Beginning of main content
Trip Type
Flight 1
Flight 2
Flight 3
Flight 4
Flight 5

Lowest round trip fares by airline from Cleveland and Key West

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Fly From Cleveland to Key West

OriginCleveland
DestinationKey West
Number of Daily Flights
Earliest Flight Departure Date
Latest Flight Departure Date
Popular Airlines

Cheap flights from Cleveland to Key West

Cheap flights from Cleveland to Key West

Are you ready to book your flight, but feeling nervous about paying too much if prices drop in a few days? Don't play the waiting game. Our Best Price Guarantee means if you see a better fare for the same flight, we'll give you the difference in CheapCash, plus $50 more in CheapCash, which you can use to save on your hotel reservation.

If you have a frequent flier account, add it to your reservation to earn miles. And don't worry about getting stuck in a middle seat. Choose your seats when you book, so you'll be right where you want to be on departure day.

Save Even More Time and Money With a Key West Travel Package

Once your flights are booked, why start all over again searching for a cheap hotel? Book your flight and hotel together, and save yourself more than time and energy. You'll also be able to take advantage of discounts and coupons on your Key West vacation that you can't get when you book flights and hotel separately.

Relax in Key West With Confidence and Convenience

Going cheap doesn't mean giving up great service. Our agents are available 24/7 to help you find the right cheap flights and hotel, and to answer questions about your trip.

Need to grab a cheap travel deal while you're on the go? Download our mobile app, where you can search and book just like you would on your home computer. Stay in-the-know on great rates on flights from Cleveland to Key West by signing up for exclusive email deals.

Packages from Cleveland to Key West

Hotels in Key West

See all 622 Properties in Key West
Southernmost Beach Resort

Southernmost Beach Resort

1319 Duval Street, Key West, FL
    4.0 out of 5.0
     
     
    4.3 out of 5 (32 reviews)

    Located in Key West Historic District, this beachfront hotel is in the city center and within 1 mi (2 km) of South Beach, Fort Zachary Taylor Historic State ...

    Southernmost Beach Resort$212

    Southernmost Beach Resort$212
    Havana Cabana at Key West

    Havana Cabana at Key West

    3420 N. Roosevelt Blvd, Key West, FL
      3.5 out of 5.0
       
       
      4.5 out of 5 (6 reviews)

      Located in New Town, this hotel is 0.6 mi (1 km) from Key West Naval Station and within 3 mi (5 km) of Key West Art and Historical Society and Smathers Beach. ...

      Havana Cabana at Key West$154

      Havana Cabana at Key West$154
      Oceans Edge Key West Resort, Hotel & Marina

      Oceans Edge Key West Resort, Hotel & Marina

      5950 Peninsular Avenue, Key West, FL
        4.0 out of 5.0
         
         
        4.3 out of 5 (22 reviews)

        Situated in Key West, this golf hotel is within 1 mi (2 km) of Key West Naval Station and Key West Harbour. Key West Golf Club is 2.1 mi (3.4 km) away.

        Oceans Edge Key West Resort, Hotel & Marina$175

        Oceans Edge Key West Resort, Hotel & Marina$175
        The Laureate Key West

        The Laureate Key West

        3444 N Roosevelt Boulevard, Key West, FL
          3.5 out of 5.0
           
           
          4.0 out of 5 (2 reviews)

          Located in New Town, this beach hotel is 0.5 mi (0.8 km) from Key West Naval Station and within 3 mi (5 km) of Key West Art and Historical Society and Smathers ...

          The Laureate Key West$142

          The Laureate Key West$142
          Fairfield Inn & Suites Key West at The Keys Collection

          Fairfield Inn & Suites Key West at The Keys Collection

          3852 North Roosevelt Boulevard, Key West, FL
            3.5 out of 5.0
             
             
            3.5 out of 5 (20 reviews)

            Located in New Town, this hotel is within 1 mi (2 km) of Key West Naval Station and Key West Golf Club. Key West Art and Historical Society and Smathers Beach ...

            Fairfield Inn & Suites Key West at The Keys Collection$134

            Fairfield Inn & Suites Key West at The Keys Collection$134
            Margaritaville Key West Resort & Marina

            Margaritaville Key West Resort & Marina

            245 Front Street, Key West, FL
              4.0 out of 5.0
               
               
              4.8 out of 5 (4 reviews)

              Located in Old Town, this hotel is steps from Custom House Museum, Duval Street, and Audubon House and Tropical Gardens. Mallory Square and Key West Aquarium ...

              Margaritaville Key West Resort & Marina$268

              Margaritaville Key West Resort & Marina$268
              Parrot Key Hotel & Villas

              Parrot Key Hotel & Villas

              2801 N Roosevelt Blvd, Key West, FL
                4.0 out of 5.0
                 
                 
                4.5 out of 5 (24 reviews)

                Situated on the waterfront, this romantic resort is within 3 mi (5 km) of Key West Naval Station, Smathers Beach, and South Beach. Duval Street and Ernest Hemingway ...

                Parrot Key Hotel & Villas$169

                Parrot Key Hotel & Villas$169
                The Gates Hotel Key West

                The Gates Hotel Key West

                3824 N Roosevelt Blvd, Key West, FL
                  4.0 out of 5.0
                   
                   
                  3.6 out of 5 (14 reviews)

                  Located in the heart of Key West, this hotel is 2.3 mi (3.8 km) from Key West Harbour and within 6 mi (10 km) of Key West Lighthouse and Keeper's Quarters Museum ...

                  The Gates Hotel Key West$116

                  The Gates Hotel Key West$116
                  Fairfield Inn and Suites by Marriott Key West

                  Fairfield Inn and Suites by Marriott Key West

                  2400 N Roosevelt Blvd, Key West, FL
                    3.0 out of 5.0
                     
                     
                    4.0 out of 5 (7 reviews)

                    Located in New Town, this hotel is within 2 mi (3 km) of Smathers Beach, South Beach, and Duval Street. Ernest Hemingway Home and Museum and Higgs Beach are ...

                    Fairfield Inn and Suites by Marriott Key West$152

                    Fairfield Inn and Suites by Marriott Key West$152
                    24 North Hotel Key West

                    24 North Hotel Key West

                    3820 North Roosevelt Boulevard, Key West, FL
                      4.0 out of 5.0
                       
                       
                      4.1 out of 5 (15 reviews)

                      Located in New Town, this hotel is 2.4 mi (3.9 km) from Key West Harbour and within 6 mi (10 km) of Key West Lighthouse and Keeper's Quarters Museum and Key ...

                      24 North Hotel Key West$116

                      24 North Hotel Key West$116
                      Map

                      *Savings based on all holiday package bookings with Flight + Hotel on CheapTickets.com from January through December 2017, as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages. For Free Flight or 100% Off Flight deals, package savings is greater than or equal to the current cost of one component, when both are priced separately.

                      *Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.