$84+ Cheap flights from Washington, D.C. (WAS) 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 12/10. Fares are subject to change and may not be available on all flights or dates of travel.
WAS — SJU
Oct 14 — Oct 211
Round-trip
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
Find cheap flights from Washington, D.C. 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 Washington, D.C. to Caribbean
Cheapest
Best
Last-minute
One-way
Cheapest flights from Washington, D.C. to CaribbeanExplore the most affordable flight options available from Washington, D.C. to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 14, 2026.
Explore the most affordable flight options available from Washington, D.C. to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 14, 2026.
This Priceline deal was found by Cheapflights users on 9/12. 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 11/139:52 pm -
1 stop27h 58m
Fri 11/206:00 am -
Nonstop4h 12m
Deal found 9/12![Frontier logo]()
$219
This JetBlue deal was found by Cheapflights users on 9/12. 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 10/256:00 am -
1 stop7h 04m
Wed 10/284:30 pm -
1 stop6h 54m
Deal found 9/12![JetBlue logo]()
$225
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/175:40 am -
1 stop10h 26m
Fri 10/233:04 am -
1 stop7h 01m
Deal found 9/9![Frontier logo]()
$226
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/1211:09 am -
1 stop11h 29m
Tue 11/173:59 pm -
1 stop9h 23m
Deal found 9/9![Frontier logo]()
$228
This Kiwi.com deal was found by Cheapflights users on 9/11. 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 10/159:21 pm -
Nonstop3h 56m
Tue 10/2010:39 am -
1 stop7h 41m
Deal found 9/11![Frontier logo]()
$232
This Kiwi.com deal was found by Cheapflights users on 9/11. 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.
Mon 11/99:52 pm -
1 stop11h 23m
Thu 11/121:56 pm -
Nonstop4h 17m
Deal found 9/11![Frontier logo]()
$233
This CheapOair deal was found by Cheapflights users on 9/11. 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.
Thu 10/19:21 pm -
Nonstop3h 54m
Sun 10/44:30 pm -
Nonstop3h 56m
Deal found 9/11![Frontier logo]()
$235
This Super.com 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/89:21 pm -
Nonstop3h 56m
Wed 10/147:20 am -
1 stop7h 00m
Deal found 9/14![Frontier logo]()
$236
This Priceline deal was found by Cheapflights users on 9/13. 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 10/209:21 pm -
Nonstop3h 56m
Mon 10/267:44 pm -
1 stop18h 24m
Deal found 9/13![Frontier logo]()
$237
This Priceline deal was found by Cheapflights users on 9/13. 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 10/89:21 pm -
Nonstop3h 56m
Fri 10/167:44 pm -
1 stop12h 36m
Deal found 9/13![Frontier logo]()
$238
This Priceline deal was found by Cheapflights users on 9/13. 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 10/89:21 pm -
Nonstop3h 56m
Mon 10/123:00 am -
1 stop11h 20m
Deal found 9/13![Frontier logo]()
$239
This FlightHub 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/159:21 pm -
Nonstop3h 56m
Mon 10/197:44 pm -
1 stop12h 36m
Deal found 9/14![Frontier logo]()
$240
Best flights from Washington, D.C. to CaribbeanDiscover carefully curated flight deals from Washington, D.C. to Caribbean that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 14, 2026.
Discover carefully curated flight deals from Washington, D.C. to Caribbean that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 14, 2026.
This JetBlue deal was found by Cheapflights users on 9/11. 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 10/286:10 am -
1 stop6h 54m
Sat 11/71:30 pm -
Nonstop3h 53m
Deal found 9/11![JetBlue logo]()
$271
This Southwest deal was found by Cheapflights users on 9/11. 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.
Sun 12/63:25 pm -
1 stop7h 05m
Thu 12/105:50 pm -
1 stop6h 05m
Deal found 9/11![Southwest logo]()
$306
This United Airlines deal was found by Cheapflights users on 9/12. 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 9/265:30 pm -
1 stop6h 20m
Sat 10/34:55 pm -
Nonstop3h 52m
Deal found 9/12![United Airlines logo]()
$362
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 1/206:10 am -
1 stop6h 55m
Sat 1/237:00 am -
1 stop11h 30m
Deal found 9/9![Delta logo]()
$424
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.
Thu 11/51:16 am -
1 stop16h 24m
Wed 11/111:17 pm -
1 stop14h 58m
Deal found 9/9![Copa Airlines logo]()
$476
This JetBlue deal was found by Cheapflights users on 9/13. 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.
Fri 12/411:20 am -
1 stop7h 07m
Sun 12/67:00 am -
1 stop7h 45m
Deal found 9/13![JetBlue logo]()
$296
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/123:25 pm -
1 stop7h 05m
Fri 11/136:05 am -
2 stops10h 40m
Deal found 9/9![Southwest logo]()
$319
This JetBlue deal was found by Cheapflights users on 9/13. 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 11/58:00 am -
Nonstop3h 52m
Thu 11/195:01 am -
1 stop8h 09m
Deal found 9/13![JetBlue logo]()
$299
This United Airlines deal was found by Cheapflights users on 9/12. 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 9/269:09 am -
2 stops14h 41m
Mon 9/281:00 am -
2 stops12h 58m
Deal found 9/12![United Airlines logo]()
$364
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/207:00 pm -
Nonstop4h 10m
Fri 10/305:30 am -
Nonstop4h 10m
Deal found 9/10![Southwest logo]()
$335
This United Airlines deal was found by Cheapflights users on 9/13. 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 1/36:05 am -
1 stop6h 06m
Thu 1/148:25 am -
1 stop9h 58m
Deal found 9/13![United Airlines logo]()
$366
This Southwest deal was found by Cheapflights users on 9/12. 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 10/176:05 pm -
Nonstop4h 10m
Tue 10/205:50 am -
Nonstop4h 10m
Deal found 9/12![Southwest logo]()
$355
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.
Thu 10/18:40 am -
Nonstop3h 54m
Wed 10/72:55 pm -
1 stop9h 35m
Deal found 9/9![United Airlines logo]()
$377
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/76:10 am -
1 stop6h 55m
Wed 1/133:55 pm -
1 stop9h 25m
Deal found 9/9![Delta logo]()
$471
This JetBlue deal was found by Cheapflights users on 9/12. 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.
Sat 11/75:16 pm -
Nonstop3h 51m
Mon 11/161:30 pm -
Nonstop3h 53m
Deal found 9/12![JetBlue logo]()
$396
This Southwest deal was found by Cheapflights users on 9/13. 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 10/297:00 am -
2 stops9h 45m
Mon 11/24:00 pm -
2 stops9h 30m
Deal found 9/13![Southwest logo]()
$364
This Copa Airlines 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/161:16 am -
1 stop10h 02m
Thu 12/1012:18 pm -
1 stop11h 14m
Deal found 9/10![Copa Airlines logo]()
$488
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/36:00 am -
1 stop7h 40m
Tue 2/94:55 pm -
1 stop8h 43m
Deal found 9/10![United Airlines logo]()
$380
This Southwest deal was found by Cheapflights users on 9/11. 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.
Wed 11/42:35 pm -
2 stops9h 15m
Tue 11/106:10 am -
2 stops8h 30m
Deal found 9/11![Southwest logo]()
$364
This Copa Airlines 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/64:34 pm -
1 stop19h 43m
Tue 11/1012:17 pm -
1 stop14h 58m
Deal found 9/10![Copa Airlines logo]()
$488
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/27:00 am -
1 stop7h 40m
Tue 11/33:55 pm -
1 stop9h 36m
Deal found 9/10![Delta logo]()
$510
This United Airlines deal was found by Cheapflights users on 9/12. 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.
Mon 10/126:00 am -
1 stop7h 45m
Sat 10/171:00 am -
1 stop6h 49m
Deal found 9/12![United Airlines logo]()
$391
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/97:00 am -
2 stops9h 00m
Wed 11/115:40 am -
2 stops9h 00m
Deal found 9/10![Southwest logo]()
$364
This Copa Airlines deal was found by Cheapflights users on 9/13. 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 10/134:34 pm -
1 stop19h 43m
Sun 10/1812:22 pm -
1 stop14h 58m
Deal found 9/13![Copa Airlines logo]()
$488
This Southwest deal was found by Cheapflights users on 9/12. 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 11/63:10 pm -
1 stop6h 50m
Mon 11/96:05 am -
2 stops11h 45m
Deal found 9/12![Southwest logo]()
$364
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/36:00 am -
1 stop6h 51m
Wed 11/183:28 pm -
1 stop8h 07m
Deal found 9/10![Delta logo]()
$540
This Copa Airlines 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/141:19 am -
1 stop15h 12m
Sun 2/212:47 pm -
1 stop13h 29m
Deal found 9/10![Copa Airlines logo]()
$492
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/1711:55 am -
2 stops11h 55m
Mon 10/191:00 am -
2 stops12h 58m
Deal found 9/10![United Airlines logo]()
$414
This JetBlue deal was found by Cheapflights users on 9/13. 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 1/286:00 am -
1 stop6h 21m
Mon 2/13:00 pm -
1 stop7h 17m
Deal found 9/13![JetBlue logo]()
$527
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/2512:55 pm -
1 stop7h 10m
Tue 9/298:20 am -
1 stop7h 45m
Deal found 9/9![Southwest logo]()
$366
Last-minute flights from Washington, D.C. to CaribbeanDiscover last-minute flight deals from Washington, D.C. to Caribbean. Data last updated September 14, 2026 and is based on user searches.
Discover last-minute flight deals from Washington, D.C. to Caribbean. Data last updated September 14, 2026 and is based on user searches.
This CheapOair deal was found by Cheapflights users on 9/11. 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.
Thu 10/19:21 pm -
Nonstop3h 54m
Sun 10/44:30 pm -
Nonstop3h 56m
Deal found 9/11![Frontier logo]()
$235
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.
Tue 10/69:21 pm -
Nonstop3h 54m
Tue 10/1310:39 am -
1 stop27h 41m
Deal found 9/10![Frontier logo]()
$243
This Super.com 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/89:21 pm -
Nonstop3h 56m
Wed 10/147:20 am -
1 stop7h 00m
Deal found 9/14![Frontier logo]()
$236
This Priceline deal was found by Cheapflights users on 9/13. 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 10/89:21 pm -
Nonstop3h 56m
Fri 10/167:44 pm -
1 stop12h 36m
Deal found 9/13![Frontier logo]()
$238
This Priceline deal was found by Cheapflights users on 9/13. 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 10/89:21 pm -
Nonstop3h 56m
Mon 10/123:00 am -
1 stop11h 20m
Deal found 9/13![Frontier logo]()
$239
This JetBlue deal was found by Cheapflights users on 9/11. 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 10/118:00 am -
1 stop7h 23m
Tue 10/139:00 am -
1 stop5h 58m
Deal found 9/11![JetBlue logo]()
$242
This Kiwi.com deal was found by Cheapflights users on 9/13. 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 10/139:12 pm -
2 stops19h 14m
Tue 10/206:42 pm -
1 stop13h 38m
Deal found 9/13![Frontier logo]()
$241
This Kiwi.com deal was found by Cheapflights users on 9/11. 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 10/159:21 pm -
Nonstop3h 56m
Tue 10/2010:39 am -
1 stop7h 41m
Deal found 9/11![Frontier logo]()
$232
This FlightHub 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/159:21 pm -
Nonstop3h 56m
Mon 10/197:44 pm -
1 stop12h 36m
Deal found 9/14![Frontier logo]()
$240
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/175:40 am -
1 stop10h 26m
Fri 10/233:04 am -
1 stop7h 01m
Deal found 9/9![Frontier logo]()
$226
This Priceline deal was found by Cheapflights users on 9/13. 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 10/209:21 pm -
Nonstop3h 56m
Mon 10/267:44 pm -
1 stop18h 24m
Deal found 9/13![Frontier logo]()
$237
This JetBlue deal was found by Cheapflights users on 9/12. 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 10/256:00 am -
1 stop7h 04m
Wed 10/284:30 pm -
1 stop6h 54m
Deal found 9/12![JetBlue logo]()
$225
One-way flights from Washington, D.C. to CaribbeanSearch for one-way flight options from Washington, D.C. to Caribbean. Find affordable one-way fares based on user searches. Data last updated September 14, 2026.
Search for one-way flight options from Washington, D.C. to Caribbean. Find affordable one-way fares based on user searches. Data last updated September 14, 2026.
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/107:35 pm -
Nonstop3h 50m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![Frontier logo]()
$84
This eDestinos 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/109:52 pm -
1 stop11h 26m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/10![Frontier logo]()
$85
This Super.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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/199:52 pm -
1 stop11h 26m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/10![Frontier logo]()
$92
This JetBlue deal was found by Cheapflights users on 9/11. 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 11/103:40 pm -
1 stop6h 25m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/11![JetBlue logo]()
$99
This CheapOair deal was found by Cheapflights users on 9/11. 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.
Thu 10/19:21 pm -
Nonstop3h 54m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/11![Frontier logo]()
$101
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 10/135:40 am -
1 stop10h 26m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![Frontier logo]()
$102
This Super.com deal was found by Cheapflights users on 9/13. 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.
Sat 11/79:52 pm -
1 stop11h 23m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/13![Frontier logo]()
$103
This JetBlue deal was found by Cheapflights users on 9/11. 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 12/83:25 pm -
1 stop7h 03m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/11![JetBlue logo]()
$104
This Kiwi.com deal was found by Cheapflights users on 9/12. 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 11/1010:45 am -
1 stop13h 14m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/12![Frontier logo]()
$105
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/48:20 pm -
1 stop15h 00m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/10![American Airlines logo]()
$108
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.
Sat 11/79:06 pm -
1 stop18h 23m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/10![Frontier logo]()
$129
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
Find flight deals from Washington, D.C. to Caribbean
Keep the following information in mind while searching for Washington, D.C. to Caribbean flight deals. Data was last updated September 14, 2026.
Round-trip from | $219 (Priceline) |
|---|---|
One-way from | $84 (Frontier) |
Popular in | June |
Cheapest in | February |
Average price | $367 |
Good round-trip deal | $302 or less |
Good one-way deal | $148 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Washington, D.C. 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 14, 2026.
Use the filters below to find and compare flights from Washington, D.C. to Caribbean that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
BaltimoreSan Juan
BWI Baltimore/Washington - SJU San Juan Luis Munoz Marin Intl
BWISJU
Baltimore/Washington
Tue 12/8
3:25 pm-11:28 pm
1 stop7h 03m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$104
BaltimoreSan Juan
BWI Baltimore/Washington - SJU San Juan Luis Munoz Marin Intl
BWISJU
Baltimore/Washington
Tue 10/6
7:19 am-3:23 pm
1 stop8h 04m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$116
BaltimoreSan Juan
BWI Baltimore/Washington - SJU San Juan Luis Munoz Marin Intl
BWISJU
Baltimore/Washington
Sun 10/11
8:00 am-3:23 pm
1 stop7h 23m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$124
BaltimoreMontego Bay
BWI Baltimore/Washington - MBJ Montego Bay Sangster Intl
BWIMBJ
Baltimore/Washington
Sun 11/15
6:10 am-2:57 pm
1 stop8h 47m
Montego Bay Sangster Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$142
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-12:25 am
1 stop6h 50m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$153
Washington, D.C.Oranjestad
IAD Washington, D.C. Dulles Intl - AUA Oranjestad Reina Beatrix
IADAUA
Washington, D.C. Dulles Intl
Fri 12/4
4:30 pm-4:30 pm
1 stop23h 00m
Oranjestad Reina Beatrix
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$155
Washington, D.C.Oranjestad
IAD Washington, D.C. Dulles Intl - AUA Oranjestad Reina Beatrix
IADAUA
Washington, D.C. Dulles Intl
Wed 12/9
5:37 pm-4:30 pm
2 stops21h 53m
Oranjestad Reina Beatrix
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$160
Washington, D.C.San Juan
DCA Washington, D.C. Reagan-National - SJU San Juan Luis Munoz Marin Intl
DCASJU
Washington, D.C. Reagan-National
Sun 12/6
1:35 pm-12:55 am
2 stops10h 20m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$162
Washington, D.C.San Juan
DCA Washington, D.C. Reagan-National - SJU San Juan Luis Munoz Marin Intl
DCASJU
Washington, D.C. Reagan-National
Sat 10/10
6:00 am-1:27 pm
1 stop7h 27m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$164
BaltimoreSan Juan
BWI Baltimore/Washington - SJU San Juan Luis Munoz Marin Intl
BWISJU
Baltimore/Washington
Sat 10/24
6:05 pm-10:15 pm
Nonstop4h 10m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$168
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Washington, D.C. to Caribbean
Have a flexible travel schedule? Discover the best time to fly to Caribbean from Washington, D.C. with our price prediction graph.
BWI-SJU
DCA-SJU
IAD-SJU
IAD-AUA
IAD-MBJ
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 Washington, D.C. to Caribbean
WAS-0CB
BWI-SJU
DCA-SJU
IAD-SJU
IAD-AUA
What is the cheapest month to book a flight from Washington, D.C. to Caribbean?
Currently, January is the cheapest month in which you can book a flight from Washington, D.C. to Caribbean (average of $469). Flying from Washington, D.C. to Caribbean in July is currently the most expensive (average of $599). 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 WAS to CB?
Find hourly flight availability from Washington, D.C. 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 14, 2026.
One of the essential ways to save on airfare from Washington, D.C. to Caribbean is to remain as flexible as possible. Flights that are in the morning tend to be the most expensive. A flight in the afternoon could potentially save you up to 30% on airfare.
Weekly flight availability from Washington, D.C. to Caribbean
Explore weekly flight availability from Washington, D.C. to Caribbean. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated September 14, 2026.
The most flights from WAS to 0CB are scheduled on a Monday (3 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (1 on average).
How far ahead should I book a flight from Washington, D.C. to Caribbean?
The price you pay for your flight from Washington, D.C. to Caribbean may vary depending on when you book. For the best chance of a lower fare, look to book 60 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
What is the cheapest day to fly from Washington, D.C. to Caribbean?
Use this chart to determine the cheapest time to fly round-trip from Washington, D.C. to Caribbean. Price data was last updated on September 12, 2026.
Travelers seeking maximum savings on their Washington, D.C. to Caribbean flight should consider departing on Wednesday at noon when fares are most often at their lowest. Friday at noon flights should be avoided if possible as fares are typically the most expensive at this time.
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 14, 2026.
Read through reviews of airlines operating flights from Washington, D.C. to Caribbean, such as Southwest,United Airlines, andAmerican Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Food
7.0
Overall
8.0
Crew
8.6
Boarding
8.1
Comfort
8.0
Entertainment
7.5
Reviews
1 / 20
4.0
OkaySteven,Sep 2026
OGG - HNL
Food
7.0
Overall
8.0
Crew
8.6
Boarding
8.1
Comfort
8.0
Entertainment
7.5
Reviews
1 / 20
4.0
OkaySteven,Sep 2026
OGG - HNL
Food
7.0
Overall
8.0
Crew
8.6
Boarding
8.1
Comfort
8.0
Entertainment
7.5
Reviews
1 / 20
4.0
OkaySteven,Sep 2026
OGG - HNL
Food
7.0
Overall
8.0
Crew
8.6
Boarding
8.1
Comfort
8.0
Entertainment
7.5
Reviews
1 / 20
4.0
OkaySteven,Sep 2026
OGG - HNL
Food
7.0
Overall
8.0
Crew
8.6
Boarding
8.1
Comfort
8.0
Entertainment
7.5
Reviews
1 / 20
4.0
OkaySteven,Sep 2026
OGG - HNL
Food
7.0
Overall
8.0
Crew
8.6
Boarding
8.1
Comfort
8.0
Entertainment
7.5
Reviews
1 / 20
4.0
OkaySteven,Sep 2026
OGG - HNL
Related info for your journey
Find useful and relevant information for your journey from Washington, D.C. 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.
Alternative routes
Complete your trip
Flights by cabin class
Other flight options
Popular flights
Top countries
Top destinations
Alternative routes for Washington, D.C. 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 Washington, D.C. to Caribbean by cabin class
Find flights from Washington, D.C. to Caribbean, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Washington, D.C. and Caribbean flights
Browse other Washington, D.C. and Caribbean flight options. Last updated on September 14, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Fly to Caribbean countries
Consider these flights traveling to countries located in Caribbean.
Washington, D.C. to Caribbean flights
Consider these flights traveling from Washington, D.C. to Caribbean.
Top 9 airlines flying from Washington, D.C. to Caribbean
Discover the top 9 airlines that operate flights from Washington, D.C. 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 14, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$89 | Average$497 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$135 | Average$600 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$146 | Average$520 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$167 | Average$530 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$172 | Average$609 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$225 | Average$605 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$237 | Average$626 | FlexibilityNo cancel fee | On-time70% | |
| Cheapest$250 | Average$471 | FlexibilityNo cancel fee | On-time67% | |
| Cheapest$299 | Average$658 | FlexibilityNo cancel fee | On-time63% |