| Round of 32 | Round of 16 | Quarter-Final | Semi-Final | Final | Winner |
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| 1 | Overzat - Seidell (1) | | Tue | PCC 8:15C1 | | 2 | Ross - Wright | | | |
| | | | | Overzat - Seidell (1) | | 6-0, 6-3 | | Tue | PCC 9:30R1 | | | | | Cyganovich - Handerhan | | 1-6, 6-2, 1-0 | | | |
| | | | | | | | | Overzat - Seidell (1) | | 6-2, 6-1 | | | | | | Tue | PCC 10:30 | | | | | | | | | Aloia - Hobbis | | 6-3, 6-4 | | | | | | | |
| | | | | | | | | | | | | | | | | Overzat - Seidell (1) | | 7-6, 6-4 | | | | | | | | | | | | | | Tue | MGC 2:30 | | | | | | | | | | | | | | | | | Allen - Politsky | | 6-2, 6-4 | | | | | | | | | | | | | | | |
| | | | | | | | | | | | | | | | | | | | | | | | | | | | | | | | | Allen - Politsky | | 6-3, 6-4 | | | | | | | | | | | | | | | | | | | | | | | | | | | | | | Wed | CBCC 9:00 | | | | | | | | | | | | | | | | | | | | | | | | | | | | | | | | | Curiale - Mayes | | 7-5, 3-6, 1-0(10-7) | | | | | | | | | | | | | | | | | | | | | | | | | | | | | | | |
| |
| 3 | Arora-Jhawar - Roth | | Tue | PCC 8:15C2 | | 4 | Cyganovich - Handerhan | | | |
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| 5 | Aloia - Hobbis | | Tue | PCC 8:15C3 | | 6 | Benson - Zinzi | | | |
| | | | | Aloia - Hobbis | | 7-5, 4-6, 1-0 | | Tue | PCC 9:30R2 | | | | | Cincotta - Hernandez | | 7-6, 6-4 | | | |
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| 7 | Cincotta - Hernandez | | Tue | PCC 8:15C4 | | 8 | Arnell - Boucher | | | |
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| 9 | Hall - Paone | | Tue | NOE 8:15C5 | | 10 | Faust - Murphy | | | |
| | | | | Hall - Paone | | 6-4, 6-3 | | Tue | NOE 9:30R3 | | | | | Allen - Politsky | | 6-2, 6-7, 10-2 | | | |
| | | | | | | | | Allen - Politsky | | 6-4, 3-6, 10-6 | | | | | | Tue | NOE 10:30 | | | | | | | | | McCarthy - Winston (4) | | 6-2, 6-1 | | | | | | | |
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| 11 | Morgan - Nitche | | Tue | NOE 8:15C6 | | 12 | Allen - Politsky | | | |
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| 13 | Kenney - Sheppard | | Tue | NOE 8:15C7 | | 14 | Essenfeld - Mullens | | | |
| | | | | Essenfeld - Mullens | | 6-0, 7-5 | | Tue | NOE 9:30R4 | | | | | McCarthy - Winston (4) | | 6-4, 6-4 | | | |
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| 15 | Burke - Shepherd | | Tue | NOE 8:15C8 | | 16 | McCarthy - Winston (4) | | | |
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| 17 | Klose - Lucanie (3) | | Tue | BRSC 8:15C9 | | 18 | Salaki - Thomas | | | |
| | | | | Klose - Lucanie (3) | | 6-3, 3-6, 1-0(10-6) | | Tue | BRSC 9:30R5 | | | | | Blount - Kapp | | 3-6, 6-1, 1-(10-7) | | | |
| | | | | | | | | Blount - Kapp | | 6-3, 6-0 | | | | | | Tue | BRSC 10:30 | | | | | | | | | Fahey - Gibson | | 7-5, 6-4 | | | | | | | |
| | | | | | | | | | | | | | | | | Blount - Kapp | | 7-5, 6-0 | | | | | | | | | | | | | | Tue | MGC 2:30 | | | | | | | | | | | | | | | | | Curiale - Mayes | | 6-3, 7-6(7-5) | | | | | | | | | | | | | | | |
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| 19 | Blount - Kapp | | Tue | BRSC 8:15C10 | | 20 | Boiardi - Limbardo | | | |
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| 21 | Fahey - Gibson | | Tue | BRSC 8:15C11 | | 22 | O'Grady - Robinson | | | |
| | | | | Fahey - Gibson | | 6-4, 7-5 | | Tue | BRSC 9:30R6 | | | | | McLoughlin - Smith | | 6-3, 3-6, 1-(10-6) | | | |
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| 23 | Clark - Hoffman | | Tue | BRSC 8:15C12 | | 24 | McLoughlin - Smith | | | |
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| 25 | Harootunian - Wolfson | | Tue | RRCC 8:15C13 | | 26 | Curiale - Mayes | | | |
| | | | | Curiale - Mayes | | 6-2, 6-3 | | Tue | RRCC 9:30R7 | | | | | Campbell - Ramsey | | 6-3, 4-6, 1-0(10-4) | | | |
| | | | | | | | | Curiale - Mayes | | 6-0, 6-3 | | | | | | Tue | RRCC 10:30 | | | | | | | | | Landolfe - Mitsch | | 6-3, 7-6(7-5) | | | | | | | |
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| 27 | Bilanin - Lee | | Tue | RRCC 8:15C14 | | 28 | Campbell - Ramsey | | | |
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| 29 | O’Sullivan - Rogers | | Tue | RRCC 8:15C15 | | 30 | Burgess - Chiperfield | | | |
| | | | | O’Sullivan - Rogers | | 6-3, 6-4 | | Tue | RRCC 9:30R8 | | | | | Landolfe - Mitsch | | 6-3, 6-1 | | | |
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| 31 | Landolfe - Mitsch | | Tue | RRCC 8:15C16 | | 32 | Murphy - Walker (2) | | | |
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