Green’s Dictionary of Slang

cheerfully drunk; thus chirping glass, ‘a cheerful glass, that makes the company chirp like birds in spring’ (Grose, 1785) and chirping-cup, ‘a merry cup, or glass; one which makes you chirp’ (Nares, Glossary, 1822); also a chirping bottle.

1629		J. Howell Familiar Letters (1737) I 5 July 220: He had so far transgressed the Fannian Law, which allows a chirping Cup to satiate, not to surfeit, to mirth, not to madness.
1677		R. L’Estrange Counterfeit Bridegroom V ii: This Whoring weakens ’em so, they are not able to take of a chirping Cup or two now adays.
1692		C. Gildon Dialogue from Hell of Cuckoldom Epistle vi: You sometimes unbend to a Friend, and a chirping Bottle.
c.1698		B.E. Dict. Canting Crew n.p.: Chirping-merry, very pleasant over a Glass of good Liquor.
1701		Cibber Love Makes a Man V i: We’ll toast our Noses over a chirping Bottle.
1725		New Canting Dict.
1737, 1759, 1760, 1776		Bailey Universal Etym. Eng. Dict.
1785, 1788, 1796		Grose Classical Dict. of the Vulgar Tongue n.p.: Chirping merry, exhilarated with liquor. Chirping glass, a cheerful glass, that makes the company chirp like birds in spring.
1795		‘Friar of Orders Grey’ [song] With old sack wine I’m lined within. / A chirping cup is my Matin song.
1811		Lex. Balatronicum.
1823		Egan Grose’s Classical Dict. of the Vulgar Tongue.