$38 Cheap flight deals from Cleveland (CLE) to Sugarloaf Key (MIA)

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This Weekend's Flight Deals from Cleveland to Sugarloaf Key

This weekend's flight prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Sun, Feb 8 - Thu, Feb 12
CLE
Hopkins Intl.
MIA
Miami Intl.
$82 Roundtrip, found 1 hour ago
$82
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Sun, Feb 8 from Hopkins Intl. to Miami Intl., returning Thu, Feb 12, priced at $82 found 1 hour ago
Sat, Feb 7 - Tue, Feb 10
CLE
Hopkins Intl.
EYW
Key West Intl.
$309 Roundtrip, found 2 days ago
$309
Roundtrip
found 2 days ago
Select Delta flight, departing Sat, Feb 7 from Hopkins Intl. to Key West Intl., returning Tue, Feb 10, priced at $309 found 2 days ago
Sun, Feb 8 - Thu, Feb 26
CAK
Akron-Canton
EYW
Key West Intl.
$397 Roundtrip, found 2 days ago
$397
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Sun, Feb 8 from Akron-Canton to Key West Intl., returning Thu, Feb 26, priced at $397 found 2 days ago
Fri, Feb 6 - Mon, Feb 9
CAK
Akron-Canton
MIA
Miami Intl.
$420 Roundtrip, found 2 days ago
$420
Roundtrip
found 2 days ago
Select American Airlines flight, departing Fri, Feb 6 from Akron-Canton to Miami Intl., returning Mon, Feb 9, priced at $420 found 2 days ago

Airfares from $38 One Way, $74 Round Trip from Cleveland to Sugarloaf Key

Prices starting at $74 for return flights and $38 for one-way flights to Sugarloaf Key were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Mon, Apr 20 - Fri, Apr 24
CLE
Cleveland
MIA
Miami
$74 Roundtrip, found 15 hours ago
$74
Roundtrip
found 15 hours ago
Select Frontier Airlines flight, departing Mon, Apr 20 from Cleveland to Miami, returning Fri, Apr 24, priced at $74 found 15 hours ago
Tue, Sep 1 - Tue, Sep 15
CAK
Akron
EYW
Key West
$134 Roundtrip, found 1 day ago
$134
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Tue, Sep 1 from Akron to Key West, returning Tue, Sep 15, priced at $134 found 1 day ago
Sat, Apr 18 - Wed, Apr 22
CLE
Cleveland
EYW
Key West
$196 Roundtrip, found 5 days ago
$196
Roundtrip
found 5 days ago
Select American Airlines flight, departing Sat, Apr 18 from Cleveland to Key West, returning Wed, Apr 22, priced at $196 found 5 days ago
Tue, Jun 30 - Wed, Jul 15
CLE
Cleveland
EYW
Key West
$217 Roundtrip, found 14 hours ago
$217
Roundtrip
found 14 hours ago
Select Delta flight, departing Tue, Jun 30 from Cleveland to Key West, returning Wed, Jul 15, priced at $217 found 14 hours ago
Tue, Mar 3 - Sat, Mar 14
CLE
Cleveland
MIA
Miami
$229 Roundtrip, found 2 days ago
$229
Roundtrip
found 2 days ago
Select Southwest Airlines flight, departing Tue, Mar 3 from Cleveland to Miami, returning Sat, Mar 14, priced at $229 found 2 days ago

Sugarloaf Key economy flight packages

Price found within the past 48 hours. Click for updated prices.
Creekside Inn
2.5-star property

Creekside Inn

8/10 Very Good! (1,004 reviews)

Mar 28 - Mar 31

3 night stay

Cleveland (CLE) to Miami (MIA)

Frontier Airlines • Coach

Miami (MIA) to Cleveland (CLE)

Southwest Airlines • Coach
Save 100% on your flight
Price was $1,132, price is now $628 per person
$628
per person
found 1 day ago
I only stayed one night but overall, Creekside was better than I was expecting. For an old keys motel type inn, it was very clean and well kept.

Reviewed on Aug 2, 2025

The Retreat Collection at 1 Hotel & Homes South Beach
5.0-star property

The Retreat Collection at 1 Hotel & Homes South Beach

8/10 Very Good! (1 review)

Mar 24 - Mar 27

3 night stay

Cleveland (CLE) to Miami (MIA)

American Airlines • Coach

Miami (MIA) to Cleveland (CLE)

Frontier Airlines • Coach
Price was $11,617, price is now $6,326 per person
$6,326
per person
found 1 day ago
Casablanca Miami Beach
3.0-star property

Casablanca Miami Beach

5.8/10 (311 reviews)

Mar 6 - Mar 13

7 night stay

Cleveland (CLE) to Miami (MIA)

Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $1,770, price is now $985 per person
$985
per person
found 16 hours ago
Very good for the price, Right on the beach, has a kitchen, Ocean view. Very easy check-in check-out. 1 -1/2 Block from Publix supermarket. 30 minutes from Miami International Airport. Will come again.

Reviewed on Apr 8, 2025

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Sugarloaf Key first class flight packages

Price found within the past 48 hours. Click for updated prices.
The Reach Key West, Curio Collection by Hilton
4.0-star property

The Reach Key West, Curio Collection by Hilton

8.4/10 Very Good! (1,001 reviews)

Mar 25 - Mar 30

5 night stay

Cleveland (CLE) to Key West (EYW)

American Airlines • Non-stop roundtrip • FirstClass
Price was $2,848, price is now $2,197 per person
$2,197
per person
found 12 hours ago
Beautiful beach, great restaurant

Reviewed on Jan 22, 2026

Pier House Resort & Spa
4.0-star property

Pier House Resort & Spa

9/10 Wonderful! (1,006 reviews)

Mar 25 - Mar 30

5 night stay

Cleveland (CLE) to Key West (EYW)

American Airlines • Non-stop roundtrip • FirstClass
Price was $3,855, price is now $2,997 per person
$2,997
per person
found 12 hours ago
Everything, everyone is great!

Reviewed on Jan 26, 2026

Oceans Edge Key West Resort, Hotel & Marina
4.0-star property

Oceans Edge Key West Resort, Hotel & Marina

9/10 Wonderful! (1,736 reviews)

Mar 25 - Mar 30

5 night stay

Cleveland (CLE) to Key West (EYW)

American Airlines • Non-stop roundtrip • FirstClass
Price was $3,109, price is now $2,480 per person
$2,480
per person
found 12 hours ago
We LOVED the setting and the surrounding area! Absolutely beautiful! Be aware the hotel IS in the airport landing zone. If you like to watch/hear commercial planes you'll be very happy. Ask for a room on the top floor only - so you can (1) look over the marina AND (2) so you won't hear people moving chairs on their balcony above you. The max/min air conditioning is centrally controlled. If you want it colder than 67, you will not be able to. Not sure what the max heat was. Be extra vigilant about putting a thick towel on the floor to soak up any water that gets past the shower door. It WILL happen! Please do not slip on the wet tile floor! Be aware that if you want/need a later checkout, they will charge you an additional $50/hour past their usual checkout time of 11am. Be prepared for onsite meal expenses. They are very good, but they ARE on the pricy side. Our particular room smelled strongly of smoke on arrival. I'm nearly POSITIVE we asked for a nonsmoking room as we both have underlying medical problems that preclude exposre to smoke. Perhaps call ahead to ENSURE you get a nonsmoking on arrival. The entire hotel was booked so we did not have any other choice.

Reviewed on Dec 28, 2025

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More About Flying To Sugarloaf Key from Cleveland

Route Information for Flights from Cleveland to Sugarloaf Key

Origin Airport IATA Code
CLE
Destination Airport IATA Code
MIA
Distance
Direct Flight Airlines
Earliest Flight Arrival
Latest Flight Arrival

Cleveland to Sugarloaf Key

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Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.