Dine attended the University of Cincinnati, and received a Bachelor of Fine Arts degree from Ohio University in 1957. In 1959 he moved to New York City, where he collaborated with artists to create "happenings," or performance art. Dine's paintings, drawings, prints and sculptures often examine ordinary objects. In the 1970s, Dine made a series of paintings of an empty bathrobe, which he said looked like him. He has also used the image of a heart repeatedly in his work, turning it into his own personal icon.
Dine's work can be found in museums around the world including the Metropolitan Museum of Art in New York City; the Art Institute of Chicago; the Saint Louis Art Museum; the Montreal Museum of Art, Quebec, Canada; the Moderna Musset, Stockholm, Sweden; and the Western Australian Museum, Perth, Australia. His work has also been exhibited in over one hundred solo exhibitions in galleries and museums, such as the Stedelijk Museum, Amsterdam, the Netherlands; Gallery Beaubourg, Paris, France; and Wildenstein, Tokyo, Japan.