Jamaica — flights from Cleveland to Jamaica

Flight Deals from Cleveland to Jamaica from $257

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Good to Know

Cheapest fares and when to fly, by destination city — select a row for the details.

Cheapest RT	Cheapest OW	Good Deal Price	Best Time to Fly	Best Day to Fly	When to Book
$462	$257	$517	Afternoon	Tuesday	6 weeks
Cheapest round-trip found on Priceline in the last 8 days. $94 below the typical $556 round-trip on this route. Lowest one-way found in the last 8 days. The typical one-way fare is $513. A round-trip at or under $517 is a good deal on this route right now. 75% of the fares we found cost more; only a quarter cost less. Tuesday departures average $546 on this route, the lowest of any weekday. $39 less than the average weekday, which is $585. Afternoon departures average $567 on this route, the lowest of any time of day. $14 less than the average departure, which is $581. Fares on this route are lowest when booked about 6 weeks before departure. See all flights to Montego Bay →
$647	$300	$705	Midday	Tuesday	6 weeks
Cheapest round-trip found on Priceline in the last 8 days. $123 below the typical $770 round-trip on this route. Lowest one-way found in the last 8 days. The typical one-way fare is $563. A round-trip at or under $705 is a good deal on this route right now. 75% of the fares we found cost more; only a quarter cost less. Tuesday departures average $746 for flights to this destination, the lowest of any weekday. $54 less than the average weekday, which is $800. Midday departures average $751 on this route, the lowest of any time of day. $81 less than the average departure, which is $832. Fares to this destination are lowest when booked about 6 weeks before departure. See all flights to Kingston →
$597	$467	$607	Morning	Tuesday	6 weeks
Cheapest round-trip found on Priceline in the last 8 days. $152 below the typical $749 round-trip on this route. Lowest one-way found in the last 8 days. The typical one-way fare is $497. A round-trip at or under $607 is a good deal on this route right now. 75% of the fares we found cost more; only a quarter cost less. Tuesday departures average $718 for flights to this destination, the lowest of any weekday. $52 less than the average weekday, which is $770. Morning departures average $718 on this route, the lowest of any time of day. $83 less than the average departure, which is $801. Fares to this destination are lowest when booked about 6 weeks before departure. See all flights to Ocho Rios →

Methodology: learn how we calculate these figures

The best day to fly and how far ahead to book shown in this table are built from the prices Priceline customers actually paid for flights to this destination over the past 12 months or more.

Where a route has too few bookings to fill a figure, we borrow the shape from a group of routes with similar price behavior and fit it to the fares booked on that route.

Because past fares don’t reflect today’s market, we then adjust the historical prices for current conditions such as inflation and fuel costs, using the round-trip fares found in recent searches.

The cheapest round-trip and one-way fares, the good-deal price and the best time of day to fly come directly from the fares found in recent searches, not from historical bookings.

Best Jamaica Hotel + Flight Packages

Round-trip flight from Cleveland

CLE to MBJ

EVELIN'S on the Beach

Montego Bay, 2 Kent Avenue

7.923 Reviews5-Star Hotel

^$816/person

$1,632 total

Incl. Flight + Hotel

Round-trip flight from Cleveland

CLE to KIN

Kingston Airport bed and breakfast

Kingston, 14 Fernandez Avenue

6.131 Reviews0-Star Hotel

^$824/person

$1,647 total

Incl. Flight + Hotel

Round-trip flight from Cleveland

CLE to OCJ

Cambridge Heights Guest House

Port Maria, Cambridge Heights Llanrumney 64 Cambridge Heights Llanrumney Sandside Port Maria

101 Reviews0-Star Hotel

^$870/person

$1,739 total

Incl. Flight + Hotel

Round-trip flight from Cleveland

CLE to MBJ

Castlevue B&B

Montego Bay, 6 Sunrise Close

8142 Reviews5-Star Hotel

^$893/person

$1,786 total

Incl. Flight + Hotel

Round-trip flight from Cleveland

CLE to KIN

Chillinn at Duke

Kingston, 66 Duke Street

9.1183 Reviews0-Star Hotel

^$896/person

$1,791 total

Incl. Flight + Hotel

Round-trip flight from Cleveland

CLE to OCJ

Riu Ocho Rios - All Inclusive

Ocho Rios, P.O. Box 4442

7.6135 Reviews4-Star Hotel

10% Package Savings

^$1,425/person

$3,157 $2,849 total

Incl. Flight + Hotel

Round-trip flight from Cleveland

CLE to MBJ

HOTEL GRAND A VIEW

Montego Bay, 3 Ramparts Close

8.1204 Reviews3.5-Star Hotel

12% Package Savings

^$1,036/person

$2,346 $2,072 total

Incl. Flight + Hotel

Round-trip flight from Cleveland

CLE to KIN

Captain Morgan House

Kingston, Outlook Avenue

0-Star Hotel

^$1,002/person

$2,003 total

Incl. Flight + Hotel

Round-trip flight from Cleveland

CLE to OCJ

Riu Negril - All Inclusive

Negril, Norman Manley Boulevard

7.7178 Reviews3.5-Star Hotel

11% Package Savings

^$1,610/person

$3,601 $3,219 total

Incl. Flight + Hotel

Best Jamaica Hotel + Flight + Car Packages

Round-trip flight from Cleveland

CLE to MBJ

Castlevue B&B

Montego Bay, 6 Sunrise Close

8142 Reviews5-Star Hotel

Rental car included

Pick-up in MBJ

^$977/person

$1,953 total

Incl. Flight + Hotel + Car

Round-trip flight from Cleveland

CLE to KIN

Chillinn at Duke

Kingston, 66 Duke Street

9.1183 Reviews0-Star Hotel

Rental car included

Pick-up in KIN

^$1,070/person

$2,139 total

Incl. Flight + Hotel + Car

Round-trip flight from Cleveland

CLE to OCJ

Riu Ocho Rios - All Inclusive

Ocho Rios, P.O. Box 4442

7.6135 Reviews4-Star Hotel

Rental car included

Pick-up in OCJ

9% Package Savings

^$1,567/person

$3,447 $3,133 total

Incl. Flight + Hotel + Car

Round-trip flight from Cleveland

CLE to MBJ

HOTEL GRAND A VIEW

Montego Bay, 3 Ramparts Close

8.1204 Reviews3.5-Star Hotel

Rental car included

Pick-up in MBJ

11% Package Savings

^$1,120/person

$2,512 $2,240 total

Incl. Flight + Hotel + Car

Round-trip flight from Cleveland

CLE to KIN

Captain Morgan House

Kingston, Outlook Avenue

0-Star Hotel

Rental car included

Pick-up in KIN

^$1,176/person

$2,351 total

Incl. Flight + Hotel + Car

Round-trip flight from Cleveland

CLE to OCJ

Riu Negril - All Inclusive

Negril, Norman Manley Boulevard

7.7178 Reviews3.5-Star Hotel

Rental car included

Pick-up in OCJ

10% Package Savings

^$1,752/person

$3,894 $3,504 total

Incl. Flight + Hotel + Car

Round-trip flight from Cleveland

CLE to MBJ

EVELIN'S on the Beach

Montego Bay, 2 Kent Avenue

7.923 Reviews5-Star Hotel

Rental car included

Pick-up in MBJ

^$900/person

$1,799 total

Incl. Flight + Hotel + Car

Round-trip flight from Cleveland

CLE to KIN

Kingston Airport bed and breakfast

Kingston, 14 Fernandez Avenue

6.131 Reviews0-Star Hotel

Rental car included

Pick-up in KIN

^$998/person

$1,995 total

Incl. Flight + Hotel + Car

Round-trip flight from Cleveland

CLE to OCJ

Cambridge Heights Guest House

Port Maria, Cambridge Heights Llanrumney 64 Cambridge Heights Llanrumney Sandside Port Maria

101 Reviews0-Star Hotel

Rental car included

Pick-up in OCJ

^$1,009/person

$2,017 total

Incl. Flight + Hotel + Car

When is the cheapest time to fly?

Cheapest in late September at about $582

Fares from Cleveland to Jamaica are lowest in late September, around $582, and September is the cheapest month overall, averaging $585. They peak in late December at about $769, $187 more than the low. The yearly average is $645.

Show the data

When is the cheapest time to fly?
Month	Average fare	Early month	Late month
January	$617	$643	$592
February	$609	$596	$624
March	$675	$659	$690
April	$644	$664	$625
May	$632	$613	$650
June	$687	$676	$699
July	$693	$699	$687
August	$633	$654	$613
September	$585	$589	$582
October	$602	$600	$604
November	$633	$620	$646
December	$725	$677	$769

How far in advance should I book?

Cheapest about 6 weeks out at $602

Book about 6 weeks before departure for the best fares from Cleveland to Jamaica, around $602. Booking in the final days before the flight costs about $720, $118 more. Booking six months ahead runs about $928.

Show the data

How far in advance should I book? (selected points, lowest and highest included)
Days before departure	Average fare
180 days	$928
172 days	$926
164 days	$913
156 days	$896
148 days	$880
140 days	$859
132 days	$833
124 days	$799
116 days	$767
108 days	$743
100 days	$726
92 days	$705
84 days	$679
76 days	$653
68 days	$636
2mo	$623
52 days	$611
44 days	$606
39 days	$602
36 days	$602
28 days	$608
20 days	$626
12 days	$666
4 days	$705
0 days	$720

What's the cheapest day of the week to fly?

Tuesday is the cheapest day of the week to fly from Cleveland to Jamaica. At $668 it is 7% cheaper than the average day. Saturday is the most expensive day, 9% above average.

Show the data

What's the cheapest day of the week to fly?
Day	Average fare
Sun	$737
Mon	$677
Tue	$668
Wed	$683
Thu	$729
Fri	$738
Sat	$781

When is the best time of day to fly?

Afternoon (2pm - 5pm) is the cheapest time of day to fly from Cleveland to Jamaica. At $636 it is 11% cheaper than the average time. Evening (5pm - 9pm) is the most expensive time, 9% above average.

Show the data

When is the best time of day to fly?
Time of day	Average fare
Morning	$691
Midday	$742
Afternoon	$636
Evening	$779

What do round-trip flights from Cleveland to Jamaica cost?

Share of fares in each price range, adjusted to current prices.

Show the data

What do round-trip flights from Cleveland to Jamaica cost?
Price range	Share of fares
$250 to $500	14%
$500 to $750	29%
$750 to $1,000	29%
$1,000 to $1,250	15%
$1,250 to $1,500	6%
$1,500 to $1,750	2%
$1,750 and up	3%

Methodology: learn how we calculate these charts

The charts “When is the cheapest time to fly?”, “How far in advance should I book?”, “What's the cheapest day of the week to fly?” and “What do round-trip flights from Cleveland to Jamaica cost?” are built from the prices Priceline customers actually paid for flights on this route over the past 12 months or more.

Where a route has too few bookings to fill every point in a chart, we borrow the shape of the curve from a group of routes with similar price behavior and fit it to the fares booked on this route.

Because past fares don’t reflect today’s market, we then adjust the historical prices for current conditions such as inflation and fuel costs, using the round-trip fares found in recent searches on this route.

The chart “When is the best time of day to fly?” is calculated directly from the fares found in recent searches, not from historical bookings.

Frequently Asked Questions

Everything you need to know about flying from Cleveland to Jamaica.

When is the cheapest time to fly from Cleveland to Jamaica?

From Cleveland to Montego Bay, the cheapest months to fly are September, October, and February, with a half-month low in late September. The priciest months are December and July, with a half-month high in late December.

Methodology

These seasonal fares look at the busiest city-to-city routes between the two places (up to four, chosen by scheduled flights) and at the seasonal fare curve Priceline's own archive provides for each route. Months are ranked by how far each month's average fare sits above or below that route's yearly average, taking the middle value across the routes, so one expensive route cannot dominate.

How far in advance should I book flights from Cleveland to Jamaica?

For flights from Cleveland to Jamaica, the best booking window is 5 weeks before departure, based on the Cleveland to Montego Bay city pair. Booking very early or very late tends to raise fares, with the cheapest lead time around 35 days and pricier fares around 180 days out.

Methodology

This booking-window guidance looks at the busiest city-to-city routes between the two places (up to four, chosen by scheduled flights) and at the booking-window fare curve Priceline's own archive provides for each route. The best time to book is the middle value of those routes' cheapest lead times.

What are the most popular cities to visit in Jamaica?

Jamaica's main gateways are Montego Bay for north coast resorts and beaches, Kingston for culture and nightlife, Ocho Rios for waterfalls and excursions, Negril for cliffs and sunsets, and Falmouth for cruise access.

When is the best time of year to visit Jamaica?

For Jamaica, December to April is the driest and most popular period, while May to June and November offer lower prices and fewer crowds with generally warm weather. Summer is hot and humid with some rain, but still busy in resort areas.

How do I get to Hopkins Intl Airport from the city center?

Cleveland Hopkins International Airport sits about 9 miles southwest of downtown, and the fastest and most popular way to reach it from the city center is the RTA Red Line, which connects directly from Tower City Center to the airport in about 27 minutes for a low fare. Ride-share services like Uber and Lyft pick up and drop off at the departures or arrivals roadways and are convenient but cost more than rail, while dedicated airport taxis are also available around the clock. Hotel shuttles and advance-arranged limousine services operate from nearby properties, and if you drive, I-71 and I-480 provide direct access to five on-site parking lots, including a Smart Parking Garage that allows reservations.

References

Taxis & Ride Shares | Cleveland Airportclevelandairport.com
A Guide to Cleveland Hopkins International Airport (CLE) | Chasechase.com · Published Sep 9, 2025
CLE Going Places | Cleveland Hopkins Airportclevelandairport.com
Directions from Tower City Center to Airport(Cleveland Hopkins International) - NAVITIME Transittransit.navitime.com · Published Sep 28, 2026
Cleveland Hopkins International Airport Transfers: Pickup & Shuttleuber.com
How to get from Cleveland Hopkins International Airport (CLE) to Ohio City, Cleveland OH | Uberuber.com · Published Sep 9, 2026
Cleveland Hopkins International Airport (CLE) Car Rental | Enterprise Rent-A-Carenterprise.com

Flight Deals from Cleveland to Jamaica from $257

Good to Know

Best Jamaica Hotel + Flight Packages

Best Jamaica Hotel + Flight + Car Packages

When is the cheapest time to fly?

How far in advance should I book?

What's the cheapest day of the week to fly?

When is the best time of day to fly?

What do round-trip flights from Cleveland to Jamaica cost?

Frequently Asked Questions

When is the cheapest time to fly from Cleveland to Jamaica?

How far in advance should I book flights from Cleveland to Jamaica?

What are the most popular cities to visit in Jamaica?

When is the best time of year to visit Jamaica?

How do I get to Hopkins Intl Airport from the city center?

Flights to Jamaica