Caribbean

$155+ 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 5/9. Fares are subject to change and may not be available on all flights or dates of travel.
ROA — SJU
Apr 27 — May 41
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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 March 28, 2026.

This American Airlines deal was found by Cheapflights users on 3/24. 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 4/166:00 am
ROA
-
SJU
1 stop14h 51m
American Airlines
Tue 4/217:25 am
SJU
-
ROA
2 stops10h 08m
American Airlines
Deal found 3/24$212
This United Airlines deal was found by Cheapflights users on 3/24. 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 4/106:45 am
ROA
-
STT
1 stop8h 46m
United Airlines
Wed 4/152:10 pm
STT
-
ROA
1 stop10h 27m
United Airlines
Deal found 3/24$230
This American Airlines deal was found by Cheapflights users on 3/24. 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 10/263:10 pm
ROA
-
SJU
1 stop8h 55m
American Airlines
Fri 10/303:50 pm
SJU
-
ROA
1 stop16h 35m
American Airlines
Deal found 3/24$302
This American Airlines deal was found by Cheapflights users on 3/24. 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 4/158:09 am
ROA
-
SJU
2 stops12h 42m
American Airlines
Wed 4/297:25 am
SJU
-
ROA
2 stops10h 08m
American Airlines
Deal found 3/24$307
This American Airlines deal was found by Cheapflights users on 3/26. 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 4/178:00 pm
ROA
-
SJU
1 stop14h 48m
American Airlines
Tue 4/216:00 am
SJU
-
ROA
1 stop6h 33m
American Airlines
Deal found 3/26$309
This American Airlines deal was found by Cheapflights users on 3/27. 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 4/246:03 pm
ROA
-
STX
2 stops20h 46m
American Airlines
Thu 4/305:14 pm
STX
-
ROA
2 stops19h 19m
American Airlines
Deal found 3/27$320
This Delta deal was found by Cheapflights users on 3/26. 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.
Sat 9/196:00 am
ROA
-
SJU
1 stop10h 31m
Delta
Sat 9/265:41 pm
SJU
-
ROA
1 stop6h 09m
Delta
Deal found 3/26$336
This American Airlines deal was found by Cheapflights users on 3/25. 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 4/98:09 am
ROA
-
SJU
2 stops10h 01m
American Airlines
Wed 4/156:00 am
SJU
-
ROA
1 stop6h 33m
American Airlines
Deal found 3/25$351
This American Airlines deal was found by Cheapflights users on 3/27. 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 6/196:02 pm
ROA
-
MBJ
2 stops18h 43m
American Airlines
Fri 6/265:17 pm
MBJ
-
ROA
2 stops16h 28m
American Airlines
Deal found 3/27$357
This American Airlines deal was found by Cheapflights users on 3/24. 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 5/88:09 am
ROA
-
MBJ
1 stop7h 06m
American Airlines
Fri 5/1512:25 pm
MBJ
-
ROA
1 stop19h 11m
American Airlines
Deal found 3/24$358
This American Airlines deal was found by Cheapflights users on 3/24. 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 5/208:00 pm
ROA
-
MBJ
2 stops18h 08m
American Airlines
Wed 6/35:17 pm
MBJ
-
ROA
2 stops20h 07m
American Airlines
Deal found 3/24$362
This American Airlines deal was found by Cheapflights users on 3/24. 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.
Tue 7/216:02 pm
ROA
-
AUA
2 stops19h 32m
American Airlines
Tue 7/282:34 pm
AUA
-
ROA
2 stops20h 06m
American Airlines
Deal found 3/24$362

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 March 28, 2026.

Round-trip from

$212
(American Airlines)

One-way from

$155
(American Airlines)

Popular in

December

Cheapest in

January

Average price

$649
From Roanoke to Caribbean
One-way flight from Roanoke to Caribbean
Highest demand for flights based on searches. 4% potential increase in price ($24 potential increase over avg. RT price).
Cheapest flight prices on average. 3% potential price decrease ($16 potential savings vs. average RT price).
Average for round-trip flights in March 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 March 28, 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

RoanokeChristiansted

ROA - STX

ROASTX

Roanoke

Fri 4/24

6:03 pm-2:49 pm

2 stops20h 46m

Christiansted Henry Rohlsen

Thu 4/30

5:14 pm-12:33 pm

2 stops19h 19m

$320

RoanokeSan Juan

ROA - SJU

ROASJU

Roanoke

Sat 9/19

6:00 am-4:31 pm

1 stop10h 31m

San Juan Luis Munoz Marin Intl

Sat 9/26

5:41 pm-11:50 pm

1 stop6h 09m

$336

RoanokeSan Juan

ROA - SJU

ROASJU

Roanoke

Fri 4/17

8:09 am-6:10 pm

2 stops10h 01m

San Juan Luis Munoz Marin Intl

Tue 4/21

6:00 am-12:33 pm

1 stop6h 33m

$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-2:24 pm

2 stops20h 07m

$357

RoanokeMontego Bay

ROA - MBJ

ROAMBJ

Roanoke

Fri 5/8

8:00 pm-11:51 am

2 stops16h 51m

Montego Bay Sangster Intl

Fri 5/15

10:17 am-12:14 am

2 stops12h 57m

$357

RoanokeMontego Bay

ROA - MBJ

ROAMBJ

Roanoke

Thu 7/2

7:58 pm-1:09 pm

2 stops18h 11m

Montego Bay Sangster Intl

Mon 7/6

5:17 pm-10:40 am

2 stops16h 23m

$357

RoanokeSaint Thomas Island

ROA - STT

ROASTT

Roanoke

Mon 4/13

6:45 am-3:31 pm

1 stop8h 46m

Saint Thomas Island Cyril E King

Wed 4/15

2:10 pm-12:37 am

1 stop10h 27m

$370

RoanokePunta Cana

ROA - PUJ

ROAPUJ

Roanoke

Sat 5/9

7:45 pm-11:12 am

2 stops15h 27m

Punta Cana

Sat 5/16

2:30 pm-8:36 am

2 stops18h 06m

$373

RoanokeProvidenciales

ROA - PLS

ROAPLS

Roanoke

Tue 4/21

8:50 am-2:07 pm

1 stop5h 17m

Providenciales

Mon 4/27

3:00 pm-11:37 pm

1 stop8h 37m

$374

RoanokeProvidenciales

ROA - PLS

ROAPLS

Roanoke

Sat 5/9

7:45 pm-2:15 pm

2 stops18h 30m

Providenciales

Sat 5/16

11:31 am-11:37 pm

2 stops12h 06m

$379

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/23

Showing 1-10 of 42 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 $132). 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 March 28, 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.

Crew

8.5

Entertainment

7.8

Overall

7.9

Food

7.2

Boarding

8.1

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.

Crew

8.5

Entertainment

7.8

Overall

7.9

Food

7.2

Boarding

8.1

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.

Crew

8.5

Entertainment

7.8

Overall

7.9

Food

7.2

Boarding

8.1

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.

Crew

8.5

Entertainment

7.8

Overall

7.9

Food

7.2

Boarding

8.1

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 $370, American Airlines can have you in Caribbean from Roanoke in 8h 46m. There are 1595 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 $132). 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 March 28, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$275Average$541FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$292Average$647FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$331Average$462FlexibilityNo cancel feeOn-time69%

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