| 1 | Henry GilbertPlace 1 · Grade 11 · Chicago (St Ignatiu... | 11 | Chicago (St Ignatiu... | 16:15.0 |
| 2 | Brian MoorePlace 2 · Grade 11 · Chicago (St Ignatiu... | 11 | Chicago (St Ignatiu... | 16:16.3 |
| 3 | Duncan DeProfioPlace 3 · Grade 10 · Chicago (St Ignatiu... | 10 | Chicago (St Ignatiu... | 16:53.3 |
| 4 | Connor WallsPlace 4 · Grade 12 · Chicago (St Ignatiu... | 12 | Chicago (St Ignatiu... | 17:02.9 |
| 5 | Gavin HougoPlace 5 · Grade 12 · Chicago (St Ignatiu... | 12 | Chicago (St Ignatiu... | 17:07.5 |
| 6 | Cole HougoPlace 6 · Grade 12 · Chicago (St Ignatiu... | 12 | Chicago (St Ignatiu... | 17:11.3 |
| 7 | AJ MeyersPlace 7 · Grade 11 · Chicago (St Ignatiu... | 11 | Chicago (St Ignatiu... | 17:13.3 |
| 8 | Liam MacLellanPlace 8 · Grade 10 · Chicago (St Patrick) | 10 | Chicago (St Patrick) | 17:17.9 |
| 9 | Ted SchmiedelerPlace 9 · Grade 11 · Chicago (St Ignatiu... | 11 | Chicago (St Ignatiu... | 17:23.6 |
| 10 | Connor FitzpatrickPlace 10 · Grade 12 · Chicago (St Ignatiu... | 12 | Chicago (St Ignatiu... | 17:26.6 |
| 11 | Aidan LewisPlace 11 · Grade 12 · Chicago (St Patrick) | 12 | Chicago (St Patrick) | 17:28.5 |
| 12 | Thomas JohnsonPlace 12 · Grade 12 · Chicago (St Ignatiu... | 12 | Chicago (St Ignatiu... | 17:33.3 |
| 14 | Michael LaSusaPlace 14 · Grade 12 · Chicago (St Ignatiu... | 12 | Chicago (St Ignatiu... | 17:48.1 |
| 15 | Joshua EsquilinPlace 15 · Grade 12 · Chicago (St Patrick) | 12 | Chicago (St Patrick) | 17:51.7 |
| 16 | Christopher MeyersPlace 16 · Grade 12 · Chicago (St Ignatiu... | 12 | Chicago (St Ignatiu... | 18:39.5 |
| 17 | Thomas FitzpatrickPlace 17 · Grade 10 · Chicago (St Ignatiu... | 10 | Chicago (St Ignatiu... | 18:44.9 |
| 18 | Kevin FreemanPlace 18 · Grade 12 · Chicago (St Ignatiu... | 12 | Chicago (St Ignatiu... | 18:55.0 |
| 19 | Billy McHughPlace 19 · Grade 11 · Chicago (Mt Carmel) | 11 | Chicago (Mt Carmel) | 18:55.3 |
| 20 | Joe GoosherstPlace 20 · Grade 12 · Chicago (Mt Carmel) | 12 | Chicago (Mt Carmel) | 19:17.0 |
| 21 | Remy StaffordPlace 21 · Grade 12 · Chicago (St Patrick) | 12 | Chicago (St Patrick) | 19:30.4 |
| 22 | Michael DiSantiPlace 22 · Grade 12 · Chicago (St Patrick) | 12 | Chicago (St Patrick) | 19:32.1 |
| 23 | Ryan FinnPlace 23 · Grade 11 · Chicago (Mt Carmel) | 11 | Chicago (Mt Carmel) | 19:51.2 |
| 24 | Colin BovePlace 24 · Grade 11 · Chicago (St Patrick) | 11 | Chicago (St Patrick) | 19:57.3 |
| 25 | Christopher AugustePlace 25 · Grade 12 · Chicago (Mt Carmel) | 12 | Chicago (Mt Carmel) | 20:16.9 |
| 26 | Kolton HallPlace 26 · Grade 12 · Chicago (Mt Carmel) | 12 | Chicago (Mt Carmel) | 20:20.6 |
| 27 | Lawrence DensonPlace 27 · Grade 12 · Chicago (St Ignatiu... | 12 | Chicago (St Ignatiu... | 20:30.9 |
| 28 | Scot ZabielskiPlace 28 · Grade 12 · Chicago (St Patrick) | 12 | Chicago (St Patrick) | 20:31.7 |
| 29 | Bryce McNealPlace 29 · Grade 12 · Chicago (Mt Carmel) | 12 | Chicago (Mt Carmel) | 20:55.2 |
| 30 | Daniel JusticPlace 30 · Grade 12 · Chicago (St Ignatiu... | 12 | Chicago (St Ignatiu... | 20:59.9 |
| 31 | Leo NovyPlace 31 · Grade 11 · Chicago (St Ignatiu... | 11 | Chicago (St Ignatiu... | 21:13.6 |
| 32 | Ryan ClearyPlace 32 · Grade 11 · Chicago (St Ignatiu... | 11 | Chicago (St Ignatiu... | 21:49.5 |
| 33 | Mateo CubasPlace 33 · Grade 11 · Chicago (St Ignatiu... | 11 | Chicago (St Ignatiu... | 22:20.2 |
| 34 | Jonathan KuptelPlace 34 · Grade 11 · Chicago (Mt Carmel) | 11 | Chicago (Mt Carmel) | 24:29.9 |
| 35 | Riley JoycePlace 35 · Grade 12 · Chicago (St Patrick) | 12 | Chicago (St Patrick) | 27:38.3 |
| 36 | Liam JacksonPlace 36 · Grade 11 · Chicago (St Patrick) | 11 | Chicago (St Patrick) | 27:41.5 |