Chitty was an all round sportsman with distinctions during his school and college career in athletics. He was a cricket wicket-keeper and played in the Eton v Harrow match in four years, captaining Eton in 1847. He also kept wicket for Marylebone Cricket Club in 1846 and 1847. He played for Oxford University in 1848 and 1849, partaking in the Varsity match each year. Oxford won in 1848, but lost in 1849. In cricket, he played 12 innings in 7 first-class matches with an average of 15.66 and a top score of 20. He took 6 catches and stumped three times. Chitty rowed in the Oxford University crew in both the Boat Races that were run in 1849, the March race and the December race, each university winning once. He rowed in the Oxford University eight that won the Grand Challenge Cup at Henley Royal Regatta in 1850 when there was no Boat Race on the Tideway. He also rowed in the Oxford coxed four that won the Stewards' Challenge Cup at Henley and in the same year he won the Silver Goblets, the first year the coxless pair event was run under that name. His partner was James John Hornby and they beat Thomas Howard Fellows and C L Vaughan in the final. He repeated his success in the Grand Challenge Cup, and in the Silver Goblets in 1851 partnering James Aitken in the latter to beat John Erskine Clarke and C L Vaughan in the final. In 1852, he stroked the winning Oxford crew in the 1852 Boat Race. In 1853 he was in the Oxford four that won Stewards again and was playing cricket for I Zingari. For many years Chitty umpired the Boat Race. In 1873 Chitty responded to Dr J Morgan, who was investigating the health effects of rowing.
"In answer to your questions, I may state that during my residence at Oxford I rowed in the University Eight against Cambridge three times at Putney, and once at Henley. I also rowed in the University Four, and in Pair-Oar Races at Oxford, Henley and the Thames Regatta. My own personal experience extends over a period of about five years, during a great part of which I was rowing in races. I am not aware that I have in any way suffered in health, either from the training or the rowing; on the contrary, my belief is that I derived from them great benefit physically."
Legal and political career
Chitty entered Lincoln's Inn in 1851, was called to the bar in 1856, and made a Queen's Counsel in 1874, electing to practise as such in the court of Sir George Jessel, Master of the Rolls. Chitty was highly successful in dealing with a very masterful if exceedingly able judge, and his practice grew quickly. In 1880 he entered the House of Commons as member for the city of Oxford. His parliamentary career was short, for in 1881 the Judicature Act required that the Master of the Rolls should cease to sit regularly as a judge of first instance, and Chitty was selected to fill the vacancy thus created in the Chancery Division. Sir Joseph Chitty was for sixteen years a popular judge, in the best meaning of the phrase, being noted for his courtesy, geniality, patience and scrupulous fairness, as well as for his legal attainments, and being much respected and liked by those practising before him, in spite of a habit of interrupting counsel, possibly acquired through the example of Sir George Jessel. In 1897, on the retirement of Sir Edward Kay, L.J., he was promoted to the Court of Appeal. There he added to his reputation as a lawyer and a judge, proving that he possessed considerable knowledge of the common law as well as of equity. He married in 1858 Clara Jessie, daughter of Chief Baron Pollock, leaving children who could claim descent from two of the best-known English legal families of the 19th century.