| 1976 | 106 | Andy Burns | Gulf National Bank | George West/Donnie Cook (Tie) (20:30) | Janice Gage (25:27) | Leitch Wright (27:13) | Angela Peterson |
| 4 Mile | | | | | | | |
| 1977 | 205 | Jim Penrod | Lewis State Bank | Morrison Reid (31:24) | Nancy McCormack (40:57) | | |
| 1978 | 489 | Jim Penrod | Lewis State Bank | George West (31:43) | Laura Ledbetter (38:03) | | |
| 1979 | 658 | Jim Penrod | Lewis State Bank | David Ferrell (33:10) | Janice Gage (37:14) | | |
| 1980 | ? | Jim Penrod | Lewis State Bank | Rick Swiderski (32:35) | Lisa Kinch (40:02) | | |
| 1981 | 683 | Jim Penrod | Lewis State Bank | Mabry Mcray (32:06) | Janice Gage (37:14) | | |
| 1982 | 905 | Don Wilson | Lewis State Bank | George West (32:11) | Pam Ledbetter (39:56) | | |
| 1983 | 800 | Don Wilson | Lewis State Bank | Noel Shumann (31:21) | Janice Hochstein (38:15) | Dennis Barton (37:34M) | Gail Reinertsen (44:00M) |
| 1984 | 916 | Tec Thomas | Lewis State Bank | Larry Greene (30:03) | Carla Borovicka (35:57) | Sam Turnbull (35:42M) | Patti Sudduth (39:37M) |
| 1985 | 891 | Don Wilson | Lewis State Bank | Paul Waldron (30:30) | Carole Rouillard (35:32) | James Dickson (35:44M) | Chris Van Fleet (44:20M) |
| 1986 | 761 | Don Wilson | First Florida Bank | Dennis Rice (31:15) | Karen MacHarg (37:16) | Ron Gressel (35:27M) | Patti Sudduth (40:57M) |
| 1987 | 757 | Tim Kelly | First Florida Bank | Jessie Close (31:52) | Carla Borovicka (35:30) | Dave Hagemes (35:53M) | Mae Cleveland (42:35M) |
| 1988 | 795 | Joe Dexter | First Florida Bank | Paul Waldron (31:22) | Karen MacHarg (38:18) | Bill McGuire (35:57M) | Mae Cleveland (45:25M) |
| 1989 | 899 | Tim Kelly | First Florida Bank | Paul Waldron (30:49) | Janice Hochstein (37:54) | Bill McGuire (34:48M) | Karen MacHarg (38:45M) |
| 1990 | 913 | Lloyd Cline | First Florida Bank | Jessie Close (31:48) | Janice Hochstein (40:20) | Bill McGuire (35:24M) | Mae Cleveland (42:49M) |
| 1991 | 769 | Lloyd Cline | First Florida Bank | Jessie Close (32:02) | Paula Johnson (38:29) | Paul Hoover (34:49M) | Mae Cleveland (43:51M) |
| 1992 | 779 | Ray Scott | Affiliated Insurance | Jessie Close (32:09) | Paula Johnson (37:38) | Paul Hoover (34:26M) | Janice Hochstein (40:24M) |
| 1993 | 806 | Tim Simpkins | Affiliated Insurance | Andy Palmer (33:11) | Paula Johnson (36:54) | Paul Hoover (34:24M) | Kathy Weiss (41:59M) |
| 1994 | 692 | Charlie Yates | TOC | Matthew Dobson (32:17) | Lisa Herman (37:37) | Andy Palmer (33:55M) | Janice Hochstein (40:13M) |
| 1995 | 631 | Rex & Mae Cleveland | TOC | Matthew Dobson (31:43) | Jane Johnson (37:27) | Tim Simpkins (33:14M) | Peggy Simson (42:26M) |
| 1996 | 610 | Jeff Doherty | Tall. Democrat | Jessie Close (32:22) | Jane Johnson (37:12) | Tim Simpkins (34:00M) | Janice Hochstein (40:05M) |
| 1997 | 843 | Jeff Doherty | Tall. Democrat | Juri Punda (Russia) (31:12) | Tamara Karloukova (35:30) | Tim Simpkins (34:24M) | Naydi Nazario (40:35M) |
| 1998 | 789 | Paul Hiers | Tall. Democrat | Randy Hollinger (31:07) | Breeda Dennehy (34:09) | | |
| 1999 | 681 | Paul Hiers | | Mazano MacHapiwa (30:56) | Sarah Docter-Williams (37:01) | | |
| 2000 | 769 | Paul Hiers | | Mazano MacHapiwa (32:28) | Anna Pichrtova (36:05) | | |
| 2001 | 717 | Tom Perkins/Jeannie O'Kon | | Mazano MacHapiwa (32:18) | Tatyana Maslova (34:46) | | |
| 2002 | 732 | Tom Perkins/Jeannie O'Kon | | Connor Holt (31:18) | Larisa Timchina (36:40) | | |
| 2003 | 634 | Tom Perkins/Jeannie O'Kon | | Joseph Zepherinus (30:56) | Larisa Timchina (34:52) | | |
| 2004 | 694 | Tom Perkins/Jeannie O'Kon | | Caleb Carmichael (33:22) | Sarah Docter-Williams (37:03) | | |
| 2005 | 755 | Tom Perkins/Jeannie O'Kon | Capital Health Plan | Joey Zins (32:43) | Sarah Docter-Williams (36:51) | Gary Droze (34:55) | Jane Johnson (41:09) |
| 2006 | 818 | Tom Perkins/Jeannie O'Kon | CHP | Joey Zins (33:25 | Vicky Gill (34:36) | Tim Unger (36:18) | Sarah Docter-Williams (37:58) |
| 2007 | 1292 | Judy and Brian | CHP | Matthew Dobson (33:27) | Lara Shaw (37:23) | Jay Wallace (35:43) | Jane Johnson (41:56) |
| 2008 | 1383 | Judy and Brian | CHP | Joey Zins (31:50) | Sara Docter-Williams (38:16) | Jay Wallace (35:55) | Jane Johnson (41:57) |
| 2009 | 1141 | Judy and Brian | CHP | David Altmaier (35:00) | Lisa Johnson (38:34) | Jay Wallace (35:55) | Jane Johnson (42:12) |
| 2010 | 1672 | Judy and Brian | CHP | Chris Lake (33:09) | Sheryl Rosen (38:16) | Jay Wallace (35:09) | Jane Johnson (42:25) |
| 2011 | 1877 | Judy and Brian | CHP | Chris Lake (32:34) | Pasca Cheruiyot (34:52) | Jack McDermott (36:09) | Mary Anne Grayson (42:00) |
| 2012 | 1802 | Judy and Brian | CHP | Chris Lake (33:25) | Lindsay Zeiler (37:33) | Gary Droze (35:57) | Mary Anne Grayson (42:40) |
| 2013 | 1870 | Judy and Brian | CHP | Kevin Sullivan (31:42) | Stefanie Slekis (36:05) | Jay Wallace (36:16) | Mary Anne Grayson (41:25) |
| 2014 | 1182 | Sean & Amanda Hudson | CHP | Kevin Sullivan (32:03) | Seeley Gutierrez (38:09) | Doug Bell (36:49) | Carrie Seiberlich (41:16) |
| 2015 | 1824 | Sean & Amanda Hudson | CHP | Stephen Cox (32:59) | Sheryl Rosen (37:30) | Gary Droze (35:53) | Stephanie Liles-Weyant (40:32) |
| 2016 | 1426 | Sean & Amanda Hudson | CHP | Roger Schmidt (34:06) | Adriana Piekarewicz (39:09) | Gary Droze (37:06) | Paula Piazza (46:16) |
| 2017 | 1584 | Sean & Amanda Hudson | CHP | Christopher Haynes (32:51) | Ani Veltcheva (37:21) | Mickey Moore (36:37) | Carrie Seiberlich (41:57) |
| 2018 | 1391 | Zack & Rachel Scharlepp | CHP | Christopher Haynes (32:31) | Katie Sherron (38:57) | Mickey Moore (38:41) | Kristen Palmer (45:25) |
| 2019 | 1509 | Zack & Rachel Scharlepp | CHP | Christopher Haynes (32:39) | Ann Centner (37:10) | Hung-Guo Yu (38:44) | Stephanie Liles-Weyant (43:49) |
| 2020 | No Races Held | | | | | | |
| 2021 | No Races Held | | | | | | |
| 2022 | 976 | Committee | | Christopher Haynes (31:23) | Ann Centner (34:58) | Charlie Johnson (35:52) | Katie Sherron (37:01) |
