| Year |
Champions, Grades
School, Record |
Runners-Up, Grades
School, Record |
Score |
| 1967-68 |
Bill Ellis | Sam Peden
New Albany |
Bob Lehman | Greg Reed
Northwestern |
6-0, 6-3 |
| 1968-69 |
Marc Boulais | Kevin Clarkowski
Indianapolis Scecina |
Rex Lehman | David Swartzendruber
Goshen |
6-1, 7-5 |
| 1969-70 |
Steve Behrman | David Brents
Pike |
Barry Bundy | Philip Rudman
Bloomington |
6-3, 6-4 |
| 1970-71 |
Steve Behrman | David Brents
Pike |
Randy Stehlik | Brent Touloukian
Peru |
6-8, 9-7, 6-2 |
| 1971-72 |
Roger Armstrong | Robert Shrader
Crown Point |
Mark Millikan | Ken Moeller
Indianapolis Broad Ripple |
6-0, 6-3 |
| 1972-73 |
Mark Millikan | Ken Moeller
Indianapolis Broad Ripple |
John Germano | Brian Harker
Mishawaka |
6-3, 7-5 |
| 1973-74 |
John Flickinger | Mike Smith
Brebeuf Jesuit |
John Klueh | Mike Klueh
Terre Haute Schulte |
6-4, 6-2 |
| 1990-91* |
Joe Liddy (11) | Joe Stimming (11)
North Central (Indianapolis) |
Mike Bostic (12) | Rick Browne (11)
Lawrence North |
6-4, 6-1 |
| 1991-92 |
Drew Alden (12) | Joe Stimming (12)
North Central (Indianapolis) |
Paul Fraley | Bryan Hanan
Center Grove |
6-4, 6-4 |
| 1992-93 |
Ryan Dorman (11) | Andrew Hammond (12)
North Central (Indianapolis) |
Brian Croft (12) | Branden Miller (11)
Floyd Central |
7-6, 6-4 |
| 1993-94 |
Eric Jose (12) | Luke Williams (11)
Brebeuf Jesuit |
Mike Delp (12) | Scott Hunt (12)
Plymouth |
6-3, 5-7, 6-3 |
| 1994-95 |
Abel Contreras (9) | Jeremy Edesess (12)
Brebeuf Jesuit |
Mike Ankerson (12) | Adam Sandefur (10)
Evansville Memorial |
6-2, 7-6 |
| 1995-96 |
Ryan Christie (12) | Mark Ratner (12)
North Central (Indianapolis) |
Ted Ford (11) | Adam Peden (12)
Floyd Central |
6-2, 6-0 |
| 1996-97 |
Jamie Knall (12) | John Pearson (9)
Park Tudor |
Kit Buechley (11) | Mandar DeSai (12)
West Lafayette |
6-2, 6-1 |
| 1997-98 |
Andy Baker (12) | Chad Stone (12)
Center Grove |
Nathan Felix (12) | Brian Slack (10)
Perry Meridian |
6-3, 6-4 |
| 1998-99 |
Brandon Gill (10) | Wade Knall (12)
Park Tudor |
David Harms (11) | Matt Shively (11)
Goshen |
6-0, 6-1 |
| 1999-00 |
Joe Epkey (9) | John Stone (10)
Center Grove |
Chris Deter (12) | Danny Donovan (12)
Lawrence Central |
6-3, 6-4 |
| 2000-01 |
Tristan Beach (11) | Billy Elliott (11)
Carmel |
John Kolb (11) | Nick Murphy (12)
Vincennes Lincoln |
6-1, 6-0 |
| 2001-02 |
Steve Auda (9) | Ethan Jaffee (9)
Carmel |
Daniel Jackson (12) | Kelly Robbins (12)
Delta |
6-4, 6-3 |
| 2002-03 |
Ryan Hollander (12) | Adam Valinetz (11)
North Central (Indianapolis) |
Ryan Gershman (11) | Jon Lee (12)
Park Tudor |
7-5, 6-0 |
| 2003-04 |
Brian Fleming (12) | Trent Glassley (12)
Carroll (Fort Wayne) |
Scott Gray (12) | Chad Holajter (12)
Munster |
6-4, 6-1 |
| 2004-05 |
William Armstrong (11) | David Lett (10)
North Central (Indianapolis) |
Michael Dusman (12) | Scott Hurley (12)
Fort Wayne Canterbury |
3-6, 6-2, 6-3 |
| 2005-06 |
Matt Smith (10) | Zane Smith (10)
Center Grove |
Joby Bacher (10) | Phil Luke (12)
West Lafayette |
6-3, 6-4 |
| 2006-07 |
Thomas J. Snelson (12) | Gautham Vaidyanathan (12)
Penn |
Nick Seger (12) | Pete Wilson (11)
Jasper |
3-6, 6-2, 6-3 |
| 2007-08 |
Matt Smith (12) | Zane Smith (12)
Center Grove |
Dan Klingenberg (12) | Jeff Price (12)
Delta |
6-1, 7-5 |
| 2008-09 |
Joe Hammond (11) | Nick Laconi (11)
Zionsville |
Daniel Desper (12) | Derek Romer (11)
East Noble |
6-7 (3), 6-3, 6-4 |
| 2009-10 |
Joe Hammond (12) | Nick Laconi (12) Zionsville |
Charlie Hurst (12) | Chris Plump (12) Brebeuf Jesuit |
7-5, 6-4 |
| 2010-11 |
Chris Bertolini (12) | Patrick O’Neill (12)
Carmel (25-1) |
Adam Davis (12) | Chase Harris (12)
Columbus North (23-3) |
6-4, 7-5 |
| 2011-12 |
Sam Geier (12) | Dan Rayl (9)
Park Tudor (20-1) |
Drew Hussung (11) | Jarret Oldham (12)
Floyd Central (25-2) |
6-3, 6-1 |