$75+ Cheap flights from the United States 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 5/25. Fares are subject to change and may not be available on all flights or dates of travel.
LAX — SJU
May 28 — Jun 41
Round-trip
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
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
Cheapest
Best
Last-minute
One-way
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 April 28, 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 April 28, 2026.
This Kiwi.com deal was found by Cheapflights users on 4/23. Clicking the “Pick Dates” 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 4/242:29 pm
MCO
- SJU
1 stop10h 25m
Multiple Airlines
Thu 5/73:03 am
SJU
- MCO
Nonstop3h 07m
Multiple Airlines
Deal found 4/23![Multiple Airlines logo]()
$166
This Super.com deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/117:52 pm
MCO
- SJU
Nonstop2h 51m
Frontier
Wed 5/137:30 am
SJU
- MCO
1 stop14h 23m
Frontier
Deal found 4/27![Frontier logo]()
$167
This eDestinos deal was found by Cheapflights users on 4/23. Clicking the “Pick Dates” 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 5/86:15 am
MCO
- SJU
1 stop18h 06m
Frontier
Thu 5/146:30 am
SJU
- MCO
1 stop17h 14m
Frontier
Deal found 4/23![Frontier logo]()
$168
This Super.com deal was found by Cheapflights users on 4/25. 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.
Sat 5/96:15 am
MCO
- SJU
1 stop17h 44m
Frontier
Tue 5/123:03 am
SJU
- MCO
Nonstop3h 07m
Frontier
Deal found 4/25![Frontier logo]()
$169
This CheapOair deal was found by Cheapflights users on 4/28. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/125:15 pm
MCO
- SJU
1 stop22h 44m
Frontier
Fri 5/153:03 am
SJU
- MCO
Nonstop3h 07m
Frontier
Deal found 4/28![Frontier logo]()
$170
This Priceline deal was found by Cheapflights users on 4/24. Clicking the “Pick Dates” 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.
Sat 5/26:00 am
MCO
- SJU
Nonstop2h 49m
Multiple Airlines
Sat 5/95:15 pm
SJU
- MCO
1 stop13h 25m
Multiple Airlines
Deal found 4/24![Multiple Airlines logo]()
$171
This Kiwi.com deal was found by Cheapflights users on 4/23. Clicking the “Pick Dates” 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 5/317:25 am
MCO
- SJU
1 stop9h 47m
Frontier
Sat 6/68:59 am
SJU
- MCO
Nonstop3h 17m
Frontier
Deal found 4/23![Frontier logo]()
$172
This Expedia deal was found by Cheapflights users on 4/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/27:00 am
MCO
- SJU
1 stop17h 54m
Multiple Airlines
Mon 5/43:03 am
SJU
- MCO
Nonstop3h 07m
Multiple Airlines
Deal found 4/24![Multiple Airlines logo]()
$173
This Travelocity deal was found by Cheapflights users on 4/23. Clicking the “Pick Dates” 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.
Fri 4/242:29 pm
MCO
- SJU
1 stop10h 25m
Multiple Airlines
Thu 4/3010:54 am
SJU
- MCO
Nonstop3h 24m
Multiple Airlines
Deal found 4/23![Multiple Airlines logo]()
$174
This Expedia deal was found by Cheapflights users on 4/27. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/12:29 pm
MCO
- SJU
1 stop10h 25m
Multiple Airlines
Sat 5/23:21 am
SJU
- MCO
Nonstop3h 09m
Multiple Airlines
Deal found 4/27![Multiple Airlines logo]()
$175
This Cheapflightsfares deal was found by Cheapflights users on 4/27. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/511:20 pm
MCO
- SJU
Nonstop2h 48m
Frontier
Tue 5/128:30 am
SJU
- MCO
1 stop13h 27m
Frontier
Deal found 4/27![Frontier logo]()
$176
This Frontier deal was found by Cheapflights users on 4/25. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/511:20 pm
MCO
- SJU
Nonstop2h 48m
Frontier
Sat 5/165:15 pm
SJU
- MCO
1 stop13h 25m
Frontier
Deal found 4/25![Frontier logo]()
$177
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 April 28, 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 April 28, 2026.
This Delta deal was found by Cheapflights users on 4/27. 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.
Sat 7/47:25 pm
JFK
- SJU
Nonstop4h 18m
Delta
Tue 7/77:35 am
SJU
- JFK
Nonstop3h 55m
Delta
Deal found 4/27![Delta logo]()
$292
This Arajet deal was found by Cheapflights users on 4/26. 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.
Wed 10/712:00 pm
EWR
- SDQ
Nonstop4h 30m
Arajet
Sun 10/256:18 am
SDQ
- EWR
Nonstop4h 12m
Arajet
Deal found 4/26![Arajet logo]()
$305
This Arajet deal was found by Cheapflights users on 4/25. 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 Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/1712:00 pm
EWR
- SDQ
1 stop9h 40m
Multiple Airlines
Fri 10/306:18 am
SDQ
- EWR
Nonstop4h 12m
Multiple Airlines
Deal found 4/25![Multiple Airlines logo]()
$310
This JetBlue deal was found by Cheapflights users on 4/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/159:02 pm
JFK
- SJU
1 stop10h 54m
JetBlue
Wed 6/245:01 am
SJU
- JFK
Nonstop3h 53m
JetBlue
Deal found 4/26![JetBlue logo]()
$326
This United Airlines deal was found by Cheapflights users on 4/23. Clicking the “Pick Dates” 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 5/97:45 pm
EWR
- SJU
Nonstop4h 05m
United Airlines
Tue 5/121:00 am
SJU
- EWR
Nonstop4h 10m
United Airlines
Deal found 4/23![United Airlines logo]()
$327
This Southwest deal was found by Cheapflights users on 4/23. Clicking the “Pick Dates” 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 9/36:15 am
MCO
- SJU
Nonstop2h 55m
Southwest
Sun 9/65:00 am
SJU
- MCO
Nonstop3h 00m
Southwest
Deal found 4/23![Southwest logo]()
$345
This KAYAK deal was found by Cheapflights users on 4/28. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/126:00 am
LGA
- SJU
1 stop9h 20m
American Airlines
Thu 5/146:45 am
SJU
- LGA
1 stop12h 15m
American Airlines
Deal found 4/28![American Airlines logo]()
$378
This Copa Airlines deal was found by Cheapflights users on 4/24. Clicking the “Pick Dates” 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 5/303:32 pm
JFK
- SDQ
1 stop10h 53m
Copa Airlines
Sun 6/288:45 am
SDQ
- JFK
1 stop19h 14m
Copa Airlines
Deal found 4/24![Copa Airlines logo]()
$488
This Avianca deal was found by Cheapflights users on 4/24. Clicking the “Pick Dates” 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.
Wed 5/273:35 am
JFK
- PUJ
2 stops13h 10m
Avianca
Wed 6/36:00 pm
PUJ
- JFK
1 stop19h 55m
Avianca
Deal found 4/24![Avianca logo]()
$525
This JetBlue deal was found by Cheapflights users on 4/25. 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 7/226:29 pm
JFK
- SJU
Nonstop4h 10m
JetBlue
Wed 7/295:35 am
SJU
- JFK
1 stop6h 29m
JetBlue
Deal found 4/25![JetBlue logo]()
$326
This Delta deal was found by Cheapflights users on 4/27. 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.
Wed 7/112:25 pm
JFK
- SJU
Nonstop4h 02m
Delta
Wed 7/85:50 pm
SJU
- JFK
Nonstop4h 14m
Delta
Deal found 4/27![Delta logo]()
$327
This United Airlines deal was found by Cheapflights users on 4/23. Clicking the “Pick Dates” 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 5/38:00 am
EWR
- SJU
Nonstop4h 04m
United Airlines
Fri 5/86:45 pm
SJU
- EWR
Nonstop4h 10m
United Airlines
Deal found 4/23![United Airlines logo]()
$327
This Southwest deal was found by Cheapflights users on 4/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/66:10 am
MCO
- SJU
Nonstop2h 55m
Southwest
Tue 10/136:10 am
SJU
- MCO
2 stops9h 45m
Southwest
Deal found 4/26![Southwest logo]()
$350
This United Airlines deal was found by Cheapflights users on 4/24. Clicking the “Pick Dates” 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 5/27:45 pm
EWR
- SJU
Nonstop4h 05m
United Airlines
Thu 5/76:45 pm
SJU
- EWR
Nonstop4h 10m
United Airlines
Deal found 4/24![United Airlines logo]()
$327
This Arajet deal was found by Cheapflights users on 4/28. 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.
Wed 6/312:59 am
EWR
- SDQ
Nonstop4h 30m
Arajet
Tue 6/96:10 am
SDQ
- EWR
Nonstop4h 20m
Arajet
Deal found 4/28![Arajet logo]()
$369
This Delta deal was found by Cheapflights users on 4/24. Clicking the “Pick Dates” 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 5/127:20 pm
JFK
- SJU
Nonstop4h 15m
Delta
Sat 5/167:05 am
SJU
- JFK
Nonstop3h 58m
Delta
Deal found 4/24![Delta logo]()
$337
This Arajet deal was found by Cheapflights users on 4/27. 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 5/3112:00 pm
EWR
- SDQ
1 stop10h 15m
Multiple Airlines
Sun 6/76:10 am
SDQ
- EWR
Nonstop4h 20m
Multiple Airlines
Deal found 4/27![Multiple Airlines logo]()
$385
This Southwest deal was found by Cheapflights users on 4/23. Clicking the “Pick Dates” 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 10/26:00 pm
MCO
- SJU
Nonstop2h 55m
Southwest
Tue 10/136:10 am
SJU
- MCO
1 stop7h 40m
Southwest
Deal found 4/23![Southwest logo]()
$350
This United Airlines deal was found by Cheapflights users on 4/26. 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.
Sun 5/38:00 am
EWR
- SJU
Nonstop4h 04m
United Airlines
Thu 5/143:56 pm
SJU
- EWR
1 stop9h 34m
United Airlines
Deal found 4/26![United Airlines logo]()
$332
This Delta deal was found by Cheapflights users on 4/23. Clicking the “Pick Dates” 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 5/27:38 pm
JFK
- SJU
Nonstop4h 21m
Delta
Sat 5/97:05 am
SJU
- JFK
Nonstop3h 58m
Delta
Deal found 4/23![Delta logo]()
$337
This JetBlue deal was found by Cheapflights users on 4/27. 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.
Mon 5/117:59 pm
JFK
- SJU
1 stop6h 42m
JetBlue
Sat 5/166:18 am
SJU
- JFK
Nonstop4h 02m
JetBlue
Deal found 4/27![JetBlue logo]()
$383
This Arajet deal was found by Cheapflights users on 4/23. Clicking the “Pick Dates” 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 5/3112:00 pm
EWR
- SDQ
1 stop10h 15m
Multiple Airlines
Mon 6/86:10 am
SDQ
- EWR
Nonstop4h 20m
Multiple Airlines
Deal found 4/23![Multiple Airlines logo]()
$385
This Southwest deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/182:05 pm
MCO
- SJU
1 stop8h 45m
Southwest
Sat 9/2610:25 am
SJU
- MCO
2 stops9h 40m
Southwest
Deal found 4/28![Southwest logo]()
$354
This United Airlines deal was found by Cheapflights users on 4/25. 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.
Sun 5/37:45 pm
EWR
- SJU
Nonstop4h 05m
United Airlines
Tue 5/54:55 pm
SJU
- EWR
1 stop7h 04m
United Airlines
Deal found 4/25![United Airlines logo]()
$332
This Delta deal was found by Cheapflights users on 4/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/117:29 pm
JFK
- SJU
Nonstop4h 24m
Delta
Sat 7/257:35 am
SJU
- JFK
Nonstop3h 55m
Delta
Deal found 4/24![Delta logo]()
$347
This Arajet deal was found by Cheapflights users on 4/23. Clicking the “Pick Dates” 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 5/2512:00 pm
EWR
- SDQ
Nonstop4h 30m
Arajet
Thu 6/46:10 am
SDQ
- EWR
Nonstop4h 20m
Arajet
Deal found 4/23![Arajet logo]()
$425
This Southwest deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/142:00 pm
MCO
- SJU
1 stop8h 40m
Southwest
Wed 10/286:10 am
SJU
- MCO
2 stops9h 45m
Southwest
Deal found 4/28![Southwest logo]()
$354
This Copa Airlines deal was found by Cheapflights users on 4/27. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/153:32 pm
JFK
- PUJ
1 stop10h 35m
Copa Airlines
Sun 6/145:37 am
PUJ
- JFK
1 stop19h 23m
Copa Airlines
Deal found 4/27![Copa Airlines logo]()
$493
This Arajet deal was found by Cheapflights users on 4/27. 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.
Thu 8/2712:59 am
EWR
- SDQ
Nonstop4h 30m
Multiple Airlines
Tue 9/81:45 pm
SDQ
- EWR
1 stop9h 45m
Multiple Airlines
Deal found 4/27![Multiple Airlines logo]()
$409
This Arajet deal was found by Cheapflights users on 4/25. 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 Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/1712:59 am
EWR
- SDQ
Nonstop4h 30m
Arajet
Thu 7/26:59 am
SDQ
- EWR
Nonstop4h 01m
Arajet
Deal found 4/25![Arajet logo]()
$425
Last-minute flights from USA to CaribbeanDiscover last-minute flight deals from USA to Caribbean. Data last updated April 28, 2026 and is based on user searches.
Discover last-minute flight deals from USA to Caribbean. Data last updated April 28, 2026 and is based on user searches.
This Expedia deal was found by Cheapflights users on 4/27. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/12:29 pm
MCO
- SJU
1 stop10h 25m
Multiple Airlines
Sat 5/23:21 am
SJU
- MCO
Nonstop3h 09m
Multiple Airlines
Deal found 4/27![Multiple Airlines logo]()
$175
This Priceline deal was found by Cheapflights users on 4/24. Clicking the “Pick Dates” 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.
Sat 5/26:00 am
MCO
- SJU
Nonstop2h 49m
Multiple Airlines
Sat 5/95:15 pm
SJU
- MCO
1 stop13h 25m
Multiple Airlines
Deal found 4/24![Multiple Airlines logo]()
$171
This Expedia deal was found by Cheapflights users on 4/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/27:00 am
MCO
- SJU
1 stop17h 54m
Multiple Airlines
Mon 5/43:03 am
SJU
- MCO
Nonstop3h 07m
Multiple Airlines
Deal found 4/24![Multiple Airlines logo]()
$173
This Booking.com deal was found by Cheapflights users on 4/24. Clicking the “Pick Dates” 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.
Sat 5/27:00 am
MCO
- SJU
1 stop17h 54m
Multiple Airlines
Sun 5/33:21 am
SJU
- MCO
Nonstop3h 09m
Multiple Airlines
Deal found 4/24![Multiple Airlines logo]()
$174
This Cheapflightsfares deal was found by Cheapflights users on 4/27. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/511:20 pm
MCO
- SJU
Nonstop2h 48m
Frontier
Wed 5/137:30 am
SJU
- MCO
1 stop14h 23m
Frontier
Deal found 4/27![Frontier logo]()
$176
This Frontier deal was found by Cheapflights users on 4/25. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/511:20 pm
MCO
- SJU
Nonstop2h 48m
Frontier
Sat 5/165:15 pm
SJU
- MCO
1 stop13h 25m
Frontier
Deal found 4/25![Frontier logo]()
$177
This eDestinos deal was found by Cheapflights users on 4/23. Clicking the “Pick Dates” 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 5/86:15 am
MCO
- SJU
1 stop18h 06m
Frontier
Thu 5/146:30 am
SJU
- MCO
1 stop17h 14m
Frontier
Deal found 4/23![Frontier logo]()
$168
This Cheapflightsfares deal was found by Cheapflights users on 4/23. Clicking the “Pick Dates” 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 5/910:21 am
MCO
- SJU
Nonstop2h 54m
Frontier
Sun 5/107:00 am
SJU
- MCO
1 stop17h 07m
Frontier
Deal found 4/23![Frontier logo]()
$166
This Super.com deal was found by Cheapflights users on 4/25. 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.
Sat 5/96:15 am
MCO
- SJU
1 stop17h 44m
Frontier
Tue 5/123:03 am
SJU
- MCO
Nonstop3h 07m
Frontier
Deal found 4/25![Frontier logo]()
$169
This Super.com deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/117:52 pm
MCO
- SJU
Nonstop2h 51m
Frontier
Wed 5/137:30 am
SJU
- MCO
1 stop14h 23m
Frontier
Deal found 4/27![Frontier logo]()
$167
This CheapOair deal was found by Cheapflights users on 4/28. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/125:15 pm
MCO
- SJU
1 stop22h 44m
Frontier
Fri 5/153:03 am
SJU
- MCO
Nonstop3h 07m
Frontier
Deal found 4/28![Frontier logo]()
$170
This Kiwi.com deal was found by Cheapflights users on 4/23. Clicking the “Pick Dates” 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 5/317:25 am
MCO
- SJU
1 stop9h 47m
Frontier
Sat 6/68:59 am
SJU
- MCO
Nonstop3h 17m
Frontier
Deal found 4/23![Frontier logo]()
$172
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 April 28, 2026.
Search for one-way flight options from USA to Caribbean. Find affordable one-way fares based on user searches. Data last updated April 28, 2026.
This eDestinos deal was found by Cheapflights users on 4/28. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/2511:59 pm
PHL
- SJU
Nonstop4h 02m
Frontier
Deal found 4/28![Frontier logo]()
$75
This Kiwi.com deal was found by Cheapflights users on 4/26. 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 5/2611:59 pm
PHL
- SJU
Nonstop4h 02m
Frontier
Deal found 4/26![Frontier logo]()
$79
This Kiwi.com deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/138:07 pm
PHL
- SJU
Nonstop3h 52m
Frontier
Deal found 4/28![Frontier logo]()
$80
This Super.com deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/1811:59 pm
PHL
- SJU
Nonstop4h 02m
Frontier
Deal found 4/27![Frontier logo]()
$81
This Flightnetwork deal was found by Cheapflights users on 4/25. 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 Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/117:00 am
PHL
- SJU
Nonstop3h 44m
Spirit Airlines
Deal found 4/25![Spirit Airlines logo]()
$82
This Super.com deal was found by Cheapflights users on 4/28. 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.
Mon 5/1111:59 pm
PHL
- SJU
Nonstop4h 02m
Frontier
Deal found 4/28![Frontier logo]()
$83
This eDestinos deal was found by Cheapflights users on 4/28. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/2911:37 am
MCO
- SJU
1 stop16h 24m
Frontier
Deal found 4/28![Frontier logo]()
$92
This Super.com deal was found by Cheapflights users on 4/23. Clicking the “Pick Dates” 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 5/144:56 pm
MCO
- SJU
1 stop22h 53m
Frontier
Deal found 4/23![Frontier logo]()
$93
This Cheapflightsfares deal was found by Cheapflights users on 4/27. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/27:00 am
MCO
- SJU
1 stop17h 54m
Spirit Airlines
Deal found 4/27![Spirit Airlines logo]()
$94
This Cheapflightsfares deal was found by Cheapflights users on 4/25. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/210:54 am
PHL
- SJU
1 stop12h 30m
Spirit Airlines
Deal found 4/25![Spirit Airlines logo]()
$94
This Cheapflightsfares deal was found by Cheapflights users on 4/28. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/12:29 pm
MCO
- SJU
1 stop10h 25m
Spirit Airlines
Deal found 4/28![Spirit Airlines logo]()
$96
This eDestinos deal was found by Cheapflights users on 4/24. Clicking the “Pick Dates” 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 5/88:00 am
PHL
- SJU
1 stop7h 49m
Frontier
Deal found 4/24![Frontier logo]()
$96
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 April 28, 2026.
Round-trip from | $166 (Cheapflightsfares) |
|---|---|
One-way from | $75 (eDestinos) |
Popular in | December |
Cheapest in | October |
Average price | $347 |
Good round-trip deal | $156 or less |
Good one-way deal | $69 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 2,558,603 searches. Data last updated April 28, 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
New YorkSan Juan
JFK - SJU
JFKSJU
New York John F Kennedy Intl
Sat 7/4
7:25 pm-11:43 pm
Nonstop4h 18m
San Juan Luis Munoz Marin Intl
Tue 7/7
7:35 am-11:30 am
Nonstop3h 55m
$292
NewarkSanto Domingo
EWR - SDQ
EWRSDQ
Newark
Wed 10/7
12:00 pm-4:30 pm
Nonstop4h 30m
Santo Domingo Las Americas
Sun 10/25
6:18 am-10:30 am
Nonstop4h 12m
$305
NewarkSanto Domingo
EWR - SDQ
EWRSDQ
Newark
Sat 10/17
12:00 pm-9:40 pm
1 stop9h 40m
Santo Domingo Las Americas
Fri 10/30
6:18 am-10:30 am
Nonstop4h 12m
$310
New YorkSan Juan
JFK - SJU
JFKSJU
New York John F Kennedy Intl
Mon 6/15
9:02 pm-7:56 am
1 stop10h 54m
San Juan Luis Munoz Marin Intl
Wed 6/24
5:01 am-8:54 am
Nonstop3h 53m
$326
New YorkSan Juan
JFK - SJU
JFKSJU
New York John F Kennedy Intl
Wed 7/22
6:29 pm-10:39 pm
Nonstop4h 10m
San Juan Luis Munoz Marin Intl
Wed 7/29
5:35 am-12:04 pm
1 stop6h 29m
$326
NewarkSan Juan
EWR - SJU
EWRSJU
Newark
Sat 5/9
7:45 pm-11:50 pm
Nonstop4h 05m
San Juan Luis Munoz Marin Intl
Tue 5/12
1:00 am-5:10 am
Nonstop4h 10m
$327
New YorkSan Juan
JFK - SJU
JFKSJU
New York John F Kennedy Intl
Wed 7/1
12:25 pm-4:27 pm
Nonstop4h 02m
San Juan Luis Munoz Marin Intl
Wed 7/8
5:50 pm-10:04 pm
Nonstop4h 14m
$327
NewarkSan Juan
EWR - SJU
EWRSJU
Newark
Sun 5/3
8:00 am-12:04 pm
Nonstop4h 04m
San Juan Luis Munoz Marin Intl
Fri 5/8
6:45 pm-10:55 pm
Nonstop4h 10m
$327
NewarkSan Juan
EWR - SJU
EWRSJU
Newark
Sat 5/2
7:45 pm-11:50 pm
Nonstop4h 05m
San Juan Luis Munoz Marin Intl
Thu 5/7
6:45 pm-10:55 pm
Nonstop4h 10m
$327
NewarkSan Juan
EWR - SJU
EWRSJU
Newark
Sun 5/3
8:00 am-12:04 pm
Nonstop4h 04m
San Juan Luis Munoz Marin Intl
Thu 5/14
3:56 pm-1:30 am
1 stop9h 34m
$332
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.
MCO-SJU
JFK-SJU
EWR-SDQ
EWR-SJU
LGA-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
MCO-SJU
JFK-SJU
EWR-SDQ
EWR-SJU
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 month to book a flight from USA to Caribbean?
Currently, September is the cheapest month in which you can book a flight from USA to Caribbean (average of $405). Flying from USA to Caribbean in December is currently the most expensive (average of $570). 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 April 28, 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 17% on airfare.
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 April 25, 2026.
Travelers seeking maximum savings on their USA to Caribbean flight should consider departing on Monday mornings when fares are most often at their lowest. Wednesday mornings 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 April 28, 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
Food
7.2
Overall
7.9
Entertainment
7.8
Comfort
7.9
Boarding
8.1
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Crew
8.5
Food
7.2
Overall
7.9
Entertainment
7.8
Comfort
7.9
Boarding
8.1
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Crew
8.5
Food
7.2
Overall
7.9
Entertainment
7.8
Comfort
7.9
Boarding
8.1
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Crew
8.5
Food
7.2
Overall
7.9
Entertainment
7.8
Comfort
7.9
Boarding
8.1
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Crew
8.5
Food
7.2
Overall
7.9
Entertainment
7.8
Comfort
7.9
Boarding
8.1
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Crew
8.5
Food
7.2
Overall
7.9
Entertainment
7.8
Comfort
7.9
Boarding
8.1
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
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.
Alternative routes
Complete your trip
Flights by cabin class
Other flight options
Popular flights
Return Flight Options
Top countries
Top destinations
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 April 28, 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 2,558,603 searches. Data last updated April 28, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$83 | Average$366 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$84 | Average$394 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$99 | Average$323 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$108 | Average$564 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$112 | Average$421 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$120 | Average$490 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$129 | Average$723 | FlexibilityNo cancel fee | On-time67% | |
| Cheapest$131 | Average$588 | FlexibilityNo cancel fee | On-time75% | |
| Cheapest$144 | Average$503 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$147 | Average$436 | FlexibilityNo cancel fee | On-timeN/A |