tue, Aug 4
JetBlue Logo
4:39 pm - 5:54 pm
SJU
-
STI
1h 15mnonstop
JetBlue Logo
4:11 pm - 5:20 pm
STI
-
SJU
1h 09mnonstop
$359JetBlue
Thu, Dec 10 - Thu, Dec 17
JetBlue Logo
3:30 pm - 4:47 pm
SJU
-
STI
1h 17mnonstop
JetBlue Logo
8:04 pm - 9:15 pm
STI
-
SJU
1h 11mnonstop
$374JetBlue
Wed, Jul 15 - Wed, Jul 29
JetBlue Logo
4:39 pm - 5:54 pm
SJU
-
STI
1h 15mnonstop
JetBlue Logo
4:11 pm - 5:20 pm
STI
-
SJU
1h 09mnonstop
$389JetBlue
Fri, Jul 10 - Mon, Jul 13
JetBlue Logo
4:39 pm - 5:54 pm
SJU
-
STI
1h 15mnonstop
JetBlue Logo
4:11 pm - 5:20 pm
STI
-
SJU
1h 09mnonstop
$399JetBlue
Useful Info

Good to know

Low seasonSeptember
Cheapest flight$153
Best time to beat the crowds with an average 26% drop in price.
Most popular time to fly with an average 45% increase in price.
Flight from San Juan to Santiago de los Caballeros

FAQs for booking flights from Caribbean Islands to Santiago de los Caballeros

  • How does KAYAK find such low prices on flights from Caribbean Islands to Santiago de los Caballeros?

    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 Santiago de los Caballeros.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Santiago de los Caballeros 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 Santiago de los Caballeros?

    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 Santiago de los Caballeros 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 Santiago de los Caballeros?

    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 Santiago de los Caballeros 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 Santiago de los Caballeros

 
Need help choosing which airline to fly with from Caribbean Islands to Santiago de los Caballeros? 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.
5.8
interCaribbean AirwaysOverall score based on 32 reviews
5.6Boarding
4.8Entertainment
6.5Crew
5.6Comfort
4.6Food
Airline reviews

Flew St Vincent to Barbados on an ATR-40 (?), seating about 60 passengers. Pretty tight in there. Flt. attendant was very friendly. Short flight - up & down in 40 minutes.

6.0 GoodGregory, Mar 2026
SVD - BGI
Read more interCaribbean Airways reviews

Flew St Vincent to Barbados on an ATR-40 (?), seating about 60 passengers. Pretty tight in there. Flt. attendant was very friendly. Short flight - up & down in 40 minutes.

No food, no entertainment - half-hour flight (up & down) Smallest plane I’ve ever been on - maybe 60 passenger capacity?

I've had bad flights with InterCaribbean before (cancellations, no gate agents, etc.), but this one went perfectly smoothly!

Long delay. No AC on the flight from Barbados to St. Lucia.

Did not get to travel, you canceled my flight and left me stranded for the hole day, it's another day and I can't get to my destination. I will not recommend any one to this away, bad service

Delay flight more than 8hours waiting and poor customer service!

Plane was extremely small so mind the size of your carry on

Other than lack of snacks, everything else went very well.

They don’t keep you updated on the flight status very well. It was late but nothing said

Everything you need to know for your flight to Santiago de los Caballeros

Information on the airport you'll fly into in Santiago de los Caballeros