Cheap flights from Cleveland to Caribbean
Travel > Caribbean
Travel tip: Visit San Juan on your holidays!Check our current prices for flights from Cleveland to Caribbean. Please note that we also give you historical search data for this city connection. These are all airfares that people found in the past, in order to find more current flight information from Cleveland to Caribbean, you will need to run a search below.
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Cheap San Juan airfares from $233/RT are provided by Cheapoair.com. Outbound flight is leaving on 04/30/2025, 08:30 am from Cleveland Hopkins (CLE) airport and arrives at San Juan Marin Intl (SJU) at 04:05 pm. The flight time is 7 hours and 35 minutes. The Returning flight departes on 05/13/2025, 05:05 pm (other return dates are also available). Date posted: 19 Jan 2025
Price evolution for flights From Cleveland To Caribbean

Recent Deals on Flights from Cleveland to Caribbean:Roundtrip / Oneway
- $233
Spirit Airlines
cheapoair.com check priceFrom To Departure Time Cleveland, OH (CLE) San Juan, PR (SJU) 04/30/2025 08:30 am San Juan, PR (SJU) Cleveland, OH (CLE) 05/13/2025 05:05 pm - $253
Spirit Airlines
cheapoair.com check priceFrom To Departure Time Cleveland, OH (CLE) San Juan, PR (SJU) 05/14/2025 08:30 am San Juan, PR (SJU) Cleveland, OH (CLE) 05/21/2025 05:05 pm - $253
Spirit Airlines
cheapoair.com check priceFrom To Departure Time Cleveland, OH (CLE) San Juan, PR (SJU) 05/06/2025 08:30 am San Juan, PR (SJU) Cleveland, OH (CLE) 05/13/2025 05:05 pm - $275
Spirit Airlines
cheapoair.com check priceFrom To Departure Time Cleveland, OH (CLE) San Juan, PR (SJU) 02/25/2025 08:30 am San Juan, PR (SJU) Cleveland, OH (CLE) 03/05/2025 11:46 am - $282
Multiple Airlines
cheapoair.com check priceFrom To Departure Time Cleveland, OH (CLE) Santo Domingo, DO (SDQ) 03/06/2025 07:48 pm Santo Domingo, DO (SDQ) Cleveland, OH (CLE) 03/19/2025 04:34 pm - $100
Spirit Airlines
cheapoair.com check priceFrom To Departure Time Cleveland, OH (CLE) San Juan, PR (SJU) 03/25/2025 06:00 am - $103
Frontier Airlines
cheapoair.com check priceFrom To Departure Time Cleveland, OH (CLE) Santo Domingo, DO (SDQ) 03/26/2025 06:41 pm - $116
Spirit Airlines
cheapoair.com check priceFrom To Departure Time Cleveland, OH (CLE) San Juan, PR (SJU) 05/20/2025 08:30 am - $118
Frontier Airlines
cheapoair.com check priceFrom To Departure Time Cleveland, OH (CLE) Punta Cana, DO (PUJ) 02/19/2025 06:37 pm - $126
Spirit Airlines
cheapoair.com check priceFrom To Departure Time Cleveland, OH (CLE) San Juan, PR (SJU) 05/07/2025 08:30 am
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Know what to do when flying to Caribbean?
San Juan Travel Guide Located in the Caribbean, in the Northern Coastal Plains of the island Puerto Rico, San Juan is the capital of this island. Known as "La Ciudad Amurallada" (the walled city), San Juan is an important port and also the oldest city in [...]San Juan History San Juan, also known as “La Ciudad Amurallada”, occupies a land of 122 square kilometer and houses 442,447 inhabitants. The city is positioned in the Northern Coastal Plains and lying under the Karsts zone to the north of Caguas and [...]
San Juan Sightseeing Once you set foot on the soil of San Juan, you will feel as if you were taken back 500 years ago in 1508. In this city, you will experience firsthand what Latin American culture really is like. Though covered by a wall, San Juan never fails to [...]
San Juan Nightlife Like most cities, the San Juan night scene also comes alive during the weekends. Clubs, bars, discos and a lot more are to be found here. Whatever your action is, there is surely something for you in San Juan. The majority of those who go out [...]