| Rank | Bib | Name | Affiliation | Time | Split Time | Laps | Category |
| 1 | 590 | Robert DOWNS | | 42:44. | 8:30. | 5 | Men Masters 55+ |
| 2 | 578 | John Paul MCCARTHY | SRAM Factory | 43:28. | 8:51. | 5 | Men Masters 55+ |
| 3 | 599 | Gregory ANDERSON | Spin Doctor Cyclewerks CX Team | 43:38. | 8:54. | 5 | Men Masters 55+ |
| 4 | 572 | Gaylord OTTE | xXx Racing | 44:23. | 8:56. | 5 | Men Masters 55+ |
| 5 | 562 | Scott SUGENT | High GearTrekWW | 44:56. | 9:09. | 5 | Men Masters 55+ |
| 6 | 569 | Scott ROSS | | 45:06. | 8:54. | 5 | Men Masters 55+ |
| 7 | 571 | Matthew PARADIS | Team Bicycle Heaven | 45:09. | 9:05. | 5 | Men Masters 55+ |
| 8 | 600 | Ross ADAMS | Lake Geneva Youth Camp Cycling | 45:20. | 9:09. | 5 | Men Masters 55+ |
| 9 | 580 | James LINN | Ten27 Cycling Club | 45:21. | 9:03. | 5 | Men Masters 55+ |
| 10 | 577 | David MCCLENAHAN | PYOC | 45:41. | 9:06. | 5 | Men Masters 55+ |
| 11 | 594 | John BUCKSBAUM | | 46:28. | 9:29. | 5 | Men Masters 55+ |
| 12 | 560 | William WATERS | South Chicago Wheelmen | 46:58. | 9:45. | 5 | Men Masters 55+ |
| 13 | 583 | Thomas KRAMER | F3 Cycling pb 7 Mile Cycles | 37:47. | 9:46. | 4 | Men Masters 55+ |
| 14 | 597 | Jeff BIEDKA | F3 Cycling pb 7 Mile Cycles | 37:53. | 9:47. | 4 | Men Masters 55+ |
| 15 | 579 | Kevin MALLORY | xXx Racing | 38:02. | 9:47. | 4 | Men Masters 55+ |
| 16 | 591 | Alex DERDERIAN | Spin Doctor Cyclewerks | 38:52. | 10:03. | 4 | Men Masters 55+ |
| 17 | 576 | Craig MCKENZIE | INTENT | 39:00. | 10:00. | 4 | Men Masters 55+ |
| 18 | 568 | Joel ROTH | The Pony Shop | 39:16. | 9:59. | 4 | Men Masters 55+ |
| 19 | 592 | Wojciech CZERKIES | Plus Cycling Team | 39:23. | 9:56. | 4 | Men Masters 55+ |
| 20 | 582 | George LAMBROS | | 39:34. | 10:09. | 4 | Men Masters 55+ |
| 21 | 595 | Chris BROWN | | 39:41. | 10:00. | 4 | Men Masters 55+ |
| 22 | 559 | Albert WEIGEL | F3 Cycling pb 7 Mile Cycles | 39:53. | 10:06. | 4 | Men Masters 55+ |
| 23 | 596 | James PITTACORA | | 40:06. | 10:06. | 4 | Men Masters 55+ |
| 24 | 567 | Charlie SAXE | | 40:33. | 10:30. | 4 | Men Masters 55+ |
| 25 | 587 | Charles GOLDMAN | xXx Racing | 40:49. | 10:35. | 4 | Men Masters 55+ |
| 26 | 558 | Thomas CARLSON | | 40:50. | 10:23. | 4 | Men Masters 55+ |
| 27 | 566 | James SCHECKEL | | 41:46. | 10:34. | 4 | Men Masters 55+ |
| 28 | 586 | Russ HOEFER | Higher Gear | 41:47. | 10:28. | 4 | Men Masters 55+ |
| 29 | 584 | Chuck JUDY | Ten27 Cycling Club | 41:56. | 10:45. | 4 | Men Masters 55+ |
| 30 | 565 | Jeffrey SHEPARD | | 42:36. | 10:43. | 4 | Men Masters 55+ |
| 31 | 574 | Ken MUSZYNSKI | PSIMET Racing | 43:04. | 10:33. | 4 | Men Masters 55+ |
| 32 | 598 | Robert BERG | Tower Racing | 43:18. | 10:56. | 4 | Men Masters 55+ |
| 33 | 563 | Walter STOOPS | ABD Cycling Club | 43:54. | 11:00. | 4 | Men Masters 55+ |
| 34 | 575 | Ludwig MONTFORT | ABD Cycling Club | 44:27. | 11:53. | 4 | Men Masters 55+ |
| 35 | 585 | John JACOBSEN | | 44:50. | 11:41. | 4 | Men Masters 55+ |
| 36 | 570 | Edward REED | The Pony Shop | 45:29. | 11:14. | 4 | Men Masters 55+ |
| 37 | 588 | Timothy FROST | | 46:01. | 12:23. | 4 | Men Masters 55+ |
| DNF | 589 | Paul FORD | | | 10:39. | 1 | Men Masters 55+ |
| DNF | 573 | James OCONNELL | GSECC - Garner Semi Elite Cross | | 15:02. | 2 | Men Masters 55+ |
