| Round of 16 | Quarter-Final | Semi-Final | Final | Winner |
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| | | | | Faig - Freeman | | | | Fri OLTC 9:00 C5 | | | | | Anderson - Moxley | | 6-1, 6-2 | | | |
| | | | | | | | | Faig - Freeman | | 7-6 (7-3), 6-1 | | | | | | Fri OLTC 10:30 S1 | | | | | | | | | Linn - Persson | | 6-4, 4-6, 1-0 (10-6) | | | | | | | |
| | | | | | | | | | | | | | | | | Faig - Freeman | | 6-2, 6-1 | | | | | | | | | | | | | | Fri SHC 1:00 | | | | | | | | | | | | | | | | | Estes Sr - Ucko | | 6-3, 6-4 | | | | | | | | | | | | | | | |
| |
| 3 | Draznin - Finkelstein | | Fri OLTC 8:00 C1 | | 4 | Anderson - Moxley | | | |
|
| | | | | Burchenal - Chin | | | | Fri OLTC 8:30 C3 | | | | | Linn - Persson | | | | | |
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| 9 | Fusco - Schiffenhaus | | | | 10 | Bye | | | |
| | | | | Fusco - Schiffenhaus | | | | Fri OLTC 8:30 C4 | | | | | Kennelly - Mendez | | | | | |
| | | | | | | | | Kennelly - Mendez | | 4-6, 6-2, 1-0 (10-6) | | | | | | Fri OLTC 10:30 S2 | | | | | | | | | Estes Sr - Ucko | | 6-0, 6-1 | | | | | | | |
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| 11 | Bye | | | | 12 | Kennelly - Mendez | | | |
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| 13 | Leddy - Rogers | | Fri OLTC 8:00 C2 | | 14 | Beitler - Lisooey | | | |
| | | | | Beitler - Lisooey | | 6-2, 6-4 | | Fri OLTC 9:00 C7 | | | | | Estes Sr - Ucko | | | | | |
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| 15 | Bye | | | | 16 | Estes Sr - Ucko | | | |
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