| 1914 | Born in Dandong City, Liaoning Province, China |
| 1919 | Started studying transparent watercolor art under Japanese artist and distant relative, Tomoto Kobori |
| 1934 | Enrolled at Musashino Art University Department of Art and Design to follow his artistic aspirations despite his father’s strong objections |
| 1935 | Transferred to the Department of Western Painting without informing his father |
| 1936 | His father discontinued support after finding out about the transfer, forcing Jiro to drop out |
| 1945 | His Setagaya apartment was burned in an air raid, lost all his works |
| 1952 | Married Kiku Shimane (later known as Chikae) |
| 1971 | Suddenly disappeared from his house to live with a distant relative, The only contact with society until his death was at solo exhibition. |
| 1991 | Died |
| 2024 |
100th Anniversary of the Birth: Oyamada Jiro, Fuchu Art Museum |
| 2005 | Solo exhibition, Takasaki Museum of Art, Gunma, Japan |
| 2005 | Solo exhibition, Tokyo Station Gallery, Tokyo |
| 1994 | Solo exhibition, Tochigi Prefectural Museum of Fine Arts, Tochigi, Japan |
| 1994 | Solo exhibition, Odakyu Art Museum, Tokyo |