Round of 16 | Quarter-Final | Semi-Final | Final | Winner |
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1 | Eichleay - Nutting (2) | | | 2 | Bye | | |
| | | | Eichleay - Nutting (2) | | | Thu | LCC 5:00C2 | | | | Leavitt - Tully-Sutton | | | | |
| | | | | | | | Eichleay - Nutting (2) | | 6-0, 6-0 | | | | | Fri | LCC 2:00S1 | | | | | | | | Brown - Herzog | | 6-0, 6-1 | | | | | | |
| | | | | | | | | | | | | | | | Eichleay - Nutting (2) | | 6-2, 6-1 | | | | | | | | | | | | | Fri | LCC 5:30 | | | | | | | | | | | | | | | | Lardner - Winship | | 6-4, 7-6(7-5) | | | | | | | | | | | | | | |
| Eichleay - Nutting (2) | 6-0, 6-4 |
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3 | Bye | | | 4 | Leavitt - Tully-Sutton | | |
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5 | Phippen - Robbins | | | 6 | Bye | | |
| | | | Phippen - Robbins | | | Fri | LCC 11:00C6 | | | | Brown - Herzog | | | | |
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9 | Nugent - Sheldon | | | 10 | Bye | | |
| | | | Nugent - Sheldon | | | Thu | LCC 4:00C4 | | | | Lardner - Winship | | | | |
| | | | | | | | Lardner - Winship | | 6-3, 6-4 | | | | | Fri | LCC 2:00S2 | | | | | | | | Carey - Goffinet (1) | | 6-2, 6-2 | | | | | | |
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11 | Bye | | | 12 | Lardner - Winship | | |
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13 | Lyon - Shewey | Thu | LCC 4:00C1 | 14 | Fabbri - Hale | | |
| | | | Lyon - Shewey | | 6-1, 6-0 | Fri | LCC 11:00C8 | | | | Carey - Goffinet (1) | | | | |
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15 | Bye | | | 16 | Carey - Goffinet (1) | | |
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