| Winter Garden to Pullman (Washington) | 2,287.39 mi (3,681.20 km) |
| Winter Garden to Punta Gorda (Florida) | 117.21 mi (188.63 km) |
| Winter Garden to Puyallup (Washington) | 2,526.36 mi (4,065.78 km) |
| Winter Garden to Queen Creek (Arizona) | 1,802.94 mi (2,901.56 km) |
| Winter Garden to Queens (New York) | 951.87 mi (1,531.89 km) |
| Winter Garden to Quincy (Illinois) | 963.88 mi (1,551.21 km) |
| Winter Garden to Quincy (Massachusetts) | 1,116.90 mi (1,797.47 km) |
| Winter Garden to Raceland (Louisiana) | 551.51 mi (887.58 km) |
| Winter Garden to Racine (Wisconsin) | 1,039.64 mi (1,673.15 km) |
| Winter Garden to Radcliff (Kentucky) | 688.20 mi (1,107.56 km) |
| Winter Garden to Radford (Virginia) | 595.92 mi (959.04 km) |
| Winter Garden to Rahway (New Jersey) | 930.90 mi (1,498.14 km) |
| Winter Garden to Raleigh (North Carolina) | 532.42 mi (856.84 km) |
| Winter Garden to Ramona (California) | 2,107.01 mi (3,390.90 km) |
| Winter Garden to Ramsey (Minnesota) | 1,324.61 mi (2,131.76 km) |
