Caribbean

$151+ Cheap flights from Roanoke (ROA) 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 5/4. Fares are subject to change and may not be available on all flights or dates of travel.
ROA — SJU
May 9 — May 161
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Cheap flight deals from Roanoke to Caribbean

Cheapest flights from Roanoke to Caribbean
Explore the most affordable flight options available from Roanoke to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 9, 2026.

This United Airlines deal was found by Cheapflights users on 4/4. 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 4/206:45 am
ROA
-
STT
1 stop8h 46m
United Airlines
Thu 4/232:10 pm
STT
-
ROA
1 stop10h 27m
United Airlines
Deal found 4/4$340
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 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 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 5/258:55 am
ROA
-
AUA
1 stop6h 45m
American Airlines
Fri 5/294:50 pm
AUA
-
ROA
2 stops17h 55m
American Airlines
Deal found 4/9$366
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 United Airlines deal was found by Cheapflights users on 4/4. 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.
Fri 5/296:40 am
ROA
-
AUA
1 stop8h 30m
United Airlines
Wed 6/34:30 pm
AUA
-
ROA
1 stop17h 12m
United Airlines
Deal found 4/4$368
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 4/5. 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.
Wed 5/276:40 am
ROA
-
AUA
1 stop8h 30m
United Airlines
Sun 5/311:50 pm
AUA
-
ROA
1 stop10h 34m
United Airlines
Deal found 4/5$379
This Delta deal was found by Cheapflights users on 4/5. 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.
Sun 4/266:00 am
ROA
-
SJU
1 stop5h 45m
Delta
Sat 5/22:45 pm
SJU
-
ROA
1 stop9h 40m
Delta
Deal found 4/5$381
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.
Sat 4/118:09 am
ROA
-
AUA
1 stop7h 41m
American Airlines
Sat 4/185:25 pm
AUA
-
ROA
2 stops19h 08m
American Airlines
Deal found 4/6$384

Find flight deals from Roanoke to Caribbean

Keep the following information in mind while searching for Roanoke to Caribbean flight deals. Data was last updated April 9, 2026.

Round-trip from

$340
(United Airlines)

One-way from

$151
(American Airlines)

Popular in

December

Cheapest in

January

Average price

$516
From Roanoke to Caribbean
One-way flight from Roanoke to Caribbean
Highest demand for flights based on searches. 5% potential increase in price ($32 potential increase over avg. RT price).
Cheapest flight prices on average. 3% potential price decrease ($17 potential savings vs. average RT price).
Average for round-trip flights in April 2026

Cheapflights Fare Finder

 
Customize your flight search to find flights from Roanoke 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 April 9, 2026.
Use the filters below to find and compare flights from Roanoke to Caribbean that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

RoanokeSaint Thomas Island

ROA - STT

ROASTT

Roanoke

Mon 4/20

6:45 am-3:31 pm

1 stop8h 46m

Saint Thomas Island Cyril E King

Thu 4/23

2:10 pm-12:37 am

1 stop10h 27m

$340

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

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

RoanokeSan Juan

ROA - SJU

ROASJU

Roanoke

Mon 5/4

6:00 am-8:38 pm

2 stops14h 38m

San Juan Luis Munoz Marin Intl

Wed 5/6

1:00 am-9:57 am

2 stops8h 57m

$363

RoanokeOranjestad

ROA - AUA

ROAAUA

Roanoke

Mon 5/25

7:58 pm-1:33 pm

2 stops17h 35m

Oranjestad Reina Beatrix

Fri 5/29

5:59 pm-2:24 pm

2 stops20h 25m

$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

RoanokeOranjestad

ROA - AUA

ROAAUA

Roanoke

Wed 5/27

6:40 am-3:10 pm

1 stop8h 30m

Oranjestad Reina Beatrix

Sun 5/31

1:50 pm-12:24 am

1 stop10h 34m

$379

RoanokeSan Juan

ROA - SJU

ROASJU

Roanoke

Sun 4/26

6:00 am-11:45 am

1 stop5h 45m

San Juan Luis Munoz Marin Intl

Sat 5/2

2:45 pm-12:25 am

1 stop9h 40m

$381

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

RoanokeNassau

ROA - NAS

ROANAS

Roanoke

Sat 5/9

7:59 pm-11:28 am

2 stops15h 29m

Nassau Intl

Sat 5/16

1:15 pm-11:44 pm

1 stop10h 29m

$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

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

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

Currently, March is the cheapest month in which you can book a flight from Roanoke to Caribbean (average of $99). Flying from Roanoke to Caribbean 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

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 April 9, 2026.
Read reviews from past customers who have flown Delta,United Airlines, andAmerican Airlines from Roanoke to Caribbean. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.

Food

7.2

Overall

7.9

Boarding

8.1

Entertainment

7.8

Crew

8.5

Comfort

7.9

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.

Food

7.2

Overall

7.9

Boarding

8.1

Entertainment

7.8

Crew

8.5

Comfort

7.9

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.

Food

7.2

Overall

7.9

Boarding

8.1

Entertainment

7.8

Crew

8.5

Comfort

7.9

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.

Food

7.2

Overall

7.9

Boarding

8.1

Entertainment

7.8

Crew

8.5

Comfort

7.9

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. 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?

    For a flight from Roanoke to Caribbean, 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?

    For as low as $381, United Airlines can have you in Caribbean from Roanoke in 5h 45m. There are 1554 mi between Roanoke and Caribbean. This flight may include one or multiple stops.

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

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

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

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

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

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

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

    Currently, March is the cheapest month in which you can book a flight from Roanoke to Caribbean (average of $99). Flying from Roanoke to Caribbean 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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Alternative routes for Roanoke to Caribbean

See prices for flight routes from nearby airports that may be better suited for you.

Top 3 airlines flying from Roanoke to Caribbean

Discover the top 3 airlines that operate flights from Roanoke to Caribbean. 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 9, 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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