| Round of 32 | Round of 16 | Quarter-Final | Semi-Final | Final | Winner |
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| 1 | Mattessich - Okabe (1) | | | | | 2 | Bye | | | |
| | | | | Mattessich - Okabe (1) | | | | Fri | BHC 10:00CC1 | | | | | McMahon - Michel | | 6-7,6-4,1-0(4) | | | |
| | | | | | | | | McMahon - Michel | | 6-4,7-5 | | | | | | Fri | BHC 11:30QR1 | | | | | | | | | Lehanski - Radossich | | 6-4,6-1 | | | | | | | |
| | | | | | | | | | | | | | | | | Lehanski - Radossich | | 6-3,6-2 | | | | | | | | | | | | | | Fri | BHC 1:30 | | | | | | | | | | | | | | | | | Linnington - Wallace | | 6-4,6-1 | | | | | | | | | | | | | | | |
| | | | | | | | | | | | | | | | | | | | | | | | | | | | | | | | | Linnington - Wallace | | 6-3,6-2 | | | | | | | | | | | | | | | | | | | | | | | | | | | | | | Fri | BHC 3:00 | | | | | | | | | | | | | | | | | | | | | | | | | | | | | | | | | Schechter - Solomon | | 7-6,6-4 | | | | | | | | | | | | | | | | | | | | | | | | | | | | | | | |
| | Schechter - Solomon | | 6-3,6-2 |
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| 3 | Kovacs - Lucanie | | Fri | BHC 9:00C2 | | 4 | McMahon - Michel | | | |
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| 5 | Lehanski - Radossich | | Fri | BHC 9:00C3 | | 6 | Costanzo - Oster | | | |
| | | | | Lehanski - Radossich | | 6-0, 6-0 | | Fri | BHC 10:00CC2 | | | | | Goldberg - Kim | | 6-0,6-4 | | | |
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| 7 | Parker Lentz - Smith | | Fri | BHC 9:00C4 | | 8 | Goldberg - Kim | | | |
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| 9 | Glynn - Povalski | | | | | 10 | Bye | | | |
| | | | | Glynn - Povalski | | | | Fri | SHC 10:00CC3 | | | | | Cole - Surick | | 2-6, 6-2, 1-0(8) | | | |
| | | | | | | | | Cole - Surick | | 6-4, 6-0 | | | | | | Fri | SHC 11:30QR2 | | | | | | | | | Linnington - Wallace | | 6-3, 3-6, 1-0(6) | | | | | | | |
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| 11 | Fallek - Lackey | | Fri | SHC 9:00C6 | | 12 | Cole - Surick | | | |
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| 13 | Linnington - Wallace | | Fri | SHC 9:00C7 | | 14 | Buckley - Spiro | | | |
| | | | | Linnington - Wallace | | 6-0, 6-4 | | Fri | SHC 10:00CC4 | | | | | Jemiolo - Sweeney (3) | | | | | |
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| 15 | Bye | | | | | 16 | Jemiolo - Sweeney (3) | | | |
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| 17 | Bedrosian - McAleney (4) | | | | | 18 | Bye | | | |
| | | | | Bedrosian - McAleney (4) | | | | Fri | CBCC 10:00CC5 | | | | | Foley - Roth | | Def (illness) | | | |
| | | | | | | | | Bedrosian - McAleney (4) | | 6-2,7-6 | | | | | | Fri | CBCC 11:30QR3 | | | | | | | | | Ferguson - Wardle | | 6-2,6-4 | | | | | | | |
| | | | | | | | | | | | | | | | | Ferguson - Wardle | | 7-6,3-6,1-0(7) | | | | | | | | | | | | | | Fri | BHC 1:30 | | | | | | | | | | | | | | | | | Schechter - Solomon | | 7-5,6-3 | | | | | | | | | | | | | | | |
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| 19 | MacLeod - Wolfson | | Fri | CBCC 9:00C10 | | 20 | Foley - Roth | | | |
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| 21 | Ferguson - Wardle | | Fri | CBCC 9:00C11 | | 22 | Magee - Walsh | | | |
| | | | | Ferguson - Wardle | | 6-2,6-4 | | Fri | CBCC 10:00CC6 | | | | | Fields - Hannon | | | | | |
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| 23 | Bye | | | | | 24 | Fields - Hannon | | | |
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| 25 | Schechter - Solomon | | Fri | MOCO 9:00C13 | | 26 | Guinchard - Waters | | | |
| | | | | Schechter - Solomon | | 6-3,2-6,1-0(4) | | Fri | MOCO 10:00CC7 | | | | | Cremin - Schiano | | 6-3,6-1 | | | |
| | | | | | | | | Schechter - Solomon | | 6-3,6-2 | | | | | | Fri | MOCO 11:30QR4 | | | | | | | | | Farrell - Scalici | | 1-6,6-3,1-0(3) | | | | | | | |
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| 27 | Guinchard - Ross | | Fri | MOCO 9:00C14 | | 28 | Cremin - Schiano | | | |
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| 29 | Farrell - Scalici | | Fri | MOCO 9:00C15 | | 30 | Carson - Wuerfel | | | |
| | | | | Farrell - Scalici | | 7-5,7-5 | | Fri | MOCO 10:00CC8 | | | | | Carroll - Christopher (2) | | | | | |
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| 31 | Bye | | | | | 32 | Carroll - Christopher (2) | | | |
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