HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Caribbean Islands

$163+ Cheap flights from Roanoke (ROA) to Caribbean Islands

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 2/17. Fares are subject to change and may not be available on all flights or dates of travel.
ROA — SJU
Mar 14 — Mar 211
Sat 3/14
Sat 3/21
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Roanoke to Caribbean Islands with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from Roanoke to Caribbean Islands

Cheapest flights from Roanoke to Caribbean Islands
Explore the most affordable flight options available from Roanoke to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 12, 2026.

This American Airlines deal was found by Cheapflights users on 2/9. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/195:00 am
ROA
-
STT
1 stop9h 49m
American Airlines
Mon 4/275:05 pm
STT
-
ROA
2 stops19h 28m
American Airlines
Deal found 2/9$214
This American Airlines deal was found by Cheapflights users on 2/9. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/28:00 pm
ROA
-
SJU
1 stop15h 55m
American Airlines
Thu 3/56:00 am
SJU
-
ROA
1 stop15h 30m
American Airlines
Deal found 2/9$232
This American Airlines deal was found by Cheapflights users on 2/11. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/27:45 pm
ROA
-
SJU
1 stop15h 03m
American Airlines
Tue 5/57:25 am
SJU
-
ROA
2 stops10h 08m
American Airlines
Deal found 2/11$242
This United Airlines deal was found by Cheapflights users on 2/8. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/132:55 pm
ROA
-
SJU
1 stop6h 29m
United Airlines
Fri 4/173:56 pm
SJU
-
ROA
1 stop8h 21m
United Airlines
Deal found 2/8$256
This Delta deal was found by Cheapflights users on 2/9. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/26:00 am
ROA
-
SJU
1 stop6h 01m
Delta
Wed 3/46:37 pm
SJU
-
ROA
1 stop6h 29m
Delta
Deal found 2/9$276
This American Airlines deal was found by Cheapflights users on 2/9. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/25:03 pm
ROA
-
SJU
2 stops15h 57m
American Airlines
Wed 3/47:00 am
SJU
-
ROA
2 stops10h 33m
American Airlines
Deal found 2/9$292
This American Airlines deal was found by Cheapflights users on 2/11. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/2912:58 pm
ROA
-
SJU
1 stop9h 07m
American Airlines
Wed 5/67:25 am
SJU
-
ROA
1 stop11h 43m
American Airlines
Deal found 2/11$302
This Delta deal was found by Cheapflights users on 2/11. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/186:00 am
ROA
-
STT
1 stop8h 04m
Delta
Wed 2/251:50 pm
STT
-
ROA
1 stop11h 16m
Delta
Deal found 2/11$314
This American Airlines deal was found by Cheapflights users on 2/10. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/108:00 pm
ROA
-
MBJ
2 stops16h 51m
American Airlines
Wed 4/1512:56 pm
MBJ
-
ROA
2 stops18h 40m
American Airlines
Deal found 2/10$317
This American Airlines deal was found by Cheapflights users on 2/10. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/78:00 pm
ROA
-
SJU
1 stop14h 48m
American Airlines
Sun 5/104:30 pm
SJU
-
ROA
1 stop16h 06m
American Airlines
Deal found 2/10$318
This American Airlines deal was found by Cheapflights users on 2/9. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/28:00 pm
ROA
-
SJU
1 stop15h 55m
American Airlines
Sat 3/76:00 am
SJU
-
ROA
1 stop13h 15m
American Airlines
Deal found 2/9$319
This American Airlines deal was found by Cheapflights users on 2/11. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/178:25 pm
ROA
-
MBJ
1 stop19h 45m
American Airlines
Sat 10/245:00 pm
MBJ
-
ROA
2 stops16h 32m
American Airlines
Deal found 2/11$322

Find flight deals from Roanoke to Caribbean Islands

Keep the following information in mind while searching for Roanoke to Caribbean Islands flight deals. Data was last updated February 12, 2026.

Round-trip from

$214
(American Airlines)

One-way from

$163
(United Airlines)

Popular in

March

Cheapest in

January

Average price

$453
From Roanoke to Caribbean Islands
Search Deals
One-way flight from Roanoke to Caribbean Islands
Search Deals
Highest demand for flights based on searches. 2% potential increase in price ($16 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($22 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Roanoke to Caribbean Islands 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 February 12, 2026.
Use the filters below to find and compare flights from Roanoke to Caribbean Islands that are best for you.

Fly from

Roanoke

Fly to

Caribbean Islands

Route

Depart

Return

Price

RoanokeSan Juan

ROA - SJU

ROASJU

Roanoke

Mon 4/13

2:55 pm-9:24 pm

1 stop6h 29m

San Juan Luis Munoz Marin Intl

Fri 4/17

3:56 pm-12:17 am

1 stop8h 21m

$256

RoanokeSan Juan

ROA - SJU

ROASJU

Roanoke

Mon 3/2

6:00 am-1:01 pm

1 stop6h 01m

San Juan Luis Munoz Marin Intl

Wed 3/4

6:37 pm-12:06 am

1 stop6h 29m

$276

RoanokeSan Juan

ROA - SJU

ROASJU

Roanoke

Mon 3/2

5:00 am-9:49 pm

1 stop15h 49m

San Juan Luis Munoz Marin Intl

Thu 3/5

6:00 am-8:30 pm

1 stop15h 30m

$287

RoanokeMontego Bay

ROA - MBJ

ROAMBJ

Roanoke

Fri 4/10

8:00 pm-11:51 am

2 stops16h 51m

Montego Bay Sangster Intl

Wed 4/15

12:56 pm-8:36 am

2 stops18h 40m

$317

RoanokeSan Juan

ROA - SJU

ROASJU

Roanoke

Tue 3/3

2:47 pm-10:22 pm

1 stop6h 35m

San Juan Luis Munoz Marin Intl

Thu 3/5

8:05 am-2:09 pm

1 stop7h 04m

$322

RoanokeSan Juan

ROA - SJU

ROASJU

Roanoke

Sat 4/25

10:48 am-8:34 pm

1 stop9h 46m

San Juan Luis Munoz Marin Intl

Wed 4/29

7:20 am-2:13 pm

1 stop6h 53m

$322

RoanokePunta Cana

ROA - PUJ

ROAPUJ

Roanoke

Sat 4/18

7:59 pm-12:40 pm

1 stop16h 41m

Punta Cana

Wed 4/22

1:50 pm-12:17 am

1 stop10h 27m

$329

RoanokeNassau

ROA - NAS

ROANAS

Roanoke

Wed 4/22

8:09 am-2:21 pm

1 stop6h 12m

Nassau Intl

Tue 4/28

8:18 am-5:33 pm

2 stops9h 15m

$330

RoanokeOranjestad

ROA - AUA

ROAAUA

Roanoke

Sat 4/11

5:18 pm-1:30 pm

2 stops20h 12m

Oranjestad Reina Beatrix

Sat 4/18

2:30 pm-10:38 am

2 stops20h 08m

$330

RoanokePunta Cana

ROA - PUJ

ROAPUJ

Roanoke

Thu 5/14

8:00 pm-1:02 pm

2 stops17h 02m

Punta Cana

Sat 5/23

5:48 pm-10:45 am

2 stops16h 57m

$333

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/9

Showing 1-10 of 41 results
1
2
3
...
5

Best time to book a flight from Roanoke to Caribbean Islands

Have a flexible travel schedule? Discover the best time to fly to Caribbean Islands from Roanoke 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 Roanoke to Caribbean Islands

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

Currently, October is the cheapest month in which you can book a flight from Roanoke to Caribbean Islands (average of $146). Flying from Roanoke to Caribbean Islands in July is currently the most expensive (average of $375). 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.

Reviews of airlines servicing Caribbean Islands

Get insights into the airlines that provide service to Caribbean Islands. 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 Islands. Reviews last updated February 12, 2026.
Peruse reviews from past customers who have flown with Delta and American Airlines from Roanoke to Caribbean Islands to help guide your decision. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
8,180 reviews

Entertainment

7.8

Overall

7.9

Comfort

7.9

Crew

8.5

Food

7.2

Boarding

8.1

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
Delta
7.9
Good
8,180 reviews
Delta
7.9
Good
8,180 reviews

Entertainment

7.8

Overall

7.9

Comfort

7.9

Crew

8.5

Food

7.2

Boarding

8.1

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
American Airlines
7.2
Good
11,271 reviews
Delta
7.9
Good
8,180 reviews

Entertainment

7.8

Overall

7.9

Comfort

7.9

Crew

8.5

Food

7.2

Boarding

8.1

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.

Related info for your journey

Find useful and relevant information for your journey from Roanoke to Caribbean Islands. 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 Roanoke to Caribbean Islands?

    For a flight from Roanoke to Caribbean Islands, you will be flying from Roanoke. Roanoke (ROA) is just 4.2 mi from the center of the city.

  • How long is the flight from Roanoke to Caribbean Islands?

    United Airlines, Delta, and American Airlines can get you from Roanoke to Caribbean Islands in just under 6h 01m. Your travel time can differ by up to 9h 48m. The distance from Roanoke to Caribbean Islands is about 1554 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the most popular routes from Roanoke to Caribbean Islands?

    While some choose either Roanoke - Oranjestad Reina Beatrix or Roanoke - Nassau Intl, Roanoke - San Juan Luis Munoz Marin Intl is the most popular route from Roanoke to Caribbean Islands.

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

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

  • How can I find direct flights from Roanoke to Caribbean Islands?

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

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

    Yes. Cheapflights offers flight deals from Roanoke to Caribbean Islands 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 Roanoke to Caribbean Islands?

    Currently, October is the cheapest month in which you can book a flight from Roanoke to Caribbean Islands (average of $146). Flying from Roanoke to Caribbean Islands in July is currently the most expensive (average of $375). 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.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Roanoke to Caribbean Islands

See prices for flight routes from nearby airports that may be better suited for you.
Dulles Intl to Miami flights
Dulles Intl to Orlando flights
Dulles Intl to Dallas/Fort Worth flights
Reagan-National to Miami flights
Dulles Intl to Cancún flights
Reagan-National to Orlando flights
Dulles Intl to Las Vegas flights
Dulles Intl to Fort Lauderdale flights
Reagan-National to Los Angeles flights
Dulles Intl to Tampa flights
Reagan-National to Dallas/Fort Worth flights
Reagan-National to Hobby flights
Reagan-National to Fort Lauderdale flights
Dulles Intl to Seattle flights
Dulles Intl to Los Angeles flights
Reagan-National to Las Vegas flights
Raleigh to LaGuardia flights
Reagan-National to Seattle flights
Dulles Intl to Hobby flights
Reagan-National to Tampa flights
Dulles Intl to Atlanta flights
Dulles Intl to Sky Harbor Intl flights
Raleigh to Miami flights
Reagan-National to Atlanta flights
Reagan-National to Cancún flights
Dulles Intl to George Bush Intcntl flights
Dulles Intl to O'Hare Intl flights
Dulles Intl to New Orleans flights
Raleigh to John F Kennedy Intl flights
Dulles Intl to Denver flights
Reagan-National to George Bush Intcntl flights
Reagan-National to O'Hare Intl flights
Reagan-National to San Francisco flights
Dulles Intl to Mexico City flights
Reagan-National to New Orleans flights
Raleigh to Las Vegas flights
Dulles Intl to San Francisco flights
Reagan-National to West Palm Beach flights
Raleigh to Fort Lauderdale flights
Dulles Intl to Salt Lake City flights
Raleigh to Newark flights
Reagan-National to Sky Harbor Intl flights
Reagan-National to Denver flights
Raleigh to Seattle flights
Raleigh to Orlando flights
Dulles Intl to Austin flights
Dulles Intl to Nashville flights
Dulles Intl to West Palm Beach flights
Raleigh to Dallas/Fort Worth flights
Reagan-National to Nashville flights

Top 3 airlines flying from Roanoke to Caribbean Islands

Discover the top 3 airlines that operate flights from Roanoke to Caribbean Islands. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated February 12, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$166Average$581FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$292Average$606FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$384Average$664FlexibilityNo cancel feeOn-time69%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.