$105+ 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 6/9. Fares are subject to change and may not be available on all flights or dates of travel.
DCA — SJU
Jul 2 — Jul 91
Round-trip
1 adult, Economy
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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 June 2, 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 June 2, 2026.
This American Airlines deal was found by Cheapflights users on 5/27. 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 9/111:56 am
DCA
- SJU
1 stop12h 03m
American Airlines
Wed 9/210:33 am
SJU
- DCA
1 stop11h 27m
American Airlines
Deal found 5/27![American Airlines logo]()
$271
This American Airlines deal was found by Cheapflights users on 5/29. 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.
Sat 8/225:35 pm
DCA
- SJU
1 stop6h 08m
American Airlines
Tue 8/253:47 pm
SJU
- DCA
1 stop8h 12m
American Airlines
Deal found 5/29![American Airlines logo]()
$276
This American Airlines deal was found by Cheapflights users on 5/30. 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 8/175:35 pm
DCA
- SJU
1 stop6h 24m
American Airlines
Fri 8/213:28 pm
SJU
- DCA
1 stop6h 32m
American Airlines
Deal found 5/30![American Airlines logo]()
$277
This American Airlines deal was found by Cheapflights users on 6/1. 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 8/195:00 am
DCA
- SJU
1 stop9h 38m
American Airlines
Wed 8/264:53 pm
SJU
- DCA
1 stop8h 04m
American Airlines
Deal found 6/1![American Airlines logo]()
$281
This Southwest deal was found by Cheapflights users on 5/30. 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 8/2211:55 am
DCA
- SJU
1 stop6h 10m
Southwest
Sun 8/236:00 am
SJU
- DCA
1 stop12h 50m
Southwest
Deal found 5/30![Southwest logo]()
$296
This Southwest deal was found by Cheapflights users on 6/1. 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.
Tue 8/1112:50 pm
DCA
- SJU
1 stop9h 10m
Southwest
Mon 8/176:00 am
SJU
- DCA
1 stop12h 00m
Southwest
Deal found 6/1![Southwest logo]()
$301
This American Airlines deal was found by Cheapflights users on 5/31. 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 8/191:55 pm
DCA
- SJU
1 stop8h 29m
American Airlines
Sat 8/227:05 am
SJU
- DCA
1 stop11h 09m
American Airlines
Deal found 5/31![American Airlines logo]()
$306
This Southwest deal was found by Cheapflights users on 6/1. 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.
Sat 9/56:00 am
DCA
- SJU
1 stop8h 00m
Southwest
Fri 9/115:00 am
SJU
- DCA
2 stops9h 10m
Southwest
Deal found 6/1![Southwest logo]()
$308
This Southwest deal was found by Cheapflights users on 5/27. 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 9/111:55 am
DCA
- SJU
2 stops10h 05m
Southwest
Wed 9/28:20 am
SJU
- DCA
1 stop7h 45m
Southwest
Deal found 5/27![Southwest logo]()
$318
This Southwest deal was found by Cheapflights users on 5/29. 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.
Fri 8/72:50 pm
DCA
- SJU
1 stop8h 15m
Southwest
Mon 8/245:00 am
SJU
- DCA
2 stops9h 10m
Southwest
Deal found 5/29![Southwest logo]()
$320
This Southwest deal was found by Cheapflights users on 6/1. 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.
Thu 8/1312:50 pm
DCA
- SJU
1 stop9h 20m
Southwest
Tue 8/188:20 am
SJU
- DCA
2 stops10h 05m
Southwest
Deal found 6/1![Southwest logo]()
$323
This Southwest deal was found by Cheapflights users on 6/1. 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.
Thu 8/1312:50 pm
DCA
- SJU
1 stop7h 15m
Southwest
Mon 8/175:45 pm
SJU
- DCA
1 stop6h 10m
Southwest
Deal found 6/1![Southwest logo]()
$326
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 June 2, 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 June 2, 2026.
This Southwest deal was found by Cheapflights users on 5/29. 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.
Tue 8/186:10 am
DCA
- SJU
2 stops10h 15m
Southwest
Mon 8/246:00 am
SJU
- DCA
1 stop6h 50m
Southwest
Deal found 5/29![Southwest logo]()
$301
This JetBlue deal was found by Cheapflights users on 5/29. 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.
Sun 8/238:20 am
DCA
- SJU
Nonstop3h 59m
JetBlue
Tue 9/111:05 am
SJU
- DCA
1 stop10h 11m
JetBlue
Deal found 5/29![JetBlue logo]()
$366
This Delta deal was found by Cheapflights users on 5/29. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/218:00 am
DCA
- SJU
1 stop8h 38m
Delta
Mon 8/312:59 pm
SJU
- DCA
1 stop8h 49m
Delta
Deal found 5/29![Delta logo]()
$370
This United Airlines deal was found by Cheapflights users on 5/31. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/74:30 pm
DCA
- SJU
1 stop7h 20m
United Airlines
Fri 6/121:00 am
SJU
- DCA
1 stop8h 22m
United Airlines
Deal found 5/31![United Airlines logo]()
$397
This Air Canada deal was found by Cheapflights users on 6/1. 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.
Thu 11/126:00 am
DCA
- BGI
1 stop8h 45m
Air Canada
Mon 11/164:50 pm
BGI
- DCA
1 stop18h 31m
Air Canada
Deal found 6/1![Air Canada logo]()
$440
This American Airlines deal was found by Cheapflights users on 6/1. 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 6/178:32 am
DCA
- AUA
2 stops8h 27m
American Airlines
Wed 6/243:00 pm
AUA
- DCA
1 stop6h 59m
American Airlines
Deal found 6/1![American Airlines logo]()
$527
This Southwest deal was found by Cheapflights users on 5/31. 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 8/142:50 pm
DCA
- SJU
1 stop8h 15m
Southwest
Tue 8/1811:50 am
SJU
- DCA
1 stop10h 10m
Southwest
Deal found 5/31![Southwest logo]()
$326
This Southwest deal was found by Cheapflights users on 5/30. 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.
Mon 8/101:00 pm
DCA
- SJU
2 stops10h 05m
Southwest
Tue 8/1811:50 am
SJU
- DCA
1 stop10h 10m
Southwest
Deal found 5/30![Southwest logo]()
$326
This JetBlue deal was found by Cheapflights users on 6/1. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/256:00 am
DCA
- SJU
1 stop6h 45m
JetBlue
Thu 8/276:07 pm
SJU
- DCA
Nonstop3h 52m
JetBlue
Deal found 6/1![JetBlue logo]()
$366
This United Airlines deal was found by Cheapflights users on 5/31. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/65:05 pm
DCA
- SJU
2 stops12h 24m
United Airlines
Wed 7/81:00 am
SJU
- DCA
1 stop6h 46m
United Airlines
Deal found 5/31![United Airlines logo]()
$409
This Southwest deal was found by Cheapflights users on 5/27. 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.
Mon 8/101:00 pm
DCA
- SJU
2 stops10h 05m
Southwest
Fri 8/145:45 pm
SJU
- DCA
1 stop6h 10m
Southwest
Deal found 5/27![Southwest logo]()
$361
This Delta deal was found by Cheapflights users on 6/1. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/257:15 am
DCA
- NAS
1 stop7h 10m
Delta
Wed 7/291:09 pm
NAS
- DCA
1 stop9h 50m
Delta
Deal found 6/1![Delta logo]()
$440
This JetBlue deal was found by Cheapflights users on 5/30. 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.
Fri 8/148:20 am
DCA
- SJU
Nonstop3h 59m
JetBlue
Wed 8/195:35 am
SJU
- DCA
1 stop9h 05m
JetBlue
Deal found 5/30![JetBlue logo]()
$401
This United Airlines deal was found by Cheapflights users on 5/29. 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.
Thu 6/257:15 am
DCA
- NAS
1 stop7h 42m
United Airlines
Mon 6/293:59 pm
NAS
- DCA
1 stop6h 55m
United Airlines
Deal found 5/29![United Airlines logo]()
$440
This Delta deal was found by Cheapflights users on 6/1. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/146:07 am
DCA
- NAS
1 stop5h 35m
Delta
Mon 7/201:16 pm
NAS
- DCA
1 stop8h 33m
Delta
Deal found 6/1![Delta logo]()
$440
This Justfly.com deal was found by Cheapflights users on 6/1. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/78:40 pm
DCA
- BGI
2 stops18h 05m
Air Canada
Fri 11/134:10 pm
BGI
- DCA
2 stops21h 09m
Air Canada
Deal found 6/1![Air Canada logo]()
$500
This Southwest deal was found by Cheapflights users on 5/29. 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.
Fri 8/2812:15 pm
DCA
- SJU
2 stops9h 55m
Southwest
Sat 9/55:05 am
SJU
- DCA
2 stops8h 50m
Southwest
Deal found 5/29![Southwest logo]()
$383
This JetBlue deal was found by Cheapflights users on 5/29. 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.
Wed 8/269:00 am
DCA
- PUJ
1 stop8h 32m
JetBlue
Wed 9/211:56 am
PUJ
- DCA
1 stop8h 03m
JetBlue
Deal found 5/29![JetBlue logo]()
$438
This Delta deal was found by Cheapflights users on 5/29. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/207:30 am
DCA
- NAS
1 stop6h 48m
Delta
Sat 6/271:05 pm
NAS
- DCA
1 stop9h 54m
Delta
Deal found 5/29![Delta logo]()
$451
This Southwest deal was found by Cheapflights users on 5/28. 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 8/1312:50 pm
DCA
- SJU
1 stop7h 15m
Southwest
Mon 8/176:30 am
SJU
- DCA
2 stops9h 20m
Southwest
Deal found 5/28![Southwest logo]()
$392
This United Airlines deal was found by Cheapflights users on 5/30. 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.
Sat 9/266:00 am
DCA
- AUA
1 stop9h 40m
United Airlines
Sat 10/33:10 pm
AUA
- DCA
1 stop8h 48m
United Airlines
Deal found 5/30![United Airlines logo]()
$477
This JetBlue deal was found by Cheapflights users on 5/29. 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.
Thu 8/2711:00 am
DCA
- PUJ
1 stop6h 32m
JetBlue
Sat 9/511:56 am
PUJ
- DCA
1 stop8h 03m
JetBlue
Deal found 5/29![JetBlue logo]()
$438
This Delta deal was found by Cheapflights users on 5/31. 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.
Wed 8/126:00 am
DCA
- PUJ
1 stop7h 25m
Delta
Tue 8/184:04 pm
PUJ
- DCA
1 stop7h 44m
Delta
Deal found 5/31![Delta logo]()
$472
This Southwest deal was found by Cheapflights users on 6/1. 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.
Fri 8/146:00 am
DCA
- SXM
1 stop8h 05m
Southwest
Mon 8/173:05 pm
SXM
- DCA
1 stop8h 50m
Southwest
Deal found 6/1![Southwest logo]()
$396
This JetBlue deal was found by Cheapflights users on 5/29. 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.
Thu 8/2711:00 am
DCA
- PUJ
1 stop6h 32m
JetBlue
Fri 9/411:56 am
PUJ
- DCA
1 stop8h 03m
JetBlue
Deal found 5/29![JetBlue logo]()
$438
This Delta deal was found by Cheapflights users on 6/1. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/288:00 am
DCA
- PUJ
1 stop6h 39m
Delta
Wed 9/22:50 pm
PUJ
- DCA
1 stop7h 54m
Delta
Deal found 6/1![Delta logo]()
$472
This JetBlue deal was found by Cheapflights users on 5/29. 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.
Thu 8/2711:00 am
DCA
- PUJ
1 stop6h 32m
JetBlue
Wed 9/211:56 am
PUJ
- DCA
1 stop8h 03m
JetBlue
Deal found 5/29![JetBlue logo]()
$438
This Southwest deal was found by Cheapflights users on 5/31. 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.
Sun 8/166:00 am
DCA
- SXM
1 stop8h 05m
Southwest
Sat 8/221:55 pm
SXM
- DCA
1 stop8h 00m
Southwest
Deal found 5/31![Southwest logo]()
$415
This United Airlines deal was found by Cheapflights users on 6/1. 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.
Wed 7/156:00 am
DCA
- PLS
1 stop8h 25m
United Airlines
Thu 7/2312:35 pm
PLS
- DCA
1 stop9h 18m
United Airlines
Deal found 6/1![United Airlines logo]()
$565
This Delta deal was found by Cheapflights users on 6/2. 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.
Fri 9/117:00 am
DCA
- STT
1 stop6h 44m
Delta
Wed 9/162:54 pm
STT
- DCA
1 stop8h 49m
Delta
Deal found 6/2![Delta logo]()
$480
Last-minute flights from Reagan-National to CaribbeanDiscover last-minute flight deals from Reagan-National to Caribbean. Data last updated June 2, 2026 and is based on user searches.
Discover last-minute flight deals from Reagan-National to Caribbean. Data last updated June 2, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 5/30. 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 6/63:20 pm
DCA
- SJU
1 stop7h 25m
American Airlines
Wed 6/106:21 am
SJU
- DCA
1 stop10h 39m
American Airlines
Deal found 5/30![American Airlines logo]()
$336
This American Airlines deal was found by Cheapflights users on 5/31. 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.
Tue 6/91:39 pm
DCA
- SJU
1 stop9h 21m
American Airlines
Wed 6/106:21 am
SJU
- DCA
1 stop10h 39m
American Airlines
Deal found 5/31![American Airlines logo]()
$331
This American Airlines deal was found by Cheapflights users on 5/29. 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.
Wed 6/108:32 am
DCA
- SJU
1 stop14h 13m
American Airlines
Tue 6/167:00 am
SJU
- DCA
1 stop13h 00m
American Airlines
Deal found 5/29![American Airlines logo]()
$341
This American Airlines deal was found by Cheapflights users on 5/30. 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 6/137:13 pm
DCA
- SJU
1 stop14h 26m
American Airlines
Sat 6/277:00 am
SJU
- DCA
1 stop9h 13m
American Airlines
Deal found 5/30![American Airlines logo]()
$356
This American Airlines deal was found by Cheapflights users on 5/29. 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 6/145:00 am
DCA
- SJU
1 stop13h 25m
American Airlines
Thu 6/251:47 pm
SJU
- DCA
1 stop7h 08m
American Airlines
Deal found 5/29![American Airlines logo]()
$306
This American Airlines deal was found by Cheapflights users on 5/30. 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.
Tue 6/231:44 pm
DCA
- SJU
1 stop8h 14m
American Airlines
Tue 6/307:00 am
SJU
- DCA
1 stop11h 22m
American Airlines
Deal found 5/30![American Airlines logo]()
$326
This American Airlines deal was found by Cheapflights users on 5/30. 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.
Tue 6/305:00 am
DCA
- SJU
1 stop10h 47m
American Airlines
Thu 7/97:25 am
SJU
- DCA
1 stop10h 57m
American Airlines
Deal found 5/30![American Airlines logo]()
$276
This American Airlines deal was found by Cheapflights users on 5/30. 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.
Fri 7/37:07 pm
DCA
- STT
1 stop15h 52m
American Airlines
Thu 7/911:39 am
STT
- DCA
1 stop11h 52m
American Airlines
Deal found 5/30![American Airlines logo]()
$380
This Southwest deal was found by Cheapflights users on 5/30. 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 7/410:10 am
DCA
- SJU
1 stop11h 40m
Southwest
Wed 7/86:00 am
SJU
- DCA
1 stop11h 50m
Southwest
Deal found 5/30![Southwest logo]()
$348
This American Airlines deal was found by Cheapflights users on 5/30. 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.
Tue 7/711:55 am
DCA
- SJU
1 stop10h 04m
American Airlines
Thu 7/97:25 am
SJU
- DCA
1 stop10h 57m
American Airlines
Deal found 5/30![American Airlines logo]()
$301
This American Airlines deal was found by Cheapflights users on 5/28. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/255:00 am
DCA
- SXM
1 stop6h 33m
American Airlines
Thu 7/304:45 pm
SXM
- DCA
1 stop17h 53m
American Airlines
Deal found 5/28![American Airlines logo]()
$367
This Southwest deal was found by Cheapflights users on 5/29. 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.
Thu 7/301:10 pm
DCA
- SJU
1 stop10h 30m
Southwest
Fri 8/75:45 pm
SJU
- DCA
1 stop6h 10m
Southwest
Deal found 5/29![Southwest logo]()
$323
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 June 2, 2026.
Search for one-way flight options from Reagan-National to Caribbean. Find affordable one-way fares based on user searches. Data last updated June 2, 2026.
This Super.com deal was found by Cheapflights users on 5/30. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/96:59 am
DCA
- NAS
1 stop10h 06m
JetBlue
Deal found 5/30![JetBlue logo]()
$105
This Cheapflightsfares deal was found by Cheapflights users on 5/30. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/47:59 am
DCA
- NAS
1 stop9h 23m
JetBlue
Deal found 5/30![JetBlue logo]()
$115
This Justfly.com deal was found by Cheapflights users on 6/2. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/76:00 am
DCA
- NAS
1 stop7h 59m
JetBlue
Deal found 6/2![JetBlue logo]()
$116
This American Airlines deal was found by Cheapflights users on 5/30. 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.
Fri 8/288:51 pm
DCA
- STT
1 stop16h 02m
American Airlines
Deal found 5/30![American Airlines logo]()
$118
This FlightHub deal was found by Cheapflights users on 6/1. 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.
Wed 8/128:25 am
DCA
- NAS
1 stop8h 49m
JetBlue
Deal found 6/1![JetBlue logo]()
$120
This JetBlue deal was found by Cheapflights users on 5/30. 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.
Wed 8/126:00 am
DCA
- SXM
1 stop6h 37m
JetBlue
Deal found 5/30![JetBlue logo]()
$131
This Southwest deal was found by Cheapflights users on 5/29. 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.
Sun 6/216:00 am
DCA
- SXM
1 stop9h 30m
Southwest
Deal found 5/29![Southwest logo]()
$134
This Super.com deal was found by Cheapflights users on 6/1. 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.
Tue 8/118:25 am
DCA
- PUJ
1 stop7h 02m
JetBlue
Deal found 6/1![JetBlue logo]()
$138
This American Airlines deal was found by Cheapflights users on 5/28. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/305:00 am
DCA
- SJU
1 stop9h 06m
American Airlines
Deal found 5/28![American Airlines logo]()
$138
This American Airlines deal was found by Cheapflights users on 5/28. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/255:00 am
DCA
- SXM
1 stop6h 33m
American Airlines
Deal found 5/28![American Airlines logo]()
$139
This Super.com deal was found by Cheapflights users on 5/29. 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.
Tue 8/118:25 am
DCA
- MBJ
1 stop10h 08m
JetBlue
Deal found 5/29![JetBlue logo]()
$140
This American Airlines deal was found by Cheapflights users on 6/1. 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.
Sat 6/278:10 pm
DCA
- SJU
1 stop13h 29m
American Airlines
Deal found 6/1![American Airlines 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 June 2, 2026.
Round-trip from | $276 (American Airlines) |
|---|---|
One-way from | $105 (Super.com) |
Popular in | March |
Cheapest in | October |
Average price | $390 |
Good round-trip deal | $426 or less |
Good one-way deal | $214 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 June 2, 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
Tue 8/18
6:10 am-4:25 pm
2 stops10h 15m
San Juan Luis Munoz Marin Intl
Mon 8/24
6:00 am-12:50 pm
1 stop6h 50m
$301
Washington, D.C.San Juan
DCA - SJU
DCASJU
Washington, D.C. Reagan-National
Fri 8/14
2:50 pm-11:05 pm
1 stop8h 15m
San Juan Luis Munoz Marin Intl
Tue 8/18
11:50 am-10:00 pm
1 stop10h 10m
$326
Washington, D.C.San Juan
DCA - SJU
DCASJU
Washington, D.C. Reagan-National
Mon 8/10
1:00 pm-11:05 pm
2 stops10h 05m
San Juan Luis Munoz Marin Intl
Tue 8/18
11:50 am-10:00 pm
1 stop10h 10m
$326
Washington, D.C.San Juan
DCA - SJU
DCASJU
Washington, D.C. Reagan-National
Mon 8/10
1:00 pm-11:05 pm
2 stops10h 05m
San Juan Luis Munoz Marin Intl
Fri 8/14
5:45 pm-11:55 pm
1 stop6h 10m
$361
Washington, D.C.San Juan
DCA - SJU
DCASJU
Washington, D.C. Reagan-National
Sun 8/23
8:20 am-12:19 pm
Nonstop3h 59m
San Juan Luis Munoz Marin Intl
Tue 9/1
11:05 am-9:16 pm
1 stop10h 11m
$366
Quickest round-trip
Washington, D.C.San Juan
DCA - SJU
DCASJU
Washington, D.C. Reagan-National
Tue 8/25
6:00 am-12:45 pm
1 stop6h 45m
San Juan Luis Munoz Marin Intl
Thu 8/27
6:07 pm-9:59 pm
Nonstop3h 52m
$366
Washington, D.C.San Juan
DCA - SJU
DCASJU
Washington, D.C. Reagan-National
Fri 8/21
8:00 am-4:38 pm
1 stop8h 38m
San Juan Luis Munoz Marin Intl
Mon 8/31
2:59 pm-11:48 pm
1 stop8h 49m
$370
Washington, D.C.San Juan
DCA - SJU
DCASJU
Washington, D.C. Reagan-National
Fri 8/28
12:15 pm-10:10 pm
2 stops9h 55m
San Juan Luis Munoz Marin Intl
Sat 9/5
5:05 am-1:55 pm
2 stops8h 50m
$383
Washington, D.C.San Juan
DCA - SJU
DCASJU
Washington, D.C. Reagan-National
Thu 8/13
12:50 pm-8:05 pm
1 stop7h 15m
San Juan Luis Munoz Marin Intl
Mon 8/17
6:30 am-3:50 pm
2 stops9h 20m
$392
Washington, D.C.Simpson Bay
DCA - SXM
DCASXM
Washington, D.C. Reagan-National
Fri 8/14
6:00 am-2:05 pm
1 stop8h 05m
Simpson Bay Princess Juliana
Mon 8/17
3:05 pm-11:55 pm
1 stop8h 50m
$396
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-STT
DCA-NAS
DCA-BGI
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-STT
DCA-NAS
What is the cheapest month to book a flight from Washington, D.C. Reagan-National Airport to Caribbean?
Currently, September is the cheapest month in which you can book a flight from Washington, D.C. Reagan-National Airport to Caribbean (average of $108). Flying from Washington, D.C. Reagan-National Airport to Caribbean in August is currently the most expensive (average of $1,082). 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 June 2, 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 June 2, 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 76 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 June 2, 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
Entertainment
7.5
Crew
8.6
Overall
8.0
Comfort
8.0
Food
7.0
Reviews
1 / 20
10.0
ExcellentWalter,May 2026
LAS - BUR
Boarding
8.1
Entertainment
7.5
Crew
8.6
Overall
8.0
Comfort
8.0
Food
7.0
Reviews
1 / 20
10.0
ExcellentWalter,May 2026
LAS - BUR
Boarding
8.1
Entertainment
7.5
Crew
8.6
Overall
8.0
Comfort
8.0
Food
7.0
Reviews
1 / 20
10.0
ExcellentWalter,May 2026
LAS - BUR
Boarding
8.1
Entertainment
7.5
Crew
8.6
Overall
8.0
Comfort
8.0
Food
7.0
Reviews
1 / 20
10.0
ExcellentWalter,May 2026
LAS - BUR
Boarding
8.1
Entertainment
7.5
Crew
8.6
Overall
8.0
Comfort
8.0
Food
7.0
Reviews
1 / 20
10.0
ExcellentWalter,May 2026
LAS - BUR
Boarding
8.1
Entertainment
7.5
Crew
8.6
Overall
8.0
Comfort
8.0
Food
7.0
Reviews
1 / 20
10.0
ExcellentWalter,May 2026
LAS - BUR
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 June 2, 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 June 2, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$103 | Average$399 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$142 | Average$536 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$219 | Average$496 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$220 | Average$565 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$230 | Average$549 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$245 | Average$591 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$389 | Average$472 | FlexibilityNo cancel fee | On-time67% |