| Immaculate Conception Catholic Prep Triangular | 08/29/2020 | Elmhurst, IL | Immaculate Conception Catholic Prep - Plunkett Athletic Complex |
| Bishop McNamara Invite #1 | 09/03/2020 | Manteno, IL | Bishop McNamara - Legacy Park |
| Westmont Triangular Meet #4 | 09/11/2020 | Westmont, IL | Westmont - Westmont Athletic Complex |
| Away Meet (at St. Francis) | 09/18/2020 | Wheaton, IL | Wheaton (St. Francis) - Cantigny Park |
| Westmont Triangular Meet #6 | 09/22/2020 | Westmont, IL | Westmont - Westmont Athletic Complex |
| Bishop McNamara Invite #2 | 09/24/2020 | Manteno, IL | Bishop McNamara - Legacy Park |
| CCHS vs Elmwood Park Dual | 10/10/2020 | Elmwood Park, IL | Elmwood Park High School - Elmwood Park Outdoor Track |
| Metro Suburban Red Conference Championship | 10/17/2020 | Kankakee, IL | Bishop McNamara - Bishop McNamara |
| IHSA 1A Regionals - Regional 1B | 10/24/2020 | Manteno, IL | Bishop McNamara - Legacy Park |
| IHSA Class 1A Harvest Christian Sectional | 10/31/2020 | Elgin, IL | Harvest Christian Academy - Harvest Christian High School |
| Shazam High School XC Championships | 11/07/2020 - 11/08/2020 | Chillicothe, IL | - Three Sisters Park |
