$103+ Cheap flights from Dulles Intl (IAD) 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 10/24. Fares are subject to change and may not be available on all flights or dates of travel.
IAD — SJU
Sep 7 — Sep 141
Round-trip
1 adult, Economy
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Cheapest flights from Dulles Intl to CaribbeanExplore the most affordable flight options available from Dulles Intl to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 8, 2026.
Explore the most affordable flight options available from Dulles Intl to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 8, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/2411:12 am -
1 stop6h 31m
Sat 10/310:30 am -
1 stop9h 39m
Deal found 8/8![Frontier logo]()
$299
This American Airlines deal was found by Cheapflights users on 8/7. Clicking the “Pick Dates” 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 8/227:57 am -
1 stop15h 46m
Sat 8/297:05 am -
1 stop13h 51m
Deal found 8/7![American Airlines logo]()
$300
This American Airlines deal was found by Cheapflights users on 8/7. Clicking the “Pick Dates” 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 9/27:57 am -
1 stop6h 54m
Wed 9/93:41 pm -
1 stop7h 10m
Deal found 8/7![American Airlines logo]()
$301
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/137:00 am -
1 stop8h 25m
Wed 11/256:00 am -
Nonstop4h 16m
Deal found 8/4![Frontier logo]()
$302
This Kiwi.com deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/106:09 pm -
1 stop22h 02m
Thu 8/136:00 am -
1 stop13h 38m
Deal found 8/6![Frontier logo]()
$303
This American Airlines deal was found by Cheapflights users on 8/7. Clicking the “Pick Dates” 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 8/105:34 pm -
1 stop6h 25m
Thu 8/133:47 pm -
1 stop7h 08m
Deal found 8/7![American Airlines logo]()
$304
This American Airlines deal was found by Cheapflights users on 8/7. Clicking the “Pick Dates” 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 8/261:23 pm -
1 stop10h 36m
Sat 8/297:05 am -
1 stop15h 50m
Deal found 8/7![American Airlines logo]()
$305
This Kiwi.com deal was found by Cheapflights users on 8/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/247:50 am -
2 stops18h 23m
Sun 9/273:55 pm -
1 stop18h 22m
Deal found 8/8![Frontier logo]()
$306
This United Airlines deal was found by Cheapflights users on 8/7. Clicking the “Pick Dates” 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 9/19:00 am -
Nonstop3h 54m
Sat 9/54:55 pm -
Nonstop3h 52m
Deal found 8/7![United Airlines logo]()
$307
This Kiwi.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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/136:46 pm -
1 stop28h 52m
Sat 11/216:00 am -
Nonstop4h 16m
Deal found 8/3![Frontier logo]()
$308
This Kiwi.com deal was found by Cheapflights users on 8/7. Clicking the “Pick Dates” 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 8/1911:05 am -
1 stop8h 47m
Wed 8/266:35 am -
1 stop13h 09m
Deal found 8/7![Frontier logo]()
$309
This American Airlines deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” 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 8/236:38 pm -
1 stop20h 16m
Thu 8/277:30 am -
1 stop15h 25m
Deal found 8/5![American Airlines logo]()
$310
Best flights from Dulles Intl to CaribbeanDiscover carefully curated flight deals from Dulles Intl to Caribbean that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 8, 2026.
Discover carefully curated flight deals from Dulles Intl to Caribbean that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 8, 2026.
This United Airlines deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” 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 8/309:00 am -
Nonstop3h 54m
Sat 9/52:55 pm -
1 stop9h 00m
Deal found 8/6![United Airlines logo]()
$312
This Delta deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” 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 10/612:29 pm -
1 stop9h 49m
Sat 10/102:00 pm -
1 stop9h 16m
Deal found 8/5![Delta logo]()
$336
This Air Canada deal was found by Cheapflights users on 8/8. Clicking the “Pick Dates” 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 12/39:55 am -
2 stops10h 30m
Sun 12/69:25 pm -
2 stops18h 28m
Deal found 8/8![Air Canada logo]()
$414
This Copa Airlines deal was found by Cheapflights users on 8/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/12:25 am -
1 stop9h 08m
Mon 10/512:32 pm -
1 stop15h 48m
Deal found 8/7![Copa Airlines logo]()
$421
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/197:00 am -
1 stop7h 31m
Mon 10/262:49 pm -
1 stop8h 39m
Deal found 8/3![Frontier logo]()
$452
This Avianca 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 Avianca is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/243:35 pm -
1 stop18h 45m
Wed 9/26:15 pm -
1 stop20h 00m
Deal found 8/4![Avianca logo]()
$455
This CheapOair 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/47:50 am -
1 stop7h 37m
Tue 10/612:30 pm -
2 stops18h 13m
Deal found 8/3![Multiple Airlines logo]()
$477
This KAYAK deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/99:15 am -
2 stops24h 12m
Sun 10/1110:27 am -
2 stops22h 17m
Deal found 8/5![American Airlines logo]()
$581
This United Airlines deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” 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 10/248:40 am -
Nonstop3h 54m
Sat 10/317:05 am -
Nonstop4h 04m
Deal found 8/6![United Airlines logo]()
$327
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/139:00 am -
Nonstop3h 54m
Sun 9/204:55 pm -
Nonstop3h 52m
Deal found 8/4![United Airlines logo]()
$327
This United Airlines deal was found by Cheapflights users on 8/8. Clicking the “Pick Dates” 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 9/76:16 am -
1 stop8h 28m
Mon 9/144:55 pm -
Nonstop3h 52m
Deal found 8/8![United Airlines logo]()
$337
This Copa 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/89:35 am -
1 stop25h 58m
Wed 9/1612:32 pm -
1 stop26h 32m
Deal found 8/3![Copa Airlines logo]()
$461
This United 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/286:10 am -
1 stop6h 05m
Wed 11/45:50 pm -
Nonstop4h 06m
Deal found 8/3![United Airlines logo]()
$347
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/278:28 am -
1 stop5h 29m
Mon 8/311:16 pm -
1 stop11h 18m
Deal found 8/4![Delta logo]()
$506
This Copa Airlines 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/34:34 pm -
1 stop18h 59m
Wed 10/712:32 pm -
1 stop15h 48m
Deal found 8/4![Copa Airlines logo]()
$461
This Air Canada 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/193:45 pm -
2 stops20h 35m
Mon 10/265:20 pm -
2 stops21h 33m
Deal found 8/3![Air Canada logo]()
$524
This United Airlines deal was found by Cheapflights users on 8/7. Clicking the “Pick Dates” 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 10/308:22 am -
Nonstop3h 53m
Thu 11/52:35 pm -
1 stop8h 50m
Deal found 8/7![United Airlines logo]()
$362
This FlightHub deal was found by Cheapflights users on 8/7. Clicking the “Pick Dates” 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 8/276:20 am -
1 stop6h 57m
Sun 8/301:32 pm -
2 stops19h 18m
Deal found 8/7![Frontier logo]()
$553
This Delta deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” 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 8/286:00 am -
1 stop7h 57m
Fri 9/41:16 pm -
1 stop11h 18m
Deal found 8/6![Delta logo]()
$506
This Copa Airlines deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/154:34 pm -
1 stop18h 59m
Sun 10/1812:32 pm -
1 stop15h 48m
Deal found 8/5![Copa Airlines logo]()
$461
This United Airlines deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” 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 8/259:00 am -
Nonstop3h 54m
Sat 9/51:00 am -
1 stop6h 19m
Deal found 8/6![United Airlines logo]()
$371
This Copa Airlines 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/119:35 am -
1 stop25h 58m
Fri 10/1612:32 pm -
1 stop15h 48m
Deal found 8/4![Copa Airlines logo]()
$461
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/216:00 am -
1 stop7h 57m
Wed 8/261:16 pm -
1 stop6h 49m
Deal found 8/4![Delta logo]()
$554
This Copa Airlines 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/12:25 am -
1 stop15h 55m
Wed 10/73:38 pm -
1 stop12h 42m
Deal found 8/4![Copa Airlines logo]()
$476
This Delta deal was found by Cheapflights users on 8/7. Clicking the “Pick Dates” 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 8/268:28 am -
1 stop5h 29m
Sat 8/293:22 pm -
1 stop9h 12m
Deal found 8/7![Delta logo]()
$567
This United 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/2012:40 pm -
2 stops11h 10m
Thu 10/297:25 am -
1 stop8h 53m
Deal found 8/3![United Airlines logo]()
$426
This Copa Airlines deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/69:35 am -
1 stop25h 58m
Sun 10/1112:32 pm -
1 stop12h 00m
Deal found 8/5![Copa Airlines logo]()
$476
This United 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 United is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/19:00 am -
1 stop22h 50m
Wed 9/305:45 pm -
2 stops13h 34m
Deal found 8/3![Multiple Airlines logo]()
$778
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/186:00 am -
1 stop5h 51m
Fri 8/283:22 pm -
1 stop9h 12m
Deal found 8/4![Delta logo]()
$567
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/1912:49 pm -
2 stops11h 01m
Fri 9/251:00 am -
2 stops10h 55m
Deal found 8/4![United Airlines logo]()
$426
Last-minute flights from Dulles Intl to CaribbeanDiscover last-minute flight deals from Dulles Intl to Caribbean. Data last updated August 8, 2026 and is based on user searches.
Discover last-minute flight deals from Dulles Intl to Caribbean. Data last updated August 8, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/106:09 pm -
1 stop22h 02m
Thu 8/136:00 am -
1 stop13h 38m
Deal found 8/6![Frontier logo]()
$303
This American Airlines deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” 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 8/105:34 pm -
1 stop6h 25m
Thu 8/133:47 pm -
1 stop7h 08m
Deal found 8/5![American Airlines logo]()
$304
This Kiwi.com deal was found by Cheapflights users on 8/7. Clicking the “Pick Dates” 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 8/1911:05 am -
1 stop8h 47m
Wed 8/266:35 am -
1 stop13h 09m
Deal found 8/7![Frontier logo]()
$309
This American Airlines deal was found by Cheapflights users on 8/7. Clicking the “Pick Dates” 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 8/227:57 am -
1 stop15h 46m
Sat 8/297:05 am -
1 stop13h 51m
Deal found 8/7![American Airlines logo]()
$300
This American Airlines deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” 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 8/236:38 pm -
1 stop20h 16m
Thu 8/277:30 am -
1 stop15h 25m
Deal found 8/5![American Airlines logo]()
$310
This American Airlines deal was found by Cheapflights users on 8/7. Clicking the “Pick Dates” 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 8/261:23 pm -
1 stop10h 36m
Sat 8/297:05 am -
1 stop15h 50m
Deal found 8/7![American Airlines logo]()
$305
This Kiwi.com deal was found by Cheapflights users on 8/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/298:39 pm -
2 stops19h 32m
Mon 8/318:57 pm -
1 stop13h 10m
Deal found 8/7![Frontier logo]()
$308
This United Airlines deal was found by Cheapflights users on 8/7. Clicking the “Pick Dates” 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 9/19:00 am -
Nonstop3h 54m
Sat 9/54:55 pm -
Nonstop3h 52m
Deal found 8/7![United Airlines logo]()
$307
This American Airlines deal was found by Cheapflights users on 8/7. Clicking the “Pick Dates” 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 9/27:57 am -
1 stop6h 54m
Wed 9/93:41 pm -
1 stop7h 10m
Deal found 8/7![American Airlines logo]()
$301
This Kiwi.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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/58:39 pm -
1 stop17h 37m
Tue 9/86:35 am -
1 stop13h 09m
Deal found 8/3![Frontier logo]()
$302
This Kiwi.com deal was found by Cheapflights users on 8/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/2411:12 am -
1 stop6h 31m
Sat 10/310:30 am -
1 stop9h 39m
Deal found 8/8![Frontier logo]()
$299
This Kiwi.com deal was found by Cheapflights users on 8/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/247:50 am -
2 stops18h 23m
Sun 9/273:55 pm -
1 stop18h 22m
Deal found 8/8![Frontier logo]()
$306
One-way flights from Dulles Intl to CaribbeanSearch for one-way flight options from Dulles Intl to Caribbean. Find affordable one-way fares based on user searches. Data last updated August 8, 2026.
Search for one-way flight options from Dulles Intl to Caribbean. Find affordable one-way fares based on user searches. Data last updated August 8, 2026.
This Trip.com deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/243:45 pm -
1 stop21h 30m
Deal found 8/5![Air Canada logo]()
$103
This Travelocity deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” 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 9/53:45 pm -
1 stop21h 50m
Deal found 8/6![Air Canada logo]()
$120
This American Airlines deal was found by Cheapflights users on 8/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/55:01 am -
2 stops10h 38m
Deal found 8/7![American Airlines logo]()
$120
This Trip.com deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/264:30 pm -
1 stop19h 00m
Deal found 8/5![Air Canada logo]()
$121
This Trip.com 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/19:55 am -
1 stop27h 30m
Deal found 8/4![Air Canada logo]()
$121
This Orbitz deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” 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 9/109:55 am -
1 stop7h 35m
Deal found 8/6![Air Canada logo]()
$125
This American Airlines deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” 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 9/296:15 pm -
2 stops19h 08m
Deal found 8/6![American Airlines logo]()
$126
This Orbitz deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” 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 10/154:00 pm -
1 stop25h 30m
Deal found 8/5![Air Canada logo]()
$130
This Air Canada deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/293:45 pm -
1 stop21h 50m
Deal found 8/6![Air Canada logo]()
$136
This Orbitz deal was found by Cheapflights users on 8/8. Clicking the “Pick Dates” 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.
Sat 11/219:55 am -
1 stop27h 20m
Deal found 8/8![Air Canada logo]()
$139
This Air Canada deal was found by Cheapflights users on 8/7. Clicking the “Pick Dates” 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 9/1710:10 pm -
2 stops19h 20m
Deal found 8/7![Air Canada logo]()
$141
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 12/149:55 am -
1 stop10h 30m
Deal found 8/4![Air Canada logo]()
$143
Find flight deals from Dulles Intl to Caribbean
Keep the following information in mind while searching for Dulles Intl to Caribbean flight deals. Data was last updated August 8, 2026.
Round-trip from | $299 (Kiwi.com) |
|---|---|
One-way from | $103 (Trip.com) |
Popular in | June |
Cheapest in | February |
Average price | $356 |
Good round-trip deal | $419 or less |
Good one-way deal | $180 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Dulles Intl 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 8, 2026.
Use the filters below to find and compare flights from Washington, D.C. Dulles Intl Airport to Caribbean that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
Washington, D.C.San Juan
IAD Washington, D.C. Dulles Intl - SJU San Juan Luis Munoz Marin Intl
IADSJU
Washington, D.C. Dulles Intl
Sun 8/30
9:00 am-12:54 pm
Nonstop3h 54m
San Juan Luis Munoz Marin Intl
Sat 9/5
2:55 pm-11:55 pm
1 stop9h 00m
$312
Washington, D.C.San Juan
IAD Washington, D.C. Dulles Intl - SJU San Juan Luis Munoz Marin Intl
IADSJU
Washington, D.C. Dulles Intl
Sat 10/24
8:40 am-12:34 pm
Nonstop3h 54m
San Juan Luis Munoz Marin Intl
Sat 10/31
7:05 am-11:09 am
Nonstop4h 04m
$327
Quickest round-trip
Washington, D.C.San Juan
IAD Washington, D.C. Dulles Intl - SJU San Juan Luis Munoz Marin Intl
IADSJU
Washington, D.C. Dulles Intl
Sun 9/13
9:00 am-12:54 pm
Nonstop3h 54m
San Juan Luis Munoz Marin Intl
Sun 9/20
4:55 pm-8:47 pm
Nonstop3h 52m
$327
Washington, D.C.San Juan
IAD Washington, D.C. Dulles Intl - SJU San Juan Luis Munoz Marin Intl
IADSJU
Washington, D.C. Dulles Intl
Tue 10/6
12:29 pm-10:18 pm
1 stop9h 49m
San Juan Luis Munoz Marin Intl
Sat 10/10
2:00 pm-11:16 pm
1 stop9h 16m
$336
Washington, D.C.San Juan
IAD Washington, D.C. Dulles Intl - SJU San Juan Luis Munoz Marin Intl
IADSJU
Washington, D.C. Dulles Intl
Mon 9/7
6:16 am-2:44 pm
1 stop8h 28m
San Juan Luis Munoz Marin Intl
Mon 9/14
4:55 pm-8:47 pm
Nonstop3h 52m
$337
Washington, D.C.San Juan
IAD Washington, D.C. Dulles Intl - SJU San Juan Luis Munoz Marin Intl
IADSJU
Washington, D.C. Dulles Intl
Wed 10/28
6:10 am-12:15 pm
1 stop6h 05m
San Juan Luis Munoz Marin Intl
Wed 11/4
5:50 pm-8:56 pm
Nonstop4h 06m
$347
Washington, D.C.San Juan
IAD Washington, D.C. Dulles Intl - SJU San Juan Luis Munoz Marin Intl
IADSJU
Washington, D.C. Dulles Intl
Fri 10/30
8:22 am-12:15 pm
Nonstop3h 53m
San Juan Luis Munoz Marin Intl
Thu 11/5
2:35 pm-10:25 pm
1 stop8h 50m
$362
Washington, D.C.San Juan
IAD Washington, D.C. Dulles Intl - SJU San Juan Luis Munoz Marin Intl
IADSJU
Washington, D.C. Dulles Intl
Tue 8/25
9:00 am-12:54 pm
Nonstop3h 54m
San Juan Luis Munoz Marin Intl
Sat 9/5
1:00 am-7:19 am
1 stop6h 19m
$371
Washington, D.C.Nassau
IAD Washington, D.C. Dulles Intl - NAS Nassau Intl
IADNAS
Washington, D.C. Dulles Intl
Thu 12/3
9:55 am-8:25 pm
2 stops10h 30m
Nassau Intl
Sun 12/6
9:25 pm-3:53 pm
2 stops18h 28m
$414
Washington, D.C.Simpson Bay
IAD Washington, D.C. Dulles Intl - SXM Simpson Bay Princess Juliana
IADSXM
Washington, D.C. Dulles Intl
Thu 10/1
2:25 am-11:33 am
1 stop9h 08m
Simpson Bay Princess Juliana
Mon 10/5
12:32 pm-4:20 am
1 stop15h 48m
$421
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Dulles Intl to Caribbean
Have a flexible travel schedule? Discover the best time to fly to Caribbean from Dulles Intl with our price prediction graph.
IAD-NAS
IAD-SXM
IAD-PLS
IAD-SJU
IAD-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. Dulles Intl Airport to Caribbean
IAD-0CB
IAD-NAS
IAD-SXM
IAD-PLS
IAD-SJU
What is the cheapest month to book a flight from Washington, D.C. Dulles Intl Airport to Caribbean?
Currently, January is the cheapest month in which you can book a flight from Washington, D.C. Dulles Intl Airport to Caribbean (average of $474). Flying from Washington, D.C. Dulles Intl Airport to Caribbean in July is currently the most expensive (average of $656). 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 IAD to CB?
Find hourly flight availability from Dulles Intl 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 8, 2026.
A simple way to save on the total cost of your ticket is to fly from Washington, D.C. Dulles Intl Airport to Caribbean at noon. If you’re flexible enough to do this you can expect to save up to 23% on your trip compared to booking a flight in the morning.
How far ahead should I book a flight from Washington, D.C. Dulles Intl Airport to Caribbean?
To ensure you get the cheapest price possible for a flight from Washington, D.C. Dulles Intl Airport to Caribbean, you should look to book at least 32 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.
What is the cheapest day to fly from Washington, D.C. Dulles Intl Airport to Caribbean?
Use this chart to determine the cheapest time to fly round-trip from Dulles Intl to Caribbean. Price data was last updated on August 8, 2026.
Travelers seeking maximum savings on their Washington, D.C. Dulles Intl Airport to Caribbean flight should consider departing on Wednesday at noon when fares are most often at their lowest. Monday at noon flights should be avoided if possible as fares are typically the most expensive at this time.
Reviews of airlines servicing Caribbean
Get insights into the airlines that provide service to Caribbean. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Caribbean. Reviews last updated August 8, 2026.
Read reviews from past customers who have flown Delta,Copa Airlines, andUnited Airlines from Washington, D.C. Dulles Intl Airport to Caribbean. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Comfort
7.8
Food
7.2
Overall
7.8
Entertainment
7.8
Boarding
8.1
Crew
8.5
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Comfort
7.8
Food
7.2
Overall
7.8
Entertainment
7.8
Boarding
8.1
Crew
8.5
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Comfort
7.8
Food
7.2
Overall
7.8
Entertainment
7.8
Boarding
8.1
Crew
8.5
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Comfort
7.8
Food
7.2
Overall
7.8
Entertainment
7.8
Boarding
8.1
Crew
8.5
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Comfort
7.8
Food
7.2
Overall
7.8
Entertainment
7.8
Boarding
8.1
Crew
8.5
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Comfort
7.8
Food
7.2
Overall
7.8
Entertainment
7.8
Boarding
8.1
Crew
8.5
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Related info for your journey
Find useful and relevant information for your journey from Dulles Intl 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 Dulles Intl 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 Dulles Intl to Caribbean by cabin class
Find flights from Dulles Intl to Caribbean, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Dulles Intl and Caribbean flights
Browse other Dulles Intl and Caribbean flight options. Last updated on August 8, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
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Top 8 airlines flying from Dulles Intl to Caribbean
Discover the top 8 airlines that operate flights from Dulles Intl 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 8, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$89 | Average$558 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$136 | Average$548 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$161 | Average$553 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$167 | Average$521 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$189 | Average$407 | FlexibilityNo cancel fee | On-time67% | |
| Cheapest$225 | Average$595 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$237 | Average$625 | FlexibilityNo cancel fee | On-time70% | |
| Cheapest$265 | Average$626 | FlexibilityNo cancel fee | On-time69% |