| Practice starts | Mon | 03/11/2019 | 4:00pm | St. Thomas More | STM HS |
| Match | Fri | 03/28/2019 | 2:00pm | Aberdeen Central | Sioux Park |
| Match | Thu | 03/28/2019 | 4:00pm | Rapid City Christian | Sioux Park |
| Match | Fri | 03/29/2019 | TBA | Rapid City Stevens | Sioux Park |
| Match | Thu | 04/04/2019 | 1:00pm | O'Gorman | McKennan Park - Sioux Falls |
| Match | Thu | 04/04/2019 | 3:00pm | Sioux Falls Roosevelt | McKennan Park - Sioux Falls |
| Match | Fri | 04/05/2019 | 11:00am | Mitchell | Mitchell (SD) High School |
| Match | Fri | 04/05/2019 | 1:00pm | Harrisburg | Mitchell (SD) High School |
| Match | Tue | 04/09/2019 | 4:00pm | Rapid City Central | Parkview Tennis Courts - Rapid City |
| Match | Tue | 04/16/2019 | 4:00pm | Rapid City Christian | Sioux Park |
| Match | Thu | 04/18/2019 | 4:00pm | Spearfish High School | Spearfish High School |
| Tournament | Fri | 04/26/2019 | 2:00pm | Rapid City | Sioux Park |
| Tournament | Sat | 04/27/2019 | 8:00am | Rapid City | Sioux Park |
| Match | Tue | 04/30/2019 | 4:00pm | Rapid City Central | Parkview Tennis Courts - Rapid City |
| Match | Thu | 05/02/2019 | 9:00am | Pierre T.F. Riggs | Pierre High School |
| Match | Thu | 05/02/2019 | 11:00am | Lennox | Pierre High School |
| Match | Thu | 05/02/2019 | 4:00pm | Huron | Pierre High School |
| Match | Fri | 05/03/2019 | 11:00am | Aberdeen Roncalli | Pierre High School |
| Match | Fri | 05/03/2019 | 1:30pm | Aberdeen Central | Pierre High School |
| Tournament | Sat | 05/04/2019 | 8:00am | Pierre T.F. Riggs | Pierre High School |
| Match | Tue | 05/07/2019 | 2:00pm | Rapid City Stevens | Sioux Park |
| Match | Tue | 05/07/2019 | 4:00pm | Spearfish High School | Sioux Park |
| Match | Fri | 05/10/2019 | 1:00pm | Sioux Falls Lincoln | Sioux Falls |
| Match | Fri | 05/10/2019 | 4:00pm | Sioux Falls Washington | Sioux Falls |
| Match | Sat | 05/11/2019 | 9:00am | Milbank | Madison High School |
| Match | Sat | 05/11/2019 | 11:00am | Madison | Madison High School |
| State | Thu | 05/16/2019 | TBD | Sioux Falls | Sioux Falls |
| State | Fri | 05/17/2019 | TBD | Sioux Falls | Sioux Falls |
| State | Sat | 05/18/2019 | TBD | Sioux Falls | Sioux Falls |
