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$147+ 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 1/11. Fares are subject to change and may not be available on all flights or dates of travel.
ROA — SJU
Jan 27 — Feb 31
Tue 1/27
Tue 2/3
1 adult, Economy
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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 December 28, 2025.

This deal was found by Cheapflights users on 12/27. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/3010:32 amROA - PUJ
1 stop5h 53mUnited Airlines
Thu 1/112:56 pmPUJ - ROA
1 stop6h 55mUnited Airlines
Deal found 12/27$918
This United Airlines deal was found by Cheapflights users on 12/26. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/262:55 pmROA - STT
1 stop25h 47mUnited Airlines
Wed 12/311:02 pmSTT - ROA
1 stop26h 14mUnited Airlines
Deal found 12/26$1,208

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 December 28, 2025.

Round-trip from

$231
(American Airlines)

One-way from

$147
(United Airlines)

Popular in

March

Cheapest in

January

Average price

$722
From Roanoke to Caribbean
Search Deals
One-way flight from Roanoke to Caribbean
Search Deals
Highest demand for flights based on searches. 9% potential increase in price ($61 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($27 potential savings vs. average RT price).
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Average for round-trip flights in December 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 December 28, 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

Wed 1/28

8:00 am-4:30 pm

1 stop7h 30m

San Juan Luis Munoz Marin Intl

Wed 2/4

7:00 am-8:31 pm

1 stop14h 31m

$231

RoanokeSan Juan

ROA - SJU

ROASJU

Roanoke

Tue 2/10

8:00 am-6:22 pm

2 stops9h 22m

San Juan Luis Munoz Marin Intl

Sat 2/14

6:00 am-5:24 pm

1 stop12h 24m

$270

RoanokeSimpson Bay

ROA - SXM

ROASXM

Roanoke

Sat 1/31

8:45 am-4:01 pm

1 stop6h 16m

Simpson Bay Princess Juliana

Thu 2/12

3:33 pm-11:31 pm

1 stop8h 58m

$293

RoanokeGeorge Town

ROA - GCM

ROAGCM

Roanoke

Sun 1/25

5:14 pm-11:50 am

2 stops18h 36m

George Town Owen Roberts Intl

Sun 2/1

12:50 pm-9:41 am

2 stops20h 51m

$306

RoanokeSan Juan

ROA - SJU

ROASJU

Roanoke

Thu 2/19

8:09 am-11:44 pm

1 stop14h 35m

San Juan Luis Munoz Marin Intl

Wed 2/25

8:15 am-4:42 pm

2 stops9h 27m

$319

RoanokeSan Juan

ROA - SJU

ROASJU

Roanoke

Sun 1/11

2:55 pm-6:11 am

2 stops14h 16m

San Juan Luis Munoz Marin Intl

Wed 1/14

2:05 am-2:46 pm

2 stops13h 41m

$321

RoanokeSan Juan

ROA - SJU

ROASJU

Roanoke

Mon 1/26

12:40 pm-12:36 am

2 stops10h 56m

San Juan Luis Munoz Marin Intl

Thu 1/29

8:10 am-2:09 pm

1 stop6h 59m

$321

RoanokeGeorge Town

ROA - GCM

ROAGCM

Roanoke

Wed 1/7

6:00 am-11:26 am

1 stop5h 26m

George Town Owen Roberts Intl

Wed 1/14

12:16 pm-9:15 pm

1 stop8h 59m

$328

RoanokeSan Juan

ROA - SJU

ROASJU

Roanoke

Sat 1/10

12:40 pm-12:36 am

2 stops10h 56m

San Juan Luis Munoz Marin Intl

Mon 1/12

2:05 am-2:46 pm

2 stops13h 41m

$348

RoanokeSan Juan

ROA - SJU

ROASJU

Roanoke

Tue 3/10

11:10 am-8:18 pm

1 stop9h 08m

San Juan Luis Munoz Marin Intl

Thu 3/12

6:15 am-2:33 pm

1 stop8h 18m

$350

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/26

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 $376). 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 December 28, 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
8,019 reviews

Entertainment

7.9

Overall

7.9

Food

7.3

Boarding

8.1

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.
Delta
7.9
Good
8,019 reviews
Delta
7.9
Good
8,019 reviews

Entertainment

7.9

Overall

7.9

Food

7.3

Boarding

8.1

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.
United Airlines
7.4
Good
9,113 reviews
Delta
7.9
Good
8,019 reviews

Entertainment

7.9

Overall

7.9

Food

7.3

Boarding

8.1

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.
American Airlines
7.2
Good
11,072 reviews
Delta
7.9
Good
8,019 reviews

Entertainment

7.9

Overall

7.9

Food

7.3

Boarding

8.1

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 $412, American Airlines can have you in Caribbean from Roanoke in 6h 40m. There are 1473 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 - San Juan Luis Munoz Marin Intl. You may also consider Roanoke - Bridgetown Grantley Adams Intl or Roanoke - Punta Cana.

  • 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 $376). 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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See prices for flight routes from nearby airports that may be better suited for you.
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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 December 28, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$275Average$466FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$301Average$580FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$384Average$664FlexibilityNo cancel feeOn-time69%

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