Taking Off may refer to:

• Takeoff, a phase of flight in which an aircraft transitions from ground to air
• Taking Off (film), a 1971 film comedy
  • Taking Off (soundtrack), the soundtrack album to the film
• Taking Off (Neil Innes album), 1977
• Taking Off (David Sanborn album), 1975
• "Taking Off" (song), a 2004 song by The Cure
• Takin' Off, album by Herbie Hancock
• Taking Off! (album), a 2013 album of The Wiggles.
• Taking Off, a song by One Ok Rock from the album Ambitions

• Chester Gap, VA
• Chester (given name)
• Chester Goon
• Chester Gore
• Chester G. Osborne
• Chester Gould-Dick Tracy Museum
• Chester Grammar School
• Chester Greenough
• Chester Greyfriars
• Chester G Starr
• Chester Hartman
• Chester Hazen
• Chesterhedron
• Chester Heights Camp Meeting Historic District
• Chester Henry Pond
• Chester Hill, New South Wales
• Chester Hill railway station, Sydney
• Chester Holland
• Chesterholm Museum
• Chester & Holyhead Railway
• Chester (Homeville, Virginia)
• Chester Houghtaling
• Chester Howell Werden
• Chester H. Pond
• Chester H. Rowell