| Round of 32 | Round of 16 | Quarter-Final | Semi-Final | Final | Winner |
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| 1 | Jhawar - Ruddy (1) | | Sat | BHC 8:30C1 | | 2 | Benson - Cafaro | | | |
| | | | | Jhawar - Ruddy (1) | | Sat6-0,6-1 | | Sat | BHC 10:00R1 | | | | | Fenster - Tooley | | 6-4, 7-6 | | | |
| | | | | | | | | Jhawar - Ruddy (1) | | Sat6-3, 6-2 | | | | | | Sat | BHC 11:30 | | | | | | | | | McGurn - Morgan | | 6-3, 6-4 | | | | | | | |
| | | | | | | | | | | | | | | | | McGurn - Morgan | | Sat6-4, 3-6, 6-1 | | | | | | | | | | | | | | Sat | MOCO 1:30 | | | | | | | | | | | | | | | | | Metz - Serukur Subbiah | | 6-2, 3-6, 7-6 | | | | | | | | | | | | | | | |
| | | | | | | | | | | | | | | | | | | | | | | | | | | | | | | | | McGurn - Morgan | | Sat7-6, 6-1 | | | | | | | | | | | | | | | | | | | | | | | | | | | | | | Sat | MOCO 3:00 | | | | | | | | | | | | | | | | | | | | | | | | | | | | | | | | | Apel - Dahms | | 6-4, 6-4 | | | | | | | | | | | | | | | | | | | | | | | | | | | | | | | |
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| 3 | Doyle - Kjaeroe | | Sat | BHC 8:30C2 | | 4 | Fenster - Tooley | | | |
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| 5 | McGann - Snider | | Sat | BHC 8:30C3 | | 6 | Ahmed - Meda | | | |
| | | | | McGann - Snider | | Sat6-2, 6-1 | | Sat | BHC 10:00R2 | | | | | McGurn - Morgan | | 6-1, 6-2 | | | |
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| 7 | McGurn - Morgan | | Sat | BHC 8:30C4 | | 8 | Foley - Wolff | | | |
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| 9 | Metz - Serukur Subbiah | | Sat | CBCC 8:30C5 | | 10 | Farrell - O'Neill | | | |
| | | | | Metz - Serukur Subbiah | | Sat6-0, 6-1 | | Sat | CBCC 10:00R3 | | | | | Hannigan - Plaud | | 7-6, 6-3 | | | |
| | | | | | | | | Metz - Serukur Subbiah | | Sat6-3, 7-5 | | | | | | Sat | CBCC 11:30 | | | | | | | | | Jhawar - McCormick | | 7-5, 4-6, 6-1 | | | | | | | |
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| 11 | Hannigan - Plaud | | Sat | CBCC 8:30C6 | | 12 | DePaul - Shannon | | | |
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| 13 | Jhawar - McCormick | | Sat | CBCC 8:30C7 | | 14 | Scura - Siddons | | | |
| | | | | Jhawar - McCormick | | Sat6-2, 6-3 | | Sat | CBCC 10:00R4 | | | | | Biedron - Simmons | | 6-3, 6-2 | | | |
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| 15 | Kapp - Meerwarth | | Sat | CBCC 8:30C8 | | 16 | Biedron - Simmons | | | |
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| 17 | Cerami - Tausek | | Sat | Mini 8:30C9 | | 18 | Iola - Lopez | | | |
| | | | | Cerami - Tausek | | Sat6-0, 6-1 | | Sat | Mini 10:00R5 | | | | | Lokhov - Surick | | 6-4, 6-4 | | | |
| | | | | | | | | Cerami - Tausek | | Sat7-5, 6-1 | | | | | | Sat | Mini 11:30 | | | | | | | | | Davis - Davis | | 3-6, 6-2, 6-1 | | | | | | | |
| | | | | | | | | | | | | | | | | Davis - Davis | | Sat6-4, 6-2 | | | | | | | | | | | | | | Sat | MOCO 1:30 | | | | | | | | | | | | | | | | | Apel - Dahms | | 7-6, 7-5 | | | | | | | | | | | | | | | |
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| 19 | Cronin - Monnier | | Sat | Mini 8:30C10 | | 20 | Lokhov - Surick | | | |
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| 21 | Davis - Davis | | Sat | Mini 8:30C11 | | 22 | Iovino - Snitkin | | | |
| | | | | Davis - Davis | | Sat6-1, 6-2 | | Sat | Mini 10:00R6 | | | | | Daigle - Staub | | 6-2, 6-3 | | | |
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| 23 | Daigle - Staub | | Sat | Mini 8:30C12 | | 24 | Brash - Talerman | | | |
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| 25 | Apel - Dahms | | Sat | MFC 8:30C13 | | 26 | Lockwood - Stitely | | | |
| | | | | Apel - Dahms | | Sat6-0, 6-0 | | Sat | MFC 10:00R7 | | | | | Gotsch - Rogers | | 7-6, 6-1 | | | |
| | | | | | | | | Apel - Dahms | | Sat6-4, 6-2 | | | | | | Sat | MFC 11:30 | | | | | | | | | Leary - Maher (2) | | 6-4, 6-1 | | | | | | | |
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| 27 | Gotsch - Rogers | | Sat | MFC 8:30C14 | | 28 | Broderick - Durso | | | |
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| 29 | Corcoran - Guerriero | | Sat | MFC 8:30C15 | | 30 | Albright - Mustion | | | |
| | | | | Corcoran - Guerriero | | Sat6-2, 6-0 | | Sat | MFC 10:00R8 | | | | | Leary - Maher (2) | | 6-2, 6-2 | | | |
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| 31 | Leary - Maher (2) | | Sat | MFC 8:30C16 | | 32 | Fromm - Heidmann | | | |
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