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Caribbean Islands

$151+ 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 5/4. Fares are subject to change and may not be available on all flights or dates of travel.
ROA — SJU
May 11 — May 181
Mon 5/11
Mon 5/18
1 adult, Economy
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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 April 11, 2026.

This Delta deal was found by Cheapflights users on 4/10. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/226:00 am
ROA
-
SJU
1 stop10h 31m
Delta
Thu 10/15:41 pm
SJU
-
ROA
1 stop6h 09m
Delta
Deal found 4/10$302
This Delta deal was found by Cheapflights users on 4/10. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/246:00 am
ROA
-
SJU
1 stop5h 48m
Delta
Fri 10/25:41 pm
SJU
-
ROA
1 stop6h 09m
Delta
Deal found 4/10$336
This United Airlines deal was found by Cheapflights users on 4/6. 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.
Sat 5/96:00 am
ROA
-
MBJ
1 stop10h 10m
United Airlines
Sat 5/164:12 pm
MBJ
-
ROA
1 stop16h 45m
United Airlines
Deal found 4/6$352
This United Airlines deal was found by Cheapflights users on 4/8. 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 5/46:00 am
ROA
-
SJU
1 stop6h 34m
United Airlines
Wed 5/61:00 am
SJU
-
ROA
2 stops8h 57m
United Airlines
Deal found 4/8$354
This United Airlines deal was found by Cheapflights users on 4/9. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/256:40 am
ROA
-
AUA
1 stop8h 30m
United Airlines
Fri 5/294:30 pm
AUA
-
ROA
1 stop17h 12m
United Airlines
Deal found 4/9$361
This American Airlines deal was found by Cheapflights users on 4/6. 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 4/227:00 am
ROA
-
MBJ
1 stop5h 24m
American Airlines
Tue 4/2812:56 pm
MBJ
-
ROA
2 stops18h 40m
American Airlines
Deal found 4/6$362
This Delta deal was found by Cheapflights users on 4/6. 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.
Tue 5/56:00 am
ROA
-
SJU
1 stop5h 45m
Delta
Fri 5/81:14 pm
SJU
-
ROA
1 stop11h 20m
Delta
Deal found 4/6$368
This Delta deal was found by Cheapflights users on 4/10. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/216:00 am
ROA
-
SJU
1 stop5h 48m
Delta
Fri 10/25:41 pm
SJU
-
ROA
1 stop6h 09m
Delta
Deal found 4/10$369
This Delta deal was found by Cheapflights users on 4/10. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/226:00 am
ROA
-
SJU
1 stop10h 31m
Delta
Mon 10/55:41 pm
SJU
-
ROA
1 stop6h 09m
Delta
Deal found 4/10$371
This American Airlines deal was found by Cheapflights users on 4/9. 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 5/48:00 pm
ROA
-
SXM
2 stops19h 22m
American Airlines
Sun 5/104:35 pm
SXM
-
ROA
2 stops18h 03m
American Airlines
Deal found 4/9$377
This United Airlines deal was found by Cheapflights users on 4/7. 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 5/46:00 am
ROA
-
SJU
1 stop6h 34m
United Airlines
Fri 5/81:25 pm
SJU
-
ROA
2 stops10h 19m
United Airlines
Deal found 4/7$383
This American Airlines deal was found by Cheapflights users on 4/6. 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 5/258:55 am
ROA
-
AUA
1 stop6h 45m
American Airlines
Fri 5/295:59 pm
AUA
-
ROA
2 stops16h 46m
American Airlines
Deal found 4/6$384

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 April 11, 2026.

Round-trip from

$302
(Delta)

One-way from

$151
(American Airlines)

Popular in

December

Cheapest in

January

Average price

$516
From Roanoke to Caribbean Islands
Search Deals
One-way flight from Roanoke to Caribbean Islands
Search Deals
Highest demand for flights based on searches. 5% potential increase in price ($34 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($18 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in April 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 April 11, 2026.
Use the filters below to find and compare flights from Roanoke to Caribbean Islands that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

RoanokeMontego Bay

ROA - MBJ

ROAMBJ

Roanoke

Sat 5/9

6:00 am-3:10 pm

1 stop10h 10m

Montego Bay Sangster Intl

Sat 5/16

4:12 pm-9:57 am

1 stop16h 45m

$352

RoanokeSan Juan

ROA - SJU

ROASJU

Roanoke

Mon 5/4

6:00 am-12:34 pm

1 stop6h 34m

San Juan Luis Munoz Marin Intl

Wed 5/6

1:00 am-9:57 am

2 stops8h 57m

$354

RoanokeMontego Bay

ROA - MBJ

ROAMBJ

Roanoke

Fri 6/19

7:58 pm-1:08 pm

2 stops18h 10m

Montego Bay Sangster Intl

Fri 6/26

5:17 pm-10:45 am

2 stops16h 28m

$357

RoanokeMontego Bay

ROA - MBJ

ROAMBJ

Roanoke

Mon 5/25

7:58 pm-1:08 pm

2 stops18h 10m

Montego Bay Sangster Intl

Mon 6/1

5:17 pm-10:45 am

2 stops16h 28m

$357

RoanokeMontego Bay

ROA - MBJ

ROAMBJ

Roanoke

Sat 5/9

7:45 pm-11:51 am

2 stops17h 06m

Montego Bay Sangster Intl

Sat 5/16

10:13 am-12:14 am

2 stops13h 01m

$357

RoanokeOranjestad

ROA - AUA

ROAAUA

Roanoke

Mon 5/25

6:40 am-3:10 pm

1 stop8h 30m

Oranjestad Reina Beatrix

Fri 5/29

4:30 pm-9:42 am

1 stop17h 12m

$361

RoanokeMontego Bay

ROA - MBJ

ROAMBJ

Roanoke

Wed 4/22

5:00 am-11:24 am

1 stop7h 24m

Montego Bay Sangster Intl

Tue 4/28

4:37 pm-10:38 am

2 stops17h 01m

$362

RoanokeOranjestad

ROA - AUA

ROAAUA

Roanoke

Mon 5/25

6:04 pm-1:33 pm

2 stops19h 29m

Oranjestad Reina Beatrix

Fri 5/29

2:33 pm-10:45 am

2 stops20h 12m

$366

RoanokeSimpson Bay

ROA - SXM

ROASXM

Roanoke

Mon 5/4

6:00 am-1:21 pm

1 stop7h 21m

Simpson Bay Princess Juliana

Sun 5/10

12:41 pm-10:38 am

2 stops21h 57m

$377

RoanokeNassau

ROA - NAS

ROANAS

Roanoke

Sat 9/5

6:00 am-1:59 pm

1 stop7h 59m

Nassau Intl

Sat 9/12

2:40 pm-12:06 am

1 stop9h 26m

$396

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/7

Showing 1-10 of 35 resultsSorted by cheapest first
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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, March is the cheapest month in which you can book a flight from Roanoke to Caribbean Islands (average of $99). Flying from Roanoke to Caribbean Islands in December is currently the most expensive (average of $357). 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 April 11, 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
8,406 reviews

Overall

7.9

Comfort

7.9

Food

7.2

Entertainment

7.8

Crew

8.5

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
8,406 reviews
Delta
7.9
Good
8,406 reviews

Overall

7.9

Comfort

7.9

Food

7.2

Entertainment

7.8

Crew

8.5

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
7.1
Good
11,572 reviews
Delta
7.9
Good
8,406 reviews

Overall

7.9

Comfort

7.9

Food

7.2

Entertainment

7.8

Crew

8.5

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, American Airlines, and Delta can get you from Roanoke to Caribbean Islands in just under 5h 48m. Your travel time can differ by up to 12h 22m. 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 - Punta Cana or Roanoke - San Juan Luis Munoz Marin Intl, Roanoke - Oranjestad Reina Beatrix 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, March is the cheapest month in which you can book a flight from Roanoke to Caribbean Islands (average of $99). Flying from Roanoke to Caribbean Islands in December is currently the most expensive (average of $357). 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

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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 April 11, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$275Average$583FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$292Average$596FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$331Average$462FlexibilityNo cancel feeOn-time69%

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