$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 11/5. Fares are subject to change and may not be available on all flights or dates of travel.
LAX — SJU
Oct 30 — Nov 61
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 September 30, 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 September 30, 2026.
This Kiwi.com deal was found by Cheapflights users on 9/29. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/74:38 pm -
1 stop7h 29m
Tue 12/152:49 am -
Nonstop4h 21m
Deal found 9/29![Frontier logo]()
$147
This Cheapflightsfares deal was found by Cheapflights users on 9/29. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/56:24 am -
Nonstop3h 49m
Thu 10/812:59 am -
Nonstop4h 05m
Deal found 9/29![Frontier logo]()
$148
This Cheapflightsfares deal was found by Cheapflights users on 9/29. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/206:00 am -
1 stop19h 17m
Mon 10/2612:59 am -
1 stop19h 25m
Deal found 9/29![Frontier logo]()
$149
This eDestinos deal was found by Cheapflights users on 9/27. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/238:02 pm -
Nonstop3h 52m
Fri 10/306:26 pm -
1 stop17h 09m
Deal found 9/27![Frontier logo]()
$149
This Cheapflightsfares deal was found by Cheapflights users on 9/29. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/206:20 am -
Nonstop2h 58m
Wed 10/2110:39 am -
Nonstop3h 08m
Deal found 9/29![Frontier logo]()
$150
This Booking.com deal was found by Cheapflights users on 9/28. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/48:02 pm -
Nonstop3h 59m
Thu 10/82:51 pm -
Nonstop4h 06m
Deal found 9/28![Frontier logo]()
$150
This deal was found by Cheapflights users on 9/26. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/202:36 pm -
Nonstop3h 01m
Sat 10/2410:39 am -
Nonstop3h 08m
Deal found 9/26![Frontier logo]()
$151
This Cheapflightsfares deal was found by Cheapflights users on 9/29. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/275:05 am -
Nonstop3h 48m
Fri 12/112:49 am -
Nonstop4h 21m
Deal found 9/29![Frontier logo]()
$151
This CheapOair deal was found by Cheapflights users on 9/29. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/233:38 pm -
Nonstop3h 01m
Tue 10/277:23 am -
Nonstop3h 17m
Deal found 9/29![Frontier logo]()
$152
This Cheapflightsfares deal was found by Cheapflights users on 9/29. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/196:24 am -
Nonstop3h 55m
Thu 10/2910:20 am -
1 stop13h 22m
Deal found 9/29![Frontier logo]()
$152
This Kiwi.com deal was found by Cheapflights users on 9/29. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/310:45 am -
Nonstop2h 58m
Tue 11/104:52 pm -
2 stops16h 18m
Deal found 9/29![Frontier logo]()
$153
This Super.com deal was found by Cheapflights users on 9/28. 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 11/17:07 pm -
Nonstop3h 57m
Wed 11/43:55 am -
1 stop6h 35m
Deal found 9/28![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 September 30, 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 September 30, 2026.
This JetBlue deal was found by Cheapflights users on 9/27. 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.
Thu 10/291:18 pm -
1 stop8h 51m
Mon 11/26:25 am -
1 stop7h 03m
Deal found 9/27![JetBlue logo]()
$194
This United Airlines deal was found by Cheapflights users on 9/29. 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 10/279:45 am -
2 stops13h 51m
Sat 10/314:50 pm -
1 stop6h 35m
Deal found 9/29![United Airlines logo]()
$216
This Southwest deal was found by Cheapflights users on 9/25. 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.
Fri 10/232:30 pm -
2 stops9h 40m
Sun 10/256:35 am -
Nonstop3h 10m
Deal found 9/25![Southwest logo]()
$240
This Delta deal was found by Cheapflights users on 9/26. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/177:29 pm -
Nonstop4h 15m
Fri 10/231:15 pm -
Nonstop4h 04m
Deal found 9/26![Delta logo]()
$337
This Arajet deal was found by Cheapflights users on 9/27. 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 Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/811:00 am -
1 stop10h 15m
Wed 11/116:10 am -
Nonstop4h 20m
Deal found 9/27![Multiple Airlines logo]()
$385
This JetBlue deal was found by Cheapflights users on 9/25. 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 10/216:55 pm -
Nonstop3h 01m
Wed 10/286:00 am -
1 stop9h 31m
Deal found 9/25![JetBlue logo]()
$201
This Copa Airlines deal was found by Cheapflights users on 9/25. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/253:15 am -
1 stop11h 25m
Thu 10/297:10 am -
1 stop20h 49m
Deal found 9/25![Copa Airlines logo]()
$411
This United Airlines deal was found by Cheapflights users on 9/26. 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.
Mon 10/266:15 am -
2 stops15h 07m
Mon 11/25:50 pm -
1 stop6h 40m
Deal found 9/26![United Airlines logo]()
$248
This Avianca deal was found by Cheapflights users on 9/29. 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 Avianca is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/241:15 am -
1 stop10h 20m
Tue 11/1012:45 pm -
1 stop10h 50m
Deal found 9/29![Avianca logo]()
$501
This Southwest deal was found by Cheapflights users on 9/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/292:30 pm -
2 stops9h 40m
Mon 11/22:20 pm -
1 stop5h 30m
Deal found 9/27![Southwest logo]()
$278
This Southwest deal was found by Cheapflights users on 9/25. 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.
Thu 10/222:30 pm -
2 stops9h 40m
Mon 10/265:30 am -
1 stop8h 35m
Deal found 9/25![Southwest logo]()
$278
This JetBlue deal was found by Cheapflights users on 9/25. 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.
Tue 11/246:00 am -
Nonstop2h 55m
Tue 12/16:01 am -
1 stop6h 15m
Deal found 9/25![JetBlue logo]()
$282
This United Airlines deal was found by Cheapflights users on 9/25. 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.
Wed 10/2810:54 am -
2 stops10h 28m
Mon 11/21:00 pm -
2 stops11h 30m
Deal found 9/25![United Airlines logo]()
$283
This Southwest deal was found by Cheapflights users on 9/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/512:40 pm -
2 stops9h 15m
Mon 12/76:10 am -
2 stops8h 50m
Deal found 9/27![Southwest logo]()
$287
This JetBlue deal was found by Cheapflights users on 9/28. 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.
Fri 10/3010:00 am -
1 stop5h 23m
Sun 11/16:25 am -
1 stop6h 32m
Deal found 9/28![JetBlue logo]()
$290
This Delta deal was found by Cheapflights users on 9/27. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/106:00 am -
1 stop10h 57m
Thu 11/191:55 pm -
Nonstop3h 58m
Deal found 9/27![Delta logo]()
$364
This United Airlines deal was found by Cheapflights users on 9/29. 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.
Wed 10/289:50 am -
Nonstop3h 50m
Thu 10/296:35 pm -
Nonstop4h 19m
Deal found 9/29![United Airlines logo]()
$317
This JetBlue deal was found by Cheapflights users on 9/27. 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.
Sat 11/2110:40 pm -
Nonstop2h 56m
Fri 11/273:30 pm -
Nonstop3h 15m
Deal found 9/27![JetBlue logo]()
$301
This Southwest deal was found by Cheapflights users on 9/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/51:55 pm -
1 stop8h 35m
Wed 12/96:40 am -
2 stops11h 45m
Deal found 9/27![Southwest logo]()
$317
This Delta deal was found by Cheapflights users on 9/26. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/148:00 am -
Nonstop4h 05m
Sun 10/186:45 am -
Nonstop4h 00m
Deal found 9/26![Delta logo]()
$387
This United Airlines deal was found by Cheapflights users on 9/29. 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.
Sat 12/127:36 pm -
Nonstop4h 00m
Wed 12/168:25 am -
1 stop11h 34m
Deal found 9/29![United Airlines logo]()
$322
This Arajet deal was found by Cheapflights users on 9/26. 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 Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/311:00 am -
1 stop9h 40m
Fri 12/116:10 am -
Nonstop4h 20m
Deal found 9/26![Multiple Airlines logo]()
$430
This JetBlue deal was found by Cheapflights users on 9/25. 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.
Tue 11/107:45 am -
1 stop7h 24m
Fri 11/206:05 am -
Nonstop4h 14m
Deal found 9/25![JetBlue logo]()
$313
This United Airlines deal was found by Cheapflights users on 9/25. 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.
Sat 11/711:22 am -
1 stop8h 38m
Fri 11/132:05 am -
Nonstop4h 19m
Deal found 9/25![United Airlines logo]()
$322
This Delta deal was found by Cheapflights users on 9/26. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/78:00 am -
Nonstop4h 00m
Tue 12/153:35 pm -
1 stop7h 18m
Deal found 9/26![Delta logo]()
$397
This Arajet deal was found by Cheapflights users on 9/28. 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 Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/1312:00 pm -
1 stop9h 40m
Fri 10/167:10 pm -
Nonstop4h 20m
Deal found 9/28![Multiple Airlines logo]()
$439
This Southwest deal was found by Cheapflights users on 9/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/196:10 am -
Nonstop2h 45m
Mon 11/3010:30 pm -
Nonstop3h 20m
Deal found 9/29![Southwest logo]()
$331
This Copa Airlines deal was found by Cheapflights users on 9/29. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/33:32 pm -
1 stop20h 45m
Tue 10/612:22 pm -
1 stop14h 37m
Deal found 9/29![Copa Airlines logo]()
$508
This JetBlue deal was found by Cheapflights users on 9/26. 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 12/65:20 pm -
Nonstop3h 55m
Sun 12/136:15 am -
Nonstop4h 15m
Deal found 9/26![JetBlue logo]()
$317
This Delta deal was found by Cheapflights users on 9/29. 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.
Tue 11/178:25 am -
Nonstop4h 01m
Tue 11/242:51 pm -
Nonstop4h 07m
Deal found 9/29![Delta logo]()
$405
Last-minute flights from USA to CaribbeanDiscover last-minute flight deals from USA to Caribbean. Data last updated September 30, 2026 and is based on user searches.
Discover last-minute flight deals from USA to Caribbean. Data last updated September 30, 2026 and is based on user searches.
This eDestinos deal was found by Cheapflights users on 9/29. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/41:50 pm -
Nonstop3h 58m
Fri 10/302:51 pm -
Nonstop4h 11m
Deal found 9/29![Frontier logo]()
$149
This Booking.com deal was found by Cheapflights users on 9/28. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/48:02 pm -
Nonstop3h 59m
Thu 10/82:51 pm -
Nonstop4h 06m
Deal found 9/28![Frontier logo]()
$150
This Super.com deal was found by Cheapflights users on 9/27. 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.
Sun 10/48:02 pm -
Nonstop3h 59m
Thu 10/812:59 am -
Nonstop4h 05m
Deal found 9/27![Frontier logo]()
$151
This Super.com deal was found by Cheapflights users on 9/27. 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.
Sun 10/46:24 am -
Nonstop3h 49m
Mon 10/512:59 am -
Nonstop3h 48m
Deal found 9/27![Frontier logo]()
$157
This Kiwi.com deal was found by Cheapflights users on 9/28. 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.
Sun 10/48:02 pm -
Nonstop3h 59m
Fri 10/912:59 am -
Nonstop4h 05m
Deal found 9/28![Frontier logo]()
$160
This eDestinos deal was found by Cheapflights users on 9/26. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/46:24 am -
Nonstop3h 49m
Sun 10/412:59 am -
Nonstop3h 48m
Deal found 9/26![Frontier logo]()
$163
This Super.com deal was found by Cheapflights users on 9/25. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/411:00 pm -
Nonstop2h 52m
Wed 10/287:23 am -
Nonstop3h 17m
Deal found 9/25![Frontier logo]()
$202
This Cheapflightsfares deal was found by Cheapflights users on 9/29. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/56:24 am -
Nonstop3h 49m
Thu 10/812:59 am -
Nonstop4h 05m
Deal found 9/29![Frontier logo]()
$148
This Super.com deal was found by Cheapflights users on 9/25. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/511:16 am -
Nonstop3h 02m
Mon 10/193:00 am -
Nonstop3h 00m
Deal found 9/25![Frontier logo]()
$201
This Super.com deal was found by Cheapflights users on 9/27. 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 10/66:24 am -
Nonstop3h 49m
Tue 10/1312:59 am -
Nonstop4h 05m
Deal found 9/27![Frontier logo]()
$156
This Kiwi.com deal was found by Cheapflights users on 9/28. 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.
Tue 10/612:25 pm -
Nonstop3h 57m
Tue 10/612:59 am -
Nonstop3h 48m
Deal found 9/28![Frontier logo]()
$161
This Super.com deal was found by Cheapflights users on 9/28. 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.
Wed 10/712:25 pm -
Nonstop3h 57m
Sat 10/1012:59 am -
Nonstop4h 05m
Deal found 9/28![Frontier logo]()
$162
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 September 30, 2026.
Search for one-way flight options from USA to Caribbean. Find affordable one-way fares based on user searches. Data last updated September 30, 2026.
This CheapOair deal was found by Cheapflights users on 9/29. 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 CheapOair 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 9/29![Frontier logo]()
$69
This eDestinos deal was found by Cheapflights users on 9/27. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/56:24 am -
Nonstop3h 49m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/27![Frontier logo]()
$70
This eDestinos deal was found by Cheapflights users on 9/29. 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 eDestinos 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 9/29![Frontier logo]()
$73
This Super.com deal was found by Cheapflights users on 9/29. 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.
Wed 10/712:25 pm -
Nonstop3h 57m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/29![Frontier logo]()
$74
This CheapOair deal was found by Cheapflights users on 9/29. 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 CheapOair 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 9/29![Frontier logo]()
$75
This Super.com deal was found by Cheapflights users on 9/26. 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.
Sun 10/118:02 pm -
Nonstop3h 52m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/26![Frontier logo]()
$76
This eDestinos deal was found by Cheapflights users on 9/29. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/146:24 am -
Nonstop3h 55m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/29![Frontier logo]()
$78
This Super.com deal was found by Cheapflights users on 9/25. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/28:02 pm -
Nonstop3h 59m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/25![Frontier logo]()
$79
This eDestinos deal was found by Cheapflights users on 9/25. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/195:25 am -
1 stop10h 41m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/25![Frontier logo]()
$80
This Kiwi.com deal was found by Cheapflights users on 9/27. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/710:22 pm -
Nonstop2h 51m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/27![Frontier logo]()
$81
This Kiwi.com deal was found by Cheapflights users on 9/29. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/269:18 pm -
Nonstop3h 48m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/29![Frontier logo]()
$82
This Kiwi.com deal was found by Cheapflights users on 9/26. 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 Kiwi.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 12/3112:00 am -
Nonstop0h 00m
Deal found 9/26![Frontier logo]()
$88
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 September 30, 2026.
Round-trip from | $147 (Kiwi.com) |
|---|---|
One-way from | $69 (CheapOair) |
Popular in | July |
Cheapest in | October |
Average price | $331 |
Good round-trip deal | $188 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 September 30, 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
Tue 10/27
5:03 pm-3:17 pm
2 stops22h 14m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$85
PhiladelphiaSan Juan
PHL Philadelphia - SJU San Juan Luis Munoz Marin Intl
PHLSJU
Philadelphia
Sun 10/4
8:02 pm-12:01 am
Nonstop3h 59m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$100
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
Sat 11/7
9:45 am-12:36 am
2 stops13h 51m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$114
PhiladelphiaSan Juan
PHL Philadelphia - SJU San Juan Luis Munoz Marin Intl
PHLSJU
Philadelphia
Tue 3/2
11:39 am-12:36 am
2 stops11h 57m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$124
PhiladelphiaSan Juan
PHL Philadelphia - SJU San Juan Luis Munoz Marin Intl
PHLSJU
Philadelphia
Fri 10/30
9:45 am-9:22 pm
2 stops11h 37m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$124
PhiladelphiaSan Juan
PHL Philadelphia - SJU San Juan Luis Munoz Marin Intl
PHLSJU
Philadelphia
Sun 11/1
6:00 am-1:15 pm
1 stop6h 15m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$124
PhiladelphiaSan Juan
PHL Philadelphia - SJU San Juan Luis Munoz Marin Intl
PHLSJU
Philadelphia
Tue 2/9
6:22 am-9:24 pm
2 stops14h 02m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$124
OrlandoSan Juan
MCO Orlando - SJU San Juan Luis Munoz Marin Intl
MCOSJU
Orlando
Sat 12/5
1:51 pm-11:30 pm
1 stop8h 39m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$125
Quickest round-trip
OrlandoSan Juan
MCO Orlando - SJU San Juan Luis Munoz Marin Intl
MCOSJU
Orlando
Thu 12/3
5:01 am-8:54 am
Nonstop2h 53m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$125
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-SJU
EWR-SDQ
JFK-AUA
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-SJU
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 $438). Flying from USA to Caribbean in December is currently the most expensive (average of $592). 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 September 30, 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 20% 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 September 26, 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 September 30, 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.
Comfort
7.8
Crew
8.5
Boarding
8.1
Entertainment
7.8
Overall
7.8
Food
7.2
Reviews
1 / 20
4.0
OkayJennifer,Sep 2026
ORD - LGA
Comfort
7.8
Crew
8.5
Boarding
8.1
Entertainment
7.8
Overall
7.8
Food
7.2
Reviews
1 / 20
4.0
OkayJennifer,Sep 2026
ORD - LGA
Comfort
7.8
Crew
8.5
Boarding
8.1
Entertainment
7.8
Overall
7.8
Food
7.2
Reviews
1 / 20
4.0
OkayJennifer,Sep 2026
ORD - LGA
Comfort
7.8
Crew
8.5
Boarding
8.1
Entertainment
7.8
Overall
7.8
Food
7.2
Reviews
1 / 20
4.0
OkayJennifer,Sep 2026
ORD - LGA
Comfort
7.8
Crew
8.5
Boarding
8.1
Entertainment
7.8
Overall
7.8
Food
7.2
Reviews
1 / 20
4.0
OkayJennifer,Sep 2026
ORD - LGA
Comfort
7.8
Crew
8.5
Boarding
8.1
Entertainment
7.8
Overall
7.8
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 September 30, 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 September 30, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$83 | Average$427 | 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$567 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$130 | Average$593 | FlexibilityNo cancel fee | On-time67% | |
| Cheapest$142 | Average$556 | FlexibilityNo cancel fee | On-time70% | |
| Cheapest$166 | Average$584 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$169 | Average$461 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$185 | Average$619 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$194 | Average$492 | FlexibilityNo cancel fee | On-time71% |