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$163+ 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 11/18. Fares are subject to change and may not be available on all flights or dates of travel.
ROA — SJU
Oct 16 — Oct 231
Thu 10/16
Thu 10/23
1 adult, Economy
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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 September 16, 2025.

Round-trip from

$300
(American Airlines)

One-way from

$163
(United Airlines)

Popular in

July

Cheapest in

January

Average price

$435
From Roanoke to Caribbean
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One-way flight from Roanoke to Caribbean
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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

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 September 16, 2025.

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 9/14. 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.
Fri 12/57:00 amROA - SJU
1 stop9h 03mAmerican Airlines
Mon 12/85:56 pmSJU - ROA
1 stop16h 48mAmerican Airlines
Deal found 9/14$360
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.
Sat 11/16:20 pmROA - MBJ
2 stops16h 52mAmerican Airlines
Tue 11/41:50 pmMBJ - ROA
1 stop6h 45mAmerican Airlines
Deal found 9/14$393
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.
Fri 11/286:00 pmROA - MBJ
1 stop17h 59mAmerican Airlines
Wed 12/33:48 pmMBJ - ROA
1 stop7h 08mAmerican Airlines
Deal found 9/14$395
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 9/14. 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.
Sat 11/14:10 pmROA - PUJ
2 stops19h 46mAmerican Airlines
Wed 11/55:24 pmPUJ - ROA
1 stop6h 30mAmerican Airlines
Deal found 9/14$404
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 11/59:01 amROA - NAS
2 stops11h 10mAmerican Airlines
Sat 11/84:25 pmNAS - ROA
1 stop6h 26mAmerican Airlines
Deal found 9/15$406
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 10/302:38 pmROA - SJU
1 stop7h 32mAmerican Airlines
Sun 11/28:00 amSJU - ROA
1 stop15h 51mAmerican Airlines
Deal found 9/14$425
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 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 16, 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

Fri 1/16

8:24 am-11:40 pm

1 stop14h 16m

San Juan Luis Munoz Marin Intl

Tue 1/27

6:30 am-8:11 pm

1 stop14h 41m

$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

Mon 12/15

5:03 pm-10:13 am

2 stops17h 10m

Montego Bay Sangster Intl

Fri 1/23

12:30 pm-11:44 pm

2 stops11h 14m

$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

RoanokeMontego Bay

ROA - MBJ

ROAMBJ

Roanoke

Sat 11/1

4:10 pm-10:12 am

2 stops19h 02m

Montego Bay Sangster Intl

Tue 11/4

4:28 pm-9:45 am

2 stops17h 17m

$393

RoanokeMontego Bay

ROA - MBJ

ROAMBJ

Roanoke

Fri 11/28

6:00 pm-11:59 am

1 stop17h 59m

Montego Bay Sangster Intl

Wed 12/3

3:48 pm-10:56 pm

1 stop7h 08m

$395

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-1:20 pm

1 stop16h 20m

Punta Cana

Mon 2/2

6:20 pm-11:44 pm

1 stop6h 24m

$399

RoanokePunta Cana

ROA - PUJ

ROAPUJ

Roanoke

Sat 11/1

4:10 pm-11:56 am

2 stops19h 46m

Punta Cana

Wed 11/5

5:24 pm-10:54 pm

1 stop6h 30m

$404

RoanokeNassau

ROA - NAS

ROANAS

Roanoke

Wed 11/5

12:43 pm-8:11 pm

2 stops7h 28m

Nassau Intl

Sat 11/8

3:17 pm-12:05 am

2 stops8h 48m

$406

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/15

Showing 1-10 of 31 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, September is the cheapest month in which you can book a flight from Roanoke to Caribbean (average of $254). Flying from Roanoke to Caribbean 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 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 September 16, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Roanoke to Caribbean as you normally would.

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 September 16, 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
8.0
Very good
7,957 reviews

Comfort

7.9

Entertainment

7.9

Crew

8.5

Overall

8.0

Boarding

8.2

Food

7.3

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
7,957 reviews
Delta
8.0
Very good
7,957 reviews

Comfort

7.9

Entertainment

7.9

Crew

8.5

Overall

8.0

Boarding

8.2

Food

7.3

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!
United Airlines
7.4
Good
8,924 reviews
Delta
8.0
Very good
7,957 reviews

Comfort

7.9

Entertainment

7.9

Crew

8.5

Overall

8.0

Boarding

8.2

Food

7.3

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
7,957 reviews

Comfort

7.9

Entertainment

7.9

Crew

8.5

Overall

8.0

Boarding

8.2

Food

7.3

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. 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 $501, American Airlines can have you in Caribbean from Roanoke in 7h 30m. There are 861 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 - Oranjestad Reina Beatrix 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, September is the cheapest month in which you can book a flight from Roanoke to Caribbean (average of $254). Flying from Roanoke to Caribbean 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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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 September 16, 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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