What airlines fly to Caribbean?

American Airlines, Frontier and Delta are the top three most popular airlines that fly to Caribbean from Cleveland according to our data. American Airlines is the first choice among our users, with 34% of people opting to fly with this airline when traveling to Caribbean. Keep in mind that there are 7 different airlines that fly to Caribbean on a routine basis, so you have a few additional options to choose from.

What is the cheapest airline that flies from Cleveland Hopkins Intl to Caribbean?

Frontier, United Airlines, and Southwest are the most popular carriers operating from Cleveland Hopkins Intl to Caribbean

How many flights depart from Cleveland to Caribbean on average per week?

As of July 2026, there are 1 flights per week flying from Cleveland to Caribbean. The most common day of the week flights depart is Sun, with 100% of flights taking off on this day.

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

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

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

As of July 2026, there are 7 operators available to choose from for flights from Cleveland Hopkins Intl Airport to Caribbean.

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

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 Cleveland Hopkins Intl Airport to Caribbean.

What documentation or ID do you need to fly to Caribbean?

The required travel and health documents for your Caribbean trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Caribbean. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

$136 Cheap Flights from Cleveland to Caribbean in 2026

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Cleveland to Caribbean

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

Enter your travel dates to find the best prices.

6:15 am - 4:11 pm

CLE

SJU

9h 56m

1 stop

12:55 am - 9:13 am

SJU

CLE

8h 18m

1 stop

$278American Airlines

Fri, Aug 21 - Sun, Aug 30

6:30 am - 12:41 am

CLE

SJU

18h 11m

1 stop

7:10 am - 11:38 pm

SJU

CLE

16h 28m

1 stop

$279Frontier

Fri, Aug 7 - Fri, Aug 14

3:46 pm - 12:41 am

CLE

SJU

32h 55m

2 stops

6:00 am - 2:36 pm

SJU

CLE

8h 36m

1 stop

$280Frontier

Sat, Aug 1 - Sat, Aug 8

6:40 am - 2:00 pm

CLE

SJU

31h 20m

2 stops

6:00 am - 2:36 pm

SJU

CLE

8h 36m

1 stop

$281Frontier

Thu, Jul 30 - Thu, Aug 6

7:05 am - 1:53 pm

CLE

NAS

6h 48m

1 stop

1:06 pm - 11:02 pm

NAS

CLE

9h 56m

1 stop

$324Delta

Tue, Sep 22 - Fri, Sep 25

7:08 pm - 9:27 am

CLE

NAS

14h 19m

1 stop

7:45 am - 5:06 pm

NAS

CLE

9h 21m

2 stops

$326American Airlines

Sat, Aug 1 - Sat, Aug 8

6:00 am - 1:53 pm

CLE

NAS

7h 53m

1 stop

1:06 pm - 11:54 pm

NAS

CLE

10h 48m

2 stops

$328Delta

Sun, Sep 20 - Tue, Sep 22

7:00 am - 1:33 pm

CLE

NAS

6h 33m

1 stop

2:35 pm - 9:07 am

NAS

CLE

18h 32m

1 stop

$329United Airlines

Sun, Sep 20 - Thu, Sep 24

6:00 am - 3:35 pm

CLE

AUA

9h 35m

1 stop

1:50 pm - 10:29 pm

AUA

CLE

8h 39m

1 stop

$377United Airlines

Wed, Jul 15 - Wed, Jul 22

4:00 pm - 1:45 pm

CLE

PLS

21h 45m

2 stops

2:40 pm - 11:45 pm

PLS

CLE

9h 05m

2 stops

$508Southwest

Sun, Nov 1 - Thu, Nov 5

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United Airlines flights from Cleveland to Caribbean

Our best United Airlines deals on Cleveland to Caribbean flight tickets

United Airlines

Jul 19

CLE6:00 amCleveland Hopkins Intl

8h 57m

1 stop

NAS2:57 pmNassau Intl

Jul 24

NAS3:59 pmNassau Intl

7h 50m

1 stop

CLE11:49 pmCleveland Hopkins Intl

$322

United Airlines

Oct 2

CLE4:07 pmCleveland Hopkins Intl

7h 43m

1 stop

SJU11:50 pmSan Juan Luis Munoz Marin Intl

Oct 5

SJU1:00 amSan Juan Luis Munoz Marin Intl

8h 07m

1 stop

CLE9:07 amCleveland Hopkins Intl

$328

United Airlines

Sep 20

CLE7:00 amCleveland Hopkins Intl

6h 33m

1 stop

NAS1:33 pmNassau Intl

Sep 24

NAS2:35 pmNassau Intl

18h 32m

1 stop

CLE9:07 amCleveland Hopkins Intl

$329

Frontier flights from Cleveland to Caribbean

Our best Frontier deals on Cleveland to Caribbean flight tickets

Frontier

Aug 7

CLE6:30 amCleveland Hopkins Intl

18h 11m

1 stop

SJU12:41 amSan Juan Luis Munoz Marin Intl

Aug 14

SJU7:10 amSan Juan Luis Munoz Marin Intl

16h 28m

1 stop

CLE11:38 pmCleveland Hopkins Intl

$279

Frontier

Aug 1

CLE3:46 pmCleveland Hopkins Intl

32h 55m

2 stops

SJU12:41 amSan Juan Luis Munoz Marin Intl

Aug 8

SJU6:00 amSan Juan Luis Munoz Marin Intl

8h 36m

1 stop

CLE2:36 pmCleveland Hopkins Intl

$280

Frontier

Jul 30

CLE6:40 amCleveland Hopkins Intl

31h 20m

2 stops

SJU2:00 pmSan Juan Luis Munoz Marin Intl

Aug 6

SJU6:00 amSan Juan Luis Munoz Marin Intl

8h 36m

1 stop

CLE2:36 pmCleveland Hopkins Intl

$281

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ClevelandSan Juan

CLE - SJU

CLESJU

Cleveland Hopkins Intl

Fri 8/21

6:15 am-4:11 pm

1 stop9h 56m

San Juan Luis Munoz Marin Intl

Sun 8/30

12:55 am-9:13 am

1 stop8h 18m

$278

ClevelandSan Juan

CLE - SJU

CLESJU

Cleveland Hopkins Intl

Fri 8/7

6:30 am-12:41 am

1 stop18h 11m

San Juan Luis Munoz Marin Intl

Fri 8/14

7:10 am-11:38 pm

1 stop16h 28m

$279

ClevelandSan Juan

CLE - SJU

CLESJU

Cleveland Hopkins Intl

Sat 8/1

3:46 pm-12:41 am

2 stops32h 55m

San Juan Luis Munoz Marin Intl

Sat 8/8

6:00 am-2:36 pm

1 stop8h 36m

$280

ClevelandSan Juan

CLE - SJU

CLESJU

Cleveland Hopkins Intl

Thu 7/30

6:40 am-2:00 pm

2 stops31h 20m

San Juan Luis Munoz Marin Intl

Thu 8/6

6:00 am-2:36 pm

1 stop8h 36m

$281

Quickest round-trip

ClevelandNassau

CLE - NAS

CLENAS

Cleveland Hopkins Intl

Tue 9/22

7:05 am-1:53 pm

1 stop6h 48m

Nassau Intl

Fri 9/25

1:06 pm-11:02 pm

1 stop9h 56m

$324

ClevelandNassau

CLE - NAS

CLENAS

Cleveland Hopkins Intl

Sat 8/1

7:08 pm-9:27 am

1 stop14h 19m

Nassau Intl

Sat 8/8

7:45 am-5:06 pm

2 stops9h 21m

$326

ClevelandNassau

CLE - NAS

CLENAS

Cleveland Hopkins Intl

Sun 9/20

6:00 am-1:53 pm

1 stop7h 53m

Nassau Intl

Tue 9/22

1:06 pm-11:54 pm

2 stops10h 48m

$328

ClevelandNassau

CLE - NAS

CLENAS

Cleveland Hopkins Intl

Sun 9/20

7:00 am-1:33 pm

1 stop6h 33m

Nassau Intl

Thu 9/24

2:35 pm-9:07 am

1 stop18h 32m

$329

ClevelandOranjestad

CLE - AUA

CLEAUA

Cleveland Hopkins Intl

Wed 7/15

6:00 am-3:35 pm

1 stop9h 35m

Oranjestad Reina Beatrix

Wed 7/22

1:50 pm-10:29 pm

1 stop8h 39m

$377

ClevelandProvidenciales

CLE - PLS

CLEPLS

Cleveland Hopkins Intl

Sun 11/1

4:00 pm-1:45 pm

2 stops21h 45m

Providenciales

Thu 11/5

2:40 pm-11:45 pm

2 stops9h 05m

$508

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from Cleveland to Caribbean

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

Prices

Airlines

Other information

What is the cheapest month to fly to Caribbean?

In general, March is the cheapest month to fly from Cleveland to Caribbean. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $413. If you don’t want to visit Caribbean in March, then you should wait until January to fly from Cleveland, when ticket prices are also cheap, with an average price of $435.

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

The cheapest day to depart from Cleveland to Caribbean is on a Wednesday when prices can be found for as low as $288. If your travel schedule is flexible, try to avoid departing on a Monday because tickets tend to average around $425. These prices are subject to change though, so be sure to set up a Price Alert for flights to Caribbean.

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

In the morning is the cheapest time of day to fly from Cleveland to Caribbean when you can find flight prices for as low as $317. Flying to Caribbean in the morning is an ideal time because this is during off-peak travel hours. Flights in the evening are often more expensive with an average ticket price of $479.

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

Fly from Cleveland Hopkins Intl to San Juan Luis Munoz Marin Intl for the best Cleveland Hopkins Intl - Caribbean flight prices

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

You are more likely to see cheaper flights to Caribbean from Cleveland when booking weeks ahead of your departure date. In general, you can expect to find flights to Caribbean for around $356 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Caribbean from Cleveland for as low as $291 on momondo.

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

There are 2 cabin classes available to choose from on Cleveland to Caribbean 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 Cleveland to Caribbean flights?

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

Cheap Cleveland to Caribbean flight deals and tips

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

Best Price Found	$601
Fastest flight time	4h 21m
Direct flights	Mon, Wed and Fri
Airports in Caribbean	195 airports

The best flight deal from Cleveland to Caribbean found on momondo in the last 72 hours is $601

The fastest flight from Cleveland to Caribbean takes 4h 21m

Direct flights go from Cleveland to Caribbean on Monday, Wednesday and Friday. There are no airlines offering direct flights.

There are 195 airports in Caribbean. From Cleveland there are direct flights to Punta Cana (PUJ).

Search flight deals

Frequently asked questions about flying from Cleveland to Caribbean

When did momondo last update prices for flights from Cleveland Hopkins Intl Airport to Caribbean?
Prices for flights from Cleveland Hopkins Intl Airport to Caribbean were last updated today.
How many operators does momondo search for flights from Cleveland Hopkins Intl Airport to Caribbean?
As of July 2026, there are 7 operators available to choose from for flights from Cleveland Hopkins Intl Airport to Caribbean.
How old do you have to be to fly from Cleveland Hopkins Intl Airport to Caribbean?
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 Cleveland Hopkins Intl Airport to Caribbean.
What documentation or ID do you need to fly to Caribbean?
The required travel and health documents for your Caribbean trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Caribbean. We recommend that you seek guidance from your airline or a reliable third party such as IATA.
What is the most popular plane model from Cleveland to Caribbean?
Based on momondo bookings for this flight route, the most popular plane model on flight routes from Cleveland to Caribbean is Airbus A321neo (78.35% of total bookings). The next most popular plane models are Airbus A320neo (3.09%), Boeing 737 MAX 8 (2.06%), and Airbus A321-100/200 (2.06%).

Best airlines flying from Cleveland to Caribbean

Compare and see reviews for airlines that fly from Cleveland to Caribbean with momondo

Airline	Rating	Free Cancellation	Price
Delta	PriceFrom $124	Free Cancellation	Rating 7.8 8,451 reviews	Search Delta flights
Air Canada	PriceFrom $151	Free Cancellation	Rating 7.1 11,300 reviews	Search Air Canada flights
JetBlue	PriceFrom $160	Free Cancellation	Rating 7.1 3,012 reviews	Search JetBlue flights
Frontier	PriceFrom $180	Free Cancellation	Rating 5.6 2,846 reviews	Search Frontier flights
American Airlines	PriceFrom $225	Free Cancellation	Rating 7.1 11,774 reviews	Search American Airlines flights
United Airlines	PriceFrom $225	Free Cancellation	Rating 7.4 9,931 reviews	Search United Airlines flights
Southwest	PriceFrom $246	Free Cancellation	Rating 7.9 4,250 reviews	Search Southwest flights

Why use momondo?

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

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Cleveland to Caribbean. Millions of users trust and use momondo every year so you are in good hands.

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

momondo does allow users to show only those flights to Caribbean from Cleveland which offer a flexible booking policy as well as other useful filters and features.

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

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Cleveland to Caribbean.

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

Yes. momondo can track prices for Cleveland to Caribbean flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.

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Popular cities

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Popular cities in Caribbean

Flights to San Juanfrom $117

Flights to Punta Canafrom $249

Flights to Santo Domingofrom $234

Flights to Montego Bayfrom $263

Flights to Oranjestadfrom $319

Flights to Nassaufrom $258

Flights to Santiago de los Caballerosfrom $370

Flights to Kingstonfrom $329

Flights to Simpson Bayfrom $306

Flights to Saint Thomas Islandfrom $273

Flights to Port of Spainfrom $276

Flights to Willemstadfrom $289

Cheap flights from Cleveland to Caribbean from $136

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Cleveland to Caribbean departing on 8/22. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

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United Airlines flights from Cleveland to Caribbean

Our best United Airlines deals on Cleveland to Caribbean flight tickets

Frontier flights from Cleveland to Caribbean

Our best Frontier deals on Cleveland to Caribbean flight tickets

momondo Fare Finder

Use the filters below to find and compare flights from Cleveland to Caribbean that are best for you.

How to get the cheapest flight ticket from Cleveland to Caribbean

What is the cheapest month to fly to Caribbean?

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

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

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

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

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

Can stopping save me money on Cleveland to Caribbean flights?

What is the cheapest airline that flies from Cleveland Hopkins Intl to Caribbean?

What airlines fly to Caribbean?

How many flights depart from Cleveland to Caribbean on average per week?

Cheap Cleveland to Caribbean flight deals and tips

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

Best Price Found

Fastest flight time

Direct flights

Airports in Caribbean

Frequently asked questions about flying from Cleveland to Caribbean

Best airlines flying from Cleveland to Caribbean

Compare and see reviews for airlines that fly from Cleveland to Caribbean with momondo

Why use momondo?

An easier way to manage your Caribbean trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

Find better results for your trip to Caribbean

Popular cities in Caribbean

Popular flights according to clicks in the last 7 days on momondo

Cleveland flight routes

According to popular flight searches on momondo this year

Caribbean flight routes

According to popular flight searches on momondo this year

Fly your favorite airline to Caribbean

Airlines are sorted and displayed according to clicks in the past 7 days on momondo

Cabin classes currently available on flights to Caribbean

List of cabin classes available on flights landing in Caribbean. Availability may vary depending on flight origin and airline.

Complete your trip to Caribbean

Explore popular destinations other users love

According to popular flight searches on momondo this year