$140+ Cheap flights from Reagan-National (DCA) to Caribbean
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 12/2. Fares are subject to change and may not be available on all flights or dates of travel.
DCA — SJU
Nov 29 — Dec 61
Round-trip
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
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
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Reagan-National to Caribbean
Cheapest
Best
Last-minute
One-way
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 October 30, 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 October 30, 2026.
This JetBlue deal was found by Cheapflights users on 10/30. 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.
Mon 12/711:20 am -
1 stop7h 07m
Sat 12/126:10 pm -
1 stop6h 14m
Deal found 10/30![JetBlue logo]()
$250
This JetBlue deal was found by Cheapflights users on 10/30. 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 12/88:00 am -
Nonstop3h 52m
Tue 12/157:00 am -
1 stop7h 45m
Deal found 10/30![JetBlue logo]()
$256
This JetBlue deal was found by Cheapflights users on 10/28. 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.
Wed 12/23:10 pm -
1 stop6h 34m
Wed 12/95:01 am -
1 stop7h 05m
Deal found 10/28![JetBlue logo]()
$257
This Super.com deal was found by Cheapflights users on 10/26. 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.
Tue 12/89:59 am -
1 stop8h 28m
Fri 12/113:00 pm -
1 stop8h 52m
Deal found 10/26![JetBlue logo]()
$258
This JetBlue deal was found by Cheapflights users on 10/28. 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.
Wed 12/26:00 am -
1 stop6h 49m
Mon 12/75:01 am -
1 stop7h 05m
Deal found 10/28![JetBlue logo]()
$260
This JetBlue deal was found by Cheapflights users on 10/28. 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.
Tue 11/107:00 am -
1 stop7h 33m
Wed 11/187:00 am -
1 stop8h 45m
Deal found 10/28![JetBlue logo]()
$261
This JetBlue deal was found by Cheapflights users on 10/28. 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.
Tue 12/18:00 am -
Nonstop3h 52m
Tue 12/85:01 am -
1 stop7h 05m
Deal found 10/28![JetBlue logo]()
$262
This Super.com deal was found by Cheapflights users on 10/28. 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 12/69:59 am -
1 stop8h 28m
Wed 12/95:01 am -
1 stop7h 05m
Deal found 10/28![JetBlue logo]()
$263
This Super.com deal was found by Cheapflights users on 10/28. 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.
Tue 12/16:00 am -
1 stop6h 49m
Thu 12/107:00 pm -
Nonstop3h 58m
Deal found 10/28![JetBlue logo]()
$265
This JetBlue deal was found by Cheapflights users on 10/29. 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 12/23:10 pm -
1 stop9h 49m
Tue 12/85:01 am -
1 stop7h 05m
Deal found 10/29![JetBlue logo]()
$267
This Delta deal was found by Cheapflights users on 10/28. 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.
Wed 12/307:00 am -
1 stop8h 24m
Sat 1/94:03 pm -
1 stop6h 40m
Deal found 10/28![Delta logo]()
$352
This American Airlines deal was found by Cheapflights users on 10/29. 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.
Fri 12/48:50 pm -
1 stop14h 27m
Tue 12/81:07 pm -
1 stop11h 20m
Deal found 10/29![American Airlines logo]()
$356
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 October 30, 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 October 30, 2026.
This Southwest deal was found by Cheapflights users on 10/29. 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 12/21:00 pm -
2 stops10h 50m
Wed 12/95:40 am -
2 stops10h 15m
Deal found 10/29![Southwest logo]()
$355
This JetBlue deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” 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 11/147:50 am -
1 stop7h 07m
Wed 11/181:07 pm -
1 stop10h 17m
Deal found 10/25![JetBlue logo]()
$407
This United Airlines deal was found by Cheapflights users on 10/29. 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.
Tue 11/2411:49 am -
1 stop8h 11m
Thu 11/262:05 am -
1 stop7h 21m
Deal found 10/29![United Airlines logo]()
$418
This Delta deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/239:14 am -
2 stops9h 45m
Wed 12/27:00 am -
2 stops15h 43m
Deal found 10/25![Delta logo]()
$460
This Southwest deal was found by Cheapflights users on 10/28. 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.
Fri 12/113:25 pm -
1 stop7h 10m
Sat 12/125:40 am -
2 stops9h 15m
Deal found 10/28![Southwest logo]()
$381
This JetBlue deal was found by Cheapflights users on 10/26. 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 1/911:00 am -
1 stop7h 25m
Thu 1/1410:00 am -
1 stop9h 00m
Deal found 10/26![JetBlue logo]()
$415
This Southwest deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/41:00 pm -
2 stops10h 50m
Wed 11/114:20 pm -
1 stop7h 35m
Deal found 10/25![Southwest logo]()
$386
This JetBlue deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” 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 11/296:00 am -
1 stop7h 55m
Thu 12/31:35 pm -
1 stop9h 17m
Deal found 10/25![JetBlue logo]()
$418
This Southwest deal was found by Cheapflights users on 10/28. 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.
Mon 11/93:35 pm -
2 stops8h 25m
Sat 11/145:40 am -
1 stop7h 10m
Deal found 10/28![Southwest logo]()
$386
This United Airlines deal was found by Cheapflights users on 10/28. 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.
Fri 2/56:20 am -
1 stop9h 02m
Mon 2/812:55 pm -
1 stop5h 49m
Deal found 10/28![United Airlines logo]()
$477
This Delta deal was found by Cheapflights users on 10/29. 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.
Thu 1/76:00 am -
1 stop7h 53m
Sun 1/103:11 pm -
1 stop7h 32m
Deal found 10/29![Delta logo]()
$498
This JetBlue deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” 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 11/187:50 am -
1 stop6h 01m
Mon 11/2312:00 pm -
1 stop11h 28m
Deal found 10/25![JetBlue logo]()
$419
This Southwest deal was found by Cheapflights users on 10/28. 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.
Tue 11/1011:00 am -
2 stops9h 55m
Tue 11/1710:45 am -
2 stops8h 20m
Deal found 10/28![Southwest logo]()
$394
This United Airlines deal was found by Cheapflights users on 10/29. 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.
Mon 11/1610:05 am -
1 stop12h 46m
Thu 11/196:00 am -
1 stop9h 27m
Deal found 10/29![United Airlines logo]()
$480
This JetBlue deal was found by Cheapflights users on 10/26. 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 11/248:00 am -
Nonstop3h 50m
Thu 11/264:00 pm -
1 stop8h 28m
Deal found 10/26![JetBlue logo]()
$432
This Delta deal was found by Cheapflights users on 10/28. 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.
Thu 11/2611:13 am -
1 stop7h 46m
Mon 12/79:25 pm -
2 stops16h 32m
Deal found 10/28![Delta logo]()
$533
This United Airlines deal was found by Cheapflights users on 10/26. 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 Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/157:45 pm -
1 stop17h 48m
Sun 1/174:30 pm -
1 stop15h 43m
Deal found 10/26![United Airlines logo]()
$500
This Southwest deal was found by Cheapflights users on 10/29. 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 12/296:40 pm -
1 stop6h 05m
Wed 1/137:25 am -
2 stops8h 55m
Deal found 10/29![Southwest logo]()
$421
This JetBlue deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/1412:00 pm -
1 stop8h 20m
Tue 1/192:15 pm -
1 stop7h 43m
Deal found 10/25![JetBlue logo]()
$442
This Delta deal was found by Cheapflights users on 10/29. 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.
Mon 1/189:30 am -
2 stops14h 23m
Sat 1/236:38 am -
2 stops16h 05m
Deal found 10/29![Delta logo]()
$554
This Southwest deal was found by Cheapflights users on 10/26. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/16:00 am -
1 stop7h 00m
Fri 2/51:55 pm -
2 stops9h 50m
Deal found 10/26![Southwest logo]()
$427
This JetBlue deal was found by Cheapflights users on 10/26. 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 11/88:00 am -
Nonstop3h 52m
Sun 11/85:30 pm -
1 stop6h 54m
Deal found 10/26![JetBlue logo]()
$447
This Delta deal was found by Cheapflights users on 10/29. 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.
Thu 11/125:02 pm -
1 stop6h 57m
Mon 11/162:32 pm -
1 stop8h 54m
Deal found 10/29![Delta logo]()
$556
This JetBlue deal was found by Cheapflights users on 10/27. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/226:59 pm -
1 stop6h 22m
Fri 12/257:00 pm -
Nonstop3h 58m
Deal found 10/27![JetBlue logo]()
$450
This United Airlines deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” 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 12/217:05 pm -
2 stops20h 15m
Fri 12/253:00 pm -
1 stop8h 45m
Deal found 10/25![United Airlines logo]()
$600
This Southwest deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/186:00 am -
1 stop6h 15m
Mon 11/231:10 pm -
2 stops9h 45m
Deal found 10/25![Southwest logo]()
$456
This JetBlue deal was found by Cheapflights users on 10/29. 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.
Fri 1/297:55 am -
1 stop5h 55m
Tue 2/212:00 pm -
1 stop9h 16m
Deal found 10/29![JetBlue logo]()
$457
This Southwest deal was found by Cheapflights users on 10/26. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/226:00 am -
1 stop7h 55m
Fri 1/292:10 pm -
2 stops19h 20m
Deal found 10/26![Southwest logo]()
$470
This United Airlines deal was found by Cheapflights users on 10/29. 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.
Fri 11/276:06 pm -
2 stops16h 59m
Fri 12/43:00 pm -
1 stop7h 57m
Deal found 10/29![United Airlines logo]()
$646
This Delta deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/286:00 am -
2 stops13h 06m
Mon 2/19:35 pm -
2 stops14h 59m
Deal found 10/25![Delta logo]()
$675
Last-minute flights from Reagan-National to CaribbeanDiscover last-minute flight deals from Reagan-National to Caribbean. Data last updated October 30, 2026 and is based on user searches.
Discover last-minute flight deals from Reagan-National to Caribbean. Data last updated October 30, 2026 and is based on user searches.
This JetBlue deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” 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 10/317:08 am -
1 stop8h 19m
Thu 11/57:00 am -
1 stop9h 55m
Deal found 10/25![JetBlue logo]()
$268
This JetBlue deal was found by Cheapflights users on 10/26. 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 10/317:08 am -
1 stop8h 19m
Tue 11/37:00 am -
1 stop9h 55m
Deal found 10/26![JetBlue logo]()
$274
This JetBlue deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/24:55 pm -
1 stop7h 18m
Thu 11/51:55 pm -
1 stop9h 20m
Deal found 10/25![JetBlue logo]()
$275
This JetBlue deal was found by Cheapflights users on 10/28. 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.
Tue 11/37:00 am -
1 stop7h 32m
Wed 11/115:30 pm -
1 stop6h 54m
Deal found 10/28![JetBlue logo]()
$281
This Super.com deal was found by Cheapflights users on 10/26. 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.
Wed 11/47:00 am -
1 stop7h 32m
Wed 11/115:30 pm -
1 stop6h 54m
Deal found 10/26![JetBlue logo]()
$278
This JetBlue deal was found by Cheapflights users on 10/28. 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 11/77:00 am -
1 stop7h 33m
Thu 11/1211:30 am -
1 stop8h 29m
Deal found 10/28![JetBlue logo]()
$282
This JetBlue deal was found by Cheapflights users on 10/26. 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 11/93:54 pm -
1 stop8h 27m
Thu 11/127:00 am -
1 stop8h 45m
Deal found 10/26![JetBlue logo]()
$272
This JetBlue deal was found by Cheapflights users on 10/28. 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.
Tue 11/107:00 am -
1 stop7h 33m
Wed 11/187:00 am -
1 stop8h 45m
Deal found 10/28![JetBlue logo]()
$261
This JetBlue deal was found by Cheapflights users on 10/29. 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 11/107:00 am -
1 stop7h 33m
Thu 11/1211:30 am -
1 stop6h 49m
Deal found 10/29![JetBlue logo]()
$276
This JetBlue deal was found by Cheapflights users on 10/30. 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.
Sat 11/143:54 pm -
1 stop8h 19m
Wed 11/187:00 am -
1 stop9h 55m
Deal found 10/30![JetBlue logo]()
$270
This JetBlue deal was found by Cheapflights users on 10/28. 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.
Wed 11/187:00 am -
1 stop7h 33m
Sat 11/216:14 pm -
1 stop6h 14m
Deal found 10/28![JetBlue logo]()
$273
This American Airlines deal was found by Cheapflights users on 10/28. 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.
Mon 11/305:00 am -
1 stop6h 15m
Thu 12/34:38 pm -
1 stop8h 21m
Deal found 10/28![American Airlines logo]()
$356
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 October 30, 2026.
Search for one-way flight options from Reagan-National to Caribbean. Find affordable one-way fares based on user searches. Data last updated October 30, 2026.
This Kiwi.com deal was found by Cheapflights users on 10/28. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/27:00 am -
2 stops41h 07m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/28![Frontier logo]()
$140
This American Airlines deal was found by Cheapflights users on 10/27. 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 1/28:51 pm -
1 stop13h 31m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/27![American Airlines logo]()
$142
This Super.com deal was found by Cheapflights users on 10/27. 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.
Thu 12/316:00 am -
1 stop8h 58m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/27![JetBlue logo]()
$142
This Super.com deal was found by Cheapflights users on 10/30. 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.
Sat 11/143:54 pm -
1 stop8h 19m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/30![JetBlue logo]()
$143
This Super.com deal was found by Cheapflights users on 10/27. 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 12/79:59 am -
1 stop8h 28m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/27![JetBlue logo]()
$144
This Super.com deal was found by Cheapflights users on 10/27. 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.
Tue 11/106:00 am -
1 stop7h 05m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/27![JetBlue logo]()
$147
This Super.com deal was found by Cheapflights users on 10/29. 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 11/168:00 am -
Nonstop3h 52m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/29![JetBlue logo]()
$148
This American Airlines deal was found by Cheapflights users on 10/27. 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 11/168:51 pm -
1 stop14h 08m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/27![American Airlines logo]()
$150
This Super.com deal was found by Cheapflights users on 10/26. 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.
Wed 12/93:10 pm -
1 stop6h 34m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/26![JetBlue logo]()
$151
This Delta deal was found by Cheapflights users on 10/28. 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.
Wed 1/136:00 am -
1 stop7h 00m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/28![Delta logo]()
$153
This JetBlue deal was found by Cheapflights users on 10/27. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 1/36:17 am -
1 stop13h 05m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/27![JetBlue logo]()
$153
This American Airlines deal was found by Cheapflights users on 10/30. 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 11/151:42 pm -
1 stop9h 17m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/30![American Airlines logo]()
$153
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 October 30, 2026.
Round-trip from | $248 (JetBlue) |
|---|---|
One-way from | $140 (Kiwi.com) |
Popular in | December |
Cheapest in | February |
Average price | $374 |
Good round-trip deal | $348 or less |
Good one-way deal | $178 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 October 30, 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.Saint Thomas Island
DCA Washington, D.C. Reagan-National - STT Saint Thomas Island Cyril E King
DCASTT
Washington, D.C. Reagan-National
Wed 1/13
6:00 am-2:00 pm
1 stop7h 00m
Saint Thomas Island Cyril E King
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$153
Washington, D.C.Montego Bay
DCA Washington, D.C. Reagan-National - MBJ Montego Bay Sangster Intl
DCAMBJ
Washington, D.C. Reagan-National
Mon 1/4
6:17 am-6:35 pm
1 stop12h 18m
Montego Bay Sangster Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$153
Washington, D.C.Montego Bay
DCA Washington, D.C. Reagan-National - MBJ Montego Bay Sangster Intl
DCAMBJ
Washington, D.C. Reagan-National
Sun 1/3
6:17 am-7:22 pm
1 stop13h 05m
Montego Bay Sangster Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$153
Washington, D.C.Santo Domingo
DCA Washington, D.C. Reagan-National - SDQ Santo Domingo Las Americas
DCASDQ
Washington, D.C. Reagan-National
Wed 1/20
7:00 am-6:24 pm
2 stops10h 24m
Santo Domingo Las Americas
Wed 12/31
12:00 am-11:30 pm
Nonstop0h 00m
$155
Washington, D.C.Nassau
DCA Washington, D.C. Reagan-National - NAS Nassau Intl
DCANAS
Washington, D.C. Reagan-National
Wed 12/2
7:39 am-1:56 pm
1 stop6h 17m
Nassau Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$167
Washington, D.C.Santiago de los Caballeros
DCA Washington, D.C. Reagan-National - STI Santiago de los Caballeros
DCASTI
Washington, D.C. Reagan-National
Tue 11/24
1:15 pm-11:51 pm
1 stop9h 36m
Santiago de los Caballeros
Wed 12/31
12:00 am-11:30 pm
Nonstop0h 00m
$168
Quickest round-trip
Washington, D.C.Nassau
DCA Washington, D.C. Reagan-National - NAS Nassau Intl
DCANAS
Washington, D.C. Reagan-National
Thu 12/31
6:00 am-11:21 am
1 stop5h 21m
Nassau Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$168
Washington, D.C.Nassau
DCA Washington, D.C. Reagan-National - NAS Nassau Intl
DCANAS
Washington, D.C. Reagan-National
Tue 3/30
7:00 am-1:33 pm
1 stop6h 33m
Nassau Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$173
Washington, D.C.Nassau
DCA Washington, D.C. Reagan-National - NAS Nassau Intl
DCANAS
Washington, D.C. Reagan-National
Thu 1/28
7:40 pm-11:49 am
1 stop16h 09m
Nassau Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$173
Washington, D.C.Nassau
DCA Washington, D.C. Reagan-National - NAS Nassau Intl
DCANAS
Washington, D.C. Reagan-National
Mon 12/21
6:17 am-3:56 pm
1 stop9h 39m
Nassau Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$173
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-MBJ
DCA-STI
DCA-NAS
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-MBJ
DCA-STI
DCA-NAS
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 $474). Flying from Washington, D.C. Reagan-National Airport to Caribbean in October is currently the most expensive (average of $631). 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 October 30, 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 often are flights from Washington, D.C. to Caribbean delayed?
About 24% of weekly flights between Washington, D.C. and Caribbean have experienced delays in the past year, with the average delay time being 150 minutes.
What is the most punctual flight time for Washington, D.C. to Caribbean flights?
Historically, flights departing in the morning are less likely to be delayed, whereas flights leaving in the morning tend to experience delays more often.
What day of the week experiences the fewest flight delays on this route?
Monday tends to have the lowest number of delays on this route, whereas Friday has historically faced a higher average of delays compared to other days of the week.
Which airline has the best punctuality record on Washington, D.C. to Caribbean flights?
Over the last year, JetBlue have had the lowest number of delays on this route, with just 24% of flights being delayed.
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 October 30, 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
Boarding
8.1
Overall
7.9
Crew
8.6
Entertainment
7.4
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentPatricia,Oct 2026
DAL - TPA
Food
7.0
Boarding
8.1
Overall
7.9
Crew
8.6
Entertainment
7.4
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentPatricia,Oct 2026
DAL - TPA
Food
7.0
Boarding
8.1
Overall
7.9
Crew
8.6
Entertainment
7.4
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentPatricia,Oct 2026
DAL - TPA
Food
7.0
Boarding
8.1
Overall
7.9
Crew
8.6
Entertainment
7.4
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentPatricia,Oct 2026
DAL - TPA
Food
7.0
Boarding
8.1
Overall
7.9
Crew
8.6
Entertainment
7.4
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentPatricia,Oct 2026
DAL - TPA
Food
7.0
Boarding
8.1
Overall
7.9
Crew
8.6
Entertainment
7.4
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentPatricia,Oct 2026
DAL - TPA
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.
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
Alternative routes
Complete your trip
Flights by cabin class
Other flight options
Popular flights
Top countries
Top destinations
Alternative routes for 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 October 30, 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 October 30, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$119 | Average$389 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$142 | Average$677 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$230 | Average$595 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$255 | Average$523 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$275 | Average$604 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$301 | Average$524 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$390 | Average$526 | FlexibilityNo cancel fee | On-time67% |