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$184+ 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 12/10. Fares are subject to change and may not be available on all flights or dates of travel.
ROA — SJU
nov. 21 — nov. 281
vie. 11/21
vie. 11/28
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 octubre 22, 2025.

This American Airlines deal was found by Cheapflights users on 10/20. 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.
lun. 11/108:25 amROA - SJU
1 stop14h 27mAmerican Airlines
vie. 11/145:59 pmSJU - ROA
1 stop15h 32mAmerican Airlines
Deal found 10/20$269
This United Airlines deal was found by Cheapflights users on 10/20. 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.
lun. 11/106:20 amROA - SJU
2 stops14h 06mUnited Airlines
vie. 11/145:50 pmSJU - ROA
1 stop6h 40mUnited Airlines
Deal found 10/20$272
This American Airlines deal was found by Cheapflights users on 10/22. 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.
sáb. 12/67:04 amROA - GCM
1 stop8h 05mAmerican Airlines
lun. 12/83:45 pmGCM - ROA
2 stops17h 59mAmerican Airlines
Deal found 10/22$315
This American Airlines deal was found by Cheapflights users on 10/20. 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.
lun. 11/176:00 amROA - SJU
1 stop10h 05mAmerican Airlines
lun. 11/246:25 amSJU - ROA
1 stop15h 10mAmerican Airlines
Deal found 10/20$321
This American Airlines deal was found by Cheapflights users on 10/22. 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.
sáb. 11/16:20 pmROA - PUJ
2 stops17h 36mAmerican Airlines
mié. 11/53:34 pmPUJ - ROA
2 stops17h 57mAmerican Airlines
Deal found 10/22$322
This United Airlines deal was found by Cheapflights users on 10/22. 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.
vie. 11/77:50 pmROA - GCM
2 stops20h 30mUnited Airlines
mar. 11/115:45 pmGCM - ROA
2 stops18h 14mUnited Airlines
Deal found 10/22$333
This American Airlines deal was found by Cheapflights users on 10/21. 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.
sáb. 12/68:12 amROA - NAS
2 stops7h 15mAmerican Airlines
sáb. 12/134:28 pmNAS - ROA
1 stop7h 35mAmerican Airlines
Deal found 10/21$333
This United Airlines deal was found by Cheapflights users on 10/21. 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.
mié. 11/197:50 pmROA - MBJ
2 stops16h 17mUnited Airlines
mié. 11/263:36 pmMBJ - ROA
2 stops18h 11mUnited Airlines
Deal found 10/21$355
This American Airlines deal was found by Cheapflights users on 10/21. 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.
mié. 11/198:25 amROA - MBJ
1 stop6h 28mAmerican Airlines
mié. 11/261:55 pmMBJ - ROA
1 stop8h 56mAmerican Airlines
Deal found 10/21$361
This American Airlines deal was found by Cheapflights users on 10/21. 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.
vie. 12/58:12 amROA - SJU
1 stop14h 40mAmerican Airlines
lun. 12/86:25 amSJU - ROA
1 stop15h 05mAmerican Airlines
Deal found 10/21$367
This American Airlines deal was found by Cheapflights users on 10/22. 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.
sáb. 11/298:06 pmROA - AUA
2 stops17h 36mAmerican Airlines
mié. 12/103:48 pmAUA - ROA
2 stops17h 46mAmerican Airlines
Deal found 10/22$384
This American Airlines deal was found by Cheapflights users on 10/20. 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.
vie. 11/149:01 amROA - SJU
1 stop7h 04mAmerican Airlines
lun. 11/246:25 amSJU - ROA
1 stop15h 10mAmerican Airlines
Deal found 10/20$407

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 octubre 22, 2025.

Round-trip from

$269
(American Airlines)

One-way from

$184
(United Airlines)

Popular in

December

Cheapest in

January

Average price

$625
From Roanoke to Caribbean
Search Deals
One-way flight from Roanoke to Caribbean
Search Deals
Highest demand for flights based on searches. 6% potential increase in price ($38 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($16 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 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 octubre 22, 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

lun. 11/10

6:20 am-9:26 pm

2 stops14h 06m

San Juan Luis Munoz Marin Intl

vie. 11/14

5:50 pm-11:30 pm

1 stop6h 40m

$272

RoanokePunta Cana

ROA - PUJ

ROAPUJ

Roanoke

dom. 2/1

5:10 pm-11:49 am

2 stops17h 39m

Punta Cana

sáb. 2/7

5:33 pm-9:36 am

2 stops17h 03m

$306

RoanokePunta Cana

ROA - PUJ

ROAPUJ

Roanoke

lun. 1/5

7:07 pm-12:55 pm

1 stop16h 48m

Punta Cana

lun. 2/2

4:09 pm-9:36 am

2 stops18h 27m

$306

RoanokeSaint Thomas Island

ROA - STT

ROASTT

Roanoke

mar. 1/13

6:00 am-12:50 pm

1 stop5h 50m

Saint Thomas Island Cyril E King

mié. 1/21

4:00 pm-11:49 pm

1 stop8h 49m

$315

RoanokeGeorge Town

ROA - GCM

ROAGCM

Roanoke

sáb. 12/6

7:04 am-3:09 pm

1 stop8h 05m

George Town Owen Roberts Intl

lun. 12/8

3:45 pm-9:44 am

2 stops17h 59m

$315

RoanokeGeorge Town

ROA - GCM

ROAGCM

Roanoke

dom. 1/18

5:10 pm-11:50 am

2 stops18h 40m

George Town Owen Roberts Intl

sáb. 1/24

3:40 pm-9:36 am

2 stops17h 56m

$315

RoanokeOranjestad

ROA - AUA

ROAAUA

Roanoke

dom. 1/18

5:10 pm-2:42 pm

2 stops20h 32m

Oranjestad Reina Beatrix

sáb. 1/24

5:59 pm-12:09 pm

2 stops19h 10m

$320

RoanokePunta Cana

ROA - PUJ

ROAPUJ

Roanoke

sáb. 11/1

6:20 pm-11:56 am

2 stops17h 36m

Punta Cana

mié. 11/5

5:24 pm-10:54 pm

1 stop6h 30m

$322

RoanokeGeorge Town

ROA - GCM

ROAGCM

Roanoke

mié. 1/7

5:10 pm-11:50 am

2 stops18h 40m

George Town Owen Roberts Intl

mié. 1/14

3:40 pm-1:31 pm

2 stops21h 51m

$328

RoanokeGeorge Town

ROA - GCM

ROAGCM

Roanoke

vie. 11/7

7:50 pm-4:20 pm

2 stops20h 30m

George Town Owen Roberts Intl

mar. 11/11

5:45 pm-11:59 am

2 stops18h 14m

$333

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/20

Showing 1-10 of 32 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 $147). Flying from Roanoke to Caribbean in December is currently the most expensive (average of $381). 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 octubre 22, 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 31% 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 octubre 22, 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
7,981 reviews

Comfort

7.9

Crew

8.5

Boarding

8.2

Overall

7.9

Food

7.3

Entertainment

7.9

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
Delta
7.9
Good
7,981 reviews
Delta
7.9
Good
7,981 reviews

Comfort

7.9

Crew

8.5

Boarding

8.2

Overall

7.9

Food

7.3

Entertainment

7.9

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
United Airlines
7.4
Good
8,990 reviews
Delta
7.9
Good
7,981 reviews

Comfort

7.9

Crew

8.5

Boarding

8.2

Overall

7.9

Food

7.3

Entertainment

7.9

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
American Airlines
7.2
Good
11,028 reviews
Delta
7.9
Good
7,981 reviews

Comfort

7.9

Crew

8.5

Boarding

8.2

Overall

7.9

Food

7.3

Entertainment

7.9

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.

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 $315, United Airlines can have you in Caribbean from Roanoke in 5h 50m. 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?

    The most popular route from Roanoke to Caribbean is Roanoke - San Juan Luis Munoz Marin Intl. You may also consider Roanoke - Punta Cana or Roanoke - Montego Bay Sangster 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 $147). Flying from Roanoke to Caribbean in December is currently the most expensive (average of $381). 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 octubre 22, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$290Average$657FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$301Average$587FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$387Average$664FlexibilityNo cancel feeOn-time69%

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