| 2006 | Charles Brooks | DTM | ||
| 2005 | Will Hsiung | ATM-S, CL | 1087 | Arlington Heights/Rolling Meadows |
| 2004 | Carolyn A. Arthur | DTM | 666595 | Christ Universal Temple Club #3 |
| 2003 | Ralph E. Dellar | CTM, CL | 1645 | Des Plaines |
| 2002 | Mei Li | ATM | 6840 | Fox Valley |
| 2001 | Dietmar Wagenknecht | ATM | 5892 | Ployglots |
| 2000 | Grace Rinner | ATM | 2051 | Naperville |
| 1999 | R. Sporty King | CTM | 983 | Woodridge |
| 1998 | Toni Rodgers | DTM | 4378 | Diplomatic |
| 1997 | Cordelia V. Barlow | ATM | 8882 | Chicago Post Office |
| 1996 | George Lindsey | CTM | 4378 | Diplomatic |
| 1995 | Nancy Nagele | DTM | 983 | Woodridge |
| 1994 | Marc Nagele | DTM | 4789 | Power Breakfast |
| 1993 | Tom Brennan | ATM | 1450 | Pride of the Fox |
| 1992 | Keith Essex | DTM | 3848 | Strowger |
| 1991 | Hugh Dunbar | DTM | 2051 | Naperville |
| 1990 | Stan Piskorski | CTM | 2069 | Irving Park |
| 1989 | Delores Elliot | ATM | 5762 | Spirit of Progress |
| 1988 | Linda Braggs | DTM | 2766 | Johnson Products |
| 1987 | Allan Meyer | CTM | 2530 | Windjammers East |
| 1986 | Paula Lepold | DTM | 381 | Park Ridge |
| 1985 | Betty Luback | DTM | 1717 | Park Forest |
| 1984 | Robert Happel | DTM | 2745 | Ellsworth Park |
| 1983 | Alyda Miller | ATM | 4041 | Talk of the Town |
| 1982 | Henry Sharton | DTM | 4243 | Lakeview |
| 1981 | Ann Breland | DTM | 169 | Long Grove |
| 1980 | Datta Manerikar | DTM | 1717 | Park Forest |
| 1979 | Sam Itkin | ATM | 1608 | Leaning Tower |
| 1978 | Bernie Wilson | ATM | 3307 | Palatine |
| 1977 | Robert Oelrich | ATM | 2069 | Irving Park |
| 1976 | Carl Peterson | ATM | 3848 | Strowger |
| 1975 | Joshua Pang | DTM | 290 | Cook/DuPage |
| 1974 | Dick Storer | ATM | 381 | Park Ridge |
| 1973 | Ralph Byrne | 1503 | Jaycees | |
| 1972 | Bill Sanseverinio | 1450 | Powers Regulators | |
| 1971 | Lou Kiriazis | DTM | 2414 | Skokie Spokesman |
| 1970 | Stu Godwin | 1500 | Mt. Prospect | |
| 1969 | Bob Lanz | 1087 | Arlington Heights | |
| 1968 | Barry Crawley | 1056 | Downers Grove |