John Pennycuick may refer to:
- Brigadier John Pennycuick (brigadier) (1789–1849), British Army officer who died at the Battle of Chillianwalla in the Second Anglo-Sikh War
- Colonel John Pennycuick (British engineer) (1841–1911), British Army engineer and civil servant, son of the brigadier
- Sir John Pennycuick (judge) (1899–1982), English barrister and judge, son of the colonel
- John Pennycuick (tennis), see 1931 Wimbledon Championships – Men's Singles
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