Travelers have found it’s best to book a flight 50 days in advance to save up to 63% compared to booking the same week of travel. As your travel date approaches, the cost of this flight route may potentially increase. While opting to book 50 days out may not be an option for all, there are still additional ways to secure a deal in the near future. You might find a flight from Caribbean to Cleveland 1-2 weeks in advance for as low as $200, or $338 for flights within the next 24 hours.
September can be a great time to fly to Cleveland from Caribbean with a flight ticket averaging about $275. Cheapflights users have found deals in the month of September for as cheap as $128. The most expensive prices can be found in the month of March.
When flying from Caribbean to Cleveland, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.
Fly from
Fly to
Budget
$136 - $410
Route
Depart
Return
Price
San Juan Luis Munoz Marin IntlCleveland Hopkins Intl
SJU - CLE
SJUCLE
San Juan Luis Munoz Marin Intl
Wed 5/15
2 stops11h 48m
Cleveland Hopkins Intl
Tue 5/21
1 stop14h 11m
San Juan Luis Munoz Marin IntlCleveland Hopkins Intl
SJU - CLE
SJUCLE
San Juan Luis Munoz Marin Intl
Wed 5/15
1 stop28h 59m
Cleveland Hopkins Intl
Tue 5/21
1 stop14h 11m
San Juan Luis Munoz Marin IntlCleveland Hopkins Intl
SJU - CLE
SJUCLE
San Juan Luis Munoz Marin Intl
Tue 5/21
1 stop25h 51m
Cleveland Hopkins Intl
Tue 5/28
1 stop6h 32m
San Juan Luis Munoz Marin IntlCleveland Hopkins Intl
SJU - CLE
SJUCLE
San Juan Luis Munoz Marin Intl
Wed 5/15
3 stops35h 48m
Cleveland Hopkins Intl
Tue 5/21
1 stop14h 11m
San Juan Luis Munoz Marin IntlCleveland Hopkins Intl
SJU - CLE
SJUCLE
San Juan Luis Munoz Marin Intl
Mon 6/3
1 stop16h 40m
Cleveland Hopkins Intl
Mon 6/10
2 stops26h 19m
San Juan Luis Munoz Marin IntlCleveland Hopkins Intl
SJU - CLE
SJUCLE
San Juan Luis Munoz Marin Intl
Wed 5/15
1 stop16h 21m
Cleveland Hopkins Intl
Sun 5/19
1 stop11h 38m
Santo Domingo Las AmericasCleveland Hopkins Intl
SDQ - CLE
SDQCLE
Santo Domingo Las Americas
Sun 5/19
1 stop8h 09m
Cleveland Hopkins Intl
Sun 5/26
1 stop7h 56m
Nassau IntlCleveland Hopkins Intl
NAS - CLE
NASCLE
Nassau Intl
Sun 8/18
1 stop10h 10m
Cleveland Hopkins Intl
Fri 8/30
1 stop7h 18m
Montego Bay Sangster IntlCleveland Hopkins Intl
MBJ - CLE
MBJCLE
Montego Bay Sangster Intl
Wed 6/19
1 stop8h 07m
Cleveland Hopkins Intl
Mon 7/15
1 stop10h 06m
No data available for this route at this time. Please check back soon.
Comfort
Overall
Entertainment
Crew
Boarding
Food
Reviews
When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
Comfort
Overall
Entertainment
Crew
Boarding
Food
Reviews
When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
Comfort
Overall
Entertainment
Crew
Boarding
Food
Reviews
When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
Comfort
Overall
Entertainment
Crew
Boarding
Food
Reviews
When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
Comfort
Overall
Entertainment
Crew
Boarding
Food
Reviews
When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
Comfort
Overall
Entertainment
Crew
Boarding
Food
Reviews
When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
26%of flight departures | Early morningMidnight to 6 am |
---|---|
37%of flight departures | Morning6 am to noon |
37%of flight departures | AfternoonNoon to 6 pm |
0%of flight departures | Evening6 pm to midnight |
Cheapflights makes it easy to find Caribbean to Cleveland flights by helping our users search from 900+ travel sites for deals. We also provide you with filters for cabin, price, airline, airports, number of stops, and many more to narrow down that perfect flight.
By finding flights from multiple airlines and providers at completely no cost, Cheapflights helps millions of users like you annually find the best flights to Cleveland from Caribbean.
Certainly. Search results for flights to Cleveland from Caribbean shown to you on Cheapflights can be narrowed down with different useful search filters, which includes flexible booking options.
Yes, Cheapflights offers price alerts on Caribbean to Cleveland flights so you can book your travel at the perfect time. Price Alerts can be enabled by clicking the bell icon next to the flight deals above and providing your email address where you want to receive the alerts.