| Time | Name | Place | Date | Course | |
| 1 | 26:36 | Christopher Eaton | 152nd | 10/17/97 | Franklin Park |
| 2 | 26:38 | Brian Koch | 151st | 10/15/99 | Franklin Park |
| 3 | 27:02 | Brian Wrinkle | 166th | 10/16/98 | Franklin Park |
| 4 | 27:34 | Tyler Arnett | 235th | 10/11/02 | Franklin Park |
| 5 | 27:41 | William Figueroa | 12th | 9/30/00 | Fairfield University |
| 6 | 27:48 | Tim Larson | 236th | 10/10/03 | Franklin Park |
| 7 | 27:50 | Michael Hernandez | 13th | 9/27/96 | Quinnipiac College |
| 8 | 27:52 | Christopher Ciparelli | 6th | 9/25/98 | Quinnipiac College |
| 9 | 27:54 | Daniel Morrell | 58th | 10/24/98 | University at Albany |
| 10 | 27:55 | Andrew Renna | 213th | 10/13/00 | Franklin Park |
| 11 | 27:58 | Greg Kyrytschenko | 212th | 10/17/97 | Franklin Park |
| 12 | 28:04 | Bobby Howard | 255th | 10/11/03 | Franklin Park |
| 13 | 28:06 | Richard Janocko | 18th | 9/16/95 | Bryant College |
| 14 | 28:10 | Chris Dowsey | 84th (JV) | 10/10/03 | Franklin Park |
| 15 | 28:16 | Robert Gill | 269th | 10/11/02 | Franklin Park |
| 16 | 28:23 | John Walsh | 86th | 10/19/96 | University at Albany |
| 17 | 28:28 | Matthew Uzenski | 236th | 10/13/00 | Franklin Park |
| 18 | 28:34 | Daniel Gallardo | 96th | 10/19/96 | University at Albany |
| 19 | 28:45 | Rob McDermott | 125th (JV) | 10/10/03 | Franklin Park |
| 20 | 28:59 | Steve Wrinkle | 143 (JV) | 10/10/03 | Franklin Park |
| 21 | 29:05 | Robert Alfheim | 168th (JV) | 10/17/97 | Franklin Park |
| 22 | 29:13 | John Morash | 95th | 10/24/98 | University at Albany |
| 23 | 29:15 | Joe Mordarski | 41st | 10/02/04 | Fairfield University |
| 24 | 29:16 | Thomas McCabe | 43rd | 9/16/95 | Bryant College |
| 25 | 29:17 | Andrew Erhartic | 174th (JV) | 10/17/97 | Franklin Park |