$69+ Cheap flights from the United States 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 10/27. Fares are subject to change and may not be available on all flights or dates of travel.
LAX — SJU
Nov 4 — Nov 111
Round-trip
1 adult, Economy
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Find cheap flights from USA 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 USA to Caribbean
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Cheapest flights from USA to CaribbeanExplore the most affordable flight options available from USA to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 5, 2026.
Explore the most affordable flight options available from USA to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 5, 2026.
This eDestinos deal was found by Cheapflights users on 9/30. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/156:24 am -
Nonstop3h 55m
Mon 10/1912:59 am -
Nonstop4h 05m
Deal found 9/30![Frontier logo]()
$147
This Priceline deal was found by Cheapflights users on 10/4. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/27:07 pm -
Nonstop3h 57m
Fri 11/67:00 am -
1 stop17h 35m
Deal found 10/4![Frontier logo]()
$148
This Super.com deal was found by Cheapflights users on 9/30. 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 10/2711:00 pm -
Nonstop2h 50m
Wed 11/47:23 am -
Nonstop3h 17m
Deal found 9/30![Frontier logo]()
$149
This Kiwi.com deal was found by Cheapflights users on 10/1. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/136:24 am -
Nonstop3h 55m
Fri 10/232:51 pm -
Nonstop4h 06m
Deal found 10/1![Frontier logo]()
$149
This Super.com deal was found by Cheapflights users on 9/30. 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.
Thu 10/296:20 am -
Nonstop2h 55m
Sun 11/13:55 am -
Nonstop3h 06m
Deal found 9/30![Frontier logo]()
$150
This Cheapflightsfares deal was found by Cheapflights users on 10/4. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/238:02 pm -
Nonstop3h 52m
Wed 10/287:15 am -
Nonstop4h 07m
Deal found 10/4![Frontier logo]()
$150
This Kiwi.com deal was found by Cheapflights users on 9/30. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/166:20 am -
Nonstop2h 55m
Tue 12/13:28 am -
2 stops21h 45m
Deal found 9/30![Frontier logo]()
$151
This Cheapflightsfares deal was found by Cheapflights users on 10/1. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/110:30 am -
Nonstop3h 54m
Fri 11/66:15 am -
Nonstop4h 10m
Deal found 10/1![Frontier logo]()
$151
This CheapOair deal was found by Cheapflights users on 10/1. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/238:09 pm -
Nonstop2h 56m
Sat 10/243:00 am -
Nonstop3h 00m
Deal found 10/1![Frontier logo]()
$152
This Cheapflightsfares deal was found by Cheapflights users on 9/30. 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.
Sun 10/2511:23 am -
Nonstop3h 56m
Wed 10/2810:20 am -
1 stop27h 33m
Deal found 9/30![Frontier logo]()
$152
This Kiwi.com deal was found by Cheapflights users on 9/30. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/206:00 am -
1 stop19h 17m
Fri 10/306:00 am -
2 stops26h 10m
Deal found 9/30![Frontier logo]()
$153
This Booking.com deal was found by Cheapflights users on 10/4. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/1011:27 am -
Nonstop3h 50m
Mon 11/233:36 am -
Nonstop4h 08m
Deal found 10/4![Frontier logo]()
$153
Best flights from USA to CaribbeanDiscover carefully curated flight deals from USA to Caribbean that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 5, 2026.
Discover carefully curated flight deals from USA to Caribbean that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 5, 2026.
This JetBlue deal was found by Cheapflights users on 10/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/15:42 pm -
1 stop7h 17m
Sat 12/126:10 pm -
1 stop6h 49m
Deal found 10/2![JetBlue logo]()
$222
This Southwest deal was found by Cheapflights users on 10/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/1610:25 pm -
Nonstop3h 00m
Mon 10/1910:50 pm -
Nonstop3h 05m
Deal found 10/2![Southwest logo]()
$307
This Delta deal was found by Cheapflights users on 10/3. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/146:53 pm -
Nonstop4h 01m
Wed 11/186:10 pm -
Nonstop4h 15m
Deal found 10/3![Delta logo]()
$317
This United Airlines deal was found by Cheapflights users on 10/1. 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.
Fri 11/67:36 pm -
Nonstop4h 00m
Tue 11/102:52 pm -
Nonstop4h 18m
Deal found 10/1![United Airlines logo]()
$317
This Copa Airlines deal was found by Cheapflights users on 10/4. 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 11/212:20 am -
1 stop18h 45m
Thu 11/267:10 am -
1 stop8h 50m
Deal found 10/4![Copa Airlines logo]()
$425
This JetBlue deal was found by Cheapflights users on 10/1. 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.
Thu 11/511:38 am -
Nonstop2h 54m
Wed 11/116:25 am -
1 stop6h 32m
Deal found 10/1![JetBlue logo]()
$230
This Arajet deal was found by Cheapflights users on 10/4. 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 Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/1912:59 am -
Nonstop4h 30m
Tue 10/271:45 pm -
1 stop9h 45m
Deal found 10/4![Multiple Airlines logo]()
$476
This JetBlue deal was found by Cheapflights users on 10/1. 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.
Fri 11/66:20 am -
Nonstop2h 56m
Wed 11/116:25 am -
1 stop6h 32m
Deal found 10/1![JetBlue logo]()
$230
This JetBlue deal was found by Cheapflights users on 10/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/96:00 am -
1 stop8h 58m
Sat 12/196:24 pm -
1 stop6h 30m
Deal found 10/2![JetBlue logo]()
$238
This Southwest deal was found by Cheapflights users on 10/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/171:45 pm -
2 stops8h 30m
Wed 10/215:50 am -
2 stops12h 15m
Deal found 10/2![Southwest logo]()
$316
This United Airlines deal was found by Cheapflights users on 10/4. 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.
Thu 10/293:08 pm -
1 stop6h 14m
Sat 10/312:05 am -
Nonstop4h 19m
Deal found 10/4![United Airlines logo]()
$322
This JetBlue deal was found by Cheapflights users on 10/1. 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.
Fri 10/3010:00 am -
1 stop5h 23m
Mon 11/26:25 am -
1 stop6h 32m
Deal found 10/1![JetBlue logo]()
$242
This Delta deal was found by Cheapflights users on 10/3. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/26:55 pm -
Nonstop4h 03m
Tue 12/86:10 pm -
Nonstop4h 17m
Deal found 10/3![Delta logo]()
$327
This Southwest deal was found by Cheapflights users on 10/1. 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.
Wed 11/258:35 am -
Nonstop2h 50m
Mon 11/3010:30 pm -
Nonstop3h 20m
Deal found 10/1![Southwest logo]()
$331
This Southwest deal was found by Cheapflights users on 10/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/256:05 am -
Nonstop2h 45m
Sun 11/295:35 am -
Nonstop3h 10m
Deal found 10/3![Southwest logo]()
$331
This United Airlines deal was found by Cheapflights users on 9/30. 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 10/176:15 am -
1 stop6h 19m
Mon 10/191:00 am -
2 stops8h 42m
Deal found 9/30![United Airlines logo]()
$366
This Delta deal was found by Cheapflights users on 10/2. 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.
Sun 11/18:00 am -
Nonstop4h 05m
Thu 11/56:59 pm -
1 stop7h 00m
Deal found 10/2![Delta logo]()
$367
This JetBlue deal was found by Cheapflights users on 9/30. 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 11/231:54 pm -
Nonstop2h 55m
Tue 12/15:15 pm -
Nonstop3h 17m
Deal found 9/30![JetBlue logo]()
$301
This Delta deal was found by Cheapflights users on 10/4. 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.
Sun 11/18:00 am -
Nonstop4h 05m
Tue 11/36:59 pm -
1 stop7h 00m
Deal found 10/4![Delta logo]()
$367
This United Airlines deal was found by Cheapflights users on 10/4. 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.
Wed 2/38:36 am -
Nonstop3h 56m
Tue 2/92:05 am -
Nonstop4h 19m
Deal found 10/4![United Airlines logo]()
$367
This Copa Airlines deal was found by Cheapflights users on 10/2. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/111:16 am -
1 stop9h 53m
Thu 11/197:10 am -
1 stop20h 49m
Deal found 10/2![Copa Airlines logo]()
$445
This Southwest deal was found by Cheapflights users on 10/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/212:25 pm -
1 stop10h 00m
Sun 12/66:35 am -
2 stops10h 20m
Deal found 10/3![Southwest logo]()
$361
This Arajet deal was found by Cheapflights users on 9/30. 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 Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/3011:59 pm -
Nonstop4h 26m
Sat 12/51:40 pm -
1 stop9h 50m
Deal found 9/30![Multiple Airlines logo]()
$491
This United Airlines deal was found by Cheapflights users on 10/4. 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 1/167:36 pm -
Nonstop4h 00m
Sat 1/2310:15 am -
1 stop9h 45m
Deal found 10/4![United Airlines logo]()
$372
This Delta deal was found by Cheapflights users on 10/3. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/88:20 am -
Nonstop4h 10m
Tue 11/106:12 pm -
1 stop6h 47m
Deal found 10/3![Delta logo]()
$380
This JetBlue deal was found by Cheapflights users on 10/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/143:14 pm -
1 stop8h 59m
Tue 11/171:55 pm -
Nonstop4h 03m
Deal found 10/3![JetBlue logo]()
$328
This Southwest deal was found by Cheapflights users on 10/4. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/1211:15 am -
2 stops10h 40m
Tue 12/156:40 am -
1 stop7h 30m
Deal found 10/4![Southwest logo]()
$365
This Delta deal was found by Cheapflights users on 9/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/88:10 am -
Nonstop4h 17m
Tue 12/151:55 pm -
Nonstop4h 04m
Deal found 9/30![Delta logo]()
$382
This Arajet deal was found by Cheapflights users on 10/2. 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 Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/1512:00 pm -
1 stop9h 40m
Tue 10/201:45 pm -
1 stop9h 45m
Deal found 10/2![Multiple Airlines logo]()
$511
This JetBlue deal was found by Cheapflights users on 10/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/137:30 pm -
Nonstop4h 00m
Mon 11/238:55 pm -
Nonstop4h 02m
Deal found 10/4![JetBlue logo]()
$337
Last-minute flights from USA to CaribbeanDiscover last-minute flight deals from USA to Caribbean. Data last updated October 5, 2026 and is based on user searches.
Discover last-minute flight deals from USA to Caribbean. Data last updated October 5, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 10/1. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/136:24 am -
Nonstop3h 55m
Fri 10/232:51 pm -
Nonstop4h 06m
Deal found 10/1![Frontier logo]()
$149
This Kiwi.com deal was found by Cheapflights users on 9/30. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/206:00 am -
1 stop19h 17m
Fri 10/306:00 am -
2 stops26h 10m
Deal found 9/30![Frontier logo]()
$153
This Cheapflightsfares deal was found by Cheapflights users on 10/4. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/238:02 pm -
Nonstop3h 52m
Wed 10/287:15 am -
Nonstop4h 07m
Deal found 10/4![Frontier logo]()
$150
This CheapOair deal was found by Cheapflights users on 10/1. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/238:09 pm -
Nonstop2h 56m
Sat 10/243:00 am -
Nonstop3h 00m
Deal found 10/1![Frontier logo]()
$152
This Lucky2Go deal was found by Cheapflights users on 10/1. 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 Lucky2Go is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/256:24 am -
Nonstop3h 55m
Sat 10/312:58 pm -
1 stop8h 08m
Deal found 10/1![Frontier logo]()
$152
This Super.com deal was found by Cheapflights users on 9/30. 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 10/2711:00 pm -
Nonstop2h 50m
Wed 11/47:23 am -
Nonstop3h 17m
Deal found 9/30![Frontier logo]()
$149
This Booking.com deal was found by Cheapflights users on 9/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/296:00 am -
1 stop17h 25m
Sun 11/13:55 am -
Nonstop3h 06m
Deal found 9/30![Frontier logo]()
$150
This Cheapflightsfares deal was found by Cheapflights users on 10/1. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/110:30 am -
Nonstop3h 54m
Fri 11/66:15 am -
Nonstop4h 10m
Deal found 10/1![Frontier logo]()
$151
This Priceline deal was found by Cheapflights users on 10/2. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/21:52 pm -
1 stop24h 27m
Fri 11/66:15 am -
Nonstop4h 10m
Deal found 10/2![Frontier logo]()
$148
This Super.com deal was found by Cheapflights users on 10/5. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/910:30 am -
Nonstop3h 54m
Thu 11/124:52 pm -
1 stop7h 51m
Deal found 10/5![Frontier logo]()
$147
This Booking.com deal was found by Cheapflights users on 10/4. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/1011:27 am -
Nonstop3h 50m
Mon 11/233:36 am -
Nonstop4h 08m
Deal found 10/4![Frontier logo]()
$153
This Kiwi.com deal was found by Cheapflights users on 9/30. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/166:20 am -
Nonstop2h 55m
Tue 12/13:28 am -
2 stops21h 45m
Deal found 9/30![Frontier logo]()
$151
One-way flights from USA to CaribbeanSearch for one-way flight options from USA to Caribbean. Find affordable one-way fares based on user searches. Data last updated October 5, 2026.
Search for one-way flight options from USA to Caribbean. Find affordable one-way fares based on user searches. Data last updated October 5, 2026.
This Frontier deal was found by Cheapflights users on 9/30. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/277:00 am -
Nonstop3h 43m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/30![Frontier logo]()
$69
This eDestinos deal was found by Cheapflights users on 10/1. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/1412:30 pm -
Nonstop3h 56m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/1![Frontier logo]()
$70
This Trip.com deal was found by Cheapflights users on 10/4. 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.
Thu 11/57:07 pm -
Nonstop3h 57m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/4![Frontier logo]()
$71
This Kiwi.com deal was found by Cheapflights users on 10/4. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/1111:23 am -
Nonstop3h 56m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/4![Frontier logo]()
$72
This Super.com deal was found by Cheapflights users on 10/1. 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.
Mon 10/126:24 am -
Nonstop3h 55m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/1![Frontier logo]()
$74
This Super.com deal was found by Cheapflights users on 10/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/176:24 am -
Nonstop3h 55m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/2![Frontier logo]()
$76
This CheapOair deal was found by Cheapflights users on 9/30. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/188:02 pm -
Nonstop3h 52m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/30![Frontier logo]()
$78
This FlightHub deal was found by Cheapflights users on 9/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/126:00 am -
1 stop16h 28m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/30![Frontier logo]()
$79
This CheapOair deal was found by Cheapflights users on 10/1. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/2012:30 pm -
Nonstop3h 56m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/1![Frontier logo]()
$79
This Trip.com deal was found by Cheapflights users on 10/4. 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.
Sat 10/1012:30 pm -
Nonstop3h 56m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/4![Frontier logo]()
$80
This eDestinos deal was found by Cheapflights users on 10/3. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/168:02 pm -
Nonstop3h 52m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/3![Frontier logo]()
$81
This Cheapflightsfares deal was found by Cheapflights users on 10/2. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/249:25 am -
1 stop6h 41m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/2![Frontier logo]()
$82
Find flight deals from USA to Caribbean
Keep the following information in mind while searching for USA to Caribbean flight deals. Data was last updated October 5, 2026.
Round-trip from | $147 (eDestinos) |
|---|---|
One-way from | $69 (Frontier) |
Popular in | July |
Cheapest in | January |
Average price | $287 |
Good round-trip deal | $191 or less |
Good one-way deal | $94 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from USA 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 5, 2026.
Use the filters below to find and compare flights from the United States to Caribbean that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
OrlandoSan Juan
MCO Orlando - SJU San Juan Luis Munoz Marin Intl
MCOSJU
Orlando
Sun 11/29
12:35 pm-4:32 pm
Nonstop2h 57m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$101
OrlandoSan Juan
MCO Orlando - SJU San Juan Luis Munoz Marin Intl
MCOSJU
Orlando
Sun 11/8
6:40 am-10:30 am
Nonstop2h 50m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$101
OrlandoSan Juan
MCO Orlando - SJU San Juan Luis Munoz Marin Intl
MCOSJU
Orlando
Tue 11/3
2:42 pm-6:37 pm
Nonstop2h 55m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$101
PhiladelphiaSan Juan
PHL Philadelphia - SJU San Juan Luis Munoz Marin Intl
PHLSJU
Philadelphia
Thu 10/29
6:15 am-8:24 pm
2 stops14h 09m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$108
PhiladelphiaSan Juan
PHL Philadelphia - SJU San Juan Luis Munoz Marin Intl
PHLSJU
Philadelphia
Fri 11/13
5:20 pm-1:00 am
1 stop6h 40m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$108
PhiladelphiaSan Juan
PHL Philadelphia - SJU San Juan Luis Munoz Marin Intl
PHLSJU
Philadelphia
Sun 11/1
6:15 am-10:22 pm
2 stops15h 07m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$108
PhiladelphiaSan Juan
PHL Philadelphia - SJU San Juan Luis Munoz Marin Intl
PHLSJU
Philadelphia
Sat 10/31
9:45 am-11:36 pm
2 stops13h 51m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$108
PhiladelphiaSan Juan
PHL Philadelphia - SJU San Juan Luis Munoz Marin Intl
PHLSJU
Philadelphia
Mon 10/26
6:15 am-9:22 pm
2 stops15h 07m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$108
OrlandoSan Juan
MCO Orlando - SJU San Juan Luis Munoz Marin Intl
MCOSJU
Orlando
Sat 10/31
11:50 am-7:42 pm
1 stop7h 52m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$125
PhiladelphiaSan Juan
PHL Philadelphia - SJU San Juan Luis Munoz Marin Intl
PHLSJU
Philadelphia
Sat 10/17
11:20 am-11:50 pm
2 stops12h 30m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$133
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from USA to Caribbean
Have a flexible travel schedule? Discover the best time to fly to Caribbean from USA with our price prediction graph.
PHL-SJU
MCO-SJU
JFK-MBJ
EWR-SDQ
JFK-SJU
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 the United States to Caribbean
US0-0CB
PHL-SJU
MCO-SJU
JFK-MBJ
EWR-SDQ
What is the cheapest month to book a flight from USA to Caribbean?
Currently, January is the cheapest month in which you can book a flight from USA to Caribbean (average of $439). Flying from USA to Caribbean in December is currently the most expensive (average of $593). 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 US to CB?
Find hourly flight availability from USA 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 5, 2026.
One of the essential ways to save on airfare from USA to Caribbean is to remain as flexible as possible. Flights that are in the morning tend to be the most expensive. A flight in the evening could potentially save you up to 21% on airfare.
How far ahead should I book a flight from USA to Caribbean?
To ensure you get the cheapest price possible for a flight from USA to Caribbean, you should look to book at least 29 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 USA to Caribbean?
Use this chart to determine the cheapest time to fly round-trip from USA to Caribbean. Price data was last updated on October 3, 2026.
Travelers seeking maximum savings on their USA to Caribbean flight should consider departing on Wednesday evenings when fares are most often at their lowest. Sunday afternoons 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 October 5, 2026.
Get a feel of what it's like to fly with Delta,United Airlines, andJetBlue from the United States to Caribbean by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Crew
8.5
Entertainment
7.8
Overall
7.8
Comfort
7.8
Boarding
8.1
Food
7.2
Reviews
1 / 20
4.0
OkayJennifer,Sep 2026
ORD - LGA
Crew
8.5
Entertainment
7.8
Overall
7.8
Comfort
7.8
Boarding
8.1
Food
7.2
Reviews
1 / 20
4.0
OkayJennifer,Sep 2026
ORD - LGA
Crew
8.5
Entertainment
7.8
Overall
7.8
Comfort
7.8
Boarding
8.1
Food
7.2
Reviews
1 / 20
4.0
OkayJennifer,Sep 2026
ORD - LGA
Crew
8.5
Entertainment
7.8
Overall
7.8
Comfort
7.8
Boarding
8.1
Food
7.2
Reviews
1 / 20
4.0
OkayJennifer,Sep 2026
ORD - LGA
Crew
8.5
Entertainment
7.8
Overall
7.8
Comfort
7.8
Boarding
8.1
Food
7.2
Reviews
1 / 20
4.0
OkayJennifer,Sep 2026
ORD - LGA
Crew
8.5
Entertainment
7.8
Overall
7.8
Comfort
7.8
Boarding
8.1
Food
7.2
Reviews
1 / 20
4.0
OkayJennifer,Sep 2026
ORD - LGA
Related info for your journey
Find useful and relevant information for your journey from USA 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.
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Alternative routes for USA 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 USA to Caribbean by cabin class
Find flights from USA to Caribbean, based on your preferred cabin class, be it economy, premium economy, business, or first class.
USA and Caribbean flights
Browse other USA and Caribbean flight options. Last updated on October 5, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Find a return flight route from Caribbean
Find the right flight back to USA after your stay in Caribbean
Fly to Caribbean countries
Consider these flights traveling to countries located in Caribbean.
USA to Caribbean flights
Consider these flights traveling from USA to Caribbean.
Top 10 airlines flying from USA to Caribbean
Discover the top 10 airlines that operate flights from USA 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 5, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$82 | Average$425 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$92 | Average$369 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$100 | Average$521 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$108 | Average$570 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$130 | Average$588 | FlexibilityNo cancel fee | On-time67% | |
| Cheapest$142 | Average$563 | FlexibilityNo cancel fee | On-time70% | |
| Cheapest$166 | Average$586 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$169 | Average$465 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$185 | Average$619 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$192 | Average$626 | FlexibilityNo cancel fee | On-time63% |