| Rank | Bib | Name | Affiliation | Time | Split Time | Laps | Category |
| 1 | 302 | Paul LASTAYO | Kuhl Cycling Team | 37:36. | 9:10. | 4 | M 55-59 |
| 2 | 300 | Danny WARNER | F3 Cycling P/b 7 Mile Cycles | 37:47. | 9:06. | 4 | M 55-59 |
| 3 | 306 | Steel BOKHOF | The Pony Shop | 38:11. | 9:19. | 4 | M 55-59 |
| 4 | 305 | Christopher BERGE | A Dugast | 38:15. | 9:08. | 4 | M 55-59 |
| 5 | 303 | Greg FERGUSON | Trek Midwest Team | 38:16. | 9:07. | 4 | M 55-59 |
| 6 | 301 | Tedd JACOBSON | Team Wisconsin / Midwest Ortho | 38:17. | 9:10. | 4 | M 55-59 |
| 7 | 307 | Greg GOBLIRSCH | | 38:52. | 9:46. | 4 | M 55-59 |
| 8 | 309 | John STONEBARGER | Crandic Racing Club | 39:16. | 9:27. | 4 | M 55-59 |
| 9 | 304 | Scott ROSS | | 39:31. | 9:32. | 4 | M 55-59 |
| 10 | 311 | John RILEY | Trek Midwest Team | 39:34. | 9:40. | 4 | M 55-59 |
| 11 | 308 | Jeff SYMPSON | Kegels | 39:41. | 9:38. | 4 | M 55-59 |
| 12 | 319 | Dave ECKEL | Team Wisconsin / Midwest Orthop | 39:45. | 9:36. | 4 | M 55-59 |
| 13 | 316 | Jeff HILLIGOSS | Save The Bwca Cycling Team P/b | 40:19. | 9:52. | 4 | M 55-59 |
| 14 | 310 | Shane DUNLEAVY | Kuhl Cycling Team | 40:29. | 9:58. | 4 | M 55-59 |
| 15 | 321 | Paul INKALA | Gravel Grinders | 42:30. | 10:25. | 4 | M 55-59 |
| 16 | 315 | Paul GERHARDT | Welhous Bikes | 42:43. | 10:21. | 4 | M 55-59 |
| 17 | 320 | Mark SULLIVAN | Team Kaos Cycling | 44:28. | 10:53. | 4 | M 55-59 |
| 18 | 314 | Jim ROBIDOUX | Bikeiowa.com | 44:35. | 10:58. | 4 | M 55-59 |
| 19 | 331 | Kevin HASLER | | 45:16. | 10:56. | 4 | M 55-59 |
| 20 | 312 | Larry CZARNECKI | Micrometals/sco | 45:28. | 12:49. | 4 | M 55-59 |
| 21 | 326 | Keith BUESCHER | Xxx Racing - Athletico | 50:10. | 13:09. | 4 | M 55-59 |
| 22 | 324 | Todd TOOM | Jimmy Johns Racing Team | 39:03. | 12:48. | 3 | M 55-59 |
| 23 | 328 | Gary MERIDETH | Heckawee Racing | 39:27. | 13:10. | 3 | M 55-59 |
| DNF | 313 | Timm JACOBSON | Team Wisconsin P/b Mosh | | 10:35. | 3 | M 55-59 |
