Chichester belonged to a junior branch of one of Devon’s leading families; Sir Arthur Chichester, the Jacobean lord deputy of Ireland, was a distant kinsman. In February 1608, the nine-year-old Chichester inherited an estate in Devon and Cornwall of around 2,500 acres, including two whole manors and a share of seven others. However, family jointure arrangements meant that the title to about two-fifths of this land, along with most of the manorial holdings, was vested in either his grandmother or his mother until the latter’s death in 1664. Chichester’s wardship was purchased from the Crown by his mother in November 1608.
Chichester married Ursula Strode in about 1619. The precise date of the marriage is not known, but a fine recorded in Common Pleas on 29 Nov. that year between him, his mother, and Sir William Strode, probably represents the completion of the marriage settlement. In 1620 Chichester and Strode jointly acquired a Devon wardship. This union also brought kinship ties with George Chudleigh*, another of Strode’s sons-in-law, who was himself party to the 1619 fine.
Chichester was knighted at Plymouth in September 1625, but it is not known whether he accompanied the expedition to Cadiz which sailed from there in the following month. As his main seat was in north Devon, near Barnstaple, he was probably not greatly affected by the crisis over billeting of troops which dominated the south of the county over the next three years. Only in April 1628, in his capacity as a j.p., was he finally called on to intervene with the lord lieutenant, over the dispatch of a contingent of horse to a poor Dartmoor parish.
As the Civil War approached, Chichester demonstrated his loyalty to the Crown, promising £20 towards the king’s northern expedition in 1639, and assisting with with the impressment of soldiers in Devon in the following year.
