$109+ Cheap flights from Reagan-National (DCA) 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 10/18. Fares are subject to change and may not be available on all flights or dates of travel.
DCA — SJU
Sep 30 — Oct 71
Round-trip
1 adult, Economy
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Find cheap flights from Reagan-National 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
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Cheapest flights from Reagan-National to CaribbeanExplore the most affordable flight options available from Reagan-National to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 31, 2026.
Explore the most affordable flight options available from Reagan-National to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 31, 2026.
This Flysmarter deal was found by Cheapflights users on 8/30. 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 Flysmarter is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/208:00 am -
Nonstop3h 52m
Sat 9/266:07 pm -
Nonstop3h 51m
Deal found 8/30![JetBlue logo]()
$294
This Southwest deal was found by Cheapflights users on 8/31. 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 10/195:35 pm -
1 stop7h 50m
Thu 10/226:00 am -
1 stop12h 15m
Deal found 8/31![Southwest logo]()
$295
This JetBlue deal was found by Cheapflights users on 8/29. 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 9/298:00 am -
Nonstop3h 52m
Mon 10/55:55 pm -
Nonstop3h 51m
Deal found 8/29![JetBlue logo]()
$297
This American Airlines deal was found by Cheapflights users on 8/27. 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.
Tue 9/2211:47 am -
1 stop9h 00m
Wed 9/236:00 am -
1 stop6h 38m
Deal found 8/27![American Airlines logo]()
$299
This American Airlines deal was found by Cheapflights users on 8/30. 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 9/206:00 am -
1 stop7h 57m
Sat 9/262:58 pm -
1 stop7h 02m
Deal found 8/30![American Airlines logo]()
$303
This American Airlines deal was found by Cheapflights users on 8/27. 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 9/255:00 am -
1 stop10h 40m
Mon 9/2810:16 am -
1 stop11h 44m
Deal found 8/27![American Airlines logo]()
$304
This Southwest deal was found by Cheapflights users on 8/27. 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 10/256:00 am -
1 stop8h 00m
Thu 10/292:50 pm -
2 stops18h 00m
Deal found 8/27![Southwest logo]()
$305
This American Airlines deal was found by Cheapflights users on 8/30. 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 9/75:00 am -
1 stop7h 40m
Wed 10/142:18 pm -
1 stop7h 27m
Deal found 8/30![American Airlines logo]()
$305
This Southwest deal was found by Cheapflights users on 8/30. 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 9/86:00 am -
1 stop6h 20m
Fri 9/115:45 pm -
1 stop6h 10m
Deal found 8/30![Southwest logo]()
$306
This Cheapflightsfares deal was found by Cheapflights users on 8/31. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/198:00 am -
Nonstop3h 50m
Mon 11/237:00 pm -
Nonstop3h 58m
Deal found 8/31![JetBlue logo]()
$308
This American Airlines deal was found by Cheapflights users on 8/27. 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 9/236:00 am -
1 stop7h 57m
Sun 9/276:00 am -
1 stop8h 46m
Deal found 8/27![American Airlines logo]()
$309
This American Airlines deal was found by Cheapflights users on 8/27. 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 10/101:29 pm -
1 stop9h 28m
Sat 10/1712:21 pm -
1 stop9h 38m
Deal found 8/27![American Airlines logo]()
$310
Best flights from Reagan-National to CaribbeanDiscover carefully curated flight deals from Reagan-National to Caribbean that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 31, 2026.
Discover carefully curated flight deals from Reagan-National to Caribbean that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 31, 2026.
This American Airlines deal was found by Cheapflights users on 8/26. 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 10/39:00 pm -
1 stop16h 23m
Wed 10/72:23 pm -
1 stop10h 05m
Deal found 8/26![American Airlines logo]()
$329
This Southwest deal was found by Cheapflights users on 8/28. 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 10/259:00 pm -
2 stops17h 05m
Thu 10/293:05 pm -
2 stops17h 45m
Deal found 8/28![Southwest logo]()
$334
This JetBlue deal was found by Cheapflights users on 8/26. 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 9/118:00 am -
Nonstop3h 52m
Tue 9/156:07 pm -
Nonstop3h 51m
Deal found 8/26![JetBlue logo]()
$338
This Delta deal was found by Cheapflights users on 8/30. 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 9/1512:26 pm -
1 stop9h 53m
Sat 9/197:30 am -
1 stop9h 02m
Deal found 8/30![Delta logo]()
$346
This United Airlines deal was found by Cheapflights users on 8/28. 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 12/1311:54 am -
1 stop8h 06m
Sat 12/192:05 am -
1 stop7h 08m
Deal found 8/28![United Airlines logo]()
$414
This Air Canada deal was found by Cheapflights users on 8/26. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/1012:50 pm -
2 stops23h 30m
Tue 10/1312:30 pm -
1 stop19h 25m
Deal found 8/26![Air Canada logo]()
$495
This Delta deal was found by Cheapflights users on 8/27. 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 12/56:05 am -
1 stop9h 50m
Sat 12/127:00 am -
1 stop10h 31m
Deal found 8/27![Delta logo]()
$346
This Southwest deal was found by Cheapflights users on 8/29. 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 2/36:00 am -
1 stop7h 35m
Wed 2/103:35 pm -
2 stops17h 50m
Deal found 8/29![Southwest logo]()
$349
This CheapOair deal was found by Cheapflights users on 8/26. 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 12/246:59 am -
2 stops15h 21m
Tue 1/262:35 pm -
1 stop10h 06m
Deal found 8/26![Multiple Airlines logo]()
$699
This American Airlines deal was found by Cheapflights users on 8/26. 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 10/298:51 pm -
1 stop16h 07m
Tue 11/31:07 pm -
1 stop10h 11m
Deal found 8/26![American Airlines logo]()
$370
This Southwest deal was found by Cheapflights users on 8/31. 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 11/106:00 am -
1 stop7h 20m
Mon 11/163:20 pm -
1 stop8h 35m
Deal found 8/31![Southwest logo]()
$358
This JetBlue deal was found by Cheapflights users on 8/30. 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 10/257:07 am -
1 stop5h 15m
Fri 10/3012:21 pm -
1 stop8h 47m
Deal found 8/30![JetBlue logo]()
$396
This United Airlines deal was found by Cheapflights users on 8/29. 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 12/510:30 am -
2 stops13h 06m
Sat 12/128:25 am -
1 stop10h 23m
Deal found 8/29![United Airlines logo]()
$436
This JetBlue deal was found by Cheapflights users on 8/26. 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 9/268:00 am -
1 stop6h 01m
Sat 10/33:00 pm -
1 stop6h 46m
Deal found 8/26![JetBlue logo]()
$398
This Southwest deal was found by Cheapflights users on 8/30. 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 2/246:00 am -
1 stop8h 50m
Mon 3/15:35 am -
2 stops11h 00m
Deal found 8/30![Southwest logo]()
$386
This United Airlines deal was found by Cheapflights users on 8/30. 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 1/37:35 am -
1 stop7h 23m
Sat 1/94:00 pm -
1 stop6h 48m
Deal found 8/30![United Airlines logo]()
$466
This JetBlue deal was found by Cheapflights users on 8/26. 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 1/106:00 am -
1 stop5h 29m
Sat 1/3012:35 pm -
1 stop11h 06m
Deal found 8/26![JetBlue logo]()
$424
This Southwest deal was found by Cheapflights users on 8/27. 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 9/158:00 am -
2 stops10h 10m
Tue 9/228:20 am -
2 stops10h 05m
Deal found 8/27![Southwest logo]()
$391
This Delta deal was found by Cheapflights users on 8/28. 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 stop5h 50m
Tue 11/173:15 pm -
1 stop5h 26m
Deal found 8/28![Delta logo]()
$476
This CheapOair deal was found by Cheapflights users on 8/26. 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.
Sun 11/112:55 pm -
2 stops23h 55m
Sun 11/81:50 pm -
2 stops22h 29m
Deal found 8/26![Air Canada logo]()
$546
This JetBlue deal was found by Cheapflights users on 8/28. 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 11/76:00 am -
1 stop5h 30m
Tue 11/1712:25 pm -
1 stop11h 09m
Deal found 8/28![JetBlue logo]()
$424
This Southwest deal was found by Cheapflights users on 8/29. 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 9/126:00 am -
2 stops10h 40m
Sat 9/196:25 am -
2 stops8h 35m
Deal found 8/29![Southwest logo]()
$391
This JetBlue deal was found by Cheapflights users on 8/26. 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 1/116:00 am -
1 stop5h 29m
Tue 1/263:00 pm -
1 stop6h 03m
Deal found 8/26![JetBlue logo]()
$424
This Air Canada deal was found by Cheapflights users on 8/31. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/308:45 pm -
1 stop15h 40m
Tue 11/32:15 pm -
2 stops18h 43m
Deal found 8/31![Air Canada logo]()
$580
This American Airlines deal was found by Cheapflights users on 8/26. 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 10/57:36 am -
2 stops7h 44m
Fri 10/92:33 pm -
1 stop7h 12m
Deal found 8/26![American Airlines logo]()
$583
This Delta deal was found by Cheapflights users on 8/28. 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.
Fri 1/16:00 am -
1 stop9h 20m
Thu 1/74:20 pm -
1 stop19h 17m
Deal found 8/28![Delta logo]()
$532
This Southwest deal was found by Cheapflights users on 8/28. 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 12/139:15 pm -
2 stops16h 05m
Fri 12/183:20 pm -
2 stops18h 00m
Deal found 8/28![Southwest logo]()
$408
This JetBlue deal was found by Cheapflights users on 8/26. 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 1/126:00 am -
1 stop5h 29m
Tue 1/2612:35 pm -
1 stop11h 06m
Deal found 8/26![JetBlue logo]()
$424
This Delta deal was found by Cheapflights users on 8/28. 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 1/26:00 am -
1 stop9h 41m
Thu 1/74:20 pm -
1 stop19h 17m
Deal found 8/28![Delta logo]()
$532
This United deal was found by Cheapflights users on 8/26. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/266:00 am -
2 stops10h 15m
Fri 10/95:40 pm -
2 stops16h 19m
Deal found 8/26![Multiple Airlines logo]()
$718
Last-minute flights from Reagan-National to CaribbeanDiscover last-minute flight deals from Reagan-National to Caribbean. Data last updated August 31, 2026 and is based on user searches.
Discover last-minute flight deals from Reagan-National to Caribbean. Data last updated August 31, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 8/30. 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 9/75:00 am -
1 stop7h 40m
Wed 10/142:18 pm -
1 stop7h 27m
Deal found 8/30![American Airlines logo]()
$305
This Southwest deal was found by Cheapflights users on 8/30. 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 9/86:00 am -
1 stop6h 20m
Fri 9/115:45 pm -
1 stop6h 10m
Deal found 8/30![Southwest logo]()
$306
This Flysmarter deal was found by Cheapflights users on 8/30. 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 Flysmarter is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/208:00 am -
Nonstop3h 52m
Sat 9/266:07 pm -
Nonstop3h 51m
Deal found 8/30![JetBlue logo]()
$294
This American Airlines deal was found by Cheapflights users on 8/30. 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 9/206:00 am -
1 stop7h 57m
Sat 9/262:58 pm -
1 stop7h 02m
Deal found 8/30![American Airlines logo]()
$303
This American Airlines deal was found by Cheapflights users on 8/27. 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 9/215:00 am -
1 stop8h 23m
Tue 10/134:39 pm -
1 stop16h 26m
Deal found 8/27![American Airlines logo]()
$329
This American Airlines deal was found by Cheapflights users on 8/27. 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.
Tue 9/2211:47 am -
1 stop9h 00m
Wed 9/236:00 am -
1 stop6h 38m
Deal found 8/27![American Airlines logo]()
$299
This Cheapflightsfares deal was found by Cheapflights users on 8/27. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/228:00 am -
Nonstop3h 52m
Wed 9/236:07 pm -
Nonstop3h 51m
Deal found 8/27![JetBlue logo]()
$308
This American Airlines deal was found by Cheapflights users on 8/27. 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 9/236:00 am -
1 stop7h 57m
Sun 9/276:00 am -
1 stop8h 46m
Deal found 8/27![American Airlines logo]()
$309
This Southwest deal was found by Cheapflights users on 8/28. 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 9/2412:55 pm -
1 stop7h 10m
Mon 9/285:45 pm -
1 stop6h 10m
Deal found 8/28![Southwest logo]()
$295
This American Airlines deal was found by Cheapflights users on 8/27. 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 9/255:00 am -
1 stop10h 40m
Mon 9/2810:16 am -
1 stop11h 44m
Deal found 8/27![American Airlines logo]()
$304
This American Airlines deal was found by Cheapflights users on 8/26. 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 9/259:00 pm -
1 stop14h 00m
Tue 9/2911:51 am -
1 stop6h 18m
Deal found 8/26![American Airlines logo]()
$311
This JetBlue deal was found by Cheapflights users on 8/29. 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 9/298:00 am -
Nonstop3h 52m
Mon 10/55:55 pm -
Nonstop3h 51m
Deal found 8/29![JetBlue logo]()
$297
One-way flights from Reagan-National to CaribbeanSearch for one-way flight options from Reagan-National to Caribbean. Find affordable one-way fares based on user searches. Data last updated August 31, 2026.
Search for one-way flight options from Reagan-National to Caribbean. Find affordable one-way fares based on user searches. Data last updated August 31, 2026.
This Super.com deal was found by Cheapflights users on 8/28. 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.
Sun 10/187:07 am -
1 stop4h 50m
Deal found 8/28![JetBlue logo]()
$109
This Super.com deal was found by Cheapflights users on 8/27. 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 10/267:08 am -
1 stop5h 14m
Deal found 8/27![JetBlue logo]()
$110
This American Airlines deal was found by Cheapflights users on 8/29. 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 9/206:00 am -
1 stop7h 23m
Deal found 8/29![American Airlines logo]()
$116
This American Airlines deal was found by Cheapflights users on 8/27. 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 10/39:00 pm -
1 stop16h 23m
Deal found 8/27![American Airlines logo]()
$120
This Super.com deal was found by Cheapflights users on 8/26. 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.
Fri 11/136:00 am -
1 stop5h 30m
Deal found 8/26![JetBlue logo]()
$121
This American Airlines deal was found by Cheapflights users on 8/27. 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 12/137:20 pm -
1 stop17h 06m
Deal found 8/27![American Airlines logo]()
$124
This Jetabroad deal was found by Cheapflights users on 8/29. 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 Jetabroad is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/286:30 am -
1 stop7h 09m
Deal found 8/29![JetBlue logo]()
$137
This Travelocity deal was found by Cheapflights users on 8/27. 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 11/236:59 am -
1 stop29h 26m
Deal found 8/27![Air Canada logo]()
$140
This Travelocity deal was found by Cheapflights users on 8/27. 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.
Wed 11/254:00 pm -
1 stop21h 15m
Deal found 8/27![Air Canada logo]()
$141
This Super.com deal was found by Cheapflights users on 8/29. 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 9/217:35 am -
1 stop4h 26m
Deal found 8/29![JetBlue logo]()
$142
This JetBlue deal was found by Cheapflights users on 8/28. 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 9/266:00 am -
1 stop10h 00m
Deal found 8/28![JetBlue logo]()
$144
This Air Canada deal was found by Cheapflights users on 8/27. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/116:59 am -
1 stop10h 31m
Deal found 8/27![Air Canada logo]()
$146
Find flight deals from Reagan-National to Caribbean
Keep the following information in mind while searching for Reagan-National to Caribbean flight deals. Data was last updated August 31, 2026.
Round-trip from | $294 (Flysmarter) |
|---|---|
One-way from | $109 (Super.com) |
Popular in | June |
Cheapest in | February |
Average price | $370 |
Good round-trip deal | $337 or less |
Good one-way deal | $188 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Reagan-National 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 August 31, 2026.
Use the filters below to find and compare flights from Washington, D.C. Reagan-National Airport to Caribbean that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
Washington, D.C.Simpson Bay
DCA Washington, D.C. Reagan-National - SXM Simpson Bay Princess Juliana
DCASXM
Washington, D.C. Reagan-National
Sat 10/3
9:00 pm-1:23 pm
1 stop16h 23m
Simpson Bay Princess Juliana
Wed 10/7
2:23 pm-12:28 am
1 stop10h 05m
$329
Washington, D.C.Simpson Bay
DCA Washington, D.C. Reagan-National - SXM Simpson Bay Princess Juliana
DCASXM
Washington, D.C. Reagan-National
Sun 10/25
9:00 pm-2:05 pm
2 stops17h 05m
Simpson Bay Princess Juliana
Thu 10/29
3:05 pm-8:50 am
2 stops17h 45m
$334
Quickest round-trip
Washington, D.C.San Juan
DCA Washington, D.C. Reagan-National - SJU San Juan Luis Munoz Marin Intl
DCASJU
Washington, D.C. Reagan-National
Fri 9/11
8:00 am-11:52 am
Nonstop3h 52m
San Juan Luis Munoz Marin Intl
Tue 9/15
6:07 pm-9:58 pm
Nonstop3h 51m
$338
Washington, D.C.San Juan
DCA Washington, D.C. Reagan-National - SJU San Juan Luis Munoz Marin Intl
DCASJU
Washington, D.C. Reagan-National
Tue 9/15
12:26 pm-10:19 pm
1 stop9h 53m
San Juan Luis Munoz Marin Intl
Sat 9/19
7:30 am-4:32 pm
1 stop9h 02m
$346
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 12/5
6:05 am-4:55 pm
1 stop9h 50m
San Juan Luis Munoz Marin Intl
Sat 12/12
7:00 am-4:31 pm
1 stop10h 31m
$346
Washington, D.C.Simpson Bay
DCA Washington, D.C. Reagan-National - SXM Simpson Bay Princess Juliana
DCASXM
Washington, D.C. Reagan-National
Wed 2/3
6:00 am-2:35 pm
1 stop7h 35m
Simpson Bay Princess Juliana
Wed 2/10
3:35 pm-8:25 am
2 stops17h 50m
$349
Washington, D.C.Simpson Bay
DCA Washington, D.C. Reagan-National - SXM Simpson Bay Princess Juliana
DCASXM
Washington, D.C. Reagan-National
Tue 11/10
6:00 am-2:20 pm
1 stop7h 20m
Simpson Bay Princess Juliana
Mon 11/16
3:20 pm-10:55 pm
1 stop8h 35m
$358
Washington, D.C.Saint Thomas Island
DCA Washington, D.C. Reagan-National - STT Saint Thomas Island Cyril E King
DCASTT
Washington, D.C. Reagan-National
Thu 10/29
8:51 pm-12:58 pm
1 stop16h 07m
Saint Thomas Island Cyril E King
Tue 11/3
1:07 pm-10:18 pm
1 stop10h 11m
$370
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 2/24
6:00 am-3:50 pm
1 stop8h 50m
San Juan Luis Munoz Marin Intl
Mon 3/1
5:35 am-3:35 pm
2 stops11h 00m
$386
Washington, D.C.San Juan
DCA Washington, D.C. Reagan-National - SJU San Juan Luis Munoz Marin Intl
DCASJU
Washington, D.C. Reagan-National
Tue 9/15
8:00 am-6:10 pm
2 stops10h 10m
San Juan Luis Munoz Marin Intl
Tue 9/22
8:20 am-6:25 pm
2 stops10h 05m
$391
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Reagan-National to Caribbean
Have a flexible travel schedule? Discover the best time to fly to Caribbean from Reagan-National with our price prediction graph.
DCA-SJU
DCA-SXM
DCA-NAS
DCA-PLS
DCA-STT
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. Reagan-National Airport to Caribbean
DCA-0CB
DCA-SJU
DCA-SXM
DCA-NAS
DCA-PLS
What is the cheapest month to book a flight from Washington, D.C. Reagan-National Airport to Caribbean?
Currently, January is the cheapest month in which you can book a flight from Washington, D.C. Reagan-National Airport to Caribbean (average of $465). Flying from Washington, D.C. Reagan-National Airport to Caribbean in December is currently the most expensive (average of $625). 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 DCA to CB?
Find hourly flight availability from Reagan-National 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 August 31, 2026.
Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Washington, D.C. Reagan-National Airport to Caribbean as you normally would.
Weekly flight availability from Washington, D.C. Reagan-National Airport to Caribbean
Explore weekly flight availability from Reagan-National 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 August 31, 2026.
The most flights from DCA to 0CB are scheduled on a Monday (1 on average). You will have fewer flight options on Monday, 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. Reagan-National Airport to Caribbean?
The price you pay for your flight from Washington, D.C. Reagan-National Airport to Caribbean may vary depending on when you book. For the best chance of a lower fare, look to book 88 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
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 August 31, 2026.
See what other customers who have flown with Southwest,Delta, andUnited Airlines from Washington, D.C. Reagan-National Airport to Caribbean have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Boarding
8.1
Overall
8.0
Food
7.0
Crew
8.6
Comfort
8.0
Entertainment
7.5
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Boarding
8.1
Overall
8.0
Food
7.0
Crew
8.6
Comfort
8.0
Entertainment
7.5
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Boarding
8.1
Overall
8.0
Food
7.0
Crew
8.6
Comfort
8.0
Entertainment
7.5
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Boarding
8.1
Overall
8.0
Food
7.0
Crew
8.6
Comfort
8.0
Entertainment
7.5
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Boarding
8.1
Overall
8.0
Food
7.0
Crew
8.6
Comfort
8.0
Entertainment
7.5
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Boarding
8.1
Overall
8.0
Food
7.0
Crew
8.6
Comfort
8.0
Entertainment
7.5
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Related info for your journey
Find useful and relevant information for your journey from Reagan-National to Caribbean. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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Alternative routes for Reagan-National 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 Reagan-National to Caribbean by cabin class
Find flights from Reagan-National to Caribbean, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Reagan-National and Caribbean flights
Browse other Reagan-National and Caribbean flight options. Last updated on August 31, 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.
Reagan-National to Caribbean flights
Consider these flights traveling from Reagan-National to Caribbean.
Top 7 airlines flying from Reagan-National to Caribbean
Discover the top 7 airlines that operate flights from Reagan-National 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 August 31, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$103 | Average$410 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$142 | Average$569 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$230 | Average$602 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$234 | Average$518 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$266 | Average$611 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$291 | Average$521 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$389 | Average$526 | FlexibilityNo cancel fee | On-time67% |