$189 Find Cheap Flights from Roanoke to Caribbean Islands

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Roanoke to Caribbean Islands departing on 1/17. 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

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

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Roanoke to Caribbean Islands, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Roanoke to Caribbean Islands, as well as popular online travel agencies
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Flight Deals

Cheap Flights from Roanoke to Caribbean Islands

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Punta Cana
Punta Cana2 stops$307
Montego Bay
Montego Bay1 stop$332
Oranjestad
Oranjestad2 stops$310
Nassau
Nassau1 stop$326
Kingston
Kingston2 stops$571
Simpson Bay
Simpson Bay2 stops$306
Providenciales
Providenciales1 stop$520
Port of Spain
Port of Spain2 stops$728
Bridgetown
Bridgetown2 stops$597
George Town
George Town2 stops$412
Punta Cana
Punta Cana2 stops$307
Montego Bay
Montego Bay1 stop$332
Oranjestad
Oranjestad2 stops$310
Nassau
Nassau1 stop$326
Kingston
Kingston2 stops$571
Simpson Bay
Simpson Bay2 stops$306
Providenciales
Providenciales1 stop$520
Port of Spain
Port of Spain2 stops$728
Bridgetown
Bridgetown2 stops$597
George Town
George Town2 stops$412

Book Cheap Roanoke to Caribbean Islands Plane Tickets

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

Wed, Jan 28 - Wed, Feb 4
American Airlines Logo
8:00 am - 6:22 pm
ROA
-
SJU
9h 22m2 stops
American Airlines Logo
8:20 am - 9:15 pm
SJU
-
ROA
13h 55m1 stop
$232American Airlines
Mon, Jan 26 - Thu, Jan 29
American Airlines Logo
8:00 am - 6:22 pm
ROA
-
SJU
9h 22m2 stops
American Airlines Logo
6:00 am - 4:10 pm
SJU
-
ROA
11h 10m2 stops
$271American Airlines
Sun, Feb 8 - Thu, Feb 12
Delta Logo
6:00 am - 2:31 pm
ROA
-
SJU
7h 31m1 stop
Delta Logo
7:30 am - 2:40 pm
SJU
-
ROA
8h 10m1 stop
$276Delta
Mon, Mar 2 - Tue, Mar 10
Delta Logo
3:25 pm - 11:58 pm
ROA
-
SJU
7h 33m1 stop
Delta Logo
5:30 pm - 12:04 am
SJU
-
ROA
6h 34m1 stop
$299Delta
Fri, Jan 30 - Mon, Feb 2
United Airlines Logo
2:55 pm - 6:11 am
ROA
-
SJU
14h 16m2 stops
United Airlines Logo
8:10 am - 2:09 pm
SJU
-
ROA
6h 59m1 stop
$317United Airlines
Mon, Jan 26 - Thu, Jan 29
United Airlines Logo
12:40 pm - 12:36 am
ROA
-
SJU
10h 56m2 stops
United Airlines Logo
8:10 am - 2:09 pm
SJU
-
ROA
6h 59m1 stop
$322United Airlines
Mon, Mar 9 - Fri, Mar 13
Multiple Airlines Logo
3:12 pm - 6:00 pm
ROA
-
PUJ
26h 48m1 stop
Multiple Airlines Logo
1:10 pm - 9:05 pm
PUJ
-
ROA
7h 55m1 stop
$418Multiple Airlines
Mon, Mar 16 - Fri, Mar 20
Multiple Airlines Logo
9:50 pm - 6:00 pm
ROA
-
PUJ
20h 10m1 stop
Multiple Airlines Logo
1:10 pm - 7:51 pm
PUJ
-
ROA
6h 41m1 stop
$474Multiple Airlines
Sun, Mar 1 - Wed, Mar 4
WestJet Logo
3:25 pm - 4:27 pm
ROA
-
BON
48h 02m2 stops
WestJet Logo
9:00 am - 2:40 pm
BON
-
ROA
30h 40m2 stops
$4,039WestJet
Sun, Mar 1 - Wed, Mar 4
WestJet Logo
3:25 pm - 4:27 pm
ROA
-
BON
48h 02m2 stops
WestJet Logo
9:00 am - 12:06 am
BON
-
ROA
40h 06m2 stops
$4,046WestJet
Booking Insights

KAYAK's insights & trends for Roanoke to Caribbean Islands flights

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

Can I save money by flying with a layover from Roanoke to Caribbean Islands?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $296, prices are generally cheapest when you fly direct.

What is the cheapest month to fly from Roanoke to Caribbean Islands?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Roanoke to Caribbean Islands, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Roanoke to Caribbean Islands is January, when tickets cost $318 (return) on average. On the other hand, the most expensive months are March and December, when the average cost of round-trip tickets is $861 and $722 respectively.

Good to know

Low seasonJuly
Cheapest flight$189
Best time to beat the crowds with an average 7% drop in price.
Most popular time to fly and prices are also 19% lower on average.
Flight from Roanoke to San Juan

FAQs - booking Caribbean Islands flights

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

    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 Roanoke to Caribbean Islands.

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

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

    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 Roanoke to Caribbean Islands 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 Roanoke to Caribbean Islands?

    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 Roanoke to 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 Roanoke to Caribbean Islands

 
See real verified KAYAK customer reviews for airlines flying from Roanoke to Caribbean Islands. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Roanoke to Caribbean Islands? 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.
7.9
DeltaOverall score based on 8018 reviews
7.9Comfort
7.8Entertainment
7.2Food
8.1Boarding
8.5Crew
Airline reviews

I really liked the legroom. I am 6’4”.a at For some reason our seats were not together and using the app to fix it didn’t work. Passengers were nice enough to move for us but you should absolutely ensure a parent sits with their child.

6.0 GoodJason, Jan 2026
BOS - SFO
Read more Delta reviews

I really liked the legroom. I am 6’4”.a at For some reason our seats were not together and using the app to fix it didn’t work. Passengers were nice enough to move for us but you should absolutely ensure a parent sits with their child.

Late delayed flight delays boarding and delays leaving and delays on arrival too. Cramped plane no room no food.

DTW line is too long. The flights from DTW to BWI are always delayed for unknown reasons.

Delta canceled our flight and we had to scramble to find another airline to get home. Phoenix is not a delta hub so they didn’t have another plane. It would have been a red eye though Salt Lake City. Getting in at 5am. No bueno.

This flight was no comparison to our prior flight. I'm thinking it all has to do with the age of the aircraft.

This flight was a first class choice and left much to be desired. Seat backs on seats were falling apart and torn. Seats actually didn't come to a "full & upright position". Pull out table was sprung. Not any significant leg room. All in all we were on an obviously older plane and felt overcharged for what we received as first class.

A 12 hour flight during the day with one real meal service - are you kidding? Also the breakfast was one of the worst and not what was listed

Flight was delayed several times. At one point, they "pulled back" 15 minutes from the delayed boarding and sent a text saying we would board sooner than previously advised. The flight then was delayed again. And when we boarded, there was an unspecified technical issue which had us waiting in the plane for about an hour.

Delta is a good airline. I've never had an issue with Delta. I'll continue to fly with them until they show me that I shouldn't.

The only thing nice I can say is the flight crew was really nice and apologetic about the situation. They shared as much information as they had and advised us on what we could do about missing connecting flights. The boarding process was so slow. The gate agent was working by herself and should have had someone working with her. It took almost an hour to board because she was trying to board a full flight of people and provide customer service to everyone who was flying standby and/or had questions. It was really chaotic. This didn't help the fact that we were delayed and folks were missing connections the longer it took.

Kayak was among the missing. There was not the usual advice regarding next gate after arriving in Dallas. No communication after the reminder to check in before the Moline flight. What happened?

They should have allowed for extra time to de-ice the plane before boarding passengers. This delayed us about 10-15 mins after we boarded. Overall experience was fine. Crew was friendly and on top of everything. We didn’t have any issues during the flight.

Experience was good. We were delayed in leaving by 15 mins because the flight was waiting on a family that was late in getting to the gate. Food and drink options were as expected. I highly recommend checking in ahead of time using the airline’s app so that it’s quicker to get your luggage tags as soon as you arrive at the terminal. No more waiting in long lines!

Overall experience was great. Flights were almost on time in departing and we arrived at our destination as scheduled. No issues with amenities or flight crew. Everything went well as as expected. Will fly again with American Airlines in the future!

We never made it due to delays on both ends. Gate attendant said it was mechanical but the system said otherwise, so no compensation. That’s not right.

Our flight from Eagle to Vail was delayed to the point we missed our connection to Savannah. Now we’re a family of 4 in a hotel room with luggage, no toiletries, no clean clothes. Gate attendant said the delay was mechanical but it was put in the system as something else so no compensation. That’s just wrong.

Crew were all friendly and helpful. It was a short flight so just a beverage service with a cookie. After we were boarded the plane took about 45 minutes to leave the gate but it was New Year’s Eve so not shocking there was some delay. Overall good experience and very grateful.

After the door had been closed, the cockpit makes an announcement that catering is running late and it is not the airline's fault. It is their fault in the sense that we had to sit for 2 hours or more when we could have stayed in the terminal. Poor communications between catering and airline. This caused a young man to lose his temper and he went storming out hitting objects. He had complained to the gate agent that he had already waited at the gate 7 hours and when can the airplane leave? Airilnes do a poor job of explaining delays, maintenance issues, etc. whereas being truthful may gain more sympathy or understanding.

The flight was very smooth and the meal in business class was great.

The captain brought my 6 year old son into the cockpit and allowed him to ask questions, sit in the captain’s chair and talk about all the gears and levers. Made the trip very special for him.

Everything you need to know for your flight to Caribbean Islands

Information on your arrival and departure airports