$92+ Cheap flights from Caribbean to Cleveland (CLE)
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 3/3. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — CLE
Mar 5 — Mar 121
1 adult, Economy
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Find cheap flights from Caribbean to Cleveland 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
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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 Caribbean to Cleveland
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Cheapest flights from Caribbean to ClevelandExplore the most affordable flight options available from Caribbean to Cleveland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 3, 2026.
Explore the most affordable flight options available from Caribbean to Cleveland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 3, 2026.
This eDestinos deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” 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 2/266:00 am
SJU
- CLE
1 stop16h 37m
Frontier
Mon 3/26:29 pm
CLE
- SJU
1 stop7h 24m
Frontier
Deal found 1/31![Frontier logo]()
$174
This Frontier deal was found by Cheapflights users on 2/1. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/1811:07 am
SJU
- CLE
1 stop13h 02m
Frontier
Tue 2/244:47 pm
CLE
- SJU
1 stop6h 56m
Frontier
Deal found 2/1![Frontier logo]()
$183
This Frontier deal was found by Cheapflights users on 2/1. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/62:09 pm
SJU
- CLE
1 stop7h 59m
Frontier
Sat 5/99:10 pm
CLE
- SJU
1 stop12h 44m
Frontier
Deal found 2/1![Frontier logo]()
$191
This Kiwi.com deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” 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 2/266:00 am
SJU
- CLE
1 stop16h 37m
Multiple Airlines
Mon 3/22:40 pm
CLE
- SJU
2 stops23h 51m
Multiple Airlines
Deal found 1/31![Multiple Airlines logo]()
$194
This Kiwi.com deal was found by Cheapflights users on 2/2. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/264:11 pm
SJU
- CLE
1 stop8h 00m
Frontier
Mon 3/94:31 pm
CLE
- SJU
1 stop6h 14m
Frontier
Deal found 2/2![Frontier logo]()
$204
This Kiwi.com deal was found by Cheapflights users on 2/1. 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 4/712:03 pm
SJU
- CLE
1 stop12h 10m
Frontier
Tue 4/143:20 pm
CLE
- SJU
1 stop7h 28m
Frontier
Deal found 2/1![Frontier logo]()
$207
This CheapOair deal was found by Cheapflights users on 2/1. 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.
Wed 2/1811:07 am
SJU
- CLE
1 stop21h 49m
Frontier
Wed 2/257:00 am
CLE
- SJU
1 stop7h 06m
Frontier
Deal found 2/1![Frontier logo]()
$211
This CheapOair deal was found by Cheapflights users on 2/1. 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 5/84:40 pm
STT
- CLE
1 stop24h 00m
Spirit Airlines
Sun 5/175:35 pm
CLE
- STT
1 stop21h 59m
Spirit Airlines
Deal found 2/1![Spirit Airlines logo]()
$287
This Booking.com deal was found by Cheapflights users on 2/1. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/192:52 am
SDQ
- CLE
1 stop14h 21m
Spirit Airlines
Mon 4/66:31 pm
CLE
- SDQ
1 stop7h 07m
Spirit Airlines
Deal found 2/1![Spirit Airlines logo]()
$297
This United Airlines deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” 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 2/265:20 pm
PUJ
- CLE
1 stop17h 30m
United Airlines
Mon 3/28:00 pm
CLE
- PUJ
1 stop15h 59m
United Airlines
Deal found 1/31![United Airlines logo]()
$305
This CheapOair deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/64:40 pm
STT
- CLE
1 stop24h 00m
Spirit Airlines
Thu 5/145:35 pm
CLE
- STT
1 stop21h 59m
Spirit Airlines
Deal found 2/3![Spirit Airlines logo]()
$307
This American Airlines deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/183:50 pm
AUA
- CLE
1 stop8h 08m
American Airlines
Wed 3/256:00 am
CLE
- AUA
1 stop7h 39m
American Airlines
Deal found 1/31![American Airlines logo]()
$333
Best flights from Caribbean to ClevelandDiscover carefully curated flight deals from Caribbean to Cleveland that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated February 3, 2026.
Discover carefully curated flight deals from Caribbean to Cleveland that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated February 3, 2026.
This FlightHub deal was found by Cheapflights users on 2/2. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/265:25 pm
SJU
- CLE
1 stop15h 21m
Frontier
Mon 3/26:29 pm
CLE
- SJU
1 stop7h 24m
Frontier
Deal found 2/2![Frontier logo]()
$193
This Kiwi.com deal was found by Cheapflights users on 2/2. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/174:31 pm
SJU
- CLE
2 stops31h 25m
Multiple Airlines
Sat 2/286:29 pm
CLE
- SJU
1 stop29h 25m
Multiple Airlines
Deal found 2/2![Multiple Airlines logo]()
$224
This American Airlines deal was found by Cheapflights users on 2/2. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/285:45 am
SJU
- CLE
2 stops10h 19m
American Airlines
Mon 5/46:49 pm
CLE
- SJU
1 stop17h 14m
American Airlines
Deal found 2/2![American Airlines logo]()
$246
This CheapOair deal was found by Cheapflights users on 2/2. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/197:54 pm
SJU
- CLE
1 stop21h 19m
Spirit Airlines
Tue 3/246:31 pm
CLE
- SJU
1 stop24h 24m
Spirit Airlines
Deal found 2/2![Spirit Airlines logo]()
$261
This Delta deal was found by Cheapflights users on 2/2. 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.
Sat 5/237:30 am
SJU
- CLE
1 stop8h 58m
Delta
Sat 5/307:05 am
CLE
- SJU
1 stop9h 18m
Delta
Deal found 2/2![Delta logo]()
$271
This United Airlines deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” 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 2/265:20 pm
PUJ
- CLE
1 stop17h 30m
United Airlines
Mon 3/28:00 pm
CLE
- PUJ
1 stop15h 59m
United Airlines
Deal found 1/31![United Airlines logo]()
$305
This Air Canada deal was found by Cheapflights users on 2/2. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/189:10 pm
NAS
- CLE
1 stop20h 20m
Air Canada
Sat 2/216:10 pm
CLE
- NAS
2 stops18h 15m
Air Canada
Deal found 2/2![Air Canada logo]()
$424
This Trip.com deal was found by Cheapflights users on 2/2. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/1711:07 am
SJU
- CLE
1 stop29h 27m
Frontier
Sat 2/286:29 pm
CLE
- SJU
1 stop29h 25m
Frontier
Deal found 2/2![Frontier logo]()
$218
This JetBlue deal was found by Cheapflights users on 2/1. 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 5/81:46 pm
NAS
- CLE
1 stop10h 09m
JetBlue
Wed 5/136:00 am
CLE
- NAS
1 stop6h 27m
JetBlue
Deal found 2/1![JetBlue logo]()
$474
This American Airlines deal was found by Cheapflights users on 2/1. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/187:00 am
SJU
- CLE
2 stops9h 34m
American Airlines
Tue 2/247:55 am
CLE
- SJU
1 stop6h 08m
American Airlines
Deal found 2/1![American Airlines logo]()
$251
This Kiwi.com deal was found by Cheapflights users on 2/2. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/206:00 am
SJU
- CLE
2 stops38h 54m
Frontier
Sat 2/286:29 pm
CLE
- SJU
1 stop29h 25m
Frontier
Deal found 2/2![Frontier logo]()
$237
This Kiwi.com deal was found by Cheapflights users on 2/2. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/165:20 am
SJU
- CLE
2 stops27h 14m
Multiple Airlines
Sat 2/286:29 pm
CLE
- SJU
1 stop29h 25m
Multiple Airlines
Deal found 2/2![Multiple Airlines logo]()
$276
This American Airlines deal was found by Cheapflights users on 2/2. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/267:00 am
SJU
- CLE
2 stops9h 34m
American Airlines
Mon 3/97:18 pm
CLE
- SJU
1 stop9h 06m
American Airlines
Deal found 2/2![American Airlines logo]()
$251
This CheapOair deal was found by Cheapflights users on 2/1. 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 5/84:40 pm
STT
- CLE
1 stop24h 00m
Spirit Airlines
Sun 5/175:35 pm
CLE
- STT
1 stop21h 59m
Spirit Airlines
Deal found 2/1![Spirit Airlines logo]()
$287
This Kiwi.com deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” 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 2/275:25 pm
SJU
- CLE
1 stop16h 51m
Frontier
Wed 3/48:00 am
CLE
- SJU
2 stops15h 43m
Frontier
Deal found 1/31![Frontier logo]()
$256
This Booking.com deal was found by Cheapflights users on 2/1. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/192:52 am
SDQ
- CLE
1 stop14h 21m
Spirit Airlines
Mon 4/66:31 pm
CLE
- SDQ
1 stop7h 07m
Spirit Airlines
Deal found 2/1![Spirit Airlines logo]()
$297
This CheapOair deal was found by Cheapflights users on 2/1. 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.
Wed 5/64:40 pm
STT
- CLE
1 stop24h 00m
Spirit Airlines
Thu 5/145:35 pm
CLE
- STT
1 stop21h 59m
Spirit Airlines
Deal found 2/1![Spirit Airlines logo]()
$307
This Kiwi.com deal was found by Cheapflights users on 2/1. 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.
Fri 3/202:20 pm
SDQ
- CLE
1 stop11h 22m
Multiple Airlines
Mon 4/64:47 pm
CLE
- SDQ
1 stop8h 51m
Multiple Airlines
Deal found 2/1![Multiple Airlines logo]()
$338
This United Airlines deal was found by Cheapflights users on 2/1. 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.
Wed 5/131:22 pm
STT
- CLE
2 stops11h 50m
United Airlines
Wed 6/36:00 am
CLE
- STT
1 stop6h 20m
United Airlines
Deal found 2/1![United Airlines logo]()
$398
This American Airlines deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/183:50 pm
AUA
- CLE
1 stop8h 08m
American Airlines
Wed 3/256:00 am
CLE
- AUA
1 stop7h 39m
American Airlines
Deal found 1/31![American Airlines logo]()
$333
This Air Canada deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/96:30 pm
NAS
- CLE
1 stop19h 31m
Air Canada
Wed 5/132:40 pm
CLE
- NAS
1 stop22h 00m
Air Canada
Deal found 2/3![Air Canada logo]()
$426
This Kiwi.com deal was found by Cheapflights users on 2/2. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/177:00 am
PUJ
- CLE
2 stops41h 09m
Multiple Airlines
Sat 2/213:33 pm
CLE
- PUJ
1 stop24h 03m
Multiple Airlines
Deal found 2/2![Multiple Airlines logo]()
$375
This Air Canada deal was found by Cheapflights users on 2/1. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/2610:35 pm
PUJ
- CLE
1 stop19h 55m
Air Canada
Mon 3/26:10 pm
CLE
- PUJ
2 stops29h 25m
Air Canada
Deal found 2/1![Air Canada logo]()
$431
This Delta deal was found by Cheapflights users on 2/1. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/58:59 pm
STI
- CLE
1 stop14h 56m
Delta
Tue 9/87:15 am
CLE
- STI
1 stop12h 13m
Delta
Deal found 2/1![Delta logo]()
$484
This CheapOair deal was found by Cheapflights users on 2/1. 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.
Wed 5/134:40 pm
STT
- CLE
1 stop24h 00m
Spirit Airlines
Wed 6/35:35 pm
CLE
- STT
1 stop21h 59m
Spirit Airlines
Deal found 2/1![Spirit Airlines logo]()
$382
This Delta deal was found by Cheapflights users on 2/1. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/156:10 am
STI
- CLE
1 stop10h 27m
Delta
Mon 9/77:15 am
CLE
- STI
1 stop12h 13m
Delta
Deal found 2/1![Delta logo]()
$484
This United Airlines deal was found by Cheapflights users on 2/1. 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.
Thu 2/262:53 pm
SDQ
- CLE
1 stop8h 39m
United Airlines
Sun 3/16:25 am
CLE
- SDQ
1 stop7h 41m
United Airlines
Deal found 2/1![United Airlines logo]()
$489
This American Airlines deal was found by Cheapflights users on 2/1. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/612:25 pm
STT
- CLE
2 stops12h 01m
American Airlines
Thu 5/146:49 pm
CLE
- STT
2 stops18h 26m
American Airlines
Deal found 2/1![American Airlines logo]()
$410
This Kiwi.com deal was found by Cheapflights users on 2/2. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/912:32 pm
KIN
- CLE
1 stop10h 04m
Multiple Airlines
Sat 4/255:35 pm
CLE
- KIN
1 stop18h 30m
Multiple Airlines
Deal found 2/2![Multiple Airlines logo]()
$420
This JetBlue deal was found by Cheapflights users on 2/1. 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.
Sat 5/92:36 pm
KIN
- CLE
1 stop8h 19m
JetBlue
Thu 9/106:00 am
CLE
- KIN
1 stop13h 34m
JetBlue
Deal found 2/1![JetBlue logo]()
$565
Last-minute flights from Caribbean to ClevelandDiscover last-minute flight deals from Caribbean to Cleveland. Data last updated February 3, 2026 and is based on user searches.
Discover last-minute flight deals from Caribbean to Cleveland. Data last updated February 3, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 2/2. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/35:47 pm
PUJ
- CLE
1 stop25h 10m
Spirit Airlines
Tue 2/107:02 pm
CLE
- PUJ
1 stop20h 34m
Spirit Airlines
Deal found 2/2![Spirit Airlines logo]()
$334
This Frontier deal was found by Cheapflights users on 2/1. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/1811:07 am
SJU
- CLE
1 stop13h 02m
Frontier
Tue 2/244:47 pm
CLE
- SJU
1 stop6h 56m
Frontier
Deal found 2/1![Frontier logo]()
$183
This CheapOair deal was found by Cheapflights users on 2/1. 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.
Wed 2/1811:07 am
SJU
- CLE
1 stop21h 49m
Frontier
Wed 2/257:00 am
CLE
- SJU
1 stop7h 06m
Frontier
Deal found 2/1![Frontier logo]()
$211
This Kiwi.com deal was found by Cheapflights users on 2/1. 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.
Thu 2/194:36 pm
SJU
- CLE
1 stop8h 53m
Multiple Airlines
Sun 2/227:18 pm
CLE
- SJU
1 stop16h 21m
Multiple Airlines
Deal found 2/1![Multiple Airlines logo]()
$215
This eDestinos deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” 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 2/266:00 am
SJU
- CLE
1 stop16h 37m
Frontier
Mon 3/26:29 pm
CLE
- SJU
1 stop7h 24m
Frontier
Deal found 1/31![Frontier logo]()
$174
This Kiwi.com deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” 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 2/266:00 am
SJU
- CLE
1 stop16h 37m
Multiple Airlines
Mon 3/22:40 pm
CLE
- SJU
2 stops23h 51m
Multiple Airlines
Deal found 1/31![Multiple Airlines logo]()
$194
This Kiwi.com deal was found by Cheapflights users on 2/2. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/264:11 pm
SJU
- CLE
1 stop8h 00m
Frontier
Mon 3/94:31 pm
CLE
- SJU
1 stop6h 14m
Frontier
Deal found 2/2![Frontier logo]()
$204
This United Airlines deal was found by Cheapflights users on 2/1. 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.
Thu 2/262:55 pm
PUJ
- CLE
1 stop19h 53m
United Airlines
Mon 3/28:00 pm
CLE
- PUJ
1 stop15h 59m
United Airlines
Deal found 2/1![United Airlines logo]()
$305
This American Airlines deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/183:50 pm
AUA
- CLE
1 stop8h 08m
American Airlines
Wed 3/256:00 am
CLE
- AUA
1 stop7h 39m
American Airlines
Deal found 1/31![American Airlines logo]()
$333
This Expedia deal was found by Cheapflights users on 2/2. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/195:30 am
SJU
- CLE
1 stop26h 11m
Frontier
Tue 3/247:14 pm
CLE
- SJU
1 stop18h 55m
Frontier
Deal found 2/2![Frontier logo]()
$216
This Booking.com deal was found by Cheapflights users on 2/1. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/192:52 am
SDQ
- CLE
1 stop14h 21m
Spirit Airlines
Mon 4/66:31 pm
CLE
- SDQ
1 stop7h 07m
Spirit Airlines
Deal found 2/1![Spirit Airlines logo]()
$297
This Kiwi.com deal was found by Cheapflights users on 2/1. 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.
Fri 3/202:20 pm
SDQ
- CLE
1 stop11h 22m
Multiple Airlines
Mon 4/64:47 pm
CLE
- SDQ
1 stop8h 51m
Multiple Airlines
Deal found 2/1![Multiple Airlines logo]()
$338
One-way flights from Caribbean to ClevelandSearch for one-way flight options from Caribbean to Cleveland. Find affordable one-way fares based on user searches. Data last updated February 3, 2026.
Search for one-way flight options from Caribbean to Cleveland. Find affordable one-way fares based on user searches. Data last updated February 3, 2026.
This Super.com deal was found by Cheapflights users on 2/2. 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.
Tue 3/35:25 pm
SJU
- CLE
1 stop22h 50m
Frontier
Deal found 2/2![Frontier logo]()
$92
This Super.com deal was found by Cheapflights users on 2/2. 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.
Wed 2/253:53 am
SJU
- CLE
1 stop9h 45m
Frontier
Deal found 2/2![Frontier logo]()
$95
This CheapOair deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/1712:05 pm
SJU
- CLE
1 stop11h 08m
Frontier
Deal found 2/3![Frontier logo]()
$96
This Kiwi.com deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” 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 2/194:36 pm
SJU
- CLE
2 stops31h 35m
Multiple Airlines
Deal found 1/31![Multiple Airlines logo]()
$98
This WAYA deal was found by Cheapflights users on 2/2. 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 WAYA is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/123:18 pm
SJU
- CLE
1 stop8h 53m
Multiple Airlines
Deal found 2/2![Multiple Airlines logo]()
$99
This Priceline deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” 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.
Thu 2/196:00 am
SJU
- CLE
1 stop26h 56m
Frontier
Deal found 1/31![Frontier logo]()
$102
This Kiwi.com deal was found by Cheapflights users on 2/1. 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.
Fri 2/133:18 pm
SJU
- CLE
1 stop29h 36m
Multiple Airlines
Deal found 2/1![Multiple Airlines logo]()
$103
This Kiwi.com deal was found by Cheapflights users on 2/2. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/183:08 am
SJU
- CLE
1 stop20h 32m
Frontier
Deal found 2/2![Frontier logo]()
$104
This Kiwi.com deal was found by Cheapflights users on 2/1. 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.
Fri 3/64:37 pm
STX
- CLE
1 stop10h 05m
Multiple Airlines
Deal found 2/1![Multiple Airlines logo]()
$105
This eDestinos deal was found by Cheapflights users on 2/1. 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.
Mon 2/93:53 am
SJU
- CLE
1 stop12h 41m
Frontier
Deal found 2/1![Frontier logo]()
$106
This Trip.com deal was found by Cheapflights users on 2/2. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/106:00 am
SJU
- CLE
1 stop10h 34m
Multiple Airlines
Deal found 2/2![Multiple Airlines logo]()
$108
This Kiwi.com deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/284:52 pm
PUJ
- CLE
1 stop15h 42m
Frontier
Deal found 1/31![Frontier logo]()
$148
Find flight deals from Caribbean to Cleveland
Keep the following information in mind while searching for Caribbean to Cleveland flight deals. Data was last updated February 3, 2026.
Round-trip from | $174 (Mytrip) |
|---|---|
One-way from | $92 (Super.com) |
Popular in | November |
Cheapest in | February |
Average price | $218 |
Good one-way deal | $377 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Caribbean to Cleveland 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 February 3, 2026.
Use the filters below to find and compare flights from Caribbean to Cleveland that are best for you.
Fly from
Caribbean
Fly to
Cleveland
Route
Depart
Return
Price
San JuanCleveland
SJU - CLE
SJUCLE
San Juan Luis Munoz Marin Intl
Thu 2/26
5:25 pm-7:46 am
1 stop15h 21m
Cleveland Hopkins Intl
Mon 3/2
6:29 pm-2:53 am
1 stop7h 24m
$193
San JuanCleveland
SJU - CLE
SJUCLE
San Juan Luis Munoz Marin Intl
Tue 2/17
11:07 am-3:34 pm
1 stop29h 27m
Cleveland Hopkins Intl
Sat 2/28
6:29 pm-12:54 am
1 stop29h 25m
$218
San JuanCleveland
SJU - CLE
SJUCLE
San Juan Luis Munoz Marin Intl
Tue 2/17
4:31 pm-10:56 pm
2 stops31h 25m
Cleveland Hopkins Intl
Sat 2/28
6:29 pm-12:54 am
1 stop29h 25m
$224
San JuanCleveland
SJU - CLE
SJUCLE
San Juan Luis Munoz Marin Intl
Fri 2/20
6:00 am-7:54 pm
2 stops38h 54m
Cleveland Hopkins Intl
Sat 2/28
6:29 pm-12:54 am
1 stop29h 25m
$237
San JuanCleveland
SJU - CLE
SJUCLE
San Juan Luis Munoz Marin Intl
Tue 4/28
5:45 am-4:04 pm
2 stops10h 19m
Cleveland Hopkins Intl
Mon 5/4
6:49 pm-12:03 pm
1 stop17h 14m
$246
San JuanCleveland
SJU - CLE
SJUCLE
San Juan Luis Munoz Marin Intl
Wed 2/18
7:00 am-3:34 pm
2 stops9h 34m
Cleveland Hopkins Intl
Tue 2/24
7:55 am-3:03 pm
1 stop6h 08m
$251
San JuanCleveland
SJU - CLE
SJUCLE
San Juan Luis Munoz Marin Intl
Thu 2/26
7:00 am-3:34 pm
2 stops9h 34m
Cleveland Hopkins Intl
Mon 3/9
7:18 pm-4:24 am
1 stop9h 06m
$251
San JuanCleveland
SJU - CLE
SJUCLE
San Juan Luis Munoz Marin Intl
Fri 2/27
5:25 pm-9:16 am
1 stop16h 51m
Cleveland Hopkins Intl
Wed 3/4
8:00 am-12:43 am
2 stops15h 43m
$256
San JuanCleveland
SJU - CLE
SJUCLE
San Juan Luis Munoz Marin Intl
Thu 3/19
7:54 pm-5:13 pm
1 stop21h 19m
Cleveland Hopkins Intl
Tue 3/24
6:31 pm-6:55 pm
1 stop24h 24m
$261
San JuanCleveland
SJU - CLE
SJUCLE
San Juan Luis Munoz Marin Intl
Sat 5/23
7:30 am-4:28 pm
1 stop8h 58m
Cleveland Hopkins Intl
Sat 5/30
7:05 am-4:23 pm
1 stop9h 18m
$271
Showing 1-10 of 60 results
Best time to book a flight from Caribbean to Cleveland
Have a flexible travel schedule? Discover the best time to fly to Cleveland from Caribbean with our price prediction graph.
SJU-CLE
STX-CLE
PUJ-CLE
SDQ-CLE
AUA-CLE
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 Caribbean to Cleveland
0CB-CLE
SJU-CLE
STX-CLE
PUJ-CLE
SDQ-CLE
What is the cheapest month to book a flight from Caribbean to Cleveland?
Currently, June is the cheapest month in which you can book a flight from Caribbean to Cleveland (average of $102). Flying from Caribbean to Cleveland in November is currently the most expensive (average of $159). 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 CB to CLE?
Find hourly flight availability from Caribbean to Cleveland. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated February 3, 2026.
It’s typically best to fly out from Caribbean to Cleveland in the evening. Doing so could potentially save you 29% on the flight price compared to flying at noon, which is usually more expensive.
What is the cheapest day to fly from Caribbean to Cleveland?
Use this chart to determine the cheapest time to fly round-trip from Caribbean to Cleveland. Price data was last updated on May 5, 2025.
Travelers seeking maximum savings on their Caribbean to Cleveland flight should consider departing on Thursday afternoons 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 Cleveland
Get insights into the airlines that provide service to Cleveland. 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 Cleveland. Reviews last updated February 3, 2026.
Read reviews from past customers who have flown Southwest, Delta, and United Airlines from Caribbean to Cleveland. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Comfort
8.0
Entertainment
7.5
Food
7.0
Overall
8.0
Crew
8.6
Boarding
8.1
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Comfort
8.0
Entertainment
7.5
Food
7.0
Overall
8.0
Crew
8.6
Boarding
8.1
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Comfort
8.0
Entertainment
7.5
Food
7.0
Overall
8.0
Crew
8.6
Boarding
8.1
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Comfort
8.0
Entertainment
7.5
Food
7.0
Overall
8.0
Crew
8.6
Boarding
8.1
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Comfort
8.0
Entertainment
7.5
Food
7.0
Overall
8.0
Crew
8.6
Boarding
8.1
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Comfort
8.0
Entertainment
7.5
Food
7.0
Overall
8.0
Crew
8.6
Boarding
8.1
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Related info for your journey
Find useful and relevant information for your journey from Caribbean to Cleveland. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Traveling to a place near Cleveland?
Book flights to Cleveland if you plan to visit one of these locationsSandusky
Mentor
Mansfield
Avon
Independence
Wooster
Beachwood
Willoughby
Lakewood
Streetsboro
Cleveland Heights
North Olmsted
Cuyahoga Falls
Macedonia
Kent
Medina
Strongsville
Elyria
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 for Caribbean to Cleveland
See prices for flight routes from nearby airports that may be better suited for you.
Top 5 airlines flying from Caribbean to Cleveland
Discover the top 5 airlines that operate flights from Caribbean to Cleveland. 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 February 3, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$102 | Average$487 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$155 | Average$262 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$175 | Average$472 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$205 | Average$432 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$250 | Average$416 | FlexibilityNo cancel fee | On-time63% |