$116+ 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 10/3. Fares are subject to change and may not be available on all flights or dates of travel.
DCA — SJU
Sep 3 — Sep 101
Round-trip
1 adult, Economy
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Find cheap flights from Reagan-National to Caribbean with Cheapflights
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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 4, 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 4, 2026.
This American Airlines deal was found by Cheapflights users on 8/1. 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 8/103:11 pm -
1 stop8h 48m
Thu 8/135:10 pm -
1 stop7h 47m
Deal found 8/1![American Airlines logo]()
$304
This American Airlines deal was found by Cheapflights users on 8/1. 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 8/196:52 am -
1 stop7h 59m
Tue 8/2510:33 am -
1 stop7h 27m
Deal found 8/1![American Airlines logo]()
$305
This American Airlines deal was found by Cheapflights users on 8/2. 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 8/306:00 am -
1 stop12h 33m
Sun 9/67:03 am -
1 stop14h 10m
Deal found 8/2![American Airlines logo]()
$306
This Super.com deal was found by Cheapflights users on 7/31. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/188:00 am -
Nonstop3h 59m
Fri 8/212:20 am -
1 stop8h 42m
Deal found 7/31![JetBlue logo]()
$307
This American Airlines deal was found by Cheapflights users on 7/31. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/123:11 pm -
1 stop8h 48m
Wed 8/1910:33 am -
1 stop11h 37m
Deal found 7/31![American Airlines logo]()
$309
This American Airlines deal was found by Cheapflights users on 8/1. 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 8/189:20 am -
1 stop12h 35m
Sun 8/237:24 pm -
1 stop14h 06m
Deal found 8/1![American Airlines logo]()
$310
This Southwest deal was found by Cheapflights users on 7/31. 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.
Fri 10/302:40 pm -
1 stop8h 25m
Mon 11/26:05 am -
1 stop13h 10m
Deal found 7/31![Southwest logo]()
$311
This Super.com deal was found by Cheapflights users on 8/2. 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 9/108:00 am -
Nonstop3h 52m
Sat 9/196:07 pm -
Nonstop3h 51m
Deal found 8/2![JetBlue logo]()
$312
This Super.com deal was found by Cheapflights users on 7/31. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/248:00 am -
Nonstop3h 52m
Sun 9/276:07 pm -
Nonstop3h 51m
Deal found 7/31![JetBlue logo]()
$313
This Super.com deal was found by Cheapflights users on 8/3. 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 10/28:00 am -
Nonstop3h 52m
Tue 10/65:55 pm -
Nonstop3h 51m
Deal found 8/3![JetBlue logo]()
$314
This Super.com deal was found by Cheapflights users on 8/1. 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.
Wed 9/238:00 am -
Nonstop3h 52m
Mon 9/286:07 pm -
Nonstop3h 51m
Deal found 8/1![JetBlue logo]()
$315
This American Airlines deal was found by Cheapflights users on 7/31. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/179:00 pm -
1 stop14h 00m
Sun 9/206:00 am -
1 stop6h 38m
Deal found 7/31![American Airlines logo]()
$316
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 4, 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 4, 2026.
This Southwest deal was found by Cheapflights users on 8/1. 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 9/145:05 pm -
1 stop6h 50m
Mon 9/215:45 pm -
1 stop6h 10m
Deal found 8/1![Southwest logo]()
$311
This United Airlines deal was found by Cheapflights users on 7/30. 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.
Mon 8/316:30 am -
2 stops14h 08m
Thu 9/31:00 am -
1 stop6h 49m
Deal found 7/30![United Airlines logo]()
$316
This JetBlue deal was found by Cheapflights users on 8/4. 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 10/303:55 pm -
1 stop7h 30m
Tue 11/32:59 pm -
1 stop7h 00m
Deal found 8/4![JetBlue logo]()
$349
This Delta deal was found by Cheapflights users on 8/2. 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 1/236:05 am -
1 stop6h 15m
Thu 2/114:15 pm -
1 stop8h 03m
Deal found 8/2![Delta logo]()
$387
This American Airlines deal was found by Cheapflights users on 7/30. 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.
Sat 10/36:00 am -
1 stop7h 23m
Wed 10/74:39 pm -
1 stop7h 49m
Deal found 7/30![American Airlines logo]()
$387
This FlightHub deal was found by Cheapflights users on 7/31. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/266:59 am -
1 stop7h 46m
Sat 10/312:40 pm -
1 stop20h 49m
Deal found 7/31![Air Canada logo]()
$433
This Southwest deal was found by Cheapflights users on 8/2. 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 11/153:25 pm -
1 stop7h 05m
Fri 11/206:05 am -
1 stop6h 10m
Deal found 8/2![Southwest logo]()
$331
This United Airlines deal was found by Cheapflights users on 8/2. 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 10/316:00 am -
1 stop9h 20m
Sun 11/13:35 pm -
1 stop9h 22m
Deal found 8/2![United Airlines logo]()
$340
This United Airlines deal was found by Cheapflights users on 8/1. 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 9/266:00 am -
1 stop9h 43m
Sat 10/312:09 pm -
1 stop10h 05m
Deal found 8/1![United Airlines logo]()
$340
This Southwest deal was found by Cheapflights users on 7/30. 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.
Fri 9/111:30 pm -
2 stops9h 40m
Mon 9/145:45 pm -
1 stop6h 10m
Deal found 7/30![Southwest logo]()
$345
This JetBlue deal was found by Cheapflights users on 7/31. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/38:00 am -
Nonstop3h 59m
Thu 9/36:07 pm -
Nonstop3h 52m
Deal found 7/31![JetBlue logo]()
$382
This Delta deal was found by Cheapflights users on 7/31. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/316:00 am -
1 stop7h 34m
Fri 9/42:49 pm -
1 stop8h 59m
Deal found 7/31![Delta logo]()
$387
This American Airlines deal was found by Cheapflights users on 8/3. 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 9/97:16 pm -
2 stops18h 07m
Sat 9/122:23 pm -
1 stop10h 08m
Deal found 8/3![American Airlines logo]()
$395
This Mytrip deal was found by Cheapflights users on 7/30. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/2211:00 am -
3 stops30h 00m
Mon 10/2612:35 pm -
3 stops23h 44m
Deal found 7/30![Multiple Airlines logo]()
$837
This Southwest deal was found by Cheapflights users on 7/30. 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.
Fri 10/93:25 pm -
2 stops9h 55m
Thu 10/155:00 am -
2 stops9h 15m
Deal found 7/30![Southwest logo]()
$346
This JetBlue deal was found by Cheapflights users on 8/2. 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 9/36:00 am -
1 stop11h 22m
Sun 9/612:20 pm -
1 stop11h 13m
Deal found 8/2![JetBlue logo]()
$389
This Booking.com deal was found by Cheapflights users on 7/30. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/2211:00 am -
1 stop28h 00m
Mon 10/263:45 pm -
2 stops20h 34m
Deal found 7/30![Air Canada logo]()
$460
This Delta deal was found by Cheapflights users on 7/30. 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 9/16:00 am -
1 stop7h 34m
Sat 9/54:13 pm -
1 stop7h 35m
Deal found 7/30![Delta logo]()
$423
This JetBlue deal was found by Cheapflights users on 7/31. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/217:35 am -
1 stop6h 25m
Thu 9/243:05 pm -
1 stop8h 22m
Deal found 7/31![JetBlue logo]()
$391
This American Airlines deal was found by Cheapflights users on 7/30. 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.
Sat 8/156:00 am -
1 stop9h 39m
Fri 8/212:42 pm -
1 stop20h 16m
Deal found 7/30![American Airlines logo]()
$431
This Southwest deal was found by Cheapflights users on 8/3. 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 8/166:35 pm -
1 stop5h 55m
Thu 8/206:30 am -
2 stops9h 20m
Deal found 8/3![Southwest logo]()
$365
This Delta deal was found by Cheapflights users on 8/2. 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 1/166:05 am -
1 stop9h 45m
Thu 1/213:15 pm -
1 stop8h 38m
Deal found 8/2![Delta logo]()
$424
This JetBlue deal was found by Cheapflights users on 7/30. 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.
Tue 9/16:00 am -
1 stop6h 37m
Sat 9/51:42 pm -
1 stop7h 52m
Deal found 7/30![JetBlue logo]()
$391
This United Airlines deal was found by Cheapflights users on 8/1. 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 10/311:01 pm -
2 stops10h 35m
Wed 11/41:00 pm -
1 stop6h 43m
Deal found 8/1![United Airlines logo]()
$441
This FlightHub deal was found by Cheapflights users on 7/30. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/2212:40 pm -
2 stops25h 10m
Sun 10/251:20 pm -
1 stop28h 58m
Deal found 7/30![Air Canada logo]()
$490
This Southwest deal was found by Cheapflights users on 7/30. 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.
Sat 9/196:00 am -
2 stops10h 40m
Tue 9/228:20 am -
2 stops10h 05m
Deal found 7/30![Southwest logo]()
$376
This JetBlue deal was found by Cheapflights users on 7/31. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/217:35 am -
1 stop6h 25m
Fri 9/253:05 pm -
1 stop8h 22m
Deal found 7/31![JetBlue logo]()
$391
This American Airlines deal was found by Cheapflights users on 8/3. 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 9/78:32 am -
1 stop5h 46m
Fri 9/113:16 pm -
1 stop6h 44m
Deal found 8/3![American Airlines logo]()
$503
This Delta deal was found by Cheapflights users on 7/30. 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 10/66:00 am -
1 stop7h 37m
Fri 10/162:47 pm -
1 stop9h 00m
Deal found 7/30![Delta logo]()
$470
This JetBlue deal was found by Cheapflights users on 8/3. 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 8/306:00 am -
1 stop6h 37m
Thu 9/31:42 pm -
1 stop7h 52m
Deal found 8/3![JetBlue logo]()
$391
Last-minute flights from Reagan-National to CaribbeanDiscover last-minute flight deals from Reagan-National to Caribbean. Data last updated August 4, 2026 and is based on user searches.
Discover last-minute flight deals from Reagan-National to Caribbean. Data last updated August 4, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 8/1. 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 8/103:11 pm -
1 stop8h 48m
Thu 8/135:10 pm -
1 stop7h 47m
Deal found 8/1![American Airlines logo]()
$304
This American Airlines deal was found by Cheapflights users on 8/1. 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 8/125:00 am -
1 stop11h 11m
Tue 8/181:38 pm -
1 stop7h 21m
Deal found 8/1![American Airlines logo]()
$309
This Super.com deal was found by Cheapflights users on 7/31. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/188:00 am -
Nonstop3h 59m
Fri 8/212:20 am -
1 stop8h 42m
Deal found 7/31![JetBlue logo]()
$307
This American Airlines deal was found by Cheapflights users on 8/1. 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 8/189:20 am -
1 stop12h 35m
Sun 8/237:24 pm -
1 stop14h 06m
Deal found 8/1![American Airlines logo]()
$310
This American Airlines deal was found by Cheapflights users on 8/1. 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 8/196:52 am -
1 stop7h 59m
Tue 8/2510:33 am -
1 stop7h 27m
Deal found 8/1![American Airlines logo]()
$305
This American Airlines deal was found by Cheapflights users on 8/2. 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 8/306:00 am -
1 stop12h 33m
Sun 9/67:03 am -
1 stop14h 10m
Deal found 8/2![American Airlines logo]()
$306
This Super.com deal was found by Cheapflights users on 8/2. 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 9/108:00 am -
Nonstop3h 52m
Sat 9/196:07 pm -
Nonstop3h 51m
Deal found 8/2![JetBlue logo]()
$312
This Southwest deal was found by Cheapflights users on 7/30. 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.
Thu 9/172:50 pm -
1 stop8h 20m
Mon 9/215:45 pm -
1 stop6h 10m
Deal found 7/30![Southwest logo]()
$311
This American Airlines deal was found by Cheapflights users on 7/31. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/179:00 pm -
1 stop14h 00m
Sun 9/206:00 am -
1 stop6h 38m
Deal found 7/31![American Airlines logo]()
$316
This Super.com deal was found by Cheapflights users on 8/1. 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.
Wed 9/238:00 am -
Nonstop3h 52m
Mon 9/286:07 pm -
Nonstop3h 51m
Deal found 8/1![JetBlue logo]()
$315
This Super.com deal was found by Cheapflights users on 7/31. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/248:00 am -
Nonstop3h 52m
Sun 9/276:07 pm -
Nonstop3h 51m
Deal found 7/31![JetBlue logo]()
$313
This Super.com deal was found by Cheapflights users on 8/2. 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 9/248:00 am -
Nonstop3h 52m
Tue 9/296:07 pm -
Nonstop3h 51m
Deal found 8/2![JetBlue logo]()
$317
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 4, 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 4, 2026.
This American Airlines deal was found by Cheapflights users on 7/31. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/37:16 pm -
2 stops18h 07m
Deal found 7/31![American Airlines logo]()
$116
This American Airlines deal was found by Cheapflights users on 7/31. 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 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 7/31![American Airlines logo]()
$117
This American Airlines deal was found by Cheapflights users on 7/31. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/145:00 am -
1 stop8h 23m
Deal found 7/31![American Airlines logo]()
$124
This Orbitz deal was found by Cheapflights users on 8/2. 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 10/156:00 am -
1 stop7h 25m
Deal found 8/2![Air Canada logo]()
$125
This Orbitz deal was found by Cheapflights users on 8/2. 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.
Mon 10/1911:00 am -
1 stop6h 30m
Deal found 8/2![Air Canada logo]()
$130
This Air Canada deal was found by Cheapflights users on 8/1. 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.
Wed 9/304:20 pm -
1 stop21h 05m
Deal found 8/1![Air Canada logo]()
$131
This Southwest deal was found by Cheapflights users on 8/2. 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 8/226:00 am -
1 stop7h 20m
Deal found 8/2![Southwest logo]()
$134
This FlightHub deal was found by Cheapflights users on 8/1. 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 10/2212:40 pm -
2 stops28h 50m
Deal found 8/1![Air Canada logo]()
$135
This Travelocity deal was found by Cheapflights users on 7/31. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/316:00 am -
1 stop7h 15m
Deal found 7/31![Air Canada logo]()
$138
This Air Canada deal was found by Cheapflights users on 8/4. 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.
Mon 9/146:00 am -
2 stops11h 30m
Deal found 8/4![Air Canada logo]()
$139
This Orbitz deal was found by Cheapflights users on 7/31. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/276:00 am -
1 stop7h 35m
Deal found 7/31![Air Canada logo]()
$140
This FlightHub deal was found by Cheapflights users on 7/31. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/212:40 pm -
2 stops28h 50m
Deal found 7/31![Air Canada logo]()
$141
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 4, 2026.
Round-trip from | $304 (American Airlines) |
|---|---|
One-way from | $116 (American Airlines) |
Popular in | June |
Cheapest in | February |
Average price | $335 |
Good round-trip deal | $367 or less |
Good one-way deal | $227 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 2,558,603 searches. Data last updated August 4, 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.San Juan
DCA - SJU
DCASJU
Washington, D.C. Reagan-National
Mon 9/14
5:05 pm-11:55 pm
1 stop6h 50m
San Juan Luis Munoz Marin Intl
Mon 9/21
5:45 pm-11:55 pm
1 stop6h 10m
$311
Washington, D.C.San Juan
DCA - SJU
DCASJU
Washington, D.C. Reagan-National
Mon 8/31
6:30 am-8:38 pm
2 stops14h 08m
San Juan Luis Munoz Marin Intl
Thu 9/3
1:00 am-7:49 am
1 stop6h 49m
$316
Washington, D.C.San Juan
DCA - SJU
DCASJU
Washington, D.C. Reagan-National
Sun 11/15
3:25 pm-11:30 pm
1 stop7h 05m
San Juan Luis Munoz Marin Intl
Fri 11/20
6:05 am-11:15 am
1 stop6h 10m
$331
Washington, D.C.Saint Thomas Island
DCA - STT
DCASTT
Washington, D.C. Reagan-National
Sat 10/31
6:00 am-3:20 pm
1 stop9h 20m
Saint Thomas Island Cyril E King
Sun 11/1
3:35 pm-11:57 pm
1 stop9h 22m
$340
Washington, D.C.Saint Thomas Island
DCA - STT
DCASTT
Washington, D.C. Reagan-National
Sat 9/26
6:00 am-3:43 pm
1 stop9h 43m
Saint Thomas Island Cyril E King
Sat 10/3
12:09 pm-10:14 pm
1 stop10h 05m
$340
Washington, D.C.San Juan
DCA - SJU
DCASJU
Washington, D.C. Reagan-National
Fri 9/11
1:30 pm-11:10 pm
2 stops9h 40m
San Juan Luis Munoz Marin Intl
Mon 9/14
5:45 pm-11:55 pm
1 stop6h 10m
$345
Washington, D.C.San Juan
DCA - SJU
DCASJU
Washington, D.C. Reagan-National
Fri 10/9
3:25 pm-1:20 am
2 stops9h 55m
San Juan Luis Munoz Marin Intl
Thu 10/15
5:00 am-2:15 pm
2 stops9h 15m
$346
Washington, D.C.San Juan
DCA - SJU
DCASJU
Washington, D.C. Reagan-National
Fri 10/30
3:55 pm-11:25 pm
1 stop7h 30m
San Juan Luis Munoz Marin Intl
Tue 11/3
2:59 pm-8:59 pm
1 stop7h 00m
$349
Washington, D.C.San Juan
DCA - SJU
DCASJU
Washington, D.C. Reagan-National
Sun 8/16
6:35 pm-12:30 am
1 stop5h 55m
San Juan Luis Munoz Marin Intl
Thu 8/20
6:30 am-3:50 pm
2 stops9h 20m
$365
Washington, D.C.San Juan
DCA - SJU
DCASJU
Washington, D.C. Reagan-National
Sat 9/19
6:00 am-4:40 pm
2 stops10h 40m
San Juan Luis Munoz Marin Intl
Tue 9/22
8:20 am-6:25 pm
2 stops10h 05m
$376
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-STT
DCA-SXM
DCA-CUR
DCA-NAS
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-STT
DCA-SXM
DCA-CUR
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 $462). Flying from Washington, D.C. Reagan-National Airport to Caribbean in December is currently the most expensive (average of $616). 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 4, 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.
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 87 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 4, 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.
Food
7.0
Overall
8.0
Entertainment
7.5
Boarding
8.1
Crew
8.6
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Food
7.0
Overall
8.0
Entertainment
7.5
Boarding
8.1
Crew
8.6
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Food
7.0
Overall
8.0
Entertainment
7.5
Boarding
8.1
Crew
8.6
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Food
7.0
Overall
8.0
Entertainment
7.5
Boarding
8.1
Crew
8.6
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Food
7.0
Overall
8.0
Entertainment
7.5
Boarding
8.1
Crew
8.6
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Food
7.0
Overall
8.0
Entertainment
7.5
Boarding
8.1
Crew
8.6
Comfort
8.0
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
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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 4, 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 2,558,603 searches. Data last updated August 4, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$103 | Average$403 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$142 | Average$549 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$230 | Average$594 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$231 | Average$500 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$266 | Average$598 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$271 | Average$521 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$389 | Average$512 | FlexibilityNo cancel fee | On-time67% |