| Season | Captain(s) |
| 1865 | |
| 1866 | |
| 1867 | |
| 1868 | |
| 1869 | |
| 1870 | |
| 1871 | |
| 1872 | |
| 1873 | |
| 1874 | |
| 1875 | |
| 1876 | |
| 1877 | |
| 1878 | |
| 1879 | W.B. Myers |
| 1880 | W.B. Myers |
| 1881 | J.H. Grossman |
| 1882 | J.C. Patton |
| 1883 | J. Maurer |
| 1884 | J.C. Updegrove |
| 1885 | J.D. Updegrove |
| 1886 | E.P. Smith |
| 1887 | F.M. Graff |
| 1888 | J.S. Enoor |
| 1889 | L.S. Welles |
| 1890 | L.S. Welles |
| 1891 | A. Clark |
| 1892 | M. March |
| 1893 | T.B. Holloway |
| 1894 | F.J. Drake |
| 1895 | J.R. Criswell |
| 1896 | W.S. Rothermel |
| 1897 | G.O. Barclay |
| 1898 | G.B. Walbridge |
| 1899 | H. Nervins |
| 1900 | W.B. Hubley |
| 1901 | J.J. Howard |
| 1902 | V.V. Currier |
| 1903 | W. Johnston |
| 1904 | J. Stitzer |
| 1905 | Thos. D. Irwin |
| 1906 | L.C. Hawk |
| 1907 | L.C. Hawk |
| 1908 | W.G. Peters |
| 1909 | A.P. Schneider |
| 1910 | F.H. Kelly |
| 1911 | J.M. Conover |
| 1912 | M.O. Cederquist |
| 1913 | E.J. Fager |
| 1914 | E.W. Helfrich |
| 1915 | W. Wright |
| 1916 | D.M. Blackburn |
| 1917 | S.M. Hunt |
| 1918 | E.A. Forrest |
| 1919 | P.L. Keating |
| 1920 | John Welles |
| 1921 | M.O. Wolbach |
| 1922 | E.C. Bieber |
| 1923 | Mike Gazella |
| 1924 | L.A. Brunner |
| 1925 | J.O. Ernst |
| 1926 | Jonah Halstead |
| 1927 | Frank Grube |
| 1928 | Paul Kock |
| 1929 | A.B. Pursell |
| 1930 | W.E. Reaser |
| 1931 | J. Leslie Thompson |
| 1932 | Robert B. Wilcox |
| 1933 | Harold Wermuth |
| 1934 | Fred Maass |
| 1935 | Sidney Weiss |
| 1936 | K.N. Sausville |
| 1937 | Wm. O'Hora |
| 1938 | Gordon Rossiter |
| 1939 | William Farinon |
| 1940 | Harold Bellis |
| 1941 | Leslie Wilson |
| 1942 | Redos |
| 1943 | Robert Wright |
| 1944 | J.F. Kowaleski |
| 1945 | |
| 1946 | |
| 1947 | |
| 1948 | Tony Contini |
| 1949 | Peck Robbins |
| 1950 | Snyder |
| 1951 | Fox |
| 1952 | Herry Hill |
| 1953 | Gordon Leslie |
| 1954 | |
| 1955 | Maynard Dill |
| 1956 | Howard Fredericks |
| 1957 | John Slotter |
| 1958 | Tom Morgan |
| 1959 | Skip Kline |
| 1960 | Bill MacDonald |
| 1961 | Pete Pavia |
| 1962 | Al Henry |
| 1963 | Ray Moyer |
| 1964 | Robert Paulishak |
| 1965 | George Hossenlopp |
| 1966 | Walt Manuel |
| 1967 | Jim Burns |
| 1968 | Al Link |
| 1969 | Ken Faust |
| 1970 | Tom McCombs |
| 1971 | Joe Barkauskas |
| 1972 | Frank Weisse |
| 1973 | Brian Canfield |
| 1974 | Bob Argenti |
| 1975 | Art Fischetti, Joe Maddon |
| 1976 | Jim Peyman |
| 1977 | Tim Bannon, Jim Peyman |
| 1978 | Dan Price |
| 1979 | |
| 1980 | Dave Duncan |
| 1981 | John Weigel |
| 1982 | Mark Eseppi |
| 1983 | Doug Roberts |
| 1984 | Bill Russell |
| 1985 | Gino Cara, Pete Demers, Mike Ippolito |
| 1986 | Gino Cara, Dan Maynard, John Scott |
| 1987 | Dan Maynard, George Yolich |
| 1988 | Bert Solivan |
| 1989 | Kevin St. Pierre |
| 1990 | Eric Kleinsorgen, Kevin Kozlowski |
| 1991 | Jamie Boyd, Bob Pogyor, Ralph Russo |
| 1992 | Mike Brooks, Rob Hatalovsky, Brian Shevitz |
| 1993 | Mark Rowland, Scott Werkhoven |
| 1994 | John Cubala, Dan King, Scott Mittenberger |
| 1995 | Tom Lyncg, Jon Morris |
| 1996 | Mike Mullarkey, Pat Spellman |
| 1997 | Andy Davis, Bryan McKernan |
| 1998 | Mitch Hoffman, Kevin McKernan, Tom Stoudt |
| 1999 | Bob Osipower |
| 2000 | Bob Osipower |
| 2001 | Ian Burly, Vincent D'Angelis |
| 2002 | Tye Gonser |
| 2003 | Matt Tambellini |
| 2004 | none selected |
| 2005 | Adam Bucci, Rob Fioretti |
| 2006 | Ian Law, Matt Revelle |
| 2007 | David Drechsel, Matt Kamine, Mike Raible |
| 2008 | Tom Hayes, Kevin Reese |
| 2009 | Daniel Bierce, Jeff Butler, Chris Luick |
| 2010 | A.J. Pisarri |
| 2011 | Rob Froio, A.J. Miller, Corey Shea |
| 2012 | Bobby Fargnoli, John Gentile, Jeff Snell |
| 2013 | Kevin Casey, Andrew Ruck |
