Green’s Dictionary of Slang

1. a cheerful, lively young man.

1873

J. Mair Hbk of Phrases 100: Chipper, a lively cheerful person.

2. a prostitute.

1821

Egan Life in London (1869) 52: Equally so, in waltzing with the angelics at my Lady Fubb’s assembly, at Almack’s, or sporting a toe at Mrs. Snook’s hop at St. Kit’s, among the pretty straw damsels and dashing chippers.