| Morris Early Bird Invitational | 08/28/2019 | Morris, IL | Morris High School - Morris High School XC Course |
| Bishop McNamara Irish Conditioner | 09/04/2019 | Kankakee, IL | Bishop McNamara - Kankakee Community College |
| Christian School Invitational | 09/07/2019 | Grand Rapids, MI | South Christian High School - South Christian Athletic Complex |
| Reavis Rams Invitational | 09/14/2019 | Burbank, IL | Reavis High School - Campus Cross Country Course |
| TF North Meteor Invite | 09/21/2019 | , | - |
| Tinley Park Tolefree Invitational | 09/28/2019 | Midlothian, IL | Marist High School - Midlothian Meadows |
| Lisle (Mane Event) | 10/05/2019 | Lisle, IL | Lisle High School - Lisle Community Park |
| Oak Lawn Spartan Classic | 10/10/2019 | Midlothian, IL | Conkey Forest Preserve - Conkey Forest Preserve |
| Oak Forest Colonel Madden Mad Dash | 10/12/2019 | Oak Forest, IL | Oak Forest High School - Oak Forest Park District |
| MSC JV Championship Invite | 10/16/2019 | North Aurora, IL | Marmion High School - Rosary/Marmion Campus |
| Metro Suburban Conference Meet | 10/19/2019 | , | - |
| IHSA 1A Regional - Kankakee | 10/26/2019 | Kankakee, IL | Bishop McNamara - Kankakee Community College |
| Class A Sectional - Lisle | 11/02/2019 | Lisle, IL | Lisle High School - Lisle Community Park |
| IHSA Class 1A State Final | 11/09/2019 | Peoria, IL | - Detweiller Park |
