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$290+ Cheap flights from Rutland (RUT) to Caribbean

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 6/16. Fares are subject to change and may not be available on all flights or dates of travel.
RUT — SJU
abr. 9 — abr. 161
mié. 4/9
mié. 4/16
1 adult, Economy
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Cheap flight deals from Rutland to Caribbean

Keep the following information in mind while searching for Rutland to Caribbean flight deals. Data was last updated abril 4, 2025.

Round-trip from

$601
(JetBlue)

One-way from

$290
(JetBlue)
From Rutland to Caribbean
Search Deals
One-way flight from Rutland to Caribbean
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Find flight deals from Rutland to Caribbean

Cheapest flights from Rutland to Caribbean
Explore the most affordable flight options available from Rutland to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on abril 4, 2025.

This JetBlue deal was found by Cheapflights users on 4/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 7/174:35 pmRUT - SJU
1 stop8h 56mJetBlue
lun. 7/216:05 amSJU - RUT
1 stop8h 57mJetBlue
Deal found 4/3$601

Cheapflights Fare Finder

Customize your flight search to find flights from Rutland to Caribbean that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated abril 4, 2025.
Use the filters below to find and compare flights from Rutland to Caribbean that are best for you.

Fly from

Rutland

Fly to

Caribbean

Route

Depart

Return

Price

RutlandSan Juan

RUT - SJU

RUTSJU

Rutland

jue. 7/17

4:35 pm-1:31 am

1 stop8h 56m

San Juan Luis Munoz Marin Intl

lun. 7/21

6:05 am-3:02 pm

1 stop8h 57m

$601

RutlandSan Juan

RUT - SJU

RUTSJU

Rutland

lun. 6/16

4:35 pm-1:31 am

1 stop8h 56m

$290

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/3

Best time to book a flight from Rutland to Caribbean

Have a flexible travel schedule? Discover the best time to fly to Caribbean from Rutland with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Rutland to Caribbean

What is the cheapest month to book a flight from Rutland to Caribbean?

Currently, September is the cheapest month in which you can book a flight from Rutland to Caribbean (average of $254). Flying from Rutland to Caribbean in December is currently the most expensive (average of $336). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

Rainfall in Caribbean by month

Plan your trip to Caribbean by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Caribbean ranges from 2.2 - 6.1 inches per month. November is typically the wettest month, when rainfall can reach 6.1 in. February is typically the driest time to visit Caribbean when rainfall is around 2.2 in.

Temperature in Caribbean by month

Plan your trip to Caribbean by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Caribbean, use this chart to help with planning. For those seeking warmer temperatures, June is the ideal time of year to visit, when temperatures reach an average of 82.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 77.0 F).

Reviews of airlines servicing Caribbean

Get insights into the airlines that provide service to Caribbean. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Caribbean. Reviews last updated abril 4, 2025.
JetBlue
7.3
Good
2,920 reviews

Boarding

7.5

Overall

7.3

Crew

8.0

Comfort

7.6

Entertainment

7.3

Food

6.7

Reviews

1 / 20
8.0
Excellent

Anonymous,Feb 2025

JFK - CHS

Boarding took a very long time, in fact we were delayed by at least 30mins. There wasn’t many options for snacks and there was only water. The pilot did an excellent job
JetBlue
7.3
Good
2,920 reviews
JetBlue
7.3
Good
2,920 reviews

Boarding

7.5

Overall

7.3

Crew

8.0

Comfort

7.6

Entertainment

7.3

Food

6.7

Reviews

1 / 20
8.0
Excellent

Anonymous,Feb 2025

JFK - CHS

Boarding took a very long time, in fact we were delayed by at least 30mins. There wasn’t many options for snacks and there was only water. The pilot did an excellent job

Related info for your journey

Find useful and relevant information for your journey from Rutland to Caribbean. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Rutland to Caribbean?

    Most people fly from Rutland (RUT) if they book a flight from Rutland to Caribbean. Rutland is conveniently located just 5.9 mi from Rutland’s city center.

  • What are the most popular routes from Rutland to Caribbean?

    The most popular flight routes from Rutland to Caribbean are Rutland - San Juan Luis Munoz Marin Intl, Rutland - Santiago de los Caballeros and Rutland - Christiansted Henry Rohlsen.

  • Can I find deals for flights from Rutland to Caribbean that include hotel bookings?

    Yes. In addition to deals on Rutland to Caribbean flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Rutland to Caribbean?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Rutland to Caribbean.

  • Can I find deals for business class flights from Rutland to Caribbean?

    Yes. Cheapflights offers flight deals from Rutland to Caribbean by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Rutland to Caribbean?

    Currently, September is the cheapest month in which you can book a flight from Rutland to Caribbean (average of $254). Flying from Rutland to Caribbean in December is currently the most expensive (average of $336). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

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