| Year | Champion | Runner-Up | Score | Brackets |
| 1942 | Robert Betson (Lansdowne) | Harold Fellenbaum (Mt. Joy) | 6-3, 8-6 | |
| 1943 | Robert Zink (Mount Joy) | Larry Vogt (Upper Darby) | 6-1, 6-3, 6-3 | |
| 1944 | Dick Betson (Lansdowne) | Jack Calkins (Bradford) | 7-5, 6-2 | |
| 1945 | Charles Byerly (J.P. McCaskey) | Jack Calkins (Bradford) | 6-4, 6-0 | |
| 1946 | Dan Wynn (McKeesport) | John Dohner (Reading) | 6-2, 6-1 | |
| 1947 | Charles Kerr (J.P. McCaskey) | David Shibili (State College) | 5-7, 6-2, 6-1 | |
| 1948 | Warren Haas (Reading) | Jim Whitmeyer (Lower Merion) | 6-3, 4-6, 9-7 | |
| 1949 | Dave Hubinger (Kingston) | John Bowers (Edgewood) | 6-1, 6-0 | |
| 1950 | Don Bossert (Latrobe) | Jim Langdon (Williamsport) | 8-6, 8-6 | |
| 1951 | Bernard Leightheiser (Wyomissing) | Jay Seiling (Susquehannock) | 6-0, 6-2 | |
| 1952 | Charles Bibleheimer (Easton) | Jim Roof (Latrobe) | 5-7, 6-2, 6-1 | |
| 1953 | Bob Rickenbaugh (Wyomissing) | Fred Trust (Lower Merion) | 6-1, 6-1 | |
| 1954 | Bill Scarlet (Abington) | Dick Charles (Lancaster) | 6-3, 6-4 | |
| 1955 | Jack Shertzer (J.P. McCaskey) | Frank Hahn (Cheltenham) | 6-2, 6-3 | |
| 1956 | Jack Shertzer (J.P. McCaskey) | Jim Halpin (Lower Merion) | 6-2, 6-1 | |
| 1957 | Alan Koth (J.P. McCaskey) | Larry Sobel (Easton) | 6-3, 6-3 | |
| 1958 | Larry Sobel (Easton) | John Custer (Lower Merion) | 4-6, 6-4, 6-1 | |
| 1959 | George Sokol (Harriton) | Glenn Montgomery (Lancaster) | 6-3, 6-0 | |
| 1960 | Ken Bauer (Erie Academy) ** | Dennis Koch (Allentown) ** | Co-Champs Rain | |
| 1961 | Jack Waltz (Mt. Lebanon) | Bill Breitinger (Wyomissing) | 8-6, 6-1 | |
| 1962 | Jack Waltz (Mt. Lebanon) | Robert Morris (Harriton) | 6-1, 6-2 | |
| 1963 | Jack Waltz (Mt. Lebanon) | Bob Swift (Springfield Delco) | 6-2, 6-1 | |
| 1964 | Steve Beik (Swarthmore) | Fred Levin (Manheim Township) | 7-5, 6-3 | |
| 1965 | Mason Gerhart (York) | Joseph Brooke (Beaver) | 6-4, 7-5 | |
| 1966 | Mike Mullan (Springfield Delco) | Joseph Brooke (Beaver) | 5-7, 7-5, 6-0 | |
| 1967 | Mike Mullan (Springfield Delco) | John Myers (Williamsport) | 6-1, 6-1 | |
| 1968 | John Adams (Harriton) | Richard Swift (Springfield Delco) | 6-3, 6-0 | |
| 1969 | Tom Wright (State College) | Richard Swift (Springfield Delco) | 6-1, 5-7, 6-1 | |
| 1970 | Richard Swift (Springfield Delco) | Steve Davidson (Upper Darby) | 6-0, 6-2 | |
| 1971 | Jan Bortner (York) | Steve Davidson (Upper Darby) | 12-10, 4-6, 6-1 | |
| 1972 | Todd Lundy (State College) | Rich Gerber (Cheltenham) | 6-1, 1-6, 8-6 | |
| 1973 | Todd Lundy (State College) | Jack Cobetto (Edgewood) | 6-2, 6-1 | |
| 1974 | Todd Lundy (State College) | Jack Cobetto (Edgewood) | 6-4, 6-0 | |
| 1975 | Harrison Lauer (Fox Chapel) | Tom Liebenguth (North Allegheny) | 6-2, 6-3, 6-2 | |
| 1976 | Tom Liebenguth (North Allegheny) | Pete Tscherneff (Bishop McDevitt) | 6-1, 6-7, 6-3 | |
| 1977 | David Kraus (Shippensburg) | Richard Marks (Harriton) | 7-6, 7-5 | Brackets |
| 1978 | David Kraus (Shippensburg) | Mark Groetsch (Neshaminy) | 6-1, 6-3 | Brackets |
| 1979 | Mark Groetsch (Neshaminy) | Eric Riley (Great Valley) | 6-7, 6-4, 6-1 | Brackets |
| 1980 | Mark Groetsch (Neshaminy) | David Merritt (Upper Dublin) | 6-4, 6-1 | Brackets |
| 1981 | David Merritt (Upper Dublin) | Fred Perrin (Neshaminy Langhorne) | 7-6, 6-2 | |
| 1982 | Martin Sieckmann (Upper St. Clair) | Tom Mercer (Mt. Lebanon) | 6-1, 6-1 | Brackets |
| 1983 | Lee Sponaugle (Hershey) | Dale Garlick (Mt. Lebanon) | 6-4, 6-3 | Brackets |
| 1984 | Don Johnson (Fairview) | Jim Sandor (Wilson) | 6-4, 6-0 | Brackets |
| 1985 | Brian Kalbas (Cumberland Valley) | Tim Donovan (North Catholic) | 1-6, 6-2, 6-1 | Brackets |
| 1986 | Don Johnson (Mt. Lebanon) | Ken Roshkoff (Lower Moreland) | 6-4, 6-2 | Brackets |
| 1987 | Ralph Kunzler (Butler) | Ken Shapiro (Susquehanna Twp.) | 6-0, 4-6, 6-1 | Brackets |
| 1988 | Colin Delaney (Parkland) | Ken Shapiro (Susquehanna Twp.) | 6-1, 7-5 | Brackets |
| 1989 | Dan Lehman (Conestoga) | Jason Katzer (William Tennent) | 6-1, 2-6, 7-5 | Brackets |
| 1990 | Dan Lehman (Conestoga) | Brett Engelsburg (Mt. Lebanon) | 6-0, 5-7, 6-4 | Brackets |
| 1991 | Brett Englesberg (Mt. Lebanon) | Jon Glover (Abington) | 6-0, 6-1 | Brackets |
| 1992 | Ben Gabler (Chambersburg) | Matt Guyaux (Abington Heights) | 7-6 (5), 7-6 (7) | Brackets |
| 1993 | Ben Gabler (Chambersburg) | Marc Silva (Pennridge) | 6-2, 6-1 | Brackets |
| 1994 | Marc Silva (Pennridge) | Jon Glover (Abington) | Injury Default | Brackets |
| 1995 | Marc Silva (Pennridge) | Jeff Martini (Lancaster Catholic) | 6-2, 6-1 | Brackets |
| 1996 | Mike Gulliford (Council Rock) | Tarik El-Bassiouni (Stroudsburg) | 6-3, 7-5 | Brackets |
| 1997 | Cliff Nguyen (North Penn) | Tarik El-Bassiouni (Stroudsburg) | 3-6, 6-3, 3-6 | Brackets |
| 1998 | Tarik El-Bassiouni (Stroudsburg) | Bryan Endres-Fox (Landisville Hempfield) | 7-6 (4), 4-6, 6-4 | Brackets |
| 1999 | Cliff Nguyen (North Penn) | Brandon Tung (Shady Side Academy) | 7-5, 6-4 | Brackets |
| 2000 | Cliff Nguyen (North Penn) | Rajeev Emany (Wilson) | 6-0, 6-3 | Brackets |
| 2001 | Sean Montgomery (East Stroudsburg) | Jake Jopling (North Allegheny) | 6-3, 6-2 | Brackets |
| 2002 | Brett Warren (Pine-Richland) | Kavi Sud (Emmaus) | 6-1, 6-7, 6-1 | Brackets |
| 2003 | George Mayer (Lower Merion) | Scott Kahler (Thomas Jefferson) | 6-4, 6-4 | Brackets |
| 2004 | Alex Mast (Conestoga Valley) | Chris Welte (Strath Haven) | 6-3, 6-2 | Brackets |
| 2005 | Alex Mast (Conestoga Valley) | Zach Skorupka (North Allegheny) | 6-4, 6-1 | Brackets |
| 2006 | Austin Longacre (Avon Grove) | Billy Heird (Dallastown) | 7-6 (2), 6-0 | Brackets |
| 2007 | Chris Hasyn (North Penn) | Will Zhang (Lower Merion) | 6-7 (3), 6-3, 7-5 | Brackets |
| 2008 | Chris Hasyn (North Penn) | Mark Milbrandt (Great Valley) | 7-5, 7-4 | Brackets |
| 2009 | Mark Milbrandt (Great Valley) | Landon Williams (Erie McDowell) | 6-0, 6-4 | Brackets |
| 2010 | Chris Mengel (Shady Side Academy) | Ethan Kallick (Upper St. Clair) | 6-1, 6-0 | Brackets |
| 2011 | Michael Furr (Unionville) | Kevin Wang (Conestoga) | 6-4, 6-4 | Brackets |
| 2012 | Kevin Wang (Conestoga) | Mike Buxbaum (North Penn) | 6-4, 6-3 | Brackets |
| 2013 | Mike Buxbaum (North Penn) | Adam Blasinsky (Central Catholic) | 6-0, 6-4 | Brackets |
| 2014 | John Wu (Unionville) | Adam Blasinsky (Central Catholic) | 7-5, 6-2 | Brackets |
| 2015 | Chad Kissell (Latrobe) | Michael Dickson (Downingtown East) | 6-4, 6-7 (6), 6-3 | Brackets |
| 2016 | Michael Dickson (Downingtown East) | Robbie Shymansky (Fox Chapel) | 6-4, 6-3 | Brackets |
| 2017 | Michael Dickson (Downingtown East) | Matt Robinson (Lower Merion) | 6-1, 6-3 | Brackets |
| 2018 | Sameer Gangoli (Great Valley) | Holden Koons (Dallastown) | 6-1, 6-7 (6), 6-2 | Brackets |
| 2019 | Robbie Shymansky (Fox Chapel) | Sameer Gangoli (Great Valley) | 7-6 (0), 4-6, 6-3 | Brackets |
| Year | Champion | Runner-Up | Score | Brackets |
| 1999 | Brian Nachtigall (West York) | Brett Warren (Pine-Richland) | 4-6, 7-5, 6-3 | Brackets |
| 2000 | John Sabia (Springfield) | Brett Warren (Pine-Richland) | 4-6, 7-6 (4), 7-5 | Brackets |
| 2001 | Stanley Kahl (ELCO) | John Houghton (Quaker Valley) | 6-3, 6-4 | Brackets |
| 2002 | Stanley Kahl (ELCO) | John Houghton (Quaker Valley) | 6-3, 3-6, 6-0 | Brackets |
| 2003 | John Houghton (Quaker Valley) | Greg Bennett (Central Columbia) | 6-0, 6-4 | Brackets |
| 2004 | Mark Kendall (Harriton) | Dan Gal (South Park) | 6-2, 6-1 | Brackets |
| 2005 | Benji Kendall (Harriton) | Nick Shadowen (Trinity, D-3) | 6-2, 6-0 | Brackets |
| 2006 | Benji Kendall (Harriton) | Julian Sullivan (GAMP) | 1-6, 6-3, 6-3 | Brackets |
| 2007 | Taylor Cohen (Lower Moreland) | Nick Shadowen (Trinity, D-3) | 7-5, 6-2 | Brackets |
| 2008 | Taylor Cohen (Lower Moreland) | Alex Veronis (Lancaster Catholic) | 6-4, 7-5 | Brackets |
| 2009 | Harrison Abrams (Harriton) | Doug Caplan (Harrisburg Academy) | 6-2, 6-2 | Brackets |
| 2010 | Peter Riley (Tussey Mountain) | Drew Hoffmann (Lower Moreland) | WD, illness | Brackets |
| 2011 | Doug Caplan (Harrisburg Academy) | D.J. Goldblum (Winchester Thurston) | 6-3, 4-6, 7-5 | Brackets |
| 2012 | Kyle Seelig (Plumstead Christian) | Ricardo Saad (Wyomissing) | 4-6, 6-1, 6-2 | Brackets |
| 2013 | Ricardo Saad (Wyomissing) | Blaise Casselbury (Lancaster Country Day) | 6-2, 6-7 (5-7), 6-4 | Brackets |
| 2014 | Andre Fick (Wyomissing) | Luke Ross (Sewickley Academy) | 6-0, 6-0 | Brackets |
| 2015 | Kyle Seelig (Lancaster Mennonite) | Andre Fick (Wyomissing) | 6-1, 6-3 | Brackets |
| 2016 | Luke Ross (Sewickley Academy) | Luke Phillips (Carlynton) | 6-4, 6-3 | Brackets |
| 2017 | Luke Ross (Sewickley Academy) | William Wanner (Lancaster Mennonite) | 6-4, 6-4 | Brackets |
| 2018 | Jonathan Nottingham (Masterman) | Adam Kush (Westmont Hilltop) | 7-5, 7-5 | Brackets |
| 2019 | Jonathan Nottingham (Masterman) | Robert Cercos Gonzales (Dock Mennonite) | 6-3, 6-0 | Brackets |