$89 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 10/11. 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

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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, Sep 24 - Thu, Oct 2
JetBlue Logo
11:35 am - 12:50 pmSJU-STI
1h 15mnonstop
JetBlue Logo
2:00 pm - 3:14 pmSTI-SJU
1h 14mnonstop
$167JetBlue
Find Deal
Mon, Oct 13 - Thu, Oct 30
JetBlue Logo
11:35 am - 12:50 pmSJU-STI
1h 15mnonstop
JetBlue Logo
4:33 pm - 5:48 pmSTI-SJU
1h 15mnonstop
$169JetBlue
Find Deal
Mon, Oct 27 - Mon, Nov 3
JetBlue Logo
2:08 pm - 3:25 pmSJU-STI
1h 17mnonstop
JetBlue Logo
5:25 pm - 6:35 pmSTI-SJU
1h 10mnonstop
$183JetBlue
Find Deal
Sun, Sep 28 - Tue, Sep 30
JetBlue Logo
11:35 am - 12:50 pmSJU-STI
1h 15mnonstop
JetBlue Logo
2:00 pm - 3:14 pmSTI-SJU
1h 14mnonstop
$187JetBlue
Find Deal
Thu, Nov 6 - Tue, Nov 11
JetBlue Logo
2:58 pm - 4:15 pmSJU-STI
1h 17mnonstop
JetBlue Logo
5:25 pm - 6:35 pmSTI-SJU
1h 10mnonstop
$198JetBlue
Find Deal
Mon, Nov 10 - Sun, Nov 16
JetBlue Logo
2:58 pm - 4:15 pmSJU-STI
1h 17mnonstop
JetBlue Logo
5:25 pm - 6:35 pmSTI-SJU
1h 10mnonstop
$213JetBlue
Find Deal
Sun, Dec 7 - Mon, Dec 8
JetBlue Logo
2:30 pm - 3:47 pmSJU-STI
1h 17mnonstop
JetBlue Logo
4:57 pm - 6:12 pmSTI-SJU
1h 15mnonstop
$218JetBlue
Find Deal
Sun, Sep 28 - Wed, Oct 1
JetBlue Logo
11:35 am - 12:50 pmSJU-STI
1h 15mnonstop
JetBlue Logo
2:00 pm - 3:14 pmSTI-SJU
1h 14mnonstop
$227JetBlue
Find Deal
Fri, Oct 3 - Wed, Oct 8
United Airlines Logo
12:30 am - 1:46 amPOS-STI
25h 16m2 stops
United Airlines Logo
2:07 pm - 11:23 pmSTI-POS
33h 16m2 stops
$632United Airlines
Find Deal
Sun, Nov 2 - Thu, Nov 20
United Airlines Logo
1:30 am - 11:51 pmPOS-STI
22h 21m2 stops
United Airlines Logo
6:00 am - 12:23 amSTI-POS
18h 23m2 stops
$1,291United Airlines
Find Deal

Everything you should know

Cheapest round-trip
$167
Overall average: $207
JetBlue
Wed 9/24Thu 10/2
SJU - STI • Non-stop
Cheapest one-way
$89
Typical prices: $88-144
JetBlue
Sat 10/11
SJU - STI • Non-stop
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KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Santiago de los Caballeros!
Useful Info

Good to know

Low seasonAugust
Cheapest flight$89
Best time to beat the crowds with an average 0% drop in price.
Most popular time to fly with an average 42% 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 airlines 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.
7.2
JetBlueOverall score based on 2912 reviews
7.6Comfort
7.3Entertainment
8.0Crew
6.7Food
7.4Boarding
Airline reviews

It was great. I had never flown on JetBlue before, but would be very happy to fly with them in the future.

10.0 ExcellentWalt, Aug 2025FLL - RIC
Read more JetBlue reviews

It was great. I had never flown on JetBlue before, but would be very happy to fly with them in the future.

To not have food or proper snacks on a 5 hour flight was the worst.

You get what you pay for with JetBlue. Every little thing costs more, you are nickel and dimed until the end. Entertainment doesn’t function. Flight attendants do the bare minimum.

It was too hot in the cabin. The AC did not help.

Very well organized both boarding and deplaning. Very satisfied with the service I received.

Smooth boarding and friendly crew. Unfortunately as soon as we boarded the unit that provides air circulation failed. The pilot informed us and requested maintenance technicians to check it out. The plane became uncomfortably warm without any fresh air coming in. Plus the repair delayed our departure. I am glad the maintenance crew were able to fix the problem. I also was without use of my tv monitor for the first 1/3rd of the trip.

Did not enjoy this flight at all. All of my coworkers flew delta and I chose JetBlue because I really value how simple the WiFi and entertainment is and this flight I didn’t get either. Crew staff was unsympathetic to my system not working, everyone I asked for help with was extremely bothered by my request for help.

I paid for the service of having the right to choose my seat and it was not like that, they put me where they wanted and I explained to one of the staff that they were before boarding and they were very rude. I am traveling with the family and they put us in separate seats.

Everything was great except for some reason crew and ground crew could not figure out how to deal with an electric wheelchair and it delayed us 20-30mins. Was pretty frustrating for passengers and the captain.

The flights are back on time and everything else runs perfectly.

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

Santiago de los Caballeros (STI)

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