| 8/31/2023 | Rockford | 27 | at | Beloit | 34 | NAC | ||
| 9/2/2023 | Claremont-Mudd-Scripps | 24 | at | Chicago | 15 | SCIAC | ||
| Coe | 56 | at | Cornell IA | 6 | ARC | |||
| Knox | 16 | at | Eureka | 41 | @ NAC | |||
| Millikin | 0 | at | Illinois College | 31 | CCIW | |||
| Grinnell | 12 | at | Lyon | 18 | @ D3Ind | |||
| Ripon | 7 | at | St Norbert | 23 | @ NAC | |||
| Monmouth IL | 35 | at | Wartburg | 62 | @ ARC | |||
| Lake Forest | 24 | at | Wisconsin Lutheran | 0 | @ NAC | |||
| 9/9/2023 | Lawrence | 7 | at | Cornell IA | 31 | |||
| Ripon | 31 | at | Grinnell | 12 | ||||
| Lake Forest | 37 | at | Illinois College | 6 | ||||
| Beloit | 14 | at | Knox | 31 | ||||
| Chicago | 6 | at | Monmouth IL | 39 | ||||
| 9/16/2023 | Grinnell | 33 | at | Beloit | 23 | |||
| Knox | 0 | at | Chicago | 63 | ||||
| Cornell IA | 7 | at | Lake Forest | 41 | ||||
| Monmouth IL | 70 | at | Lawrence | 13 | ||||
| Illinois College | 52 | at | Ripon | 21 | ||||
| 9/23/2023 | Minnesota-Morris | 38 | at | Lawrence | 22 | UMWAC | ||
| 9/30/2023 | Chicago | 48 | at | Beloit | 7 | |||
| Lawrence | 16 | at | Grinnell | 34 | ||||
| Monmouth IL | 17 | at | Illinois College | 20 | ||||
| Lake Forest | 50 | at | Knox | 0 | ||||
| Cornell IA | 36 | at | Ripon | 33 | ||||
| 10/7/2023 | Illinois College | 41 | at | Chicago | 20 | |||
| Beloit | 24 | at | Cornell IA | 36 | ||||
| Ripon | 10 | at | Knox | 3 | ||||
| Lawrence | 0 | at | Lake Forest | 76 | ||||
| Grinnell | 6 | at | Monmouth IL | 69 | ||||
| 10/14/2023 | Ripon | 6 | at | Chicago | 21 | |||
| Knox | 7 | at | Illinois College | 61 | ||||
| Grinnell | 0 | at | Lake Forest | 47 | ||||
| Beloit | 34 | at | Lawrence | 14 | ||||
| Cornell IA | 6 | at | Monmouth IL | 43 | ||||
| 10/21/2023 | Monmouth IL | 59 | at | Beloit | 3 | |||
| Chicago | 34 | at | Cornell IA | 47 | ||||
| Knox | 14 | at | Grinnell | 7 | ||||
| Illinois College | 72 | at | Lawrence | 0 | ||||
| Lake Forest | 0 | at | Ripon | 12 | ||||
| 10/28/2023 | Lawrence | 12 | at | Chicago | 55 | |||
| Grinnell | 0 | at | Illinois College | 93 | ||||
| Cornell IA | 28 | at | Knox | 21 | ||||
| Beloit | 0 | at | Lake Forest | 41 | ||||
| Monmouth IL | 45 | at | Ripon | 3 | ||||
| 11/4/2023 | Ripon | 52 | at | Beloit | 17 | |||
| Illinois College | 76 | at | Cornell IA | 34 | ||||
| Chicago | 48 | at | Grinnell | 14 | ||||
| Lawrence | 28 | at | Knox | 48 | ||||
| Lake Forest | 14 | at | Monmouth IL | 16 | ||||
| 11/11/2023 | Illinois College | 54 | at | Beloit | 7 | |||
| Cornell IA | 51 | at | Grinnell | 20 | ||||
| Chicago | 15 | at | Lake Forest | 14 | ||||
| Ripon | 55 | at | Lawrence | 34 | ||||
| Knox | 7 | at | Monmouth IL | 42 | ||||
| 11/18/2023 | Monmouth IL | 21 | at | St Norbert | 14 | Cousins Subs Lakefront Bowl | @ NAC | |
| Illinois College | 14 | at | Wartburg | 49 | D3 Playoff Round 1 | @ ARC |