| Rank | Bib | Name | Affiliation | Time | Split Time | Laps | Category |
| 1 | 200 | Timothy STRELECKI | | 38:04. | 7:47. | 5 | Men Masters 35+ |
| 2 | 187 | Michael NAUGHTON | | 38:57. | 7:53. | 5 | Men Masters 35+ |
| 3 | 168 | Michael HEMME | SRAM Factory | 39:04. | 7:59. | 5 | Men Masters 35+ |
| 4 | 194 | Mike SCALISE | F3 Cycling pb 7 Mile Cycles | 39:29. | 8:02. | 5 | Men Masters 35+ |
| 5 | 198 | David SCHUDA | F3 Cycling pb 7 Mile Cycles | 39:31. | 8:02. | 5 | Men Masters 35+ |
| 6 | 173 | Jason KNAUFF | Burnham Racing | 39:40. | 7:56. | 5 | Men Masters 35+ |
| 7 | 185 | Zeno MOLTENI | Plus One Cycling | 39:41. | 8:07. | 5 | Men Masters 35+ |
| 8 | 210 | Ray NELSON | Tread Head Cycling | 39:52. | 7:50. | 5 | Men Masters 35+ |
| 9 | 205 | Todd WENDELL | Burnham Racing | 39:56. | 8:12. | 5 | Men Masters 35+ |
| 10 | 175 | Louis KUHN | The Pony Shop | 40:10. | 8:16. | 5 | Men Masters 35+ |
| 11 | 206 | John WHIPPLE | Scarlet Fire | 40:51. | 8:27. | 5 | Men Masters 35+ |
| 12 | 160 | Benjamin DEMONG | ABD Cycling Club | 41:12. | 8:32. | 5 | Men Masters 35+ |
| 13 | 188 | Patrick NEWMAN | | 41:24. | 8:27. | 5 | Men Masters 35+ |
| 14 | 164 | Tom DRIVER | Burnham Racing | 41:33. | 8:25. | 5 | Men Masters 35+ |
| 15 | 151 | Nick AMLOT | | 41:35. | 8:27. | 5 | Men Masters 35+ |
| 16 | 195 | Rick SCHOPP | INTENT | 41:44. | 8:38. | 5 | Men Masters 35+ |
| 17 | 163 | Nick DIEDRICH | UPB Cycling | 41:45. | 8:24. | 5 | Men Masters 35+ |
| 18 | 171 | Michael KERR | The Pony Shop | 42:12. | 8:40. | 5 | Men Masters 35+ |
| 19 | 208 | Bartosz ZURAWSKI | | 42:27. | 8:35. | 5 | Men Masters 35+ |
| 20 | 177 | Ty KURTH | EMC2 Elmhurst Masters | 42:28. | 8:38. | 5 | Men Masters 35+ |
| 21 | 181 | Brad MAJORS | | 42:34. | 8:32. | 5 | Men Masters 35+ |
| 22 | 196 | Blake SCHRAFT | Spin Doctor Cyclewerks CX Team | 42:41. | 8:48. | 5 | Men Masters 35+ |
| 23 | 169 | Matt HOLT | LifeLine Racing Team | 42:56. | 8:52. | 5 | Men Masters 35+ |
| 24 | 158 | Craig BRYANT | Union Cycling Team | 43:05. | 8:39. | 5 | Men Masters 35+ |
| 25 | 186 | Gregory NASH | INTENT | 43:18. | 8:43. | 5 | Men Masters 35+ |
| 26 | 191 | Jess RIEFE | | 43:34. | 9:00. | 5 | Men Masters 35+ |
| 27 | 183 | Patrick MCINTYRE | | 43:55. | 8:59. | 5 | Men Masters 35+ |
| 28 | 176 | Daniel KUROWSKI | EMC2 Elmhurst Masters | 44:02. | 8:47. | 5 | Men Masters 35+ |
| 29 | 178 | Frank LOFRANO | | 44:03. | 8:50. | 5 | Men Masters 35+ |
| 30 | 190 | Brad RAINKO | | 44:10. | 8:46. | 5 | Men Masters 35+ |
| 31 | 182 | Randy MCENTEE | | 44:14. | 8:45. | 5 | Men Masters 35+ |
| 32 | 204 | Daniel WACHTER | Half Acre Cycling | 44:16. | 8:58. | 5 | Men Masters 35+ |
| 33 | 170 | Michael KEACH | | 44:30. | 8:58. | 5 | Men Masters 35+ |
| 34 | 174 | Gabe KROLL | LifeLine Racing Team | 44:42. | 9:05. | 5 | Men Masters 35+ |
| 35 | 166 | Gene FLANAGAN | | 44:45. | 9:06. | 5 | Men Masters 35+ |
| 36 | 179 | Philippe LUNARDELLI | | 44:51. | 9:15. | 5 | Men Masters 35+ |
| 37 | 152 | Francesco BARBA | | 45:15. | 9:22. | 5 | Men Masters 35+ |
| 38 | 209 | michael HARTMANN | | 45:22. | 9:03. | 5 | Men Masters 35+ |
| 39 | 189 | Cameron PEASE | Main Street Bicycles Sasquatch | 45:25. | 8:57. | 5 | Men Masters 35+ |
| 40 | 159 | Ian CHOWN | Union Cycling Team | 45:32. | 9:13. | 5 | Men Masters 35+ |
| 41 | 172 | Kyle KERSHASKY | Spidermonkey Cycling | 46:15. | 9:25. | 5 | Men Masters 35+ |
| 42 | 180 | James MADDOX | Spin Doctor Cyclewerks CX Team | 46:19. | 9:23. | 5 | Men Masters 35+ |
| 43 | 154 | Steve BIEDRON | MOX MULTISPORT | 47:00. | 9:42. | 5 | Men Masters 35+ |
| 44 | 165 | Chris FELLOWS | Tread Head Cycling | 47:13. | 9:31. | 5 | Men Masters 35+ |
| 45 | 207 | Mark WITTHOEFFT | The Pony Shop | 47:32. | 9:35. | 5 | Men Masters 35+ |
| 46 | 161 | James DEPKON | Northbrook Bicycle Club Inc. | 47:34. | 9:40. | 5 | Men Masters 35+ |
| 47 | 184 | Erik MINALGA | ABD Cycling Club | 47:41. | 9:59. | 5 | Men Masters 35+ |
| 48 | 162 | Brad DEXTER | Spin Doctor Cyclewerks CX Team | 38:42. | 9:34. | 4 | Men Masters 35+ |
| 49 | 199 | Sean SEAMON | | 38:57. | 10:10. | 4 | Men Masters 35+ |
| 50 | 192 | Andrew RIZZO | The Weather Channel | 39:18. | 10:05. | 4 | Men Masters 35+ |
| 51 | 202 | Jason TROCK | MOX MULTISPORT | 39:38. | 9:34. | 4 | Men Masters 35+ |
| 52 | 156 | Brian BOYLE | South Chicago Wheelmen | 42:00. | 10:58. | 4 | Men Masters 35+ |
| 53 | 201 | Brandon TODD | | 43:43. | 11:32. | 4 | Men Masters 35+ |
| DNF | 153 | Christopher BERTHOLD | | | 10:52. | 3 | Men Masters 35+ |
| DNF | 157 | Chad BRIGGS | International Christian Cycling | | 8:58. | 2 | Men Masters 35+ |
| DNF | 197 | David SCHRAUTH | The Pony Shop | | | 0 | Men Masters 35+ |
