Round of 32 | Round of 16 | Quarter-Final | Semi-Final | Final | Winner |
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1 | Golias - Michelson (1) | | | 2 | Bye | | |
| | | | Golias - Michelson (1) | | Sat | Sat | CBCC 9:15C16 | | | | Pasquale - Tashjian | | 6-1, 6-2 | | |
| | | | | | | | Pasquale - Tashjian | | Sat6-3, 6-3 | | | | | Sat | QR1 | | | | | | | | Jhawar - Ruddy | | 6-3, 6-3 | | | | | | |
| | | | | | | | | | | | | | | | Jhawar - Ruddy | | Sat6-3, 6-4 | | | | | | | | | | | | | Sat | | | | | | | | | | | | | | | | | Foshay - McClutchy (4) | | 6-2, 4-6, 1-0 (10-7) | | | | | | | | | | | | | | |
| | | | | | | | | | | | | | | | | | | | | | | | | | | | | | | | Jhawar - Ruddy | | Sat7-5, 3-6, 1-0 (10-8) | | | | | | | | | | | | | | | | | | | | | | | | | | | | | Sat | | | | | | | | | | | | | | | | | | | | | | | | | | | | | | | | | MacGuire - MacGuire | | 6-2, 6-2 | | | | | | | | | | | | | | | | | | | | | | | | | | | | | | |
| MacGuire - MacGuire | 6-2, 6-2 |
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3 | Pasquale - Tashjian | Sat | CBCC 8:30C1 | 4 | Chin - Taylor | | |
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| | | | Jhawar - Ruddy | | Sat | Sat | BHC 9:00C14 | | | | Wilk - Wright | | | | |
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| | | | Tesser - Thomas | | Sat | Sat | CBCC 9:15C12 | | | | Cummins - Newman | | 6-4, 6-2 | | |
| | | | | | | | Tesser - Thomas | | Sat6-1, 6-2 | | | | | Sat | QR2 | | | | | | | | Foshay - McClutchy (4) | | 4-6, 7-5, 1-0 (10-3) | | | | | | |
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11 | Cummins - Newman | Sat | CBCC 8:30C5 | 12 | Abbate - Dahms | | |
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13 | Oros - Ross | Sat | CBCC 8:30C7 | 14 | Perri - Viola | | |
| | | | Oros - Ross | | Sat6-4, 7-5 | Sat | CBCC 9:15C10 | | | | Foshay - McClutchy (4) | | | | |
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15 | Bye | | | 16 | Foshay - McClutchy (4) | | |
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17 | Bambach - Johnson (3) | | | 18 | Bye | | |
| | | | Bambach - Johnson (3) | | Sat | Sat | CBCC 9:15C8 | | | | Cerami - Tausek | | 6-3, 6-4 | | |
| | | | | | | | Cerami - Tausek | | Sat7-5, 1-6, 1-0 (11-9) | | | | | Sat | QR3 | | | | | | | | MacGuire - MacGuire | | 6-4, 7-6 (8-6) | | | | | | |
| | | | | | | | | | | | | | | | MacGuire - MacGuire | | Sat7-5, 7-5 | | | | | | | | | | | | | Sat | | | | | | | | | | | | | | | | | Alvarez-Calderon - Spiro | | 7-6, 3-6, 1-0 (10-8) | | | | | | | | | | | | | | |
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19 | Cerami - Tausek | Sat | CBCC 8:30C9 | 20 | Clark - Sula | | |
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21 | McGurn - Morgan | Sat | CBCC 8:30C11 | 22 | DiClemente - Lasner | | |
| | | | McGurn - Morgan | | Sat6-3, 6-0 | Sat | CBCC 9:15C6 | | | | MacGuire - MacGuire | | | | |
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23 | Bye | | | 24 | MacGuire - MacGuire | | |
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25 | Alvarez-Calderon - Spiro | | | 26 | Bye | | |
| | | | Alvarez-Calderon - Spiro | | Sat | Sat | BHC 9:00C4 | | | | Durkin - Taylor | | | | |
| | | | | | | | Alvarez-Calderon - Spiro | | Sat7-5, 6-4 | | | | | Sat | QR4 | | | | | | | | Cole - Persson (2) | | 7-6, 6-4 | | | | | | |
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27 | Bye | | | 28 | Durkin - Taylor | | |
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29 | McGann - Walsh | Sat | CBCC 8:30C15 | 30 | Dahn - Schwartz | | |
| | | | Dahn - Schwartz | | Sat6-4, 6-2 | Sat | CBCC 9:15C2 | | | | Cole - Persson (2) | | | | |
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31 | Bye | | | 32 | Cole - Persson (2) | | |
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