| Round 1 |
|---|
| 1 |  | Walter Payton College Preparatory High School Varsity | 1-2-6 | vs | 3-4-5 | Minnetonka High School Skippers |  |
| 2 |  | East Grand Rapids EGR Sailing Pioneers | 3-4-5 | vs | 1-2-6 | Wayzata High School Trojans |  |
| 3 |  | Orono High School Scarlet | 3-4-5 | vs | 1-2-6 | St. Ignatius College Prep, Chicago, IL Wolfpack |  |
| 4 |  | Lake Forest High School Scouts | 3-4-6 | vs | 1-2-5 | Southwest Senior High School Varsity |  |
| 5 |  | Grosse Pointe South High School Blue Devils | 3-4-5 | vs | 1-2-6 | New Trier HS Trevian |  |
| 6 |  | Detroit Country Day School Varsity | 1-2-5 | vs | 3-4-6 | Benilde St Margarets Red |  |
| 7 | | St. Ignatius College Prep, Chicago, IL Wolfpack | 1-2-5 | vs | 3-4-6 | Walter Payton College Preparatory High School Varsity | |
| 8 | | Southwest Senior High School Varsity | 1-2-5 | vs | 3-4-6 | East Grand Rapids EGR Sailing Pioneers | |
| 9 | | Minnetonka High School Skippers | 1-2-4 | vs | 3-5-6 | Orono High School Scarlet | |
| 10 | | Wayzata High School Trojans | 4-5-6 | vs | 1-2-3 | Lake Forest High School Scouts | |
| 11 | | New Trier HS Trevian | 2-3-6 | vs | 1-4-5 | Walter Payton College Preparatory High School Varsity | |
| 12 | | Benilde St Margarets Red | 2-4-6 | vs | 1-3-5 | East Grand Rapids EGR Sailing Pioneers | |
| 13 | | St. Ignatius College Prep, Chicago, IL Wolfpack | 1-2-4 | vs | 3-5-6 | Grosse Pointe South High School Blue Devils | |
| 14 | | Southwest Senior High School Varsity | 3-4-5 | vs | 1-2-6 | Detroit Country Day School Varsity | |
| 15 | | Minnetonka High School Skippers | 2-3-4 | vs | 1-5-6 | New Trier HS Trevian | |
| 16 | | Wayzata High School Trojans | 3-4-5 | vs | 1-2-6 | Benilde St Margarets Red | |
| 17 | | Orono High School Scarlet | 1-3-6 | vs | 2-4-5 | Walter Payton College Preparatory High School Varsity | |
| 18 | | Lake Forest High School Scouts | 1-3-4 | vs | 2-5-6 | East Grand Rapids EGR Sailing Pioneers | |
| 19 | | Grosse Pointe South High School Blue Devils | 1-2-6 | vs | 3-4-5 | Minnetonka High School Skippers | |
| 20 | | Detroit Country Day School Varsity | 1-2-3 | vs | 4-5-6 | Wayzata High School Trojans | |
| 21 | | New Trier HS Trevian | 4-5-6 | vs | 1-2-3 | St. Ignatius College Prep, Chicago, IL Wolfpack | |
| 22 | | Benilde St Margarets Red | 3-5-6 | vs | 1-2-4 | Southwest Senior High School Varsity | |
| 23 | | Grosse Pointe South High School Blue Devils | 1-2-4 | vs | 3-5-6 | Orono High School Scarlet | |
| 24 | | Detroit Country Day School Varsity | 1-2-5 | vs | 3-4-6 | Lake Forest High School Scouts | |
| 25 | | Minnetonka High School Skippers | 2-3-4 | vs | 1-5-6 | St. Ignatius College Prep, Chicago, IL Wolfpack | |
| 26 | | Wayzata High School Trojans | 3-4-5 | vs | 1-2-6 | Southwest Senior High School Varsity | |
| 27 | | Walter Payton College Preparatory High School Varsity | 2-5-6 | vs | 1-3-4 | Grosse Pointe South High School Blue Devils | |
| 28 | | East Grand Rapids EGR Sailing Pioneers | 2-4-6 | vs | 1-3-5 | Detroit Country Day School Varsity | |
| 29 | | Orono High School Scarlet | 1-2-5 | vs | 3-4-6 | New Trier HS Trevian | |
| 30 | | Lake Forest High School Scouts | 2-3-5 | vs | 1-4-6 | Benilde St Margarets Red | |
| 31 | | Southwest Senior High School Varsity | 3-4-5 | vs | 1-2-6 | Walter Payton College Preparatory High School Varsity | |
| 32 | | Wayzata High School Trojans | 1-5-6 | vs | 2-3-4 | Minnetonka High School Skippers | |
| 33 | | East Grand Rapids EGR Sailing Pioneers | 3-4-5 | vs | 1-2-6 | St. Ignatius College Prep, Chicago, IL Wolfpack | |
| 34 | | Detroit Country Day School Varsity | 3-4-6 | vs | 1-2-5 | Grosse Pointe South High School Blue Devils | |
| 35 | | Lake Forest High School Scouts | 2-4-5 | vs | 1-3-6 | Orono High School Scarlet | |
| 36 | | Benilde St Margarets Red | 3-4-6 | vs | 1-2-5 | New Trier HS Trevian | |
| 37 | | Southwest Senior High School Varsity | 3-4-6 | vs | 1-2-5 | Minnetonka High School Skippers | |
| 38 | | East Grand Rapids EGR Sailing Pioneers | 1-4-5 | vs | 2-3-6 | Walter Payton College Preparatory High School Varsity | |
| 39 | | Wayzata High School Trojans | 4-5-6 | vs | 1-2-3 | Grosse Pointe South High School Blue Devils | |
| 40 | | Benilde St Margarets Red | 4-5-6 | vs | 1-2-3 | St. Ignatius College Prep, Chicago, IL Wolfpack | |
| 41 | | Lake Forest High School Scouts | 2-3-6 | vs | 1-4-5 | New Trier HS Trevian | |
| 42 | | Detroit Country Day School Varsity | 2-3-6 | vs | 1-4-5 | Orono High School Scarlet | |
| 43 | | Wayzata High School Trojans | 4-5-6 | vs | 1-2-3 | Walter Payton College Preparatory High School Varsity | |
| 44 | | East Grand Rapids EGR Sailing Pioneers | 4-5-6 | vs | 1-2-3 | Grosse Pointe South High School Blue Devils | |
| 45 | | Benilde St Margarets Red | 3-5-6 | vs | 1-2-4 | Minnetonka High School Skippers | |
| 46 | | St. Ignatius College Prep, Chicago, IL Wolfpack | 1-2-3 | vs | 4-5-6 | Lake Forest High School Scouts | |
| 47 | | Southwest Senior High School Varsity | 1-3-4 | vs | 2-5-6 | Orono High School Scarlet | |
| 48 | | Detroit Country Day School Varsity | 3-5-6 | vs | 1-2-4 | New Trier HS Trevian | |
| 49 | | Benilde St Margarets Red | 4-5-6 | vs | 1-2-3 | Grosse Pointe South High School Blue Devils | |
| 50 | | Walter Payton College Preparatory High School Varsity | 1-2-3 | vs | 4-5-6 | Lake Forest High School Scouts | |
| 51 | | Wayzata High School Trojans | 3-4-6 | vs | 1-2-5 | St. Ignatius College Prep, Chicago, IL Wolfpack | |
| 52 | | Minnetonka High School Skippers | 2-4-5 | vs | 1-3-6 | East Grand Rapids EGR Sailing Pioneers | |
| 53 | | New Trier HS Trevian | 1-3-5 | vs | 2-4-6 | Southwest Senior High School Varsity | |
| 54 | | Benilde St Margarets Red | 2-5-6 | vs | 1-3-4 | Orono High School Scarlet | |
| 55 | | Walter Payton College Preparatory High School Varsity | 1-2-5 | vs | 3-4-6 | Detroit Country Day School Varsity | |
| 56 | | Grosse Pointe South High School Blue Devils | 1-2-5 | vs | 3-4-6 | Lake Forest High School Scouts | |
| 57 | | New Trier HS Trevian | 1-2-6 | vs | 3-4-5 | East Grand Rapids EGR Sailing Pioneers | |
| 58 | | Orono High School Scarlet | 1-2-5 | vs | 3-4-6 | Wayzata High School Trojans | |
| 59 | | St. Ignatius College Prep, Chicago, IL Wolfpack | 1-3-5 | vs | 2-4-6 | Southwest Senior High School Varsity | |
| 60 | | Minnetonka High School Skippers | 1-2-6 | vs | 3-4-5 | Detroit Country Day School Varsity | |
| 61 | | Walter Payton College Preparatory High School Varsity | 1-2-6 | vs | 3-4-5 | Benilde St Margarets Red | |
| 62 | | New Trier HS Trevian | 2-3-4 | vs | 1-5-6 | Wayzata High School Trojans | |
| 63 | | Orono High School Scarlet | 1-2-4 | vs | 3-5-6 | East Grand Rapids EGR Sailing Pioneers | |
| 64 | | Southwest Senior High School Varsity | 4-5-6 | vs | 1-2-3 | Grosse Pointe South High School Blue Devils | |
| 65 | | Minnetonka High School Skippers | 2-3-4 | vs | 1-5-6 | Lake Forest High School Scouts | |
| 66 | | St. Ignatius College Prep, Chicago, IL Wolfpack | 1-3-4 | vs | 2-5-6 | Detroit Country Day School Varsity | |
