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$189+ 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 12/8. Fares are subject to change and may not be available on all flights or dates of travel.
ROA — SJU
Dec 26 — Jan 21
Fri 12/26
Fri 1/2
1 adult, Economy
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Find 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 November 26, 2025.

This American Airlines deal was found by Cheapflights users on 11/26. 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.
Thu 12/115:00 amROA - SJU
1 stop16h 05mAmerican Airlines
Mon 12/156:25 amSJU - ROA
1 stop15h 05mAmerican Airlines
Deal found 11/26$321
This American Airlines deal was found by Cheapflights users on 11/26. 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.
Sat 11/298:06 pmROA - AUA
2 stops17h 36mAmerican Airlines
Wed 12/103:48 pmAUA - ROA
2 stops19h 46mAmerican Airlines
Deal found 11/26$345
This American Airlines deal was found by Cheapflights users on 11/24. 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 12/58:12 amROA - SJU
1 stop14h 40mAmerican Airlines
Mon 12/88:20 amSJU - ROA
1 stop7h 46mAmerican Airlines
Deal found 11/24$349
This American Airlines deal was found by Cheapflights users on 11/24. 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.
Sun 12/145:00 amROA - NAS
1 stop8h 59mAmerican Airlines
Fri 12/192:00 pmNAS - ROA
1 stop9h 39mAmerican Airlines
Deal found 11/24$354
This American Airlines deal was found by Cheapflights users on 11/25. 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.
Sun 12/75:00 amROA - AUA
1 stop6h 41mAmerican Airlines
Thu 12/111:41 pmAUA - ROA
1 stop10h 12mAmerican Airlines
Deal found 11/25$364
This American Airlines deal was found by Cheapflights users on 11/25. 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.
Sun 11/308:06 pmROA - AUA
2 stops19h 44mAmerican Airlines
Sun 12/75:59 pmAUA - ROA
2 stops19h 19mAmerican Airlines
Deal found 11/25$374
This American Airlines deal was found by Cheapflights users on 11/25. 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.
Wed 12/108:12 amROA - SJU
1 stop14h 40mAmerican Airlines
Sun 12/146:25 amSJU - ROA
1 stop15h 05mAmerican Airlines
Deal found 11/25$378
This American Airlines deal was found by Cheapflights users on 11/24. 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 12/154:54 pmROA - NAS
2 stops18h 13mAmerican Airlines
Thu 12/182:00 pmNAS - ROA
1 stop9h 39mAmerican Airlines
Deal found 11/24$389
This American Airlines deal was found by Cheapflights users on 11/25. 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.
Tue 12/97:20 amROA - PUJ
1 stop6h 38mAmerican Airlines
Thu 12/113:56 pmPUJ - ROA
1 stop7h 57mAmerican Airlines
Deal found 11/25$410
This American Airlines deal was found by Cheapflights users on 11/24. 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 11/277:45 amROA - SJU
1 stop7h 34mAmerican Airlines
Tue 12/25:59 pmSJU - ROA
1 stop16h 45mAmerican Airlines
Deal found 11/24$410
This American Airlines deal was found by Cheapflights users on 11/24. 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.
Sat 12/135:00 amROA - NAS
1 stop7h 13mAmerican Airlines
Sat 12/201:12 pmNAS - ROA
1 stop9h 18mAmerican Airlines
Deal found 11/24$421
This American Airlines deal was found by Cheapflights users on 11/24. 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.
Sat 12/138:12 amROA - NAS
2 stops7h 15mAmerican Airlines
Fri 12/1912:41 pmNAS - ROA
1 stop7h 43mAmerican Airlines
Deal found 11/24$425

Cheap flight deals from Roanoke to Caribbean

Keep the following information in mind while searching for Roanoke to Caribbean flight deals. Data was last updated November 26, 2025.

Round-trip from

$291
(American Airlines)

One-way from

$189
(United Airlines)

Popular in

March

Cheapest in

January

Average price

$679
From Roanoke to Caribbean
Search Deals
One-way flight from Roanoke to Caribbean
Search Deals
Highest demand for flights based on searches. 8% potential increase in price ($50 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($19 potential savings vs. average RT price).
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Average for round-trip flights in November 2025
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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 November 26, 2025.
Use the filters below to find and compare flights from Roanoke to Caribbean that are best for you.

Fly from

Roanoke

Fly to

Caribbean

Route

Depart

Return

Price

RoanokeSan Juan

ROA - SJU

ROASJU

Roanoke

Sat 1/24

8:00 am-3:48 pm

1 stop6h 48m

San Juan Luis Munoz Marin Intl

Wed 1/28

7:00 am-8:31 pm

1 stop14h 31m

$291

RoanokeSimpson Bay

ROA - SXM

ROASXM

Roanoke

Sat 1/31

5:14 pm-12:58 pm

2 stops18h 44m

Simpson Bay Princess Juliana

Thu 2/12

4:05 pm-10:39 am

2 stops19h 34m

$298

RoanokeOranjestad

ROA - AUA

ROAAUA

Roanoke

Sun 2/22

8:00 pm-12:25 pm

1 stop15h 25m

Oranjestad Reina Beatrix

Fri 2/27

5:59 pm-10:39 am

2 stops17h 40m

$304

RoanokePunta Cana

ROA - PUJ

ROAPUJ

Roanoke

Mon 1/5

7:07 pm-11:54 am

2 stops15h 47m

Punta Cana

Mon 2/2

6:02 pm-12:09 pm

2 stops19h 07m

$306

RoanokeGeorge Town

ROA - GCM

ROAGCM

Roanoke

Wed 1/7

5:14 pm-11:50 am

2 stops18h 36m

George Town Owen Roberts Intl

Wed 1/14

1:05 pm-9:41 am

2 stops20h 36m

$315

RoanokeSan Juan

ROA - SJU

ROASJU

Roanoke

Mon 3/9

8:15 am-10:40 pm

1 stop14h 25m

San Juan Luis Munoz Marin Intl

Fri 3/13

5:00 am-5:39 pm

1 stop12h 39m

$319

RoanokeSan Juan

ROA - SJU

ROASJU

Roanoke

Fri 2/6

8:00 am-11:56 pm

1 stop14h 56m

San Juan Luis Munoz Marin Intl

Wed 2/18

8:15 am-4:42 pm

2 stops9h 27m

$319

RoanokeSan Juan

ROA - SJU

ROASJU

Roanoke

Sat 1/24

12:40 pm-12:36 am

2 stops10h 56m

San Juan Luis Munoz Marin Intl

Tue 1/27

2:05 am-2:46 pm

2 stops13h 41m

$321

RoanokeNassau

ROA - NAS

ROANAS

Roanoke

Sun 12/14

5:00 am-1:59 pm

1 stop8h 59m

Nassau Intl

Fri 12/19

2:00 pm-11:39 pm

1 stop9h 39m

$354

RoanokeNassau

ROA - NAS

ROANAS

Roanoke

Sat 1/10

7:20 am-12:12 pm

1 stop4h 52m

Nassau Intl

Sat 1/17

2:22 pm-9:41 am

1 stop19h 19m

$356

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/25

Showing 1-10 of 35 results
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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, October is the cheapest month in which you can book a flight from Roanoke to Caribbean (average of $146). Flying from Roanoke to Caribbean 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.

What is the cheapest time of day to fly from ROA to CB?

Find hourly flight availability from Roanoke to Caribbean. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated November 26, 2025.

One of the essential ways to save on airfare from Roanoke to Caribbean is to remain as flexible as possible. Flights that are at noon tend to be the most expensive. A flight in the evening could potentially save you up to 39% on airfare.

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 November 26, 2025.
Read reviews from past customers who have flown Delta, United Airlines, and American 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.
Delta
7.9
Good
7,998 reviews

Overall

7.9

Boarding

8.1

Food

7.3

Entertainment

7.9

Comfort

7.9

Crew

8.5

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
7,998 reviews
Delta
7.9
Good
7,998 reviews

Overall

7.9

Boarding

8.1

Food

7.3

Entertainment

7.9

Comfort

7.9

Crew

8.5

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.
United Airlines
7.4
Good
9,046 reviews
Delta
7.9
Good
7,998 reviews

Overall

7.9

Boarding

8.1

Food

7.3

Entertainment

7.9

Comfort

7.9

Crew

8.5

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
11,038 reviews
Delta
7.9
Good
7,998 reviews

Overall

7.9

Boarding

8.1

Food

7.3

Entertainment

7.9

Comfort

7.9

Crew

8.5

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 $291, American Airlines can have you in Caribbean from Roanoke in 6h 48m. 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?

    The most popular route from Roanoke to Caribbean is Roanoke - Punta Cana. You may also consider Roanoke - San Juan Luis Munoz Marin Intl or Roanoke - Bridgetown Grantley Adams Intl.

  • 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, October is the cheapest month in which you can book a flight from Roanoke to Caribbean (average of $146). Flying from Roanoke to Caribbean 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

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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 November 26, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$290Average$565FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$301Average$588FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$384Average$664FlexibilityNo cancel feeOn-time69%

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