| Rank | Bib | Name | Affiliation | Time | Split Time | Laps | Category |
| 1 | 206 | Timothy STRELECKI | | 31:50. | 8:02. | 4 | Men Masters 35+ |
| 2 | 204 | David SCHUDA | F3 Cycling pb 7 Mile Cycles | 32:44. | 8:14. | 4 | Men Masters 35+ |
| 3 | 192 | Scott MCLAUGHLIN | SRAM Factory | 32:56. | 8:16. | 4 | Men Masters 35+ |
| 4 | 187 | Ben LUND | Hollander Benelux Racing | 32:56. | 8:17. | 4 | Men Masters 35+ |
| 5 | 212 | John WHIPPLE | Scarlet Fire | 33:28. | 8:29. | 4 | Men Masters 35+ |
| 6 | 164 | Benjamin DEMONG | ABD Cycling Club | 33:50. | 8:42. | 4 | Men Masters 35+ |
| 7 | 193 | Bradley MENNA | The Weather Channel | 34:00. | 8:41. | 4 | Men Masters 35+ |
| 8 | 195 | Zeno MOLTENI | Plus One Cycling | 34:09. | 8:29. | 4 | Men Masters 35+ |
| 9 | 216 | Rick SCHOPP | INTENT | 34:09. | 8:30. | 4 | Men Masters 35+ |
| 10 | 167 | Tom DRIVER | Burnham Racing | 34:19. | 8:40. | 4 | Men Masters 35+ |
| 11 | 179 | Jason KLOPTOWSKY | | 34:42. | 8:48. | 4 | Men Masters 35+ |
| 12 | 177 | Michael KERR | The Pony Shop | 35:07. | 8:51. | 4 | Men Masters 35+ |
| 13 | 200 | Marc ROYSTER | Union Cycling Team | 35:08. | 8:53. | 4 | Men Masters 35+ |
| 14 | 170 | Robert GORDON | | 35:08. | 8:53. | 4 | Men Masters 35+ |
| 15 | 174 | Matt HOLT | LifeLine Racing Team | 35:10. | 8:44. | 4 | Men Masters 35+ |
| 16 | 162 | Brandon CONINE | UPB Cycling | 35:10. | 8:57. | 4 | Men Masters 35+ |
| 17 | 202 | Blake SCHRAFT | Spin Doctor Cyclewerks CX Team | 35:21. | 8:51. | 4 | Men Masters 35+ |
| 18 | 214 | Bartosz ZURAWSKI | | 35:24. | 8:56. | 4 | Men Masters 35+ |
| 19 | 160 | John CASTRO | | 35:39. | 9:06. | 4 | Men Masters 35+ |
| 20 | 201 | Mike SCALISE | F3 Cycling pb 7 Mile Cycles | 35:46. | 8:34. | 4 | Men Masters 35+ |
| 21 | 158 | Craig BRYANT | Union Cycling Team | 36:11. | 9:02. | 4 | Men Masters 35+ |
| 22 | 196 | Patrick NEWMAN | | 36:12. | 9:10. | 4 | Men Masters 35+ |
| 23 | 198 | Cameron PEASE | Main Street Bicycles Sasquatch | 36:17. | 9:06. | 4 | Men Masters 35+ |
| 24 | 210 | Thomas WALLACE | Union Cycling Team | 36:26. | 9:13. | 4 | Men Masters 35+ |
| 25 | 199 | Jess RIEFE | | 36:30. | 9:17. | 4 | Men Masters 35+ |
| 26 | 166 | Nick DIEDRICH | UPB Cycling | 36:31. | 9:12. | 4 | Men Masters 35+ |
| 27 | 153 | Christopher BERTHOLD | | 36:35. | 9:05. | 4 | Men Masters 35+ |
| 28 | 183 | Ty KURTH | EMC2 Elmhurst Masters | 36:35. | 9:03. | 4 | Men Masters 35+ |
| 29 | 203 | David SCHRAUTH | The Pony Shop | 36:55. | 9:18. | 4 | Men Masters 35+ |
| 30 | 191 | Patrick MCINTYRE | | 37:22. | 9:25. | 4 | Men Masters 35+ |
| 31 | 185 | Frank LOFRANO | | 37:29. | 9:25. | 4 | Men Masters 35+ |
| 32 | 178 | Kyle KERSHASKY | Spidermonkey Cycling | 37:34. | 9:21. | 4 | Men Masters 35+ |
| 33 | 205 | Sean SEAMON | | 37:42. | 9:31. | 4 | Men Masters 35+ |
| 34 | 182 | Daniel KUROWSKI | EMC2 Elmhurst Masters | 37:43. | 9:20. | 4 | Men Masters 35+ |
| 35 | 180 | Gabe KROLL | LifeLine Racing Team | 37:51. | 9:35. | 4 | Men Masters 35+ |
| 36 | 159 | Gregory CARVER | | 37:54. | 9:34. | 4 | Men Masters 35+ |
| 37 | 161 | Ian CHOWN | Union Cycling Team | 37:59. | 9:35. | 4 | Men Masters 35+ |
| 38 | 186 | Philippe LUNARDELLI | | 38:18. | 9:54. | 4 | Men Masters 35+ |
| 39 | 168 | Gene FLANAGAN | | 38:19. | 9:44. | 4 | Men Masters 35+ |
| 40 | 171 | Peter GRAY | | 38:40. | 9:43. | 4 | Men Masters 35+ |
| 41 | 154 | Steve BIEDRON | MOX MULTISPORT | 28:56. | 9:46. | 3 | Men Masters 35+ |
| 42 | 188 | James MADDOX | Spin Doctor Cyclewerks CX Team | 29:39. | 10:03. | 3 | Men Masters 35+ |
| 43 | 208 | Andrew VORESS | | 29:43. | 9:48. | 3 | Men Masters 35+ |
| 44 | 194 | Erik MINALGA | ABD Cycling Club | 30:00. | 10:03. | 3 | Men Masters 35+ |
| 45 | 165 | Brad DEXTER | Spin Doctor Cyclewerks CX Team | 30:28. | 10:07. | 3 | Men Masters 35+ |
| 46 | 157 | Brian BOYLE | South Chicago Wheelmen | 30:39. | 10:04. | 3 | Men Masters 35+ |
| 47 | 207 | Jason TROCK | MOX MULTISPORT | 31:43. | 10:50. | 3 | Men Masters 35+ |
| 48 | 215 | Phillip MEANS | | 32:05. | 10:49. | 3 | Men Masters 35+ |
| 49 | 197 | Jason PARA | Cycle-Smart Inc. | 32:31. | 10:59. | 3 | Men Masters 35+ |
| 50 | 173 | Timothy HEJNY | | 32:43. | 11:09. | 3 | Men Masters 35+ |
| 51 | 169 | David GLOSS | | 33:11. | 11:10. | 3 | Men Masters 35+ |
