| Winter Garden to Indianapolis (Indiana) | 818.35 mi (1,317.01 km) |
| Winter Garden to Indianola (Iowa) | 1,113.01 mi (1,791.22 km) |
| Winter Garden to Indio (California) | 2,069.72 mi (3,330.89 km) |
| Winter Garden to Inglewood (California) | 2,190.80 mi (3,525.76 km) |
| Winter Garden to Inkster (Michigan) | 954.98 mi (1,536.90 km) |
| Winter Garden to Inver Grove Heights (Minnesota) | 1,288.93 mi (2,074.33 km) |
| Winter Garden to Inwood (New York) | 945.48 mi (1,521.60 km) |
| Winter Garden to Iona (Florida) | 141.75 mi (228.12 km) |
| Winter Garden to Ionia (Michigan) | 1,015.98 mi (1,635.07 km) |
| Winter Garden to Iowa City (Iowa) | 1,064.24 mi (1,712.73 km) |
| Winter Garden to Irmo (South Carolina) | 384.87 mi (619.38 km) |
| Winter Garden to Irondale (Alabama) | 457.34 mi (736.02 km) |
| Winter Garden to Ironton (Ohio) | 693.04 mi (1,115.34 km) |
| Winter Garden to Irvine (California) | 2,158.19 mi (3,473.27 km) |
| Winter Garden to Irving (Texas) | 959.69 mi (1,544.47 km) |
