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