| Event Date/Time | Team(s) | Location | Bus Depart Time | Details |
| Sat, August 25 9:00am | Varsity | Arrowhead | 7:15am | Scrimmage |
| Wed, August 29 5:00pm | Varsity | Quad vs Franklin, Muskego & Sussex Hamilton | ||
| Thur, Sept 6 5pm/6:30pm |
Frosh, JV Red, JV White, Varsity | vs Madison West | ||
| Sat, Sept 8 8:30am |
Varsity | New Berlin Invite | 6:45am | NB Varsity Boys Invite 2018 |
| Sat, Sept 8 8:30am |
JV Red | Kettle Moraine Invite | 6:45am | KMHS JUNIOR VARSITY BOYS’ TOURNAMENT 2018 |
| Tue, Sept 11 5:00pm |
Frosh, JV Red, JV White | Tri vs Beloit & Fond du Lac |
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| Thur, Sept 13 5pm/6:30pm |
Frosh, JV Red, Varsity | at Madison Memorial | 4:20pm | |
| Sat, Sept 15 8:00am |
JV White | Marquette Invite | 6:15am | Marq FroshJV2 Tournament Schedule 2018 |
| Sat, Sept 15 9:00am |
Varsity | Wauwatosa East Invite | 6:45am | Tosa East Red Raider Invite details |
| Tue, Sept 18 5:30pm/7pm |
JV White, JV Red, Varsity | at Marquette | 3:20pm | Dismissed from school at 3:00pm |
| Sat, Sept 22 9:00am |
JV Red | Burlington Invite | 6:35am | BVB Demon Invite JV1 2018 |
| Mon, Sept 24 5:00pm | Frosh | Tri vs Madison West & Madison Memorial | ||
| Tue, Sept 25 5pm/6:30pm |
JV Red, Varsity | at Fort Atkinson | 3:30pm | Dismissed from school at 3:15pm |
| Thur, Sept 27 5pm/6:30pm |
Frosh, JV White, Varsity | vs Madison Edgewood | ||
| Sat, Sept 29 9:00am |
Varsity | Cardinal Invite | Cardinal Invite 2018 | |
| Mon, Oct 1 4pm |
JV White | at Kettle Moraine Invite | 2:15pm | Dismissed from school at 2pm |
| Thur, Oct 4 5pm/6:30pm |
Frosh, Varsity | at Madison LaFollette | 4:00pm | |
| Sat, Oct 6 8:30am |
Varsity | Whitefish Bay Invite | 6:15am | WFB boys vb invite 2018 |
| Tue, Oct 9 5pm/6:30pm |
Frosh, JV Red, JV White, Varsity | vs. Beloit (Parent’s Night) |
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| Thur, Oct 11 5:00pm |
JV Red | Quad vs Bradford, Fond du Lac & Racine Horlick | ||
| Sat, Oct 13 8:30am |
JV White | Fort Atkinson Invite | 7:00am | Fort JV VB 2018 |
| Sat, Oct 13 9:00am |
JV Red, Varsity | Cardinal Round-Robin | ||
| Sat, Oct 13 9:00am |
Freshmen | Kimberly Invitational | 6:15am | |
| Tue, Oct 16 5pm/6:30pm |
Frosh, JV Red, JV White, Varsity | vs. Madison East (Senior Night) | ||
| Fri, Oct 19 5:00pm |
Freshmen | Conference Tournament at Middleton | ||
| Sat, Oct 20 8:30am |
Varsity | Conference Tournament at Madison LaFollette | 7:25am | Big 8 Conference Volleyball Tournament 10-20-18 |
| Mon, Oct 22 5:00pm |
JV Red | Conference Tournament at Beloit | 3:15pm | Dismissed from school at 3:00pm |
