Little information has been found about Monty Cross. He studied with Howard Pyle in 1902 and 1903 and attended the summer class held at Chadds Ford those years.  He shared the middle studio at 1305 Franklin Street in Wilmington with Henry Peck and four other Pyle students.  On his 50th birthday, on March 5th, 1903, Pyle presented Cross and the other students with a Howard Pyle School of Art button.

According to Frank Schoonover, Cross moved to California. The Lykes correspondence indicated that Cross may have become a sign painter.