In 1883, he graduated from the Towne School of the University of Pennsylvania, and traveled to Europe. In England, he apprenticed under two architects, and won the 1885 prize from the Architectural Association of London. He returned to Philadelphia, and worked in the offices of George T. Pearson and Addison Hutton, before opening his own office in 1887. Day's first major commission was the Art Club of Philadelphia (1889–90, demolished 1975-76), on South Broad Street in Center City, Philadelphia. His brother Henry joined the firm in 1893 (Frank Miles Day & Brother), and Charles Zeller Klauder, who had been his chief draftsman since 1900, became a partner in 1911 (Day Brothers & Klauder). From 1912 to 1927, even after Day's 1918 death, the firm was known as Day & Klauder.
Day made major additions to the campuses of the University of Pennsylvania, Pennsylvania State University and Wellesley College. Day & Klauder designed 18 buildings for Princeton University, although half were Klauder's work, completed after Day's death. Day's 1917 master plan for the University of Delaware was inspired by Thomas Jefferson's plan for the University of Virginia. Following the firm's 1917 master plan for the Boulder campus, Klauder went on to design much of the University of Colorado.
Day was national president of the American Institute of Architects, 1906–07; a founding editor of House & Garden Magazine; and author of a number of books, including American Country Houses of Today (1915). In 1910, he was elected into the National Academy of Design as an Associate Academician.
Philadelphia buildings
Edward Wood houses, 245-47 S. 17th St. (1888–90) Now the Black Sheep Pub.
Vernon Park Branch, Free Library of Philadelphia, 5708 Germantown Ave., Germantown (1906)
Second Church of Christian Scientist, 5443 Greene St., Germantown (1918–25), (now Taulane Assembly Building, Germantown Friends School)
University of Pennsylvania
Houston Hall, 3417 Spruce St., University of Pennsylvania, designed with William C. Hays and Milton D. Medary (1894)
Pedestal of Benjamin Franklin Statue, John J. Boyle, sculptor, College Hall, 3420 Locust Walk, University of Pennsylvania (1896–99). Moved from 9th & Chestnut St.., 1939.
University of Pennsylvania Museum, 3260 South St., University of Pennsylvania, designed with Wilson Eyre and Cope & Stewardson (1899)
Franklin Field (2nd stadium), 33rd & Spruce Sts., University of Pennsylvania (1903, demolished 1922). The current Franklin Field is the 3rd stadium on the site, designed in 1922 by Day's partner, Charles Zeller Klauder, with the upper deck (also by Klauder) added in 1925.
Weightman Hall ("The Fieldhouse"), 233-35 S. 33rd St., University of Pennsylvania (1903–04)