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Caribbean Islands

$139+ 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 3/24. Fares are subject to change and may not be available on all flights or dates of travel.
ROA — SJU
Jan 17 — Jan 241
Sat 1/17
Sat 1/24
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 December 18, 2025.

This American Airlines deal was found by Cheapflights users on 12/16. 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 12/178:12 amROA - SJU
1 stop14h 40mAmerican Airlines
Thu 12/258:25 amSJU - ROA
1 stop11h 56mAmerican Airlines
Deal found 12/16$581
This American Airlines deal was found by Cheapflights users on 12/16. 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 12/207:00 amROA - SJU
1 stop14h 05mAmerican Airlines
Mon 12/222:44 pmSJU - ROA
1 stop8h 46mAmerican Airlines
Deal found 12/16$615
This United Airlines deal was found by Cheapflights users on 12/16. 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.
Tue 12/232:55 pmROA - SJU
1 stop6h 27mUnited Airlines
Sat 12/278:30 amSJU - ROA
1 stop6h 46mUnited Airlines
Deal found 12/16$642
This United Airlines deal was found by Cheapflights users on 12/16. 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 12/246:15 amROA - STT
1 stop10h 27mUnited Airlines
Wed 12/313:05 pmSTT - ROA
2 stops19h 52mUnited Airlines
Deal found 12/16$645
This American Airlines deal was found by Cheapflights users on 12/16. 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 12/237:07 pmROA - STT
1 stop15h 58mAmerican Airlines
Tue 12/302:31 pmSTT - ROA
1 stop6h 56mAmerican Airlines
Deal found 12/16$646
This Delta deal was found by Cheapflights users on 12/16. 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 12/246:00 amROA - STT
1 stop8h 05mDelta
Wed 12/313:06 pmSTT - ROA
1 stop6h 32mDelta
Deal found 12/16$657
This Delta deal was found by Cheapflights users on 12/16. 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 12/241:30 pmROA - SJU
1 stop6h 39mDelta
Mon 12/296:30 amSJU - ROA
1 stop8h 20mDelta
Deal found 12/16$667
This Kiwi.com deal was found by Cheapflights users on 12/17. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/299:25 pmROA - SJU
1 stop12h 08mMultiple Airlines
Thu 1/14:09 pmSJU - ROA
2 stops23h 38mMultiple Airlines
Deal found 12/17$674
This Delta deal was found by Cheapflights users on 12/16. 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 12/251:30 pmROA - SJU
1 stop8h 50mDelta
Mon 12/296:30 amSJU - ROA
1 stop8h 20mDelta
Deal found 12/16$687
This Kiwi.com deal was found by Cheapflights users on 12/17. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/289:51 pmROA - SJU
1 stop11h 42mMultiple Airlines
Thu 1/14:09 pmSJU - ROA
2 stops23h 38mMultiple Airlines
Deal found 12/17$708
This Kiwi.com deal was found by Cheapflights users on 12/17. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/299:25 pmROA - SJU
2 stops21h 17mMultiple Airlines
Sat 1/39:58 pmSJU - ROA
1 stop24h 08mMultiple Airlines
Deal found 12/17$732
This Delta deal was found by Cheapflights users on 12/16. 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 12/241:30 pmROA - SJU
1 stop8h 50mDelta
Sun 12/286:23 amSJU - ROA
1 stop8h 27mDelta
Deal found 12/16$735

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 December 18, 2025.

Round-trip from

$231
(American Airlines)

One-way from

$139
(United Airlines)

Popular in

March

Cheapest in

January

Average price

$722
From Roanoke to Caribbean Islands
Search Deals
One-way flight from Roanoke to Caribbean Islands
Search Deals
Highest demand for flights based on searches. 8% potential increase in price ($56 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($21 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
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 December 18, 2025.
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

Wed 1/28

8:00 am-8:50 pm

2 stops11h 50m

San Juan Luis Munoz Marin Intl

Wed 2/4

3:49 pm-9:15 pm

1 stop6h 26m

$231

RoanokeSan Juan

ROA - SJU

ROASJU

Roanoke

Wed 1/21

2:55 pm-10:22 pm

1 stop6h 27m

San Juan Luis Munoz Marin Intl

Thu 2/5

8:10 am-2:09 pm

1 stop6h 59m

$231

RoanokeSimpson Bay

ROA - SXM

ROASXM

Roanoke

Sat 1/31

6:00 am-2:22 pm

1 stop7h 22m

Simpson Bay Princess Juliana

Thu 2/12

1:41 pm-10:39 am

2 stops21h 58m

$298

RoanokeGeorge Town

ROA - GCM

ROAGCM

Roanoke

Wed 1/7

6:00 am-8:20 pm

2 stops14h 20m

George Town Owen Roberts Intl

Wed 1/14

1:05 pm-9:41 am

2 stops20h 36m

$301

RoanokeOranjestad

ROA - AUA

ROAAUA

Roanoke

Tue 1/6

5:14 pm-2:42 pm

2 stops20h 28m

Oranjestad Reina Beatrix

Tue 1/13

3:42 pm-12:09 pm

2 stops21h 27m

$304

RoanokeOranjestad

ROA - AUA

ROAAUA

Roanoke

Sun 1/25

6:00 am-2:00 pm

1 stop7h 00m

Oranjestad Reina Beatrix

Thu 1/29

5:59 pm-12:09 pm

2 stops19h 10m

$304

RoanokePunta Cana

ROA - PUJ

ROAPUJ

Roanoke

Mon 1/5

7:07 pm-12:55 pm

1 stop16h 48m

Punta Cana

Mon 2/2

4:31 pm-10:53 pm

1 stop7h 22m

$310

RoanokeNassau

ROA - NAS

ROANAS

Roanoke

Sat 2/21

6:00 am-4:20 pm

1 stop10h 20m

Nassau Intl

Wed 3/4

12:31 pm-8:29 pm

1 stop7h 58m

$325

RoanokeNassau

ROA - NAS

ROANAS

Roanoke

Sat 1/31

6:00 am-12:12 pm

1 stop6h 12m

Nassau Intl

Sat 2/7

2:22 pm-9:15 pm

1 stop6h 53m

$325

RoanokeNassau

ROA - NAS

ROANAS

Roanoke

Sat 1/31

5:39 pm-2:32 pm

2 stops20h 53m

Nassau Intl

Sat 2/7

1:05 pm-7:31 pm

1 stop6h 26m

$329

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/16

Showing 1-10 of 40 results
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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, 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.

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

Find hourly flight availability from Roanoke to Caribbean Islands. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 18, 2025.

Unlike at noon, when flights are generally more expensive, you can save up to 39% on flights from Roanoke to Caribbean Islands by exploring options for tickets in the evening.

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 December 18, 2025.
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
8,005 reviews

Entertainment

7.9

Crew

8.5

Overall

7.9

Boarding

8.1

Food

7.3

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.
Delta
7.9
Good
8,005 reviews
Delta
7.9
Good
8,005 reviews

Entertainment

7.9

Crew

8.5

Overall

7.9

Boarding

8.1

Food

7.3

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.
American Airlines
7.2
Good
11,054 reviews
Delta
7.9
Good
8,005 reviews

Entertainment

7.9

Crew

8.5

Overall

7.9

Boarding

8.1

Food

7.3

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 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?

    American Airlines, United Airlines, and Delta can get you from Roanoke to Caribbean Islands in just under 6h 27m. Your travel time can differ by up to 5h 23m. 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 - Bridgetown Grantley Adams Intl or Roanoke - Saint Thomas Island Cyril E King, 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

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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 December 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$275Average$564FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$301Average$580FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$384Average$664FlexibilityNo cancel feeOn-time69%

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