| Rank | Bib | Name | Affiliation | Time | Split Time | Laps | Category |
| 1 | 198 | Ray NELSON | Tread Head Cycling | 37:15. | 7:04. | 5 | Men Masters 35+ |
| 2 | 197 | Michael NAUGHTON | | 37:17. | 7:13. | 5 | Men Masters 35+ |
| 3 | 214 | Timothy STRELECKI | | 37:57. | 7:30. | 5 | Men Masters 35+ |
| 4 | 194 | Scott MCLAUGHLIN | SRAM Factory | 38:08. | 7:46. | 5 | Men Masters 35+ |
| 5 | 174 | Michael HEMME | SRAM Factory | 38:53. | 7:33. | 5 | Men Masters 35+ |
| 6 | 179 | Jason KNAUFF | Burnham Racing | 38:55. | 7:32. | 5 | Men Masters 35+ |
| 7 | 209 | Mike SCALISE | F3 Cycling pb 7 Mile Cycles | 39:27. | 8:07. | 5 | Men Masters 35+ |
| 8 | 220 | Todd WENDELL | Burnham Racing | 39:34. | 7:56. | 5 | Men Masters 35+ |
| 9 | 181 | Louis KUHN | The Pony Shop | 39:47. | 7:53. | 5 | Men Masters 35+ |
| 10 | 205 | Kevin RICHARDSON | MOX MULTISPORT | 39:51. | 7:37. | 5 | Men Masters 35+ |
| 11 | 178 | Jason KLOPTOWSKY | | 39:51. | 7:45. | 5 | Men Masters 35+ |
| 12 | 168 | Robert GORDON | | 39:53. | 7:38. | 5 | Men Masters 35+ |
| 13 | 170 | Giordano GUAGLIARDO | | 39:53. | 7:39. | 5 | Men Masters 35+ |
| 14 | 212 | David SCHUDA | F3 Cycling pb 7 Mile Cycles | 40:11. | 7:57. | 5 | Men Masters 35+ |
| 15 | 159 | John CASTRO | | 40:25. | 7:57. | 5 | Men Masters 35+ |
| 16 | 217 | Jonathan VOTA | INTENT | 40:50. | 8:21. | 5 | Men Masters 35+ |
| 17 | 151 | Nick AMLOT | | 41:05. | 8:03. | 5 | Men Masters 35+ |
| 18 | 196 | Richard MEZO | | 41:08. | 7:39. | 5 | Men Masters 35+ |
| 19 | 195 | Bradley MENNA | The Weather Channel | 41:09. | 8:20. | 5 | Men Masters 35+ |
| 20 | 164 | Tom DRIVER | Burnham Racing | 41:10. | 7:48. | 5 | Men Masters 35+ |
| 21 | 183 | Ty KURTH | EMC2 Elmhurst Masters | 41:17. | 7:58. | 5 | Men Masters 35+ |
| 22 | 162 | Benjamin DEMONG | ABD Cycling Club | 41:28. | 8:07. | 5 | Men Masters 35+ |
| 23 | 221 | Bartosz ZURAWSKI | Plus One Cycling | 42:45. | 8:10. | 5 | Men Masters 35+ |
| 24 | 210 | Blake SCHRAFT | Spin Doctor Cyclewerks CX Team | 42:57. | 8:34. | 5 | Men Masters 35+ |
| 25 | 207 | Marc ROYSTER | Union Cycling Team | 43:05. | 8:31. | 5 | Men Masters 35+ |
| 26 | 166 | Larry GELWIX | Velosmith Bicycle Studio | 43:30. | 8:41. | 5 | Men Masters 35+ |
| 27 | 171 | David HARRIFF | | 43:32. | 8:36. | 5 | Men Masters 35+ |
| 28 | 201 | Teodoro RAMOS | | 43:34. | 8:20. | 5 | Men Masters 35+ |
| 29 | 172 | Greg HECK | | 43:42. | 8:40. | 5 | Men Masters 35+ |
| 30 | 191 | Brad MAJORS | | 43:57. | 8:32. | 5 | Men Masters 35+ |
| 31 | 158 | Craig BRYANT | Union Cycling Team | 44:07. | 8:52. | 5 | Men Masters 35+ |
| 32 | 219 | Thomas WALLACE | Union Cycling Team | 44:22. | 8:39. | 5 | Men Masters 35+ |
| 33 | 150 | Chris HENNING | | 44:38. | 8:56. | 5 | Men Masters 35+ |
| 34 | 175 | Matt HOLT | LifeLine Racing Team | 36:20. | 8:56. | 4 | Men Masters 35+ |
| 35 | 160 | Michael CHIANG | Union Cycling Team | 36:25. | 8:48. | 4 | Men Masters 35+ |
| 36 | 154 | Christopher BERTHOLD | | 36:38. | 9:03. | 4 | Men Masters 35+ |
| 37 | 206 | Jess RIEFE | | 36:39. | 8:46. | 4 | Men Masters 35+ |
| 38 | 216 | Aaron SWANTON | Comrade Cycles Racing | 36:39. | 8:50. | 4 | Men Masters 35+ |
| 39 | 211 | David SCHRAUTH | The Pony Shop | 36:51. | 8:58. | 4 | Men Masters 35+ |
| 40 | 203 | Kevin REED | Union Cycling Team | 36:56. | 9:10. | 4 | Men Masters 35+ |
| 41 | 161 | Ian CHOWN | Union Cycling Team | 37:08. | 9:10. | 4 | Men Masters 35+ |
| 42 | 208 | Robert SAUNDERS | UPB Cycling | 37:09. | 9:01. | 4 | Men Masters 35+ |
| 43 | 176 | Michael KEACH | | 37:10. | 9:02. | 4 | Men Masters 35+ |
| 44 | 200 | Brad RAINKO | | 37:13. | 9:00. | 4 | Men Masters 35+ |
| 45 | 218 | Andrew WAGGONER | | 37:25. | 9:28. | 4 | Men Masters 35+ |
| 46 | 180 | Gabe KROLL | LifeLine Racing Team | 19:07. | 9:37. | 2 | Men Masters 35+ |
| 47 | 182 | Daniel KUROWSKI | EMC2 Elmhurst Masters | 19:10. | 9:25. | 2 | Men Masters 35+ |
| 48 | 169 | Peter GRAY | | 19:13. | 9:15. | 2 | Men Masters 35+ |
| 49 | 188 | Philippe LUNARDELLI | | 19:23. | 9:22. | 2 | Men Masters 35+ |
| 50 | 177 | Kyle KERSHASKY | Spidermonkey Cycling | 19:28. | 9:28. | 2 | Men Masters 35+ |
| 51 | 199 | Simon PHUAH | INTENT | 19:36. | 9:57. | 2 | Men Masters 35+ |
| 52 | 155 | Steve BIEDRON | MOX MULTISPORT | 19:52. | 10:02. | 2 | Men Masters 35+ |
| 53 | 204 | Alfonso REYES | The Weather Channel | 19:52. | 9:45. | 2 | Men Masters 35+ |
| 54 | 163 | James DEPKON | Northbrook Bicycle Club Inc. | 20:11. | 10:04. | 2 | Men Masters 35+ |
| 55 | 215 | Eric STUCK | PSIMET Racing | 20:24. | 9:52. | 2 | Men Masters 35+ |
| 56 | 152 | Kyle BARNETT | Velosmith CX Team | 20:49. | 10:16. | 2 | Men Masters 35+ |
| 57 | 202 | Chris RECHTSTEINER | Cycling Republic Racing Team | 20:52. | 9:19. | 2 | Men Masters 35+ |
| 58 | 157 | Brian BOYLE | South Chicago Wheelmen | 21:57. | 11:04. | 2 | Men Masters 35+ |
| 59 | 156 | Carson BONECK | Velosmith Bicycle Studio | 22:00. | 11:15. | 2 | Men Masters 35+ |
| 60 | 167 | Anthony GIROLAMI | Trek-Verge Racing | 23:00. | 11:10. | 2 | Men Masters 35+ |
| 61 | 165 | Randy EDMONDSON | Plus One Cycling | 23:08. | 11:20. | 2 | Men Masters 35+ |
| 62 | 153 | Brent BAUMANN | | 23:16. | 13:35. | 2 | Men Masters 35+ |
| 63 | 192 | William MCDADE | | 25:08. | 13:00. | 2 | Men Masters 35+ |
| 64 | 184 | Edmund LEWIS | George Gartner | 26:21. | 12:46. | 2 | Men Masters 35+ |
| DNF | 189 | Ben LUND | Hollander Benelux Racing | | 8:08. | 1 | Men Masters 35+ |
