William Chaffy (the younger) was tried at New Sarum (Salisbury) Assizes, Wiltshire on 19 July 1817 and sentenced to 7 years transportation for picking pockets in Court during sessions.1 He was admitted to the Justitia Hulk at Woolwich on 24 October 1817 and transferred to the convict ship Tottenham on 25 April 1818 for transportation to New South Wales. He was 22 years old at the time of transportation.2

Sydney Gazette 12 December 1825:

Notice - The following persons who stand charged with felony, and were committed to take their trial at the Supreme Criminal Court have escaped from the Escort going from Liverpool to Campbelltown - William Chaffy alias Davis; Thomas Boyd; and George Gambol, free by servitude; and William Puckridge, a native of the Colony. All Constables and others are required to use their utmost endeavours to apprehend the said men, they being dangerous characters; and any person found harbouring them after this Public Notice, will be prosecuted with the utmost rigour of the law.

From The Australian 26 April 1826:

Two men named Chaffy and Boyd who had been apprehended at the Coal River and forwarded for examination before the Bench of Magistrates at Liverpool, underwent an examination on Saturday. These men are supposed to have been concerned in the robbery of Mr. Jamison's. One man has been convicted of this robbery. Mr. Jamison having sworn to his identity. Some people think that he was mistaken in the person of the man; and the above two have been ordered to appear before the Bench at Campbelltown in order to give Mr. J. an opportunity of seeing them. These men were under commitment on a charge of stealing some ducks. They escaped from a Campbell Town constable as he was conducting them to gaol. They were handcuffed at the time, but they contrived to release themselves and overpower the constable, whom they handcuffed to a tree, and then deliberately marched off.

1. The Salisbury And Winchester Journal and General Advertiser of Wilts, Hants, Dorset, and Somerset.

2. UK, Prison Hulk Registers and Letter Books, 1802-1849 - Ancestry