As a prospective student lacking the necessary entry qualifications, Childish was accepted into art school four times on the strength of his paintings and drawings. He did a foundation year at Medway College of Design (now the
University for the Creative Arts) in 1977–78, and was then accepted onto the painting department of Saint Martin's School of Art in 1978, before quitting a month later. He was re-accepted at St Martin's in 1980, but was expelled in 1982 for refusing to paint in the art school and other unruly behaviour. At Saint Martin's, Childish became friends with
Peter Doig, with whom he shared an appreciation of
Munch,
Van Gogh, and blues music. Doig later co-curated Childish's first London show at the Cubit Street Gallery. In the early/mid 1980s Childish was a "major influence" on the artist
Tracey Emin, whom he met after his expulsion from Saint Martin's when she was a fashion student at Medway College of Design. Childish has been cited as the influence for Emin's later confessional art. Childish has exhibited extensively since the 1980s, and was featured in the
British Art Show in 2000. In 2010, a major exhibition of Childish's paintings, writing, and music was held at The ICA London, with a concurrent painting show running at White Columns Gallery in New York City. In October 2012, alongside
Art Below, Childish presented his work at the exhibition Art Below Regents Park in
Regent's Park Tube station to coincide with
Frieze Art Fair, one of the most important international contemporary art fairs that takes place each October in London. In 2013, Childish began a painting collaboration with Edgeworth Johnstone, later titled Heckel's Horse. Since 2013, after
Charles Thomson (who co-founded
Stuckism with Childish in 1999) introduced Childish to Johnstone's work, Heckel's Horse have made over 150 oil paintings, mostly on six foot Belgian linen canvases in Childish's studio at
Chatham Dockyard in
Kent. In 2024, Childish referred to Heckel's Horse as his "favourite work". File:BillyChildish-walkingingodsbuti-2013.jpg|
walking in gods buti, Oil and charcoal on linen (274.5 x 183 cm), 2013 File:BillyChildish-Clammingonmaud-2013.jpg|
clamming on maud, Oil and charcoal on linen (183 x 305 cm), 2013 File:Childish-in 5 Minits You'll-Know-Me 500.jpg|''In 5 Minits You'll Know Me'' (sic), oil on canvas, 1997 File:Childish-Thumbprint-500.jpg|
Thumbprint, oil on canvas, 1997 File:Childish-Man-in-Snow-500.jpg|
Man Walking in Snow, oil on canvas, 1999 File:Childish-BC033-500.jpg|
Hand on Face, oil on canvas, 2000 File:Childish-Man-in-Landscape-600.jpg|
North Beach, San Francisco, oil on canvas, 2000 File:Childish-Chatham-500.jpg|''St. John's Church, Chatham'', oil on canvas, 2000 File:Childish-Yellow-Clothes 500.jpg|
Tea Drinker, High Atlas, oil on canvas, 2007 File:Medway Steam Boat 2.jpg|
John H Amos 2, oil on canvas, 2008 ==The British Art Resistance==