| Year | Champion | Runner-Up | Ted Killing Memorial ('B' Champion) |
Regular Season Champion | Most Valuable Player | Pitcher of the Year | Coach of the Year | George Wilkins Award | Gord Lonsbary Executive Award |
| 2025 | Tavistock Hops | Hickson Astros | Straffordville Giants | Hickson Astros | |||||
| 2024 | Tovistock Hops | Innerkip Eagles | Straffordville Giants | Innerkip Eagles | |||||
| 2023 | Tovistock Hops | Innerkip Eagles | Innerkip Eagles | ||||||
| 2022 | Tavistock Hops | Innerkip Eagles | Innerkip Eagles | ||||||
| 2021 | Harwood Corners | Tavistock Hops | Tavistock Jr Merchants | ||||||
| 2020 | Season cancelled. | ||||||||
| 2019 | Harwood Corners | Glanworth Gators | Tavistock A's | Tavistock Hops | |||||
| 2018 | Harwood Corners | Innerkip Eagles | Innerkip Expos | Innerkip Eagles | Dustin Veenhof (Port Burwell Lakers) | Tyler Randerson (Harwood Corners) | Chad Harmer (Tavistock Merchants) | Alex Vondervoort (Innerkip Eagles) | Wayne Hallock (Umpire) |
| 2017 | Innerkip Eagles | Innerkip Expos | Oxford Bandits | Innerkip Eagles | Nate Awde (Innerkip Eagles) | Tim Neill (Innerkip Eagles) | Matt Smith (Hickson Heat) | Stephen Deblaire (Straffordville Giants) | Colleen Lowes |
| 2016 | Innerkip Expos | Harwood Corners | Woodstock Kelseys | Innerkip Eagles | Jeff Lyons (Innerkip Expos) | Kyle Crawford (Innerkip Expos) | Brad Smith & Steve Killing (Oxford Bandits) | Kyle Clapdrop (Norwich Tigers) | Larry Lowes |
| 2015 | Sweaburg Crush | Innerkip Eagles | Hickson Heat | Sweaburg Crush | Rory Miller (Sweaburg Crush) | Ty Sebastian (Sweaburg Crush) | Matt Smith (Hickson Heat) | Andrew Benbow (Hickson Heat) | George Wilkins |
| 2014 | Innerkip Expos | Sweaburg Crush | Pt. Burwell Lakers & Tavistock Merchants | Sweaburg Crush | Jamie Atkinson (Woodstock Kelseys) | Ty Sebastian (Sweaburg Crush) | Rick Johnson & Bob Figg (Sweaburg Crush) | Chris Jansen (Sweaburg Crush) | Scott Clark (Nowich Tigers) |
| 2013 | Woodstock Kelseys | Innerkip Expos | Port Burwell Lakers | Woodstock Kelseys | Mike Pullin (Kelseys) | Mike Pullin (Kelseys) | Gary Pullin/Dan Wilkins/Glen Couch (Kelseys) | Alex Cook (Expos) | Gary Pullin (Kelseys) |
| 2012 | Innerkip Eagles | Sweaburg Crush | Harwood Corners | Innerkip Eagles | Dave Van Wyk (Burgessville) | Tim Neill (Innerkip Eagles) | Pierre Pinnoy (Burgessville) | Mike Hamulecki (Burgessville) | Larry Lowes (Harwood) |
| 2011 | Innerkip Eagles | Innerkip Expos | Straffordville Stealth | Harwood Corners | Jon Klingenberg (Harwood Corners) | Tim Neill (Innerkip Eagles) | Howie Brown, Steve Kreiger & Dave Murray (Innerkip Expos) | Aaron Kreiger (Innerkip Eagles) | Ken Sherk (Ayr Vics) |
| 2010 | Innerkip Eagles | Ingersoll Crush | Ingersoll Masters | Ingersoll Crush | Brad Thomson (Ayr Vics) | Todd Winkworth (Ingersoll Crush) | Rick Johnson & Bob Figg (Ingersoll Crush) | Kevin Roulston (Ingersoll Masters) | Doug Woelfle |
| 2009 | Innerkip Eagles | Simcoe Red Devils | Straffordville Express | Innerkip Eagles | Chris Smith (Simcoe Red Devils) & Darryl Wharram (Ingersoll Crush) | Tim Neill (Innerkip Eagles) | Jeff Whetstone & Sam Murray (Innerkip Eagles) | Braden Wylie (Simcoe Red Devils) | Tim Wright |
| 2008 | Innerkip Eagles | Woodstock Kelseys | Ingersoll Masters | Innerkip Eagles | Fred Killing | Tim Neill | Mark Van Goethum | Eric Scott & Rob McLaren | Glen Couch |
| 2007 | Woodstock Kelseys | Ayr Vics | Burgessville Bulls | Woodstock Kelseys | Mike Pullin | Dwayne Oberle | Jeff Gillow | Chad Wells | Davis Landon |
| 2006 | Woodstock Kelseys | Innerkip Orioles | Oxford Centre Orange Sox | Innerkip Orioles | Mike Pullin | Dwayne Oberle | Martin Wylie | Scott Stubbs | Jamie Belore |
| 2005 | Woodstock Kelseys | Salford Storm | Windham Centre Wildcats | Woodstock Kelseys | Mike Pullin | Steve Running | Tim Wright | Larry Lowes | Dwayne Franklin |
| 2004 | Woodstock Kelseys | Norwich Razorbacks | Burgessville Bulls | Norwich Razorbacks | Mike Pullin | Tim Neill | Tim Wright | Tim Christo | Ric Mudge |
| 2003 | Woodstock Kelseys | Ayr Vics | Innerkip Orioles | Sweaburg Razorbacks | Darryl Wharram | Adam Martin | Lidio Raffin | Bart Haight | Chris Wilk |
| 2002 | Woodstock Kelseys | Mt. Elgin Mounties | Straffordville Merchants | Woodstock Kelseys | Fred Killing | Tim Neill | Lidio Raffin | Dan Wilkins | Darin Kitching |
| 2001 | Salford Storm | Harwood Corners | Ayr Vics | Ingersoll Centennials | Steve Johnson | Tim Neill | Pierre Pinnoy & Marty Fallowfield | Mark McMahon | Mike Wells |
| 2000 | Woodstock Kelseys | Mt. Elgin Mounties | Tillsonburg Bulldogs | Ingersoll Centennials | John VanLeeuwen | Bob Burgess | Davis Landon | Darin Kitching | Ken Deroo |
| 1999 | Norwich Brewers | Tillsonburg Bulldogs | Straffordville Merchants | Matt Fleming | Corey Williams | Mark Stubbs, Rick Amey & Dave Jull | Norm Charron | Nick Visser | |
| 1998 | Straffordville Merchants | Tillsonburg Bulldogs | Tillsonburg Bulldogs | Matt Fleming | Rennie Palen/Jamie Harwood | Pierre Pinnoy & Murray Palen | Fred Killing | Gord Lonsbary | |
| 1997 | Aylmer Cardinals | Straffordville Merchants | Straffordville Merchants | Frank Mueller | Karl Hepburn | Bob Burgess | |||
| 1996 | Straffordville Merchants | Tillsonburg Bulldogs | Straffordville Merchants | Jim Brindley | Mike Wells | ||||
| 1995 | Straffordville Merchants | Hyd-Mech Athletics | Hyd-Mech Athletics | Brian Anderson | Jason Nesbitt | Barry Noels & Bob Collins (Springford), Gary Walters (Norwich) | |||
| 1994 | Straffordville Merchants | Hyd-Mech Athletics | Straffordville Merchants | Brian Anderson | Dave Rooke/Mike Wells | Chuck Hendricks | |||
| 1993 | Otterville Otters | Salford Tigers | Otterville Otters | Frank Mueller | Shawn Steinhoff | Rick Van Leeuwen | |||
| 1992 | Otterville Otters | Tillsonburg Bulldogs | Otterville Otters | Mike Wells | Jim Miles | Gary Walters (Norwich) | |||
| 1991 | Mt. Elgin | Richmond Bulldogs | Straffordville Merchants | Rennie Palen/Brian Anderson | Mike Wells | Gord Lonsbury | |||
| 1990 | Mt. Elgin | Straffordville Merchants | Straffordville Merchants | Rennie Palen | Rennie Palen | Tom Wells | |||
| 1989 | Straffordville | Norwich Brewers | Straffordville Merchants | Rennie Palen | Mike Wells | R. Nobbs & B. Wise (Norwich) | |||
| 1988 | Richmond | Springford Blues | Springford Blues | Carl Wilcox | Frank Mueller | B. Irwin & G. Hammond (Mt. Elgin) | |||
| 1987 | Springfield Pests | Port Burwell Lakers | Houghton Hawks | Randy Corneille | Rob Smith | D. Manicome & R. Smith (Springfield) | |||
| 1986 | Courtland | Springford Blues | Springford Blues | Brad Fleming | Dave Haley | Jim & Larry | |||
| 1985 | Courtland | Houghton Hawks | Springford Blues | Mike Haines | Mike Wells | Fred Anderson | |||
| 1984 | Aylmer Orioles | Houghton Hawks | Houghton Hawks | Vic Comeau | Mike Wells | Frank Gray | |||
| 1983 | Houghton | Courtland Merchants | Courtland Merchants | Mike Prong | Alex Stanat | Mike McCredie | |||
| 1982 | Courtland | Courtland Merchants | Rick Hornauer | Ernie Rutledge | Frank Gray | ||||
| 1981 | Brownsville | Ron Zinn | |||||||
| 1980 | Otterville Otters | Port Burwell | Jake Lofthouse | ||||||
| 1979 | Springford | Rick Hornauer | |||||||
| 1978 | Doug Heywood | ||||||||