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| DATE | MEET | LOCATION | VARSITY | JV | |
| Monday, 8/12/19 | Practice Begins | WHS Softball Fields | 8:30 am | 8:30 am | |
| Saturday, 8/17/19 | Alumni Meet | WHS | RESULTS | See Varsity | ALL |
| Saturday, 8/24/19 | Apollo Early Bird Invitational | VA Hospital near St. Cloud Apollo | RESULTS | ||
| Thursday, 8/29/19 | St. Olaf Showcase | St. Olaf College, Northfield | RESULTS | SPLITS | |
| Saturday, 8/31/19 | Marshfield Columbus Invitational | Wildwood Park, Marshfield, WI | RESULTS | SPLITS | Top 16-18 |
| Saturday, 9/7/19 | Saturday Night Lights | WHS Stadium | RESULTS | ||
| Saturday, 9/14/19 | Metro Invitational | Round Lake Park, Eden Prairie | RESULTS | SPLITS | |
| Saturday, 9/21/19 | Milaca Mega Meet | Stones Throw Golf Course, Milaca | RESULTS | ||
| Saturday, 9/28/19 | Roy Griak Invitational | Les Bolstad Golf Course, U of MN | RESULTS | Top 10 | |
| Saturday, 9/28/19 | Willmar Invitational | Eagle Creek Golf Course, Willmar | RESULTS | SPLITS | ALL but Top 10 |
| Thursday, 10/10/19 | Lake Conference Championships | Gale Woods, Minnetrista | RESULTS | ||
| Monday, 10/21/19 | Lefty Wright Grade Level Championships | Bassett Creek Park, Crystal | Postponed | ||
| Wednesday, 10/23/19 | Section 6AA Championships | Gale Woods, Minnetrista | RESULTS | Top 7 | |
| Friday, 10/25/19 | Lefty Wright Grade Level Championships | Bassett Creek Park, Crystal | RESULTS | ||
| Saturday, 11/2/19 | Minnesota State Championships | St. Olaf College, Northfield | RESULTS | Top 7 |
| DATE | MEET | SITE | VARSITY | OPEN | 9th/10th | ADDITIONAL LINKS |
| Sunday, 11/10/19 | Nike Cross Heartland Regionals | Yankton Trails Park, Sioux Falls, SD | RESULTS | See Varsity | See Varsity | SPLITS |
| Saturday, 12/7/19 | Nike Cross Nationals | Glendoveer Golf Course, Portland, OR |
| DATE | MEET | SITE | 8th Grade | 7th Grade |
| Monday, 8/12/19 | Practice Begins | WHS Stadium | 8:30 am | 8:30 am |
| Saturday, 8/17/19 | Alumni Meet | WHS | RESULTS | See 8th Grade |
| Wednesday, 8/21/19 | 1600m Time Trial | WHS Stadium | RESULTS | |
| Saturday, 8/24/19 | Apollo Early Bird Invitational | VA Hospital near St. Cloud Apollo | RESULTS | |
| Thursday, 8/29/19 | St. Olaf Showcase | St. Olaf College, Northfield | RESULTS & SPLITS | *LIMITED ENTRIES* |
| Saturday, 9/7/19 | Saturday Night Lights | WHS Stadium | RESULTS | |
| Saturday, 9/14/19 | Metro Invitational | Round Lake Park, Eden Prairie | RESULTS | |
| Thursday, 9/19/19 | Eden Prairie Invitational 1.5 Mile | Eden Prairie Central MS | RESULTS | |
| Thursday, 9/26/19 | Bassett Creek 1.5 Mile | Bassett Creek Park, Crystal | RESULTS | RESULTS |
| Saturday, 9/28/19 | Willmar Invitational | Eagle Creek Golf Course, Willmar | RESULTS | |
| Thursday, 10/3/19 | Edina HS 1.5 Mile | Pamela Park, Edina | Cancelled | |
| Tuesday, 10/8/19 | Joe Ross Invitational | Wayzata East MS | RESULTS | RESULTS |
| Tuesday, 10/15/19 | Freeman Park 1.5 Mile | Freeman Park, Minnetonka | RESULTS | See 8th Grade |
| Tuesday, 10/22/19 | Classic Lake Conference MS Championships | Wayzata East MS | RESULTS | RESULTS |
*Note: 7th Grade Boys races start approximately 30 minutes after the 8th Grade Boys race at all meets unless specified.