Cheap flights from Caribbean Islands to Cleveland from $153

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Caribbean Islands to Cleveland departing on 11/16. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Find the cheapest flights from Caribbean Islands to Cleveland

Cheap round-trip flights

Enter your travel dates to find the best prices.
Frontier Logo
6:00 am - 2:36 pm
SJU
-
CLE
8h 36m
1 stop
Frontier Logo
7:45 am - 4:05 pm
CLE
-
SJU
8h 20m
1 stop
$326Frontier
Di, Jul 7 - Mi, Aug 12
Frontier Logo
6:00 am - 2:38 pm
SJU
-
CLE
8h 38m
1 stop
Frontier Logo
7:45 am - 4:05 pm
CLE
-
SJU
8h 20m
1 stop
$331Frontier
Mi, Jul 1 - Mi, Jul 15
Delta Logo
12:56 pm - 12:29 am
SJU
-
CLE
11h 33m
1 stop
Delta Logo
12:35 pm - 10:29 pm
CLE
-
SJU
9h 54m
1 stop
$335Delta
Mi, Sep 2 - Sa, Sep 5
Delta Logo
1:32 pm - 11:02 pm
SJU
-
CLE
9h 30m
1 stop
Delta Logo
6:10 am - 1:00 pm
CLE
-
SJU
6h 50m
1 stop
$336Delta
Mi, Sep 23 - Sa, Sep 26
American Airlines Logo
1:38 pm - 12:23 am
SJU
-
CLE
10h 45m
2 stops
American Airlines Logo
2:05 pm - 11:43 pm
CLE
-
SJU
9h 38m
2 stops
$343American Airlines
Do, Aug 20 - Sa, Aug 22
United Airlines Logo
4:55 pm - 11:44 pm
SJU
-
CLE
6h 49m
1 stop
United Airlines Logo
6:05 pm - 5:29 am
CLE
-
SJU
11h 24m
2 stops
$345United Airlines
Mi, Jul 22 - Mo, Jul 27
Multiple Airlines Logo
9:38 am - 11:38 pm
PUJ
-
CLE
14h 00m
1 stop
Multiple Airlines Logo
9:47 pm - 8:25 pm
CLE
-
PUJ
22h 38m
1 stop
$375Multiple Airlines
Do, Jul 23 - Do, Aug 13
Multiple Airlines Logo
9:38 am - 11:38 pm
PUJ
-
CLE
14h 00m
1 stop
Multiple Airlines Logo
4:28 pm - 9:29 pm
CLE
-
PUJ
29h 01m
1 stop
$398Multiple Airlines
Do, Jul 23 - So, Aug 9
United Airlines Logo
4:33 pm - 11:14 am
MBJ
-
CLE
17h 41m
1 stop
United Airlines Logo
7:30 pm - 11:43 am
CLE
-
MBJ
17h 13m
1 stop
$416United Airlines
Sa, Jun 20 - Mo, Aug 31
American Airlines Logo
2:09 pm - 11:48 pm
MBJ
-
CLE
8h 39m
1 stop
American Airlines Logo
8:44 pm - 1:16 pm
CLE
-
MBJ
17h 32m
1 stop
$432American Airlines
Fr, Jul 31 - Fr, Aug 21

Frontier flights from Caribbean Islands to Cleveland

Our best Frontier deals on Caribbean Islands to Cleveland flight tickets
Frontier
Jul 7
SJU6:00 amSan Juan Luis Munoz Marin Intl
8h 36m
1 stop
CLE2:36 pmCleveland Hopkins Intl
Aug 12
CLE7:45 amCleveland Hopkins Intl
8h 20m
1 stop
SJU4:05 pmSan Juan Luis Munoz Marin Intl
$326
Frontier
Jul 1
SJU6:00 amSan Juan Luis Munoz Marin Intl
8h 38m
1 stop
CLE2:38 pmCleveland Hopkins Intl
Jul 15
CLE7:45 amCleveland Hopkins Intl
8h 20m
1 stop
SJU4:05 pmSan Juan Luis Munoz Marin Intl
$331
Frontier
Jul 30
SJU6:00 amSan Juan Luis Munoz Marin Intl
8h 36m
1 stop
CLE2:36 pmCleveland Hopkins Intl
Aug 2
CLE7:45 amCleveland Hopkins Intl
8h 20m
1 stop
SJU4:05 pmSan Juan Luis Munoz Marin Intl
$334

American Airlines flights from Caribbean Islands to Cleveland

Our best American Airlines deals on Caribbean Islands to Cleveland flight tickets
American Airlines
Jun 4
SJU6:01 amSan Juan Luis Munoz Marin Intl
9h 00m
2 stops
CLE3:01 pmCleveland Hopkins Intl
Jun 7
CLE5:45 amCleveland Hopkins Intl
17h 00m
1 stop
SJU10:45 pmSan Juan Luis Munoz Marin Intl
$336
American Airlines
Aug 20
SJU1:38 pmSan Juan Luis Munoz Marin Intl
10h 45m
2 stops
CLE12:23 amCleveland Hopkins Intl
Aug 22
CLE2:05 pmCleveland Hopkins Intl
9h 38m
2 stops
SJU11:43 pmSan Juan Luis Munoz Marin Intl
$343
American Airlines
Sep 16
SJU11:51 amSan Juan Luis Munoz Marin Intl
12h 00m
2 stops
CLE11:51 pmCleveland Hopkins Intl
Sep 19
CLE9:24 amCleveland Hopkins Intl
11h 23m
2 stops
SJU8:47 pmSan Juan Luis Munoz Marin Intl
$383

momondo Fare Finder

 
Customize your flight search to find flights from Caribbean Islands 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, momondo users made 832,500 searches. Data last updated Mai 29, 2026.
Use the filters below to find and compare flights from Caribbean Islands to Cleveland that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

San JuanCleveland

SJU - CLE

SJUCLE

San Juan Luis Munoz Marin Intl

Di 7/7

6:00 am-2:36 pm

1 stop8h 36m

Cleveland Hopkins Intl

Mi 8/12

7:45 am-4:05 pm

1 stop8h 20m

$326

San JuanCleveland

SJU - CLE

SJUCLE

San Juan Luis Munoz Marin Intl

Mi 7/1

6:00 am-2:38 pm

1 stop8h 38m

Cleveland Hopkins Intl

Mi 7/15

7:45 am-4:05 pm

1 stop8h 20m

$331

San JuanCleveland

SJU - CLE

SJUCLE

San Juan Luis Munoz Marin Intl

Mi 9/2

12:56 pm-12:29 am

1 stop11h 33m

Cleveland Hopkins Intl

Sa 9/5

12:35 pm-10:29 pm

1 stop9h 54m

$335
Quickest round-trip

San JuanCleveland

SJU - CLE

SJUCLE

San Juan Luis Munoz Marin Intl

Mi 9/23

1:32 pm-11:02 pm

1 stop9h 30m

Cleveland Hopkins Intl

Sa 9/26

6:10 am-1:00 pm

1 stop6h 50m

$336

San JuanCleveland

SJU - CLE

SJUCLE

San Juan Luis Munoz Marin Intl

Do 8/20

1:38 pm-12:23 am

2 stops10h 45m

Cleveland Hopkins Intl

Sa 8/22

2:05 pm-11:43 pm

2 stops9h 38m

$343

San JuanCleveland

SJU - CLE

SJUCLE

San Juan Luis Munoz Marin Intl

Mi 7/22

4:55 pm-11:44 pm

1 stop6h 49m

Cleveland Hopkins Intl

Mo 7/27

6:05 pm-5:29 am

2 stops11h 24m

$345

Punta CanaCleveland

PUJ - CLE

PUJCLE

Punta Cana

Do 7/23

9:38 am-11:38 pm

1 stop14h 00m

Cleveland Hopkins Intl

Do 8/13

9:47 pm-8:25 pm

1 stop22h 38m

$375

Punta CanaCleveland

PUJ - CLE

PUJCLE

Punta Cana

Do 7/23

9:38 am-11:38 pm

1 stop14h 00m

Cleveland Hopkins Intl

So 8/9

4:28 pm-9:29 pm

1 stop29h 01m

$398

Montego BayCleveland

MBJ - CLE

MBJCLE

Montego Bay Sangster Intl

Sa 6/20

4:33 pm-11:14 am

1 stop17h 41m

Cleveland Hopkins Intl

Mo 8/31

7:30 pm-11:43 am

1 stop17h 13m

$416

Montego BayCleveland

MBJ - CLE

MBJCLE

Montego Bay Sangster Intl

Fr 7/31

2:09 pm-11:48 pm

1 stop8h 39m

Cleveland Hopkins Intl

Fr 8/21

8:44 pm-1:16 pm

1 stop17h 32m

$432

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Cleveland from

How to get the cheapest flight ticket from Caribbean Islands to Cleveland

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Cleveland?

In general, July is the cheapest month to fly from Caribbean Islands to Cleveland. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $168. If you’re not able to fly to Cleveland in July, then August is your next best option. Flight prices from Caribbean Islands to Cleveland during August average around $199.

What is the cheapest day to depart on your flight to Cleveland?

The cheapest day to depart from Caribbean Islands to Cleveland is on a Sunday when prices can be found for as low as $198. Be sure to avoid booking your departure on a Tuesday as prices are generally higher than usual. According to our data, the average ticket price to Cleveland on Tuesday is $283.

What is the cheapest time of day to depart on your flight to Cleveland?

Our data shows that the cheapest Caribbean Islands to Cleveland flights are usually those with departure times in the morning. Our users have found flights to Cleveland in the morning for as low as $238. In contrast, the most expensive time of day to depart to Cleveland is in the afternoon when prices are around $272.

What is the cheapest Caribbean Islands to Cleveland Hopkins Intl flight route?

Fly from Punta Cana to Cleveland Hopkins Intl for the best Caribbean Islands - Cleveland Hopkins Intl flight prices

How far in advance should I book a flight from Caribbean Islands to Cleveland?

You are more likely to see cheaper flights to Cleveland from Caribbean Islands when booking weeks ahead of your departure date. In general, you can expect to find flights to Cleveland for around $282 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Cleveland from Caribbean Islands for as low as $232 on momondo.

What cabin class options are available on Caribbean Islands to Cleveland flights?

There is only 1 cabin class available to choose from on Caribbean Islands to Cleveland flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Caribbean Islands to Cleveland flights?

No. A direct flight is the cheapest option for a flight between Caribbean Islands to Cleveland.

Cheap Caribbean Islands to Cleveland flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Caribbean Islands to Cleveland

Fastest flight time

4h 30m

Direct flights

Mon, Wed and Fri

Airports in Cleveland

1 airport
The fastest flight from Caribbean Islands to Cleveland takes 4h 30m
Direct flights go from Caribbean Islands to Cleveland on Monday, Wednesday and Friday. There are no airlines offering direct flights.
There is 1 airport in Cleveland. From Caribbean Islands there are direct flights to Cleveland Hopkins Intl (CLE).

Frequently asked questions about flying from Caribbean Islands to Cleveland

  • When did momondo last update prices for flights from Caribbean Islands to Cleveland Hopkins Intl Airport?

    Prices for flights from Caribbean Islands to Cleveland Hopkins Intl Airport were last updated today.

  • How many operators does momondo search for flights from Caribbean Islands to Cleveland Hopkins Intl Airport?

  • How old do you have to be to fly from Caribbean Islands to Cleveland Hopkins Intl Airport?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Caribbean Islands to Cleveland Hopkins Intl Airport.

  • What documentation or ID do you need to fly to Cleveland Hopkins Intl Airport?

    The necessary travel and health documents for your Cleveland Hopkins Intl Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Caribbean Islands to Cleveland?

Best airlines flying from Caribbean Islands to Cleveland

Compare and see reviews for airlines that fly from Caribbean Islands to Cleveland with momondo
Airline
Rating
Free Cancellation
Price
DeltaPriceFrom $102Free CancellationRating
7.9
8,419 reviews
Search Delta flights
FrontierPriceFrom $158Free CancellationRating
5.6
2,929 reviews
Search Frontier flights
United AirlinesPriceFrom $161Free CancellationRating
7.4
9,763 reviews
Search United Airlines flights
American AirlinesPriceFrom $205Free CancellationRating
7.1
11,643 reviews
Search American Airlines flights
SouthwestPriceFrom $229Free CancellationRating
8.0
4,264 reviews
Search Southwest flights

Traveling to a place near Cleveland?

Book flights to Cleveland if you plan to visit one of these locations
Sandusky
Mansfield
Beachwood
Independence
Westlake
Mentor
Elyria
Geneva-on-the-Lake
Kent
Willoughby
Painesville
Streetsboro
Cuyahoga Falls
Wooster
Ashland
Kelleys Island
Medina
Lakewood
North Olmsted
Strongsville

Why use momondo?

Why should I use momondo to find a flight deal from Caribbean Islands to Cleveland?

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Cleveland from Caribbean Islands.

Can I find flights from Caribbean Islands to Cleveland with flexible booking policies on momondo?

All flight searches from Caribbean Islands to Cleveland on momondo can be filtered to show those which offer flexible booking policies.

How can momondo help me find flights from Caribbean Islands to Cleveland?

Once all potential Caribbean Islands to Cleveland flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

I’m not ready to book a flight from Caribbean Islands to Cleveland right now. Can momondo alert me if prices change?

Yes momondo offers price alerts on flights to Cleveland from Caribbean Islands. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

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1 adult
So 6/28
So 7/5

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