At the instigation of Mrs. William Hoyt, Chase opened the Shinnecock Hills Summer School of Art on eastern Long Island, New York in 1891. He taught there until 1902. Chase adopted the plein air method of painting, and often taught his students in outdoor classes. He also opened the Chase School of Art in 1896, which became the New York School of Art two years later with Chase staying on as instructor until 1907. Chase taught at the Pennsylvania Academy of the Fine Arts from 1896 to 1909; the Art Students League from 1878 to 1896 and again from 1907 to 1911; and the Brooklyn Art Association in 1887 and from 1891 to 1896. Along with Robert Henri, who became a rival instructor, Chase was the most important teacher of American artists around the turn of the 20th century.