| Round of 16 | Quarter-Final | Semi-Final | Final | Winner |
|---|
| 1 | Flanagan - Waldman (1) | | Sat | MOCO 8:30C1 | | 2 | Brown - Dahn | | | |
| | | | | Flanagan - Waldman (1) | | Sat6-1, 6-0 | | Sat | MOCO 10:00QR1 | | | | | Burroughs - Mann | | 6-2, 6-4 | | | |
| | | | | | | | | Flanagan - Waldman (1) | | Sat6-3, 6-0 | | | | | | Sat | MOCO 1:00 | | | | | | | | | Beslow - Braka | | 6-4, 7-6 | | | | | | | |
| | | | | | | | | | | | | | | | | Flanagan - Waldman (1) | | Sat6-3, 6-2 | | | | | | | | | | | | | | Sat | MOCO 3:00 | | | | | | | | | | | | | | | | | McConnell - Tolkowsky | | 4-6, 6-4, 6-3 | | | | | | | | | | | | | | | |
| | Flanagan - Waldman (1) | | 7-5,6-0 |
|
| 3 | Burroughs - Mann | | Sat | MOCO 8:30C2 | | 4 | Boeckel - Schenone | | | |
|
| 5 | McDonald - McDonald | | Sat | MOCO 8:30C3 | | 6 | Murray - Thayyar | | | |
| | | | | McDonald - McDonald | | Sat2-6, 6-2, 7-5 | | Sat | MOCO 10:00QR2 | | | | | Beslow - Braka | | 6-4, 6-4 | | | |
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| 7 | Divkovic - Divkovic | | Sat | MOCO 8:30C4 | | 8 | Beslow - Braka | | | |
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| 9 | Kantardjian - Moskovitz | | Sat | SHC 8:30C5 | | 10 | Lerner - Sattler | | | |
| | | | | Kantardjian - Moskovitz | | Sat6-1, 6-1 | | Sat | SHC 10:00QR3 | | | | | McConnell - Tolkowsky | | 7-6, 4-6, 6-3 | | | |
| | | | | | | | | McConnell - Tolkowsky | | Sat6-1, 7-5 | | | | | | Sat | MOCO 1:00 | | | | | | | | | Ellis - Nerenberg (2) | | 7-6, 7-5 | | | | | | | |
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| 11 | McConnell - Tolkowsky | | Sat | SHC 8:30C6 | | 12 | Smith - Vartabedian | | | |
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| 13 | Cusack - Torter | | Sat | SHC 8:30C7 | | 14 | Aurora - Waldner | | | |
| | | | | Cusack - Torter | | Sat6-3, 6-3 | | Sat | SHC 10:00QR4 | | | | | Ellis - Nerenberg (2) | | 7-6, 6-3 | | | |
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| 15 | Robertson - Wardle | | Sat | SHC 8:30C8 | | 16 | Ellis - Nerenberg (2) | | | |
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