2018
Batting Champion: Rusney Castillo (.319)
All-Star Team: Rusney Castillo (OF), Ryan Brasier (P), Jalen Beeks (P)
2017
Home Run Champion: Bryce Brentz (31)
All-Star Team: Bryce Brentz (OF), Rusney Castillo (OF)
2016
I.L. Trainer of the Year: Jon Jochim
All-Star Team: Chris Marrero (OF)
2014
I.L. Governors' Cup Champions
I.L. Most Valuable Pitcher - Anthony Ranaudo
All-Star Team: Anthony Ranaudo (P)
2013
I.L. North Division Champions
Baseball America Minor League Manager of the Year: Gary DiSarcina
2012
I.L. Governors' Cup Champions
I.L. Most Valuable Player - Mauro Gomez
All-Star Team: Justin Germano (P), Ryan Lavarnway (C), Nauro Gomez (1B), Pedro Ciriaco (2B)
2011
I.L. North Division Champions
All-Star Team: Matt Fox (P)
2008
I.L. Executive of the Year - Mike Tamburro
I.L. Most Valuable Pitcher - Charlie Zink
I.L. Most Valuable Player - Jeff Bailey
All-Star Team: Jeff Bailey (C), Chris Carter (OF), Charlie Zink (P), Jonathan VanEvery (OF), Joe Thurston (2B)
2006
All-Star Team: Dustin Pedroia (2B)
2005
All-Star Team: Kelly Shoppach (C)
2004
I.L. Executive of the Year - Mike Tamburro
Home Run Champion - Earl Snyder (36)
All-Star Team: Earl Snyder (3B), Adam Hyzdu (OF), Kelly Shoppach (C)
2003
I.L. North Division Winners
Baseball America's Bob Freita's Award
I.L. Manager of the Year - Buddy Bailey
I.L. Executive of the Year - Ben Mondor
I.L. Most Valuable Pitcher - Bronson Arroyo
All-Star Team: Andy Abad (OF), Lou Collier (OF), Bronson Arroyo (P)
2001
I.L. Executive of the Year - Mike Tamburro
Home Run Champion - Israel Alcantara (36)
All-Star Team: Israel Alcantara (DH)
1999
Judge Emil Fuchs Memorial Award - Ben Mondor
Sporting News Executive of the Year - Ben Mondor
I.L. Executive of the Year - Ben Mondor
All-Star Team: Jim Chamblee (2B), Michael Coleman (OF)
1998
I.L. Manager of the Year - Ken Macha
1997
I.L. Most Valuable Pitcher - Brian Rose
I.L. Rookie of the Year - Brian Rose
All-Star Team: Brian Rose (P), Arquimedez Pozo (3B)
1996
I.L. Eastern Division Champions
I.L. Manager of the Year - Buddy Bailey
All-Star Team: Phil Clark (OF), Rudy Pemberton (OF)
1994
I.L. Eastern Division Champions
1993
Most Valuable Pitcher- Aaron Sele
I.L. Trainer of the Year - Peter Youngman
All-Star Team: Aaron Sele (P)
1992
I.L. Executive of the Year - Lou Schwechheimer
Sporting News I.L. Executive of the Year - Lou Schwechheimer
1991
I.L. Eastern Division Champions
I.L. Manager of the Year - Butch Hobson
Home Run Champion - Rick Lancellotti(21)
All-Star Team: Scott Cooper (3B), Phil Plantier (OF), Daryl Irvine (P)
1990
National Association's President's Trophy
Baseball America's Bob Freitas Award
Home Run Champion - Phil Plantier (33)
I.L. Rookie of the Year - Phil Plantier
All-Star Team: Tim Naehring (SS), Phil Plantier (OF)
1988
I.L. Executive of the Year - Mike Tamburro
All-Star Team: Carlos Quintana (OF)
1987
Manager of the Year - Ed Nottle
I.L. Executive of the Year - Lou Schwechheimer
All-Star Team: Sam Horn (DH)
1986
Most Valuable Player - Pat Dodson
Star of Stars Award - Pat Dodson
I.L. Fireman of the Year - Mike Trujillo
All-Star Team: Pat Dodson (1B), Mike Greenwell (OF), LaSchelle Tarver (OF)
1984
Governors' Cup Champions
Manager of the Year - Tony Torchia
I.L. Executive of the Year - Mike Tamburro
I.L. Fireman of the Year - Charlie Mitchell
All-Star Team: Steve Lyons (3B), Charlie Mitchell (P)
1982
All-Star Team: Marty Barrett (2B), Garry Hancock (OF)
1981
Most Valuable Pitcher - Bob Ojeda
Batting Champion - Wade Boggs (.335)
I.L. Fireman of the Year - Luis Aponte
All-Star Team: Bob Ojeda (P), Sam Bowen (OF)
1979
Co-Most Valuable Player - Dave Stapleton
Batting Champion - Garry Hancock (.325)
Home Run Champion - Sam Bowen (28)
All-Star Team: Glenn Hoffman (SS), Dave Stapleton (3B), Sam Bowen (OF), Dave Koza (DH)
1978
Most Valuable Player - Gary Allenson
I.L. Executive of the Year - Ben Mondor
All-Star Team: Gary Allenson (C), Dave Coleman (OF), John LaRose (P)
1977
I.L. Champions
Batting Champion - Wayne Harer (.350)
Most Valuable Pitcher - Ted Cox
Manager of the Year - Joe Morgan
All-Star Team: Ted Cox (3B)
1976
Home Run Champion - Jack Baker (26)
All-Star Team: Butch Hobson (3B)
1974
Batting Champion - Jim Rice (.337)
Home Run Champion - Jim Rice (25)
Most Valuable Player - Jim Rice (Won Triple Crown)
All-Star Team: Jim Rice (OF), Fred Lynn (OF)
1973
Governors' Cup Champions
Junior World Series Champions
Batting Champion - Juan Beniquez (.298)
Most Valuable Pitcher - Dick Pole
Manager of the Year - Darrell Johnson
All-Star Team: Cecil Cooper (1B), Dick Pole (P)