$311 Find Cheap Flights from Rutland to Caribbean

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Rutland to Caribbean departing on 2/15. 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

KAYAK searches hundreds of travel sites at once for deals on flights to Caribbean

Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

Save 23% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Free to useThere are no hidden charges or fees.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Flight Deals
Booking Insights
Flight Deals

Book Cheap Rutland to Caribbean Plane Tickets

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

Mon, Jan 26 - Fri, Jan 30
JetBlue Logo
7:15 am - 6:05 pm
RUT
-
SJU
9h 50m1 stop
JetBlue Logo
6:10 am - 3:07 pm
SJU
-
RUT
9h 57m1 stop
$403JetBlue
Tue, Mar 24 - Tue, Mar 31
JetBlue Logo
3:31 pm - 12:55 am
RUT
-
SJU
9h 24m1 stop
JetBlue Logo
5:01 am - 3:07 pm
SJU
-
RUT
10h 06m1 stop
$486JetBlue
Mon, Apr 13 - Mon, Apr 20
JetBlue Logo
3:31 pm - 1:29 am
RUT
-
SJU
9h 58m1 stop
JetBlue Logo
5:01 am - 3:07 pm
SJU
-
RUT
10h 06m1 stop
$563JetBlue
Thu, Feb 12 - Sun, Feb 15
Multiple Airlines Logo
7:15 am - 3:00 pm
RUT
-
SJU
6h 45m1 stop
Multiple Airlines Logo
7:54 pm - 3:07 pm
SJU
-
RUT
44h 13m2 stops
$604Multiple Airlines
Sun, Mar 29 - Thu, Apr 2
JetBlue Logo
3:31 pm - 3:49 am
RUT
-
STI
12h 18m1 stop
JetBlue Logo
8:30 am - 6:31 pm
STI
-
RUT
10h 01m1 stop
$609JetBlue
Sun, Mar 29 - Thu, Apr 2
JetBlue Logo
3:31 pm - 3:49 am
RUT
-
STI
12h 18m1 stop
JetBlue Logo
8:30 am - 6:31 pm
STI
-
RUT
10h 01m1 stop
$627JetBlue
Thu, Feb 12 - Sun, Feb 15
JetBlue Logo
11:19 am - 3:55 am
RUT
-
SJU
15h 36m2 stops
JetBlue Logo
5:15 am - 6:31 pm
SJU
-
RUT
14h 16m2 stops
$749JetBlue
Thu, Feb 12 - Sun, Feb 15
Multiple Airlines Logo
3:31 pm - 1:50 am
RUT
-
SJU
9h 19m1 stop
Multiple Airlines Logo
6:10 am - 3:07 pm
SJU
-
RUT
9h 57m1 stop
$755Multiple Airlines
Fri, Jan 16 - Mon, Jan 19
JetBlue Logo
3:31 pm - 11:48 pm
RUT
-
SJU
7h 17m1 stop
JetBlue Logo
6:01 am - 3:07 pm
SJU
-
RUT
10h 06m1 stop
$905JetBlue
Sun, Feb 15 - Fri, Feb 20
JetBlue Logo
3:31 pm - 1:50 am
RUT
-
SJU
9h 19m1 stop
JetBlue Logo
6:10 am - 3:07 pm
SJU
-
RUT
9h 57m1 stop
$987JetBlue
Booking Insights

KAYAK's insights & trends for Rutland to Caribbean flights

Get data-powered insights and trends into flights from Rutland to Caribbean to help you find the cheapest flights, the best time to fly and much more.

How long does a flight from Rutland to Caribbean take?

The duration of a flight to Caribbean depends on your arrival airport. The shortest routes to Caribbean from Rutland are to San Juan, which takes 6h 45m, and Santiago de los Caballeros, which takes 12h 18m.

Find deals

FAQs - booking Caribbean flights

  • How does KAYAK find such low prices on flights from Rutland to Caribbean?

    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 Rutland to Caribbean.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Rutland to Caribbean 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 Rutland to Caribbean?

    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 Rutland to Caribbean 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 Rutland to Caribbean?

    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 Rutland to Caribbean up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports

Rutland (RUT)