| Timeline |
| 1894 |
Born 3 February in New York City |
| 1908 |
Takes art classes at the New York School of Art |
| 1910 |
Studies at the National Academy of Design, then enrols in the Art Students' League |
| 1913 |
Hired as art director of Boys' Life |
| 1915 |
Family moves to New Rochelle, New York |
| 1916 |
First cover for The Saturday Evening Post |
| 1916 |
Marries Irene O'Connor |
| 1930 |
Divorces Irene, marries Mary Barstow |
| 1930 |
Marries Mary Barstow |
| 1939 |
Family moves to Arlington, Vermont |
| 1953 |
Family moves to Stockbridge, Massachusetts |
| 1959 |
Mary Barstow Rockwell dies |
| 1960 |
My Adventures as an Illustrator published |
| 1961 |
Marries Molly Punderson |
| 1963 |
Ends association with The Saturday Evening Post and begins to work for Look magazine |
| 1977 |
Receives Presidential Medal of Freedom |
| 1978 |
Dies 8 November at home in Stockbridge |