Round of 32 | Round of 16 | Quarter-Final | Semi-Final | Final | Winner |
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1 | Canfield - Connors (1) | Tue | Echo 8:15C1 | 2 | Fields - Hannon | | |
| | | | Fields - Hannon | | Tue6-3, 3-6, 1-0(8) | Tue | Echo 9:30R1 | | | | Brady - Pinkin | | 6-1, 6-3 | | |
| | | | | | | | Brady - Pinkin | | Tue4-6, 6-2, 6-2 | | | | | Tue | Echo 10:30 | | | | | | | | Farrell - Hirsch | | 7-5, 3-6, 7-5 | | | | | | |
| | | | | | | | | | | | | | | | Brady - Pinkin | | Tue6-4, 6-2 | | | | | | | | | | | | | Tue | MFC 3:30 | | | | | | | | | | | | | | | | Newman - Spagnoli | | 7-6 (7-2), 6-7 (8-6), 7-6 (7-2 | | | | | | | | | | | | | | |
| | | | | | | | | | | | | | | | | | | | | | | | | | | | | | | | Brady - Pinkin | | Wed6-3, 7-6(4) | | | | | | | | | | | | | | | | | | | | | | | | | | | | | Wed | SHC 9:00 | | | | | | | | | | | | | | | | | | | | | | | | | | | | | | | | Stern - Tintle | | 6-4, 6-4 | | | | | | | | | | | | | | | | | | | | | | | | | | | | | | |
| Stern - Tintle | 5-7, 7-5, 6-2 |
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3 | Badenhausen - Parker | Tue | Echo 8:15C2 | 4 | Brady - Pinkin | | |
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5 | Farrell - Hirsch | Tue | Echo 8:15C3 | 6 | Sgambati - Tomaru | | |
| | | | Farrell - Hirsch | | Tue7-6, 0-6, 1-0(8) | Tue | Echo 9:30R2 | | | | Egan - Masyra | | 6-3, 3-6, 1-0(7) | | |
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7 | Egan - Masyra | Tue | Echo 8:15C4 | 8 | Cline - Griffith | | |
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9 | Bunnell - Freeman | Tue | MFC 8:15C5 | 10 | Saik - Tratnyek | | |
| | | | Bunnell - Freeman | | Tue6-4, 6-1 | Tue | MFC 9:30R3 | | | | Broderick - Dallas | | 2-6, 6-2, 1-0 (10-8) | | |
| | | | | | | | Bunnell - Freeman | | Tue6-1, 4-6, 6-1 | | | | | Tue | MFC 10:30 | | | | | | | | Newman - Spagnoli | | 6-2, 7-6 (10-8) | | | | | | |
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11 | Broderick - Dallas | Tue | MFC 8:15C6 | 12 | Black - Madsen | | |
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13 | Abbott - Hughes | Tue | MFC 8:15C7 | 14 | Ferguson - Fisher | | |
| | | | Ferguson - Fisher | | Tue6-3, 6-2 | Tue | MFC 9:30R4 | | | | Newman - Spagnoli | | 6-4, 6-2 | | |
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15 | Ahsler - Lodge | Tue | MFC 8:15C8 | 16 | Newman - Spagnoli | | |
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17 | Garrity - McGinty | Tue | OLTC 8:15C9 | 18 | Allen - Calderone | | |
| | | | Garrity - McGinty | | Tue6-4, 7-6 | Tue | OLTC 9:30R5 | | | | Mayer - Olnowich | | 6-3, 6-2 | | |
| | | | | | | | Mayer - Olnowich | | Tue6-1, 6-2 | | | | | Tue | OLTC 10:30 | | | | | | | | Henky - Waters | | 6-1, 6-4 | | | | | | |
| | | | | | | | | | | | | | | | Mayer - Olnowich | | Tue6-4, 6-3 | | | | | | | | | | | | | Tue | MFC 3:30 | | | | | | | | | | | | | | | | Stern - Tintle | | 6-2, 6-3 | | | | | | | | | | | | | | |
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19 | Devieux - Garland | Tue | OLTC 8:15C10 | 20 | Mayer - Olnowich | | |
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21 | Hickey - O'Hare | Tue | OLTC 8:15C11 | 22 | Orr - White | | |
| | | | Orr - White | | Tue7-6, 0-6, 1-0 ( 10-4) | Tue | OLTC 9:30R6 | | | | Henky - Waters | | 7-6, 7-6 | | |
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23 | Hannafey - Racano | Tue | OLTC 8:15C12 | 24 | Henky - Waters | | |
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25 | McIntyre - Wolff | Tue | SHC 8:15C13 | 26 | Iola - Reiss | | |
| | | | Iola - Reiss | | Tue6-1,6-3 | Tue | SHC 9:30R7 | | | | DeLotto - Waggoner | | 7-6(7-5),7-5 | | |
| | | | | | | | DeLotto - Waggoner | | Tue7-6 (7-5),7-3 | | | | | Tue | SHC 10:30 | | | | | | | | Stern - Tintle | | 6-2,6-4 | | | | | | |
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27 | DeLotto - Waggoner | Tue | SHC 8:15C14 | 28 | Eigner - Harrington | | |
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29 | Lai - Tuck | Tue | SHC 8:15C15 | 30 | Bernt - Foshay | | |
| | | | Bernt - Foshay | | Tue6-1,6-7(7-2),11-9 | Tue | SHC 9:30R8 | | | | Stern - Tintle | | 6-4,6-4 | | |
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31 | Stern - Tintle | Tue | SHC 8:15C16 | 32 | Flanagan - Rodgers (2) | | |
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