| Date | Opponent(s) | Result | Caption | Location | Transportation | ||
|---|---|---|---|---|---|---|---|
| 4/6/27 |
Boys Tennis 
|
4:00 PM | C | V | Waukesha West High School | ||
| 4/13/27 |
Boys Tennis 
|
4:00 PM | C | V | Oconomowoc High School Tennis Courts | ||
| 4/20/27 |
Boys Tennis 
|
4:00 PM | C | Waukesha West High School | |||
| 4/27/27 |
Boys Tennis 
|
4:00 PM | C | V | Kettle Moraine High School Three Pillars Tennis Complex | ||
| 4/29/27 |
Boys Tennis 
|
4:00 PM | C | V | Waukesha West High School | ||
| 5/4/27 |
Boys Tennis 
|
4:00 PM | C | V | Woyahn/Heyer Tennis Complex Tennis Courts | ||
| 5/11/27 |
Boys Tennis 
|
4:00 PM | C | V | Waukesha West High School | ||
| 5/14/27 |
Dick Arnold Tennis Championship
|
8:00 AM | C | Waukesha West High School |