| Tournament | Winners | Runners Up | Scores |
| 2019 Boys 18 and Under | Jake Karetsky
Christian Lizardi | Joseph Delaney
Josh Frumin | NA |
| 2018 Boys 18 and Under | Jake Karetsky
Christian Lizardi | Tyler Cramer
Michael Karr | N/A |
| 2017 Boys 18 and Under | Henry DeCoster
Henry Fishman | Hayden Shamsky
Jake Karetsky | N/A |
| 2016 Boys 18 and under | Will Cannon
Henry Fishman | Henry DeCoster
Will Graham | N/A |
| 2014 Boy's 18 and under | Will Burger
Gardner Tregellas | Austin Holmes
Reed Schultz | 6-1, 6-1 |
| 2013 Boys 18 and Under | Brian Faig
Will Kleeman | Gardner Tregellas
Will Burger | 4-6, 6-4, 6-3 |
| 2012 Boys 18 and Under | Tyler Kratky
C J Purse | Will Brosnan
Scotty Safford | N/A |
| 2011 Boys 18 and Under | Blake Anderson
Scotty Safford | Chris Brosnan
Pat Brosnan | N/A |
| 2010 Boys 18 and Under | Chris Brosnan
Pat Brosnan | Nick Newhouse
Jason Ottomano | N/A |
| 2009 Boys 18 and Under | Brian Safford
Scotty Safford | Blake Anderson
Cameron Rudd | N/A |
| 2008 Boys 18 and Under | Chris Kelley
Hallet Nichol | Cole Barris
Jay Schwab | 6-1, 0-6, 6-3 |
| 2007 Boys 18 and Under | Chris Kelley
Hallet Nichol | Reid Coopersmith
Evan Zimmer | N/A |
| 2006 Boys 18 and Under | Brandon Kuchta
Michael Kuchta | Eric DElia
Marc Powers | N/A |
| 2005 Boys 18 and Under | Eric DElia
Marc Powers | Connor Dempsey
Chris Kelley | N/A |
| 2004 Boys 18 and Under | David Hissey
Peter Hissey | Brandon Kuchta
Michael Kuchta | 6-3, 6-4 |
| 1993 Boys 18 and Under | Josh Corzine
Tyler Smith | NA | (Round Robin) |
| 1992 Boys 18 and Under | Josh Corzine
Tyler Smith | NA | (Round Robin) |
| 1991 Boys 18 and Under | Dan Stulac
Jeff Tkachuk | Jon Beach
Brint Morrow | N/A |
| 1990 Boys 18 and Under | Jon Beach
Brint Morrow | Dan Stulac
Jeff Tkachuk | N/A |
| 1989 Boys 18 and Under | Jackson
Mike Stulac | Dan Stulac
Jeff Tkachuk | 6-2, 6-4 |
| 1988 Boys 18 and Under | Danny Galves
David Ohlmuller | David McCann
Steven Reilly | N/A |
| 1987 Boys 18 and Under | Scott Estes
Andy Weil | Danny Galves
David Ohlmuller | 6-4, 6-3, 6-7, 6-4 |
| 1986 Boys 18 and Under | Hardy Manges
Rayme Tarasi | Greg Schild
Kevin Whitaker | 3-5, 6-2, 6-4 |
| 1985 Boys 18 and Under | Keith Butterfield
Kenneth Butterfield | Mike Davis
Jeff Holleran | 6-3, 6-1 |
| 1984 Boys 18 and Under | Taylor Wright
Andrew Yearley | Chris Magner
Bryan Roberts | 6-1, 7-6 |
| 1983 Boys 18 and Under | Craig Pitcairn
Michael Pitcairn | Taylor Wright
Andrew Yearly | 7-5, 6-2 |
| 1982 Boys 18 and Under | Eric Hofley
Keith Sotiroff | Keith King
Jeff Trees | 6-0, 7-6, 7-6 |
| 1981 Boys 18 and Under | Peter Gruenberg
Art Williams | Craig Pitcairn
JR Pitcairn | 7-6, 6-2, 6-1 |
| 1980 Boys 18 and Under | Michael Gillespie
Jay Packer | John Ging
Jim Pitcairn | 6-3, 7-5, 4-6, 7-5 |
| 1979 Boys 18 and Under | Michael Gillespie
Mark Stone | Jeff Goodman
Tom Houlihan | 4-6, 6-3, 6-3, 6-2 |
| 1978 Boys 18 and Under | Tom Houlihan
Tom McEvoy Jr | Peter Lauer
Ted Manges | 6-2, 7-6, 6-4 |
| 1977 Boys 18 and Under | Edward Henderson
John Quinn | John F Mangan
Tom McEvoy Jr | 6-1, 6-3, 3-6, 7-5 |
| 1976 Boys 18 and Under | Rodney Crowley
Greg Moore | Jeff Fleitman
Sol Hauptman | 7-6, 6-4, 4-6, 6-4 |
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