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Caribbean Islands

$163+ 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 11/18. Fares are subject to change and may not be available on all flights or dates of travel.
ROA — SJU
Oct 17 — Oct 241
Fri 10/17
Fri 10/24
1 adult, Economy
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Cheap 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 September 17, 2025.

Round-trip from

$235
(American Airlines)

One-way from

$163
(United Airlines)

Popular in

July

Cheapest in

January

Average price

$435
From Roanoke to Caribbean Islands
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One-way flight from Roanoke to Caribbean Islands
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Highest demand for flights based on searches. 10% potential increase in price ($63 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($14 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Find 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 September 17, 2025.

This American Airlines deal was found by Cheapflights users on 9/17. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/156:45 amROA - SJU
1 stop17h 14mAmerican Airlines
Wed 10/225:30 amSJU - ROA
1 stop14h 59mAmerican Airlines
Deal found 9/17$265
This American Airlines deal was found by Cheapflights users on 9/16. 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.
Fri 10/317:30 amROA - PUJ
1 stop5h 45mAmerican Airlines
Fri 11/75:24 pmPUJ - ROA
1 stop16h 06mAmerican Airlines
Deal found 9/16$300
This American Airlines deal was found by Cheapflights users on 9/17. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/16:20 pmROA - PUJ
2 stops17h 36mAmerican Airlines
Wed 11/51:03 pmPUJ - ROA
1 stop11h 56mAmerican Airlines
Deal found 9/17$306
This American Airlines deal was found by Cheapflights users on 9/17. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/16:20 pmROA - NAS
2 stops17h 48mAmerican Airlines
Sat 11/83:00 pmNAS - ROA
1 stop9h 05mAmerican Airlines
Deal found 9/17$317
This American Airlines deal was found by Cheapflights users on 9/15. 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 12/57:00 amROA - SJU
1 stop9h 03mAmerican Airlines
Mon 12/85:56 pmSJU - ROA
1 stop16h 48mAmerican Airlines
Deal found 9/15$360
This American Airlines deal was found by Cheapflights users on 9/17. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/286:00 pmROA - MBJ
1 stop20h 53mAmerican Airlines
Wed 12/32:27 pmMBJ - ROA
1 stop8h 29mAmerican Airlines
Deal found 9/17$367
This American Airlines deal was found by Cheapflights users on 9/16. 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.
Mon 12/155:03 pmROA - MBJ
2 stops17h 10mAmerican Airlines
Fri 1/2312:30 pmMBJ - ROA
2 stops11h 14mAmerican Airlines
Deal found 9/16$379
This American Airlines deal was found by Cheapflights users on 9/16. 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.
Fri 10/245:27 pmROA - PUJ
2 stops19h 20mAmerican Airlines
Mon 10/274:39 pmPUJ - ROA
2 stops19h 39mAmerican Airlines
Deal found 9/16$391
This American Airlines deal was found by Cheapflights users on 9/14. 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 10/306:00 amROA - PUJ
1 stop9h 29mAmerican Airlines
Thu 11/612:51 pmPUJ - ROA
1 stop11h 00mAmerican Airlines
Deal found 9/14$398
This American Airlines deal was found by Cheapflights users on 9/15. 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 11/512:43 pmROA - NAS
2 stops7h 28mAmerican Airlines
Sat 11/83:17 pmNAS - ROA
2 stops8h 48mAmerican Airlines
Deal found 9/15$406
This Kiwi.com deal was found by Cheapflights users on 9/15. 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.
Thu 10/169:20 pmROA - SJU
1 stop26h 09mMultiple Airlines
Sat 10/181:59 amSJU - ROA
2 stops18h 31mMultiple Airlines
Deal found 9/15$445
This American Airlines deal was found by Cheapflights users on 9/16. 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.
Mon 10/208:18 pmROA - GCM
1 stop16h 02mAmerican Airlines
Fri 10/3112:25 pmGCM - ROA
1 stop5h 36mAmerican Airlines
Deal found 9/16$446

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 September 17, 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

Sat 11/1

6:20 pm-11:55 pm

1 stop5h 35m

San Juan Luis Munoz Marin Intl

Mon 11/3

5:59 pm-9:45 am

1 stop16h 46m

$235

RoanokeSan Juan

ROA - SJU

ROASJU

Roanoke

Wed 10/15

6:45 am-11:59 pm

1 stop17h 14m

San Juan Luis Munoz Marin Intl

Wed 10/22

5:30 am-8:29 pm

1 stop14h 59m

$265

RoanokeNassau

ROA - NAS

ROANAS

Roanoke

Sat 11/1

6:20 pm-12:08 pm

2 stops17h 48m

Nassau Intl

Sat 11/8

3:00 pm-12:05 am

1 stop9h 05m

$317

RoanokeSan Juan

ROA - SJU

ROASJU

Roanoke

Fri 12/5

7:00 am-5:03 pm

1 stop9h 03m

San Juan Luis Munoz Marin Intl

Mon 12/8

5:56 pm-9:44 am

1 stop16h 48m

$360

RoanokeSan Juan

ROA - SJU

ROASJU

Roanoke

Thu 10/30

6:00 am-10:10 pm

1 stop16h 10m

San Juan Luis Munoz Marin Intl

Sun 11/2

8:00 am-12:05 am

1 stop17h 05m

$360

RoanokeMontego Bay

ROA - MBJ

ROAMBJ

Roanoke

Fri 11/28

6:00 pm-2:53 pm

1 stop20h 53m

Montego Bay Sangster Intl

Wed 12/3

2:27 pm-10:56 pm

1 stop8h 29m

$367

RoanokeMontego Bay

ROA - MBJ

ROAMBJ

Roanoke

Mon 12/15

5:03 pm-10:13 am

2 stops17h 10m

Montego Bay Sangster Intl

Fri 1/23

1:15 pm-10:25 am

2 stops21h 10m

$379

RoanokePunta Cana

ROA - PUJ

ROAPUJ

Roanoke

Fri 10/24

5:27 pm-12:47 pm

2 stops19h 20m

Punta Cana

Mon 10/27

4:39 pm-12:18 pm

2 stops19h 39m

$391

RoanokePunta Cana

ROA - PUJ

ROAPUJ

Roanoke

Thu 10/30

6:00 am-3:29 pm

1 stop9h 29m

Punta Cana

Thu 11/6

12:51 pm-10:51 pm

1 stop11h 00m

$398

RoanokePunta Cana

ROA - PUJ

ROAPUJ

Roanoke

Mon 1/5

8:00 pm-11:40 am

1 stop14h 40m

Punta Cana

Mon 2/2

4:05 pm-11:44 pm

1 stop8h 39m

$399

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/15

Showing 1-10 of 34 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, September is the cheapest month in which you can book a flight from Roanoke to Caribbean Islands (average of $254). Flying from Roanoke to Caribbean Islands in June is currently the most expensive (average of $339). 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 September 17, 2025.

When flying from Roanoke to Caribbean Islands, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

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 September 17, 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
8.0
Very good
7,961 reviews

Entertainment

7.9

Food

7.3

Overall

8.0

Comfort

7.9

Crew

8.5

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Delta
8.0
Very good
7,961 reviews
Delta
8.0
Very good
7,961 reviews

Entertainment

7.9

Food

7.3

Overall

8.0

Comfort

7.9

Crew

8.5

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,961 reviews

Entertainment

7.9

Food

7.3

Overall

8.0

Comfort

7.9

Crew

8.5

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

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 and Delta can get you from Roanoke to Caribbean Islands in just under 5h 35m. Your travel time can differ by up to 3h 05m. 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 - Oranjestad Reina Beatrix 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, September is the cheapest month in which you can book a flight from Roanoke to Caribbean Islands (average of $254). Flying from Roanoke to Caribbean Islands in June is currently the most expensive (average of $339). 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 September 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$290Average$609FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$301Average$584FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$328Average$622FlexibilityNo cancel feeOn-time69%

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