| Round of 16 | Quarter-Final | Semi-Final | Final | Winner |
|---|
| 1 | Atkinson - Gruenberg (2) | | | | 2 | Bye | | | |
| | | | | Atkinson - Gruenberg (2) | | | | Fri CK 10:00 QR1 | | | | | Donohue - Katz | | 6-0, 6-0 | | | |
| | | | | | | | | Atkinson - Gruenberg (2) | | 7-6, 6-0 | | | | | | Fri CK 11:00 S1 | | | | | | | | | Kaufman - Shehadi | | 6-3, 6-0 | | | | | | | |
| | | | | | | | | | | | | | | | | Kaufman - Shehadi | | 6-4, 6-7, 6-0 | | | | | | | | | | | | | | Fri | | | | | | | | | | | | | | | | | Holtschneider - Wright (1) | | 6-3, 6-4 | | | | | | | | | | | | | | | |
| | Holtschneider - Wright (1) | | 6-4, 6-3 |
|
| 3 | Donohue - Katz | | Fri CK 8:45 C1 | | 4 | Tamkin - Winnitzki | | | |
|
| 5 | Barrow - Mangan | | Fri CK 8:45 C2 | | 6 | Aversa - Mendez | | | |
| | | | | Aversa - Mendez | | 6-2, 6-2 | | Fri CK 10:00 QR2 | | | | | Kaufman - Shehadi | | | | | |
|
| 7 | Bye | | | | 8 | Kaufman - Shehadi | | | |
|
| | | | | Pierce - Power | | | | Fri PRCC 10:00 QR3 | | | | | McEnroe - Smith | | 6-1, 6-3 | | | |
| | | | | | | | | Pierce - Power | | 6-3, 6-3 | | | | | | Fri PRCC 11:00 S2 | | | | | | | | | Holtschneider - Wright (1) | | 7-6, 7-6 | | | | | | | |
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| 11 | McEnroe - Smith | | Fri PRCC 8:45 C3 | | 12 | Smith - Thornton | | | |
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| 13 | Levinson - O'Rourke | | Fri PRCC 8:45 C4 | | 14 | Heath - Schloss | | | |
| | | | | Heath - Schloss | | 6-3, 6-4 | | Fri PRCC 10:00 QR4 | | | | | Holtschneider - Wright (1) | | | | | |
|
| 15 | Bye | | | | 16 | Holtschneider - Wright (1) | | | |
|