| Round of 32 | Round of 16 | Quarter-Final | Semi-Final | Final | Winner |
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| 1 | Englander - Garavaglia (1) | | | | 2 | Bye | | | |
| | | | | Englander - Garavaglia (1) | | | | Sat HCC 9:15 R1 | | | | | Bandler - Moskowitz | | 7-5, 6-2 | | | |
| | | | | | | | | Englander - Garavaglia (1) | | 6-1, 6-0 | | | | | | Sat HCC 10:30 QR1 | | | | | | | | | Karabaich - O'Rourke | | 6-4, 2-6, 6-4 | | | | | | | |
| | | | | | | | | | | | | | | | | Englander - Garavaglia (1) | | 6-2, 6-2 | | | | | | | | | | | | | | Sat HCC 2:00 | | | | | | | | | | | | | | | | | Borinsky - Zimmer | | 6-2, 6-1 | | | | | | | | | | | | | | | |
| | | | | | | | | | | | | | | | | | | | | | | | | | | | | | | | | Englander - Garavaglia (1) | | 2-6, 7-6, 6-2 | | | | | | | | | | | | | | | | | | | | | | | | | | | | | | Sat HCC 3:30 | | | | | | | | | | | | | | | | | | | | | | | | | | | | | | | | | Chan - Shivdasani (2) | | 6-4, 6-2 | | | | | | | | | | | | | | | | | | | | | | | | | | | | | | | |
| | Chan - Shivdasani (2) | | 6-3, 2-6, 6-1 |
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| 3 | Bandler - Moskowitz | | Sat HCC 8:00 C1 | | 4 | LaMountain - Ramsland | | | |
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| 5 | Karabaich - O'Rourke | | Sat HCC 8:00 C2 | | 6 | Antoneck - Mullahey | | | |
| | | | | Karabaich - O'Rourke | | 7-6, 7-5 | | Sat HCC 9:15 R2 | | | | | Grant - Janecek | | | | | |
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| 9 | Borinsky - Zimmer | | | | 10 | Bye | | | |
| | | | | Borinsky - Zimmer | | | | Sat HCC 9:15 R3 | | | | | Callaghan - McNulty | | 6-1, 6-1 | | | |
| | | | | | | | | Borinsky - Zimmer | | 6-3, 4-6, 6-2 | | | | | | Sat HCC 10:30 QR2 | | | | | | | | | Cetateanu - Quintana (4) | | 6-1, 6-2 | | | | | | | |
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| 11 | Perrone - Whicher | | Sat HCC 8:00 C3 | | 12 | Callaghan - McNulty | | | |
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| 13 | Pirozzi - Stolls | | Sat HCC 8:00 C4 | | 14 | Collard - O'Sullivan | | | |
| | | | | Pirozzi - Stolls | | 6-2, 6-0 | | Sat HCC 9:15 R4 | | | | | Cetateanu - Quintana (4) | | | | | |
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| 15 | Bye | | | | 16 | Cetateanu - Quintana (4) | | | |
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| 17 | Kline - Stanton (3) | | | | 18 | Bye | | | |
| | | | | Kline - Stanton (3) | | | | Sat CHCC 9:15 R5 | | | | | Gonzalez Rubio - Montalbano | | 6-3, 6-3 | | | |
| | | | | | | | | Kline - Stanton (3) | | 6-1, 6-3 | | | | | | Sat HCC 10:30 QR3 | | | | | | | | | Gavigan - Wan | | 7-5, 7-5 | | | | | | | |
| | | | | | | | | | | | | | | | | Gavigan - Wan | | 6-3, 7-5 | | | | | | | | | | | | | | Sat HCC 2:00 | | | | | | | | | | | | | | | | | Chan - Shivdasani (2) | | 6-2, 7-6 | | | | | | | | | | | | | | | |
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| 19 | Gonzalez Rubio - Montalbano | | Sat CHCC 8:00 C5 | | 20 | Peer - Seccafico | | | |
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| 21 | Gavigan - Wan | | Sat CHCC 8:00 C6 | | 22 | Gomes - White | | | |
| | | | | Gavigan - Wan | | 6-1, 6-0 | | Sat CHCC 9:15 R6 | | | | | Mangan - Stanton | | | | | |
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| 23 | Bye | | | | 24 | Mangan - Stanton | | | |
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| 25 | Gumport - Nyarady | | | | 26 | Bye | | | |
| | | | | Gumport - Nyarady | | | | Sat HBC 9:15 R7 | | | | | Alper - Fanous | | 6-0, 6-2 | | | |
| | | | | | | | | Gumport - Nyarady | | 6-3, 6-1 | | | | | | Sat HBC 10:30 QR4 | | | | | | | | | Chan - Shivdasani (2) | | 6-4, 6-0 | | | | | | | |
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| 27 | Alper - Fanous | | Sat HBC 8:00 C7 | | 28 | Chiarucci - Santino | | | |
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| 29 | Becker - Nicholas | | Sat HBC 8:00 C8 | | 30 | Coyne - Greeley | | | |
| | | | | Coyne - Greeley | | 6-2, 6-0 | | Sat HBC 9:15 R8 | | | | | Chan - Shivdasani (2) | | | | | |
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| 31 | Bye | | | | 32 | Chan - Shivdasani (2) | | | |
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