| Round of 16 | Quarter-Final | Semi-Final | Final | Winner |
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| 1 | Bylin - Rodgers (1) | | | | | 2 | Bye | | | |
| | | | | Bylin - Rodgers (1) | | | | | Sat | MFC 9:30QR1 | | | | | | Martocci - Sheridan | | 6-2, 5-7, 6-3 | | | |
| | | | | | | | | Bylin - Rodgers (1) | | | 4-6, 6-4, 6-2 | | | | | | | | Sat | MFC 11:00S1 | | | | | | | | | | | | Keel - Raval (4) | | 6-3, 6-1 | | | | | | | | | |
| | | | | | | | | | | | | | | | | Bylin - Rodgers (1) | | | 7-6(11-9), 5-7, 6-4 | | | | | | | | | | | | | | | | | | | | Sat | MFC 2:30 | | | | | | | | | | | | | | | | | | | | | | | | Cerami - Clark (3) | | 6-2, 7-5 | | | | | | | | | | | | | | | | | | | | | |
| | Cerami - Clark (3) | | 6-0, 6-0 |
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| 3 | Leonard - O'Hare | | Sat | MFC 8:00C1 | | 4 | Martocci - Sheridan | | | |
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| 5 | Bass - Mack | | Sat | MFC 8:00C2 | | 6 | Greenberg - Mueller | | | |
| | | | | Greenberg - Mueller | | | 6-0, 6-3 | | Sat | MFC 9:30QR2 | | | | | | Keel - Raval (4) | | | | | |
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| 9 | Cerami - Clark (3) | | | | | 10 | Bye | | | |
| | | | | Cerami - Clark (3) | | | | | Sat | MOCO 9:30QR3 | | | | | | Flanagan - Kemeny | | 6-1, 6-2 | | | |
| | | | | | | | | Cerami - Clark (3) | | | 6-2, 6-2 | | | | | | | | Sat | MOCO 11:00S2 | | | | | | | | | | | | Choe - Lokhov (2) | | 3-6, 7-6(7-3), 6-2 | | | | | | | | | |
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| 11 | Pfeffer - Stein | | Sat | MOCO 8:00C3 | | 12 | Flanagan - Kemeny | | | |
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| 13 | Connor - Trahan | | Sat | MOCO 8:00C4 | | 14 | Gardner - Persson | | | |
| | | | | Connor - Trahan | | | 6-1, 6-2 | | Sat | MOCO 9:30QR4 | | | | | | Choe - Lokhov (2) | | | | | |
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| 15 | Bye | | | | | 16 | Choe - Lokhov (2) | | | |
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