| Round of 32 | Round of 16 | Quarter-Final | Semi-Final | Final | Winner |
|---|
| 1 | Esposito - McNiff (1) | | Tue | BRSC 8:15C1 | | 2 | McKee - Tagliaferro | | | |
| | | | | Esposito - McNiff (1) | | 7-5, 6-1 | | Tue | BRSC 9:30R1 | | | | | Benitez - Keresey | | 6-4, 2-6 1-0 (11-9) | | | |
| | | | | | | | | Esposito - McNiff (1) | | 3-6, 6-4, 1-0 (10-5) | | | | | | Tue | BRSC 10:30 | | | | | | | | | McCarthy - Winston | | 6-4, 6-4 | | | | | | | |
| | | | | | | | | | | | | | | | | McCarthy - Winston | | 6-3, 6-2 | | | | | | | | | | | | | | Tue | Mini 2:30 | | | | | | | | | | | | | | | | | Meeker - Vince | | 6-2 6-1 | | | | | | | | | | | | | | | |
| | | | | | | | | | | | | | | | | | | | | | | | | | | | | | | | | Meeker - Vince | | 7-5, 4-6, 6-3 | | | | | | | | | | | | | | | | | | | | | | | | | | | | | | Wed | Mini 9:00 | | | | | | | | | | | | | | | | | | | | | | | | | | | | | | | | | DesMarais - Murphy | | 6-3, 6-2 | | | | | | | | | | | | | | | | | | | | | | | | | | | | | | | |
| | Meeker - Vince | | 6-2, 1-6, 6-3 |
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| 3 | Fallon - Wright | | Tue | BRSC 8:15C2 | | 4 | Benitez - Keresey | | | |
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| 5 | Alvarez-Calderon - Mullens | | Tue | BRSC 8:15C3 | | 6 | Brodeck - Leung | | | |
| | | | | Brodeck - Leung | | 3-6, 6-4, 1-0 (11-9) | | Tue | BRSC 9:30R2 | | | | | McCarthy - Winston | | 6-4, 6-4 | | | |
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| 7 | Burke - Tanella | | Tue | BRSC 8:15C4 | | 8 | McCarthy - Winston | | | |
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| 9 | Morgan - Nitche | | Tue | NOE 8:15C5 | | 10 | Mayes - Vineis | | | |
| | | | | Mayes - Vineis | | | | Tue | NOE 9:30R3 | | | | | Toomey - Towle | | 7-5 6-3 | | | |
| | | | | | | | | Toomey - Towle | | 6-3 6-3 | | | | | | Tue | NOE 10:30 | | | | | | | | | Meeker - Vince | | 6-3 6-3 | | | | | | | |
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| 11 | Gaven - Procaccini | | Tue | NOE 8:15C6 | | 12 | Toomey - Towle | | | |
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| 13 | Meeker - Vince | | Tue | NOE 8:15C7 | | 14 | Cook - O'Grady | | | |
| | | | | Meeker - Vince | | 6-4 6-2 | | Tue | NOE 9:30R4 | | | | | McNally - Ruggiero | | 6-3 6-1 | | | |
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| 15 | Dickinson - Fox | | Tue | NOE 8:15C8 | | 16 | McNally - Ruggiero | | | |
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| 17 | DesMarais - Murphy | | Tue | PCC 8:15C9 | | 18 | Brenton - Vera Clark | | | |
| | | | | DesMarais - Murphy | | 6-1,6-1 | | Tue | PCC 9:30R5 | | | | | Farrell - Ryan | | 6-4,6-2 | | | |
| | | | | | | | | DesMarais - Murphy | | 6-2,6-3 | | | | | | Tue | PCC 10:30 | | | | | | | | | Clark - Hoffman | | 6-2,6-1 | | | | | | | |
| | | | | | | | | | | | | | | | | DesMarais - Murphy | | 6-2,6-3 | | | | | | | | | | | | | | Tue | Mini 2:30 | | | | | | | | | | | | | | | | | Avalos - Cohen (2) | | 6-3, 6-2 | | | | | | | | | | | | | | | |
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| 19 | Driscoll - Harrington | | Tue | PCC 8:15C10 | | 20 | Farrell - Ryan | | | |
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| 21 | Faust - Murphy | | Tue | PCC 8:15C11 | | 22 | Foster - Stewart | | | |
| | | | | Faust - Murphy | | 6-2,6-1 | | Tue | PCC 9:30R6 | | | | | Clark - Hoffman | | 6-2,6-0 | | | |
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| 23 | Flynn - Thein | | Tue | PCC 8:15C12 | | 24 | Clark - Hoffman | | | |
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| 25 | McLoughlin - Smith | | Tue | RRCC 8:15C13 | | 26 | Mahaney - Nowak | | | |
| | | | | McLoughlin - Smith | | 6-3, 6-4 | | Tue | RRCC 9:30R7 | | | | | Golden - Seidell | | 6-3, 6-3 | | | |
| | | | | | | | | McLoughlin - Smith | | 6-4, 6-3 | | | | | | Tue | RRCC 10:30 | | | | | | | | | Avalos - Cohen (2) | | 6-1, 6-2 | | | | | | | |
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| 27 | Golden - Seidell | | Tue | RRCC 8:15C14 | | 28 | Daigneault - Foley | | | |
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| 29 | Genkin - Susko | | Tue | RRCC 8:15C15 | | 30 | Essenfeld - Yarusi | | | |
| | | | | Essenfeld - Yarusi | | 7-6 (9-7), 6-0 | | Tue | RRCC 9:30R8 | | | | | Avalos - Cohen (2) | | 6-4, 6-4 | | | |
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| 31 | Dwyer - Edmiston | | Tue | RRCC 8:15C16 | | 32 | Avalos - Cohen (2) | | | |
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