| Round of 16 | Quarter-Final | Semi-Final | Final | Winner |
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| 1 | Laska - Mitchell (1) | | | | | 2 | Bye | | | |
| | | | | Laska - Mitchell (1) | | | | | Fri | SHC 10:00QR1 | | | | | | Hubbell - Stuhler | | 6-0, 4-6, 6-2 | | | |
| | | | | | | | | Hubbell - Stuhler | | | 7-6(8-6), 6-1 | | | | | | | | Fri | SHC 11:30S1 | | | | | | | | | | | | Stern - Tintle (4) | | 6-1, 6-2 | | | | | | | | | |
| | | | | | | | | | | | | | | | | Stern - Tintle (4) | | | 6-3, 6-3 | | | | | | | | | | | | | | | | | | | | Fri | MGC 2:30 | | | | | | | | | | | | | | | | | | | | | | | | Friedman - Wolff (2) | | 5-7, 6-1, 7-6(7-5) | | | | | | | | | | | | | | | | | | | | | |
| | Stern - Tintle (4) | | 6-3, 6-2 |
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| 3 | Hubbell - Stuhler | | Fri | SHC 8:30C2 | | 4 | O'Hare - Supino | | | |
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| 5 | Hannon - Lynch | | Fri | SHC 8:30C3 | | 6 | Nowak - Scalici | | | |
| | | | | Hannon - Lynch | | | 3-6, 7-5, 6-2 | | Fri | SHC 10:00QR2 | | | | | | Stern - Tintle (4) | | 6-0, 6-2 | | | |
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| 7 | Randazzo - Randazzo | | Fri | SHC 8:30C4 | | 8 | Stern - Tintle (4) | | | |
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| 9 | Farrell - Hirsch (3) | | Fri | OLTC 8:30C5 | | 10 | Limmer - Palazzo | | | |
| | | | | Farrell - Hirsch (3) | | | 6-0, 6-1 | | Fri | OLTC 10:00QR3 | | | | | | Eigner - Harrington | | 6-3, 7-6(8-6) | | | |
| | | | | | | | | Eigner - Harrington | | | 6-3, 3-6, 6-4 | | | | | | | | Fri | OLTC 11:30S2 | | | | | | | | | | | | Friedman - Wolff (2) | | 6-3, 6-4 | | | | | | | | | |
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| 11 | Boone - Knott | | Fri | OLTC 8:30C6 | | 12 | Eigner - Harrington | | | |
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| 13 | Heineman - McIntyre | | Fri | OLTC 8:30C7 | | 14 | Bernt - Kulp | | | |
| | | | | Heineman - McIntyre | | | 6-1, 6-3 | | Fri | OLTC 10:00QR4 | | | | | | Friedman - Wolff (2) | | | | | |
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| 15 | Bye | | | | | 16 | Friedman - Wolff (2) | | | |
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