John Cheshire (born 1942) is a retired British Royal Air Force commander.
John Cheshire may also refer to:
- John Cheshire (boxer) (born 1947), a British boxer
- John Cheshire (rugby league) (born 1933), a Welsh rugby league footballer
- John Cheshire (physician) (1695–1762), English physician
- John Cheshire (company director) (born 1857), an English printer and company director