Three known matches were played in 1736, one against Croydon Cricket Club at Duppas Hill in Croydon followed by a return match at the Laleham Burway ground in Chertsey. A deciding game on Richmond Green was played on 5 July. In each of the two matches, the home team won "by a great number of runs".
The club played a number of matches against London Cricket Club and Dartford Cricket Club. In the 1760s, they played matches against the sport's rising power, the Hambledon Club, and in September 1778, Chertsey beat the rest of England (excluding Hampshire) by an innings and 24 runs.
The Duke of Dorset (who played cricket for Chertsey) was appointed as Ambassador to France in 1784 and arranged to have the Chertsey team travel to France in 1789 to introduce cricket to the French, apparently to improve Anglo-French relations. However, the team, on arrival at Dover, met the Ambassador returning from France at the outset of the French Revolution, and the opportunity was missed.
- Ashley-Cooper, F. S. (1900). "At the Sign of the Wicket: Cricket 1742–1751". Cricket.
- Buckley, G. B. (1935). Fresh Light on 18th Century Cricket. Cotterell.
- Maun, Ian (2009). From Commons to Lord's, Volume One: 1700 to 1750. Roger Heavens. ISBN 978-1-900592-52-9.
- Waghorn, H. T. (1906). The Dawn of Cricket. Electric Press.
- Wilson, Martin (2005). An Index to Waghorn. Bodyline.