Varsity
| Date | Time | Location | Opponent | Result | Record |
| August 21 | 7:45pm | TBA | University High | L 0-1 | 0-1 |
| August 23 | TBA | TBA | Fenwick | L 0-2 | 0-2 |
| August 25 | 1:00pm | Reavis | Richards | W 2-1 | 1-2 |
| September 4 | 6:15pm | Home | Solaria Academy | L 2-1 | 1-3 |
| September 6* | 6:15pm | Home | Kennedy HS | L 2-0 | 1-4 |
| September 8 | 12:00pm | Away | St. Patrick | L 3-1 | 1-5 |
| September 13 | 4:30pm | Away | Gordon Tech | W 2-0 | 2-5 |
| September 15 | 11:00am | Away | Mt. Carmel | L 3-1 | 2-6 |
| September 18 | 4:30pm | Away | De La Salle | L 4-0 | 2-7 |
| September 20 | 6:15pm | Home | St. Francis De Sales | W 8-1 | 3-7 |
| September 22 | 10:00am | Away | Oak Lawn | T 0-0 | 3-7-1 |
| September 23** | 10:00am | Away | Fenwick @ Loyola | L 5-0 | 3-8-1 |
| September 25*** | 6:15pm | Home | Bishop McNamara | T 1-1 | 3-8-2 |
| September 27 | 4:30pm | Away | St. Laurence | L 1-0 | 3-9-2 |
| September 29**** | 12:00pm | Home | Providence | L 4-0 | 3-10-2 |
| October 2 | 6:15pm | Home | Marian Catholic | L 4-1 | 3-11-2 |
| October 4 | 4:30pm | Away | Loyola Academy | L 4-0 | 3-12-2 |
| IHSA State Playoffs | |||||
| October 17 | 6:00pm | St. Laurence | Evergreen Park | W 1-0 | 4-12-2 |
| October 20 | 6:00pm | Away | St. Laurence | L 2-1 | 4-13-2 |
Sophomore
| Date | Time | Location | Opponent | Result | Record |
| August 25 | 4:30pm | Away | Francis Parker | W 4-0 | 1-0 |
| August 30 | 4:30 | Away | Reavis | T 1-1 | 1-0-1 |
| September 4 | 4:30pm | Home | Solaria Academy | W 1-0 | 2-0-1 |
| September 8 | 10:00am | Away | St. Patrick | L 4-2 | 1-1-1 |
| September 11 | 4:30pm | Home | De La Salle | W 4-0 | 3-1-1 |
| September 14 | 4:30pm | Home | Mt. Carmel | T 2-2 | 3-1-2 |
| September 15 | 10:00am | Away | Loyola Academy | L 2-1 | 3-2-2 |
| September 17 | 4:30pm | Home | St. Ignatius | L 2-0 | 3-3-2 |
| September 20 | 4:30pm | Away | Hales Franciscan | W 2-0 | 4-3-2 |
| September 22 | 10:00am | Home | Fenwick | L 3-1 | 4-4-2 |
| September 25 | 4:30 | Away | St. Laurence | W 7-2 | 5-4-2 |
| September 29 | 10:00am | Home | Providence | W 1-0 | 6-4-2 |
| October 2 | 4:30pm | Home | Marian Catholic | W 4-1 | 7-4-2 |
| October 4 | 4:30pm | Home | Brother Rice | W 3-1 | 8-4-2 |
| October 6 | 12:00pm | Home | St. Joseph’s | W 4-0 | 9-4-2 |
| October 8 | 4:00pm | Away | Marist | T 0-0 | 9-4-3 |
| Loyola Academy Tournament | |||||
| October 13 | 11:00am | Loyola | Mt. Carmel | Canceled | |
| October 13 | 1:00pm | Loyola | Loyola Academy | Canceled | |
Freshmen
| Date | Time | Location | Opponent | Result | Record |
| August 25 | 4:30pm | Away | St. Patrick | W 6-2 | 1-0 |
| August 30 | 4:30pm | Away | Reavis | L 4-0 | 1-1 |
| September 4 | 4:30pm | Away | Solaria Academy | W 1-0 | 2-1 |
| September 6 | 4;30pm | Away | Marist | L 2-1 | 2-2 |
| September 10 | 4:30pm | Away | Loyola Academy | W 3-1 | 3-2 |
| September 12 | 4:30pm | Home | Fenwick | L 4-3 | 3-3 |
| September 19 | 4:30pm | Home | St. Ignatius | L 3-2 | 3-4 |
| September 24 | 4:30pm | Home | St. Patrick | W 4-1 | 4-4 |
| September 27 | 4:30pm | Home | Mt. Carmel | L 1-0 | 4-5 |
| October 1 | 6:00pm | Away | St. Laurence | W 4-1 | 5-5 |
| October 3 | 4:30pm | Home | Gordon Tech | W 4-2 | 6-5 |
| October 8 | 4:30 | Away | Brother Rice @ McCauley | L 3-2 | 6-6 |
| Loyola Academy Tournament | |||||
| October 11 | 4:30 | Away | Loyola | L 3-2 | 6-7 |
| * 45th Anniversary Match – 1967 St. Rita Soccer Team will be honored | |||||
| ** 100th Catholic League Anniversary | |||||
| *** Grammar School Night | |||||
| **** Game is played for the Augustinian Cup | |||||
