| Round of 16 | Quarter-Final | Semi-Final | Final | Winner |
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| 1 | Straub - Townsend | | | | 2 | Bye | | | |
| | | | | Straub - Townsend | | | | Mon CHCC 10:00 C5 | | | | | Quinn - Winthrop | | 7-6, 7-5 | | | |
| | | | | | | | | Straub - Townsend | | 6-3, 6-1 | | | | | | Mon CHCC 11:30 S1 | | | | | | | | | Halperin - Tucker | | 6-1, 6-7, 7-5 | | | | | | | |
| | | | | | | | | | | | | | | | | Straub - Townsend | | 6-0, 6-3 | | | | | | | | | | | | | | Mon CHCC 1:00 | | | | | | | | | | | | | | | | | Conley - McIntyre | | 1-6, 6-1, 6-4 | | | | | | | | | | | | | | | |
| | Conley - McIntyre | | 1-6,7-6,6-3 |
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| 3 | Corrigan - Omland | | Mon CHCC 8:30 C1 | | 4 | Quinn - Winthrop | | | |
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| 5 | Halperin - Tucker | | | | 6 | Bye | | | |
| | | | | Halperin - Tucker | | | | Mon CHCC 8:30 C3 | | | | | Greeley - Sorin | | | | | |
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| 9 | Phillips - Venier | | | | 10 | Bye | | | |
| | | | | Phillips - Venier | | | | Mon CHCC 8:30 C4 | | | | | Conley - McIntyre | | | | | |
| | | | | | | | | Conley - McIntyre | | 3-6, 6-1, 6-3 | | | | | | Mon CHCC 11:30 S2 | | | | | | | | | Watson - Wiese | | 6-1, 6-0 | | | | | | | |
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| 11 | Bye | | | | 12 | Conley - McIntyre | | | |
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| 13 | Charters - Keel | | Mon CHCC 8:30 C2 | | 14 | Byrne - Klein | | | |
| | | | | Charters - Keel | | 6-2, 7-6 (6) | | Mon CHCC 10:00 C7 | | | | | Watson - Wiese | | | | | |
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