| Round of 16 | Quarter-Final | Semi-Final | Final | Winner |
|---|
| 1 | Heinlein - Margolis (1) | | | | | 2 | Bye | | | |
| | | | | Heinlein - Margolis (1) | | | | Wed | CHCC 10:30C8 | | | | | O'Connor - Scott | | 6-3, 6-3 | | | |
| | | | | | | | | Heinlein - Margolis (1) | | 7-5, 6-2 | | | | | | Wed | CHCC 1:00S1 | | | | | | | | | McCormack - Van Son | | 6-1, 6-4 | | | | | | | |
| | | | | | | | | | | | | | | | | McCormack - Van Son | | 6-2, 6-3 | | | | | | | | | | | | | | Wed | CHCC 3:00 | | | | | | | | | | | | | | | | | Shain - Truelson | | 7-5, 6-1 | | | | | | | | | | | | | | | |
| | Shain - Truelson | | 3-6, 6-3, 7-5 |
|
| 3 | Richardson - Stuhr | | Wed | CHCC 9:00C1 | | 4 | O'Connor - Scott | | | |
|
| 5 | Tuck - Verni | | Wed | CHCC 9:00C3 | | 6 | Greeley - Hosoda | | | |
| | | | | Greeley - Hosoda | | 6-4, 6-3 | | Wed | CHCC 10:30C6 | | | | | McCormack - Van Son | | | | | |
|
| 7 | Bye | | | | | 8 | McCormack - Van Son | | | |
|
| | | | | Lerner - Lumpe | | | | Wed | CHCC 10:30C4 | | | | | Leonard - Newell | | 6-2, 6-1 | | | |
| | | | | | | | | Leonard - Newell | | 6-2, 7-6 | | | | | | Wed | CHCC 1:00S2 | | | | | | | | | Shain - Truelson | | 6-3, 6-3 | | | | | | | |
|
| 11 | Bodner - Powers | | Wed | CHCC 9:00C5 | | 12 | Leonard - Newell | | | |
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| 13 | Shain - Truelson | | Wed | CHCC 9:00C7 | | 14 | Humphrey - Siedem | | | |
| | | | | Shain - Truelson | | 6-4, 6-1 | | Wed | CHCC 10:30C2 | | | | | Coughlin - Schneider (2) | | | | | |
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| 15 | Bye | | | | | 16 | Coughlin - Schneider (2) | | | |
|