| Round of 32 | Round of 16 | Quarter-Final | Semi-Final | Final | Winner |
|---|
| 1 | Canfield - Connors (1) | | Tue | Echo 8:15C1 | | 2 | Fields - Hannon | | | |
| | | | | Fields - Hannon | | 6-3, 3-6, 1-0(8) | | Tue | Echo 9:30R1 | | | | | Brady - Pinkin | | 6-1, 6-3 | | | |
| | | | | | | | | Brady - Pinkin | | 4-6, 6-2, 6-2 | | | | | | Tue | Echo 10:30 | | | | | | | | | Farrell - Hirsch | | 7-5, 3-6, 7-5 | | | | | | | |
| | | | | | | | | | | | | | | | | Brady - Pinkin | | 6-4, 6-2 | | | | | | | | | | | | | | Tue | MFC 3:30 | | | | | | | | | | | | | | | | | Newman - Spagnoli | | 7-6 (7-2), 6-7 (8-6), 7-6 (7-2 | | | | | | | | | | | | | | | |
| | | | | | | | | | | | | | | | | | | | | | | | | | | | | | | | | Brady - Pinkin | | 6-3, 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 | | 7-6, 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 | | 6-4, 6-1 | | Tue | MFC 9:30R3 | | | | | Broderick - Dallas | | 2-6, 6-2, 1-0 (10-8) | | | |
| | | | | | | | | Bunnell - Freeman | | 6-1, 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 | | 6-3, 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 | | 6-4, 7-6 | | Tue | OLTC 9:30R5 | | | | | Mayer - Olnowich | | 6-3, 6-2 | | | |
| | | | | | | | | Mayer - Olnowich | | 6-1, 6-2 | | | | | | Tue | OLTC 10:30 | | | | | | | | | Henky - Waters | | 6-1, 6-4 | | | | | | | |
| | | | | | | | | | | | | | | | | Mayer - Olnowich | | 6-4, 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 | | 7-6, 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 | | 6-1,6-3 | | Tue | SHC 9:30R7 | | | | | DeLotto - Waggoner | | 7-6(7-5),7-5 | | | |
| | | | | | | | | DeLotto - Waggoner | | 7-6 (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 | | 6-1,6-7(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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