$109+ Cheap flights from Virginia to Caribbean
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 12/6. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — SJU
Oct 10 — Oct 171
Round-trip
1 adult, Economy
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Find cheap flights from Virginia to Caribbean with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Virginia to Caribbean
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Cheapest flights from Virginia to CaribbeanExplore the most affordable flight options available from Virginia to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 10, 2026.
Explore the most affordable flight options available from Virginia to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 10, 2026.
This eDestinos deal was found by Cheapflights users on 9/6. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/39:35 pm -
1 stop12h 00m
Tue 10/610:42 am -
1 stop5h 49m
Deal found 9/6![Frontier logo]()
$210
This Priceline deal was found by Cheapflights users on 9/6. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/3012:58 pm -
1 stop12h 01m
Sat 11/77:23 am -
1 stop10h 08m
Deal found 9/6![Frontier logo]()
$212
This Kiwi.com deal was found by Cheapflights users on 9/6. 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.
Wed 11/114:20 pm -
1 stop7h 39m
Tue 11/1712:59 am -
2 stops15h 24m
Deal found 9/6![Frontier logo]()
$213
This Super.com deal was found by Cheapflights users on 9/8. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/2910:07 am -
1 stop15h 45m
Tue 10/610:42 am -
1 stop5h 49m
Deal found 9/8![Frontier logo]()
$214
This FlightHub deal was found by Cheapflights users on 9/5. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/11:19 pm -
1 stop10h 40m
Thu 11/53:55 am -
1 stop6h 22m
Deal found 9/5![Frontier logo]()
$215
This Kiwi.com deal was found by Cheapflights users on 9/6. 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 10/181:16 pm -
1 stop26h 50m
Fri 10/235:11 pm -
1 stop7h 17m
Deal found 9/6![Frontier logo]()
$216
This Frontier deal was found by Cheapflights users on 9/6. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/94:05 pm -
1 stop6h 47m
Sun 12/138:05 am -
Nonstop3h 50m
Deal found 9/6![Frontier logo]()
$217
This Priceline deal was found by Cheapflights users on 9/6. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/73:55 pm -
1 stop8h 04m
Sat 11/147:15 am -
1 stop14h 43m
Deal found 9/6![Frontier logo]()
$218
This Priceline deal was found by Cheapflights users on 9/6. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/19:35 pm -
1 stop16h 43m
Sun 10/43:55 pm -
1 stop17h 23m
Deal found 9/6![Frontier logo]()
$219
This FlightHub deal was found by Cheapflights users on 9/7. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/19:35 pm -
1 stop28h 17m
Wed 10/73:08 am -
1 stop15h 05m
Deal found 9/7![Frontier logo]()
$220
This Kiwi.com deal was found by Cheapflights users on 9/10. 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.
Wed 9/3010:07 am -
1 stop15h 45m
Thu 10/811:54 am -
1 stop6h 19m
Deal found 9/10![Frontier logo]()
$221
This CheapOair deal was found by Cheapflights users on 9/9. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/149:30 pm -
1 stop11h 48m
Mon 10/197:44 pm -
1 stop13h 33m
Deal found 9/9![Frontier logo]()
$222
Best flights from Virginia to CaribbeanDiscover carefully curated flight deals from Virginia to Caribbean that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 10, 2026.
Discover carefully curated flight deals from Virginia to Caribbean that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 10, 2026.
This JetBlue deal was found by Cheapflights users on 9/7. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/148:00 am -
Nonstop3h 51m
Wed 10/215:50 pm -
Nonstop3h 51m
Deal found 9/7![JetBlue logo]()
$317
This Southwest deal was found by Cheapflights users on 9/8. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/177:25 am -
1 stop6h 50m
Wed 10/215:05 am -
2 stops8h 00m
Deal found 9/8![Southwest logo]()
$326
This United Airlines deal was found by Cheapflights users on 9/7. 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 10/78:40 am -
Nonstop3h 54m
Wed 10/144:55 pm -
Nonstop3h 52m
Deal found 9/7![United Airlines logo]()
$337
This Delta deal was found by Cheapflights users on 9/5. 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.
Sat 12/54:05 pm -
1 stop6h 08m
Thu 12/104:05 pm -
1 stop6h 39m
Deal found 9/5![Delta logo]()
$346
This Copa Airlines deal was found by Cheapflights users on 9/9. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/182:25 am -
1 stop9h 45m
Fri 10/233:46 pm -
1 stop12h 34m
Deal found 9/9![Copa Airlines logo]()
$471
This Avianca deal was found by Cheapflights users on 9/7. 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 Avianca is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/264:00 am -
2 stops12h 00m
Wed 11/411:45 am -
1 stop17h 45m
Deal found 9/7![Avianca logo]()
$623
This Southwest deal was found by Cheapflights users on 9/5. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/76:20 am -
1 stop11h 55m
Thu 11/122:20 pm -
2 stops8h 00m
Deal found 9/5![Southwest logo]()
$329
This United Airlines deal was found by Cheapflights users on 9/9. 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.
Sat 1/303:15 pm -
1 stop8h 21m
Sat 2/62:05 am -
1 stop7h 18m
Deal found 9/9![United Airlines logo]()
$339
This JetBlue deal was found by Cheapflights users on 9/9. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/1012:01 pm -
1 stop8h 19m
Thu 12/176:24 pm -
1 stop6h 00m
Deal found 9/9![JetBlue logo]()
$348
This United Airlines deal was found by Cheapflights users on 9/9. 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 10/218:40 am -
Nonstop3h 54m
Mon 10/261:35 pm -
1 stop8h 50m
Deal found 9/9![United Airlines logo]()
$342
This Delta deal was found by Cheapflights users on 9/8. 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.
Tue 1/1912:40 pm -
1 stop10h 10m
Sat 1/304:35 pm -
Nonstop3h 45m
Deal found 9/8![Delta logo]()
$382
This Southwest deal was found by Cheapflights users on 9/6. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/195:05 pm -
2 stops8h 20m
Sat 10/2410:30 am -
2 stops9h 10m
Deal found 9/6![Southwest logo]()
$365
This United Airlines deal was found by Cheapflights users on 9/9. 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 12/911:54 am -
1 stop8h 06m
Sat 12/122:05 am -
1 stop6h 59m
Deal found 9/9![United Airlines logo]()
$346
This Delta deal was found by Cheapflights users on 9/6. 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 12/244:15 pm -
1 stop6h 05m
Sun 12/276:30 am -
1 stop9h 38m
Deal found 9/6![Delta logo]()
$399
This JetBlue deal was found by Cheapflights users on 9/9. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/26:00 am -
1 stop6h 17m
Sun 12/209:07 am -
1 stop8h 23m
Deal found 9/9![JetBlue logo]()
$401
This Southwest deal was found by Cheapflights users on 9/6. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/221:00 pm -
2 stops9h 05m
Sat 9/265:05 am -
2 stops9h 55m
Deal found 9/6![Southwest logo]()
$366
This United Airlines deal was found by Cheapflights users on 9/5. 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.
Sat 12/55:29 pm -
Nonstop3h 53m
Tue 12/88:05 am -
Nonstop4h 04m
Deal found 9/5![United Airlines logo]()
$363
This JetBlue deal was found by Cheapflights users on 9/10. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/27:08 am -
1 stop5h 58m
Tue 11/173:05 pm -
1 stop7h 10m
Deal found 9/10![JetBlue logo]()
$402
This Copa Airlines deal was found by Cheapflights users on 9/7. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/101:16 am -
1 stop10h 02m
Sat 11/1412:17 pm -
1 stop14h 58m
Deal found 9/7![Copa Airlines logo]()
$488
This Southwest deal was found by Cheapflights users on 9/7. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/273:25 pm -
1 stop7h 05m
Mon 12/75:40 am -
1 stop6h 10m
Deal found 9/7![Southwest logo]()
$385
This JetBlue deal was found by Cheapflights users on 9/7. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 1/1911:38 am -
Nonstop3h 27m
Sat 1/308:20 am -
Nonstop3h 44m
Deal found 9/7![JetBlue logo]()
$403
This Copa Airlines deal was found by Cheapflights users on 9/9. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/71:16 am -
1 stop11h 47m
Fri 11/1312:43 pm -
1 stop15h 32m
Deal found 9/9![Copa Airlines logo]()
$492
This Delta deal was found by Cheapflights users on 9/6. 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.
Tue 12/225:30 am -
1 stop6h 30m
Wed 12/307:30 am -
1 stop8h 38m
Deal found 9/6![Delta logo]()
$448
This United Airlines deal was found by Cheapflights users on 9/9. 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.
Sun 1/173:15 pm -
1 stop8h 21m
Sat 1/232:05 am -
1 stop7h 18m
Deal found 9/9![United Airlines logo]()
$377
This Southwest deal was found by Cheapflights users on 9/6. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/121:55 pm -
2 stops10h 00m
Sat 11/148:45 am -
2 stops10h 45m
Deal found 9/6![Southwest logo]()
$394
This Copa Airlines deal was found by Cheapflights users on 9/7. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/104:34 pm -
1 stop9h 42m
Wed 10/146:41 pm -
1 stop9h 39m
Deal found 9/7![Copa Airlines logo]()
$492
This JetBlue deal was found by Cheapflights users on 9/9. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 1/108:15 am -
Nonstop3h 53m
Wed 1/136:35 pm -
Nonstop4h 02m
Deal found 9/9![JetBlue logo]()
$422
This Copa Airlines deal was found by Cheapflights users on 9/9. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/174:34 pm -
1 stop9h 42m
Sat 10/245:41 am -
1 stop22h 39m
Deal found 9/9![Copa Airlines logo]()
$492
This Southwest deal was found by Cheapflights users on 9/5. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/271:55 pm -
2 stops10h 00m
Wed 12/910:45 am -
2 stops7h 55m
Deal found 9/5![Southwest logo]()
$407
This United Airlines deal was found by Cheapflights users on 9/5. 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 2/38:22 am -
Nonstop3h 53m
Tue 2/95:50 pm -
Nonstop4h 06m
Deal found 9/5![United Airlines logo]()
$408
Last-minute flights from Virginia to CaribbeanDiscover last-minute flight deals from Virginia to Caribbean. Data last updated September 10, 2026 and is based on user searches.
Discover last-minute flight deals from Virginia to Caribbean. Data last updated September 10, 2026 and is based on user searches.
This Priceline deal was found by Cheapflights users on 9/6. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/266:35 am -
1 stop9h 31m
Tue 9/296:42 pm -
1 stop14h 27m
Deal found 9/6![Frontier logo]()
$223
This Travelocity deal was found by Cheapflights users on 9/7. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/286:35 am -
1 stop8h 47m
Mon 10/57:00 am -
1 stop26h 09m
Deal found 9/7![Frontier logo]()
$217
This Super.com deal was found by Cheapflights users on 9/8. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/2910:07 am -
1 stop15h 45m
Tue 10/610:42 am -
1 stop5h 49m
Deal found 9/8![Frontier logo]()
$214
This Kiwi.com deal was found by Cheapflights users on 9/10. 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.
Wed 9/3010:07 am -
1 stop15h 45m
Thu 10/811:54 am -
1 stop6h 19m
Deal found 9/10![Frontier logo]()
$221
This FlightHub deal was found by Cheapflights users on 9/8. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/19:35 pm -
1 stop16h 43m
Thu 10/87:00 am -
1 stop6h 59m
Deal found 9/8![Frontier logo]()
$215
This Priceline deal was found by Cheapflights users on 9/6. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/19:35 pm -
1 stop16h 43m
Sun 10/43:55 pm -
1 stop17h 23m
Deal found 9/6![Frontier logo]()
$219
This eDestinos deal was found by Cheapflights users on 9/6. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/39:35 pm -
1 stop12h 00m
Tue 10/610:42 am -
1 stop5h 49m
Deal found 9/6![Frontier logo]()
$210
This Priceline deal was found by Cheapflights users on 9/9. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/92:07 pm -
1 stop9h 50m
Fri 10/163:55 pm -
1 stop18h 22m
Deal found 9/9![Frontier logo]()
$292
This CheapOair deal was found by Cheapflights users on 9/9. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/149:30 pm -
1 stop11h 48m
Mon 10/197:44 pm -
1 stop13h 33m
Deal found 9/9![Frontier logo]()
$222
This CheapOair deal was found by Cheapflights users on 9/10. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/169:30 pm -
1 stop11h 48m
Thu 10/227:00 am -
1 stop6h 59m
Deal found 9/10![Frontier logo]()
$224
This Kiwi.com deal was found by Cheapflights users on 9/6. 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 10/181:16 pm -
1 stop26h 50m
Fri 10/235:11 pm -
1 stop7h 17m
Deal found 9/6![Frontier logo]()
$216
This Priceline deal was found by Cheapflights users on 9/6. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/3012:58 pm -
1 stop12h 01m
Sat 11/77:23 am -
1 stop10h 08m
Deal found 9/6![Frontier logo]()
$212
One-way flights from Virginia to CaribbeanSearch for one-way flight options from Virginia to Caribbean. Find affordable one-way fares based on user searches. Data last updated September 10, 2026.
Search for one-way flight options from Virginia to Caribbean. Find affordable one-way fares based on user searches. Data last updated September 10, 2026.
This Kiwi.com deal was found by Cheapflights users on 9/8. 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 12/611:52 am -
Nonstop3h 29m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/8![Frontier logo]()
$109
This Expedia deal was found by Cheapflights users on 9/7. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/109:30 pm -
1 stop11h 48m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/7![Frontier logo]()
$110
This Kiwi.com deal was found by Cheapflights users on 9/8. 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 11/81:19 pm -
1 stop10h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/8![Frontier logo]()
$113
This Priceline deal was found by Cheapflights users on 9/8. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/79:35 pm -
1 stop17h 01m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/8![Frontier logo]()
$115
This Kiwi.com deal was found by Cheapflights users on 9/8. 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.
Tue 10/610:07 am -
1 stop15h 45m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/8![Frontier logo]()
$117
This Frontier deal was found by Cheapflights users on 9/8. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/309:35 pm -
1 stop12h 00m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/8![Frontier logo]()
$118
This eDestinos deal was found by Cheapflights users on 9/5. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/249:35 pm -
1 stop25h 38m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/5![Frontier logo]()
$121
This Kiwi.com deal was found by Cheapflights users on 9/9. 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.
Fri 10/3012:58 pm -
2 stops27h 18m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![Frontier logo]()
$122
This Priceline deal was found by Cheapflights users on 9/9. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/1512:05 pm -
1 stop22h 08m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![Frontier logo]()
$123
This Kiwi.com deal was found by Cheapflights users on 9/7. 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.
Sat 10/317:52 am -
1 stop15h 52m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/7![Frontier logo]()
$137
This Orbitz deal was found by Cheapflights users on 9/9. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/266:50 am -
1 stop7h 28m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![Frontier logo]()
$137
This Kiwi.com deal was found by Cheapflights users on 9/8. 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.
Sat 10/106:08 pm -
1 stop19h 23m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/8![Frontier logo]()
$138
Find flight deals from Virginia to Caribbean
Keep the following information in mind while searching for Virginia to Caribbean flight deals. Data was last updated September 10, 2026.
Round-trip from | $210 (eDestinos) |
|---|---|
One-way from | $109 (Kiwi.com) |
Popular in | December |
Cheapest in | September |
Average price | $310 |
Good round-trip deal | $298 or less |
Good one-way deal | $134 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Virginia 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 7,457,451 searches. Data last updated September 10, 2026.
Use the filters below to find and compare flights from Virginia to Caribbean that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
RaleighSan Juan
RDU Raleigh-Durham - SJU San Juan Luis Munoz Marin Intl
RDUSJU
Raleigh-Durham
Thu 9/24
9:35 pm-11:13 pm
1 stop25h 38m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$121
RaleighSan Juan
RDU Raleigh-Durham - SJU San Juan Luis Munoz Marin Intl
RDUSJU
Raleigh-Durham
Fri 10/30
9:30 pm-11:44 pm
2 stops26h 14m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$128
Washington, D.C.San Juan
DCA Washington, D.C. Reagan-National - SJU San Juan Luis Munoz Marin Intl
DCASJU
Washington, D.C. Reagan-National
Mon 10/5
5:35 pm-1:25 am
1 stop7h 50m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$143
RaleighSan Juan
RDU Raleigh-Durham - SJU San Juan Luis Munoz Marin Intl
RDUSJU
Raleigh-Durham
Fri 9/25
9:01 pm-4:06 pm
2 stops19h 05m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$150
Washington, D.C.Oranjestad
DCA Washington, D.C. Reagan-National - AUA Oranjestad Reina Beatrix
DCAAUA
Washington, D.C. Reagan-National
Wed 12/9
6:59 am-4:30 pm
1 stop8h 31m
Oranjestad Reina Beatrix
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$152
Washington, D.C.Oranjestad
DCA Washington, D.C. Reagan-National - AUA Oranjestad Reina Beatrix
DCAAUA
Washington, D.C. Reagan-National
Fri 12/4
6:55 pm-4:30 pm
1 stop20h 35m
Oranjestad Reina Beatrix
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$152
Washington, D.C.Oranjestad
IAD Washington, D.C. Dulles Intl - AUA Oranjestad Reina Beatrix
IADAUA
Washington, D.C. Dulles Intl
Fri 12/4
5:37 pm-4:30 pm
2 stops21h 53m
Oranjestad Reina Beatrix
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$157
Washington, D.C.Montego Bay
IAD Washington, D.C. Dulles Intl - MBJ Montego Bay Sangster Intl
IADMBJ
Washington, D.C. Dulles Intl
Mon 10/12
7:50 am-2:33 pm
1 stop7h 43m
Montego Bay Sangster Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$158
Washington, D.C.Montego Bay
IAD Washington, D.C. Dulles Intl - MBJ Montego Bay Sangster Intl
IADMBJ
Washington, D.C. Dulles Intl
Mon 9/28
7:50 am-2:27 pm
1 stop7h 37m
Montego Bay Sangster Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$161
Washington, D.C.San Juan
DCA Washington, D.C. Reagan-National - SJU San Juan Luis Munoz Marin Intl
DCASJU
Washington, D.C. Reagan-National
Wed 11/4
1:00 pm-12:45 am
2 stops10h 45m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$162
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Virginia to Caribbean
Have a flexible travel schedule? Discover the best time to fly to Caribbean from Virginia with our price prediction graph.
RDU-SJU
DCA-SJU
DCA-AUA
IAD-SJU
IAD-AUA
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 Virginia to Caribbean
USVA-0CB
RDU-SJU
DCA-SJU
DCA-AUA
IAD-SJU
What is the cheapest month to book a flight from Virginia to Caribbean?
Currently, January is the cheapest month in which you can book a flight from Virginia to Caribbean (average of $452). Flying from Virginia to Caribbean in December is currently the most expensive (average of $615). 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 VA to CB?
Find hourly flight availability from Virginia 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 10, 2026.
Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Virginia to Caribbean as you normally would.
How far ahead should I book a flight from Virginia to Caribbean?
The price you pay for your flight from Virginia to Caribbean may vary depending on when you book. For the best chance of a lower fare, look to book 61 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
Related info for your journey
Find useful and relevant information for your journey from Virginia to Caribbean. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
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Alternative routes for Virginia to Caribbean
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Caribbean by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Virginia to Caribbean by cabin class
Find flights from Virginia to Caribbean, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Virginia and Caribbean flights
Browse other Virginia and Caribbean flight options. Last updated on September 10, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Find a return flight route from Caribbean
Find the right flight back to Virginia after your stay in Caribbean
Fly to Caribbean countries
Consider these flights traveling to countries located in Caribbean.
Virginia to Caribbean flights
Consider these flights traveling from Virginia to Caribbean.
Top 7 airlines flying from Virginia to Caribbean
Discover the top 7 airlines that operate flights from Virginia 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 7,457,451 searches. Data last updated September 10, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$96 | Average$360 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$112 | Average$525 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$177 | Average$536 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$212 | Average$544 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$212 | Average$612 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$245 | Average$622 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$646 | Average$646 | FlexibilityNo cancel fee | On-time75% |