He was himself the son of a Joseph Chitty (1729—1795), and his wife, Sarah
née Cartwright. He initially practised as a special pleader before being called to the bar by the Middle Temple in 1816. He never became a KC but built a huge junior practice at 1 Pump Court and published many books.
Chitty was also pupil master to a generation of lawyers, including:
- Thomas Starkie;
- Edward Hall Alderson;
- Thomas Noon Talfourd; and
- Henry Havelock.
In fact, at the time, the Inns of Court were in decline and Chitty organised lectures and moots, in 1810 being given permission to use the hall of Lincoln's Inn.