| SJO5K | 07/27/2019 | St. Joseph, IL | St. Joseph-Ogden High School - SJO High School Track |
| Alumni Run | 08/15/2019 | St. Joseph, IL | SJO - Wright's Pond |
| Doc Acklin Memorial Invite | 08/31/2019 | Paris, IL | Paris High School - Paris Cross Country Course |
| Chrisman Cowchip Classic | 09/07/2019 | Chrisman, IL | Chrisman High School - Chrisman High School pasture |
| SJO v Oakwood | 09/10/2019 | Oakwood, IL | SJO High School - Kickapoo State Park |
| First to the Finish Invite | 09/14/2019 | Peoria, IL | - Detweiller Park |
| SJO v Monticello | 09/17/2019 | Oakwood, IL | SJO High School - Kickapoo State Park |
| Richard Spring Invite | 09/21/2019 | Peoria, IL | - Detweiller Park |
| Spartan Classic | 09/28/2019 | St. Joseph, IL | St. Joseph-Ogden High School - St. Joseph streets |
| Illini Prairie Conference Meet | 10/08/2019 | Fairbury, IL | - Fugate Woods |
| Prairie Central Invite | 10/12/2019 | Fairbury, IL | - Fugate Woods |
| Patriot Invite | 10/19/2019 | Peoria, IL | - Detweiller Park |
| IHSA Regional | 10/26/2019 | Champaign, IL | St. Thomas More - Champaign, IL - STM |
| IHSA Sectional | 11/02/2019 | Effingham, IL | St. Anthony - Mid America Motorworks |
| IHSA Class 1A State Final | 11/09/2019 | Peoria, IL | - Detweiller Park |
| NXN Midwest Regional | 11/17/2019 | Terra Haute, IN | Indiana State University - LaVern Gibson Championship Cross Country Course |
