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Lowest round trip fares by airline from Orlando and Key West

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

Fly From Orlando to Key West

OriginOrlando
DestinationKey West
Number of Daily Flights3
Earliest Flight Departure DateFeb 4
Latest Flight Departure DateFeb 4
Popular AirlinesSilver Airways

Cheap flights from Orlando to Key West

Cheap flights from Orlando to Key West

Are you ready to book your flight, but feeling nervous about paying too much if the price drops? 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 a $50 CheapCash bonus, 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 Orlando to Key West by signing up for exclusive email deals.

Hotels in Key West

See all 794 Properties in Key West
Southernmost Beach Resort

Southernmost Beach Resort

1319 Duval Street, Key West, FL
    4.0 out of 5.0
     
     
    4.4 out of 5 (34 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$364

    Southernmost Beach Resort$364
    Ibis Bay Beach Resort

    Ibis Bay Beach Resort

    3101 N. Roosevelt Blvd, Key West, FL
      2.5 out of 5.0
       
       
      3.9 out of 5 (21 reviews)

      Nestled on the beach, this Key West hotel is within 3 mi (5 km) of Key West Naval Station, Smathers Beach, and South Beach. Duval Street and Southernmost Point ...

      Ibis Bay Beach Resort$237

      Ibis Bay Beach Resort$237
      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$233

        24 North Hotel Key West$233
        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 (25 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$271

          Oceans Edge Key West Resort, Hotel & Marina$271
          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 Mallory Square. Key West Aquarium and Harry S. Truman Little White House ...

            Margaritaville Key West Resort & Marina$307

            Margaritaville Key West Resort & Marina$307
            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 Smathers Beach and Duval Street. South Beach and Key West ...

              Havana Cabana at Key West$289

              Havana Cabana at Key West$289
              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 Smathers Beach and Duval Street. South Beach and ...

                The Laureate Key West$294

                The Laureate Key West$294
                The Perry Hotel Key West

                The Perry Hotel Key West

                7001 Shrimp Road, Key West, FL
                  4.0 out of 5.0
                   
                   
                  4.7 out of 5 (3 reviews)

                  Situated on the waterfront, this resort is 1.5 mi (2.4 km) from Key West Harbour and 1.8 mi (3 km) from Key West Golf Club. Smathers Beach and Duval Street are ...

                  The Perry Hotel Key West$338

                  The Perry Hotel Key West$338
                  DoubleTree Resort by Hilton Grand Key - Key West

                  DoubleTree Resort by Hilton Grand Key - Key West

                  3990 S Roosevelt Blvd, Key West, FL
                    3.5 out of 5.0
                     
                     
                    4.0 out of 5 (20 reviews)

                    Situated near the airport, this resort is within 2 mi (3 km) of Key West Naval Station, Smathers Beach, and Key West Golf Club. Key West Harbour and Higgs Beach ...

                    DoubleTree Resort by Hilton Grand Key - Key West$258

                    DoubleTree Resort by Hilton Grand Key - Key West$258
                    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$233

                      The Gates Hotel Key West$233
                      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.