| Home Meet (vs. Timothy Christian) | 09/01/2020 | Westmont, IL | Westmont - Westmont Athletic Complex |
| Home Meet (vs. Ridgewood and Wheaton Academy) | 09/05/2020 | Westmont, IL | Westmont - Westmont Athletic Complex |
| Home Meet (vs. Aurora Central Catholic & Immaculate Conception) | 09/08/2020 | Westmont, IL | Westmont - Westmont Athletic Complex |
| Home Meet (vs. Chicago Christian & Riverside-Brookfield) | 09/11/2020 | Westmont, IL | Westmont - Westmont Athletic Complex |
| Home Meet (vs. Elmwood Park) | 09/15/2020 | Westmont, IL | Westmont - Westmont Athletic Complex |
| Away Meet (at St. Francis) | 09/18/2020 | Wheaton, IL | Wheaton (St. Francis) - Cantigny Park |
| Home Meet (vs. Chicago Christian & St. Ed's) | 09/22/2020 | Westmont, IL | Westmont - Westmont Athletic Complex |
| Away Meet (at Bishop McNamara) | 09/24/2020 | Kankakee, IL | Bishop McNamara - Bishop McNamara |
| Home Meet (Westmont 500 vs. Lisle) | 09/29/2020 | Westmont, IL | Westmont - Westmont Athletic Complex |
| Home Meet (vs. Ridgewood) | 10/03/2020 | Westmont, IL | Westmont - Westmont Athletic Complex |
| Home Meet (vs. Timothy Christian) | 10/06/2020 | Westmont, IL | Westmont - Westmont Athletic Complex |
| Away Meet (at Ridgewood with R-B) | 10/09/2020 | Norridge, IL | Ridgewood (IL) High School - Ridgewood HS Stadium |
| Metro Suburban Red Conference Championship | 10/17/2020 | Kankakee, IL | Bishop McNamara - Bishop McNamara |
| IHSA Class 1A Harvest Christian Regional | 10/24/2020 | Elgin, IL | Harvest Christian Academy - Harvest Christian High School |
| IHSA Class 1A Harvest Christian Sectional | 10/31/2020 | Elgin, IL | Harvest Christian Academy - Harvest Christian High School |
