$176 Find Cheap Flights from Roanoke to Caribbean - Compare and Save

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 departing on 8/25. 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

Save 21% or more on flights. Compare deals from all over the web.

Never overpay with our price tracking tools.

Filter searches by price, airline and more to find your best flights.

Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Roanoke to Caribbean

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Punta Cana
Punta Cana2 stops$422
Montego Bay
Montego Bay2 stops$389
Oranjestad
Oranjestad1 stop$463
Nassau
Nassau1 stop$420
Kingston
Kingston2 stops$714
Providenciales
Providenciales1 stop$428
Port of Spain
Port of Spain2 stops$724
Bridgetown
Bridgetown2 stops$1,024
George Town
George Town1 stop$357
Punta Cana
Punta Cana2 stops$422
Montego Bay
Montego Bay2 stops$389
Oranjestad
Oranjestad1 stop$463
Nassau
Nassau1 stop$420
Kingston
Kingston2 stops$714
Providenciales
Providenciales1 stop$428
Port of Spain
Port of Spain2 stops$724
Bridgetown
Bridgetown2 stops$1,024
George Town
George Town1 stop$357

Book Cheap Roanoke 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 Roanoke 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 Roanoke to Caribbean

Sat, Sep 19 - Sat, Sep 26
United Airlines Logo
6:40 am - 2:44 pmROA  Roanoke-SJU San Juan Luis Munoz Marin Intl
8h 04m1 stop Chicago O'Hare Intl
United Airlines Logo
4:55 pm - 11:44 pmSJU  San Juan Luis Munoz Marin Intl-ROA Roanoke
6h 49m1 stop Washington, D.C. Dulles Intl
$278United Airlines
Sat, Sep 12 - Tue, Oct 6
United Airlines Logo
6:40 am - 2:44 pmROA  Roanoke-SJU San Juan Luis Munoz Marin Intl
8h 04m1 stop Chicago O'Hare Intl
United Airlines Logo
4:55 pm - 11:44 pmSJU  San Juan Luis Munoz Marin Intl-ROA Roanoke
6h 49m1 stop Washington, D.C. Dulles Intl
$278United Airlines
Tue, Oct 13 - Mon, Oct 19
American Airlines Logo
7:08 pm - 11:20 amROA  Roanoke-SJU San Juan Luis Munoz Marin Intl
16h 12m1 stop Charlotte Douglas
American Airlines Logo
7:30 am - 8:10 pmSJU  San Juan Luis Munoz Marin Intl-ROA Roanoke
12h 40m1 stop Philadelphia
$278American Airlines
Fri, Sep 11 - Tue, Sep 15
American Airlines Logo
5:09 pm - 9:24 amROA  Roanoke-SJU San Juan Luis Munoz Marin Intl
16h 15m2 stops New York LaGuardia Miami
American Airlines Logo
3:41 pm - 10:48 pmSJU  San Juan Luis Munoz Marin Intl-ROA Roanoke
7h 07m1 stop Charlotte Douglas
$278American Airlines
Sat, Sep 19 - Sat, Sep 26
United Airlines Logo
6:40 am - 2:44 pmROA  Roanoke-SJU San Juan Luis Munoz Marin Intl
8h 04m1 stop Chicago O'Hare Intl
United Airlines Logo
1:25 pm - 11:44 pmSJU  San Juan Luis Munoz Marin Intl-ROA Roanoke
10h 19m2 stops Newark Washington, D.C. Dulles Intl
$278United Airlines
Sat, Sep 12 - Tue, Oct 6
American Airlines Logo
3:29 pm - 9:24 amROA  Roanoke-SJU San Juan Luis Munoz Marin Intl
17h 55m2 stops Philadelphia Miami
American Airlines Logo
6:30 am - 8:10 pmSJU  San Juan Luis Munoz Marin Intl-ROA Roanoke
13h 40m2 stops Miami Philadelphia
$278American Airlines
Tue, Nov 10 - Mon, Nov 16
Delta Logo
3:29 pm - 11:13 pmROA  Roanoke-SJU San Juan Luis Munoz Marin Intl
6h 44m1 stop Atlanta Hartsfield-Jackson
Delta Logo
6:35 pm - 12:27 amSJU  San Juan Luis Munoz Marin Intl-ROA Roanoke
6h 52m1 stop Atlanta Hartsfield-Jackson
$336Delta
Fri, Sep 11 - Tue, Sep 15
Delta Logo
6:00 am - 4:49 pmROA  Roanoke-SJU San Juan Luis Munoz Marin Intl
10h 49m1 stop Atlanta Hartsfield-Jackson
Delta Logo
2:59 pm - 11:59 pmSJU  San Juan Luis Munoz Marin Intl-ROA Roanoke
9h 00m1 stop Atlanta Hartsfield-Jackson
$336Delta
Mon, Sep 14 - Fri, Sep 18
Multiple Airlines Logo
10:12 am - 11:13 pmROA  Roanoke-SJU San Juan Luis Munoz Marin Intl
13h 01m1 stop Orlando Sanford Intl
Multiple Airlines Logo
7:02 pm - 10:01 amSJU  San Juan Luis Munoz Marin Intl-ROA Roanoke
38h 59m2 stops Philadelphia Tampa
$359Multiple Airlines
Thu, Aug 20 - Sun, Aug 23
Multiple Airlines Logo
10:51 am - 12:34 amROA  Roanoke-SJU San Juan Luis Munoz Marin Intl
13h 43m1 stop Tampa St. Petersburg
Multiple Airlines Logo
8:57 pm - 1:46 pmSJU  San Juan Luis Munoz Marin Intl-ROA Roanoke
16h 49m1 stop Orlando
$415Multiple Airlines
Booking Insights

KAYAK's insights & trends for Roanoke to Caribbean flights

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

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Roanoke to Caribbean, 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 is January, when tickets cost $431 (return) on average. On the other hand, the most expensive months are November and March, when the average cost of round-trip tickets is $760 and $725 respectively.

Good to know

Low season

September

Cheapest flight

$176
Best time to beat the crowds with an average 13% drop in price.
Most popular time to fly with an average 15% increase in price.
Flight from Roanoke to San Juan

FAQs - booking Caribbean flights

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

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Roanoke 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 Roanoke 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 Roanoke 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 Roanoke 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 Roanoke to Caribbean up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top 3 airlines serving from Roanoke to Caribbean

 
Need help choosing which airline to fly with from Roanoke to Caribbean? 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.
7.8
DeltaOverall score based on 8491 reviews
7.8Comfort
8.1Boarding
7.2Food
7.8Entertainment
8.5Crew
Airline reviews

Flight attendants were great. Cheerful, upbeat and friendly. Jet, in particular, was fantastic.

10.0 ExcellentJOSEPH, Jun 2026
Read more Delta reviews

Flight attendants were great. Cheerful, upbeat and friendly. Jet, in particular, was fantastic.

Would have been better if there was a nonstop flight from Tampa to Norfolk or Tampa to New Port News.

The boarding process doesn't make sense since some people that will sit behind your rows are boarded before you and then they take up the luggage space above your head. I then have to wait for people to get off the plane before I can go back to get my luggage.

Good seat comfort ORF to ATL. Bad seat ATL to SEA (terrible lumbar support, hard, ouch)..

They made us board and then deboard due to mechanical issue which delayed the departure by almost 2 hours and we barely made our connecting flight. These quality checks should've been done before boarding not after.

My Flight was cancelled and there was no other options available for me to Travel on that date and my options for the next day was all connecting flights that would have me in the airports all day before reaching my destination

Atlanta boarding crew at gate were filled with arrogance and were disrespectful. In flight crew showed indifference to the needs of passengers. This is about the flight from ATL to BDL.

They were 2 hours late departing with no explanation. I missed my connection, was rebooked not in correct seating that I paid for. Over all of was horrible. I now know why I've not flown Delta since 2018

Crew wasn’t attentive. We didn’t see our flight attendant for stretches of time and inflight beverage service was cut short (as it always is on this route).

Boarding was slow again. Too many people with too much luggage.

Airline tickets are not cheap. You expect reliable competent service. Thanks to canceled flights and botched transfers we arrived at our destination two days late. This is not acceptable

We were a little disappointed to not be able to complete check in online without uploading pics of passports. Also we have KTN's and they weren't on our boarding passes when we got to security. Had to trek back to counter to have them fix.

They did the one thing that really matters - got to Chicago early.

The person I bought the ticket for didn’t make the flight.

Overall great. I was forced to check my carry-on backpack from EWR to BOS but it came out on the luggage carousel so fast I didn't even get delayed for my pickup.

Everything was perfect except the pad at the top of the seat back. It pushes my head forward into a very uncomfortable position and it is not removable.

The Check-in process at ORF for united is ABSOLUTELY TERRIBLE. I got there two hours early for a flight down the street and didn’t make it halfway to the register before I had to get out of line and remove my bags or miss my flight. This is every day thing and I’m clueless how this has gone on for years. This was the final straw. I’d rather pay a fortune more for a different airline than deal with this process

It is a modern tragedy that any airline expects you to travel for 14 hours in such discomfort and that the only way to add comfort is exorbitant prices. I was in pain by the time we landed. Shameful.

We waited to takeoff for about 1 hour delay for a 20 min flight.

Planes were on time, we were offered opportunities to take seats in exit aisles that had better leg room, tasks offs and landings were smooth, we were kept informed of flight status

Flight was delayed for 5 hours in ten minute increments. Bizarre and frustrating

Boarding was awful - no order, people cutting in line, completely chaotic Planes are very old and uncomfortable. Noticeable difference between Delta and United on same route.

They did not offer coffee on a 7am flight…awful!!

Excellent service. Flight attendance like Jessica,, on our flight, is a reason I wouldn’t mind flying through British Airways again. Jessica,, was very courteous and helpful.

The flight took off an hour late which made the connection concerning

Flight was delayed. No urgency by American Airlines team to assist those with connecting flights. It was basically you are on your own to run through the terminals to try and make your connection. Thanks, Mary

Never had such a lazy first class attendant. Literally spent 60%+ of the flight playing games on her personal phone making up excuses of why she was unavailable.

Nothing to write home about, average flight experience. Seats were spacious enough, crew friendly enough. Loved the AA entertainment/wifi service.

RIC Staff was not enough. Elderly passengers had to wait 30 minutes to deplane, so we could board and still had to walk as no chairs were provided. And, passenger in front of my seat assignment rammed seat against my legs entire flight time. Was mildly bruised and left thigh still sore.

The flight had a delay that made me being in a real rush to take the second flight. The delay was almost for 2 hours. They moved us from gate to gate in 4 times. Once I arrived to Philadelphia, I got to run thorough all the airport, as the train was already closed by that time. So I got sick with asthma for all the running I had to do. And I was the last one to board, when it was almost closed. So irresponsable with the people

Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports