The Lilywhites have played two Dulwich sides: Dulwich Wood and Dulwich Hamlet.
Dulwich Wood were Southern Olympian League opponents of the Lilywhites in the final league season before the break out of the First World War.
Southern Olympian League
29.10.1913 Cambridge Town 5 - 0 Dulwich Wood Played at the Hills Road Bridge Ground, the goals for the Lilywhites were scored by Jenkins (3) and Whybro (2).
21.2.1914 Dulwich Wood 2 - 2 Cambridge Town Played in Cambridge at the Hills Road Bridge Ground, the Lilywhites goals were scored by Halls and Fuller.
Founded in 1883, Dulwich Hamlet were first opponents of the Lilywhites in a F.A. Amateur Cup tie in 1932, they have also met in the Addenbrookes Hospital Cup.
F.A. Amateur Cup
16.1.1932 Dulwich Hamlet 7 - 1 Cambridge Town Poulter scored for the Lilywhites.
12.1.1957 Cambridge City 1 - 1 Dulwich Hamlet 1st Round The Lilywhites goalscorer was Reg Voisey.
19.1.1957 Dulwich Hamlet 3 - 0 Cambridge City 1st Round Replay
Addenbrookes Hospital Cup
9.5.1953 Cambridge City 1 - 0 Dulwich Hamlet Hadder scored for the Lilywhites,