| Round of 32 | Round of 16 | Quarter-Final | Semi-Final | Final | Winner |
|---|
| 1 | Parrinello - Pike (1) | | | | | 2 | Bye | | | |
| | | | | Parrinello - Pike (1) | | | | Fri | CC 9:30CC1 | | | | | Casamento - Chepla | | 6-2, 6-2 | | | |
| | | | | | | | | Parrinello - Pike (1) | | 6-3, 6-0 | | | | | | Fri | CVCC 1:00QR1 | | | | | | | | | Holland - Leibensperger | | 6-4, 4-6, 6-1 | | | | | | | |
| | | | | | | | | | | | | | | | | Parrinello - Pike (1) | | 6-4, 6-0 | | | | | | | | | | | | | | Fri | CRC 3:00 | | | | | | | | | | | | | | | | | Cesere - Lewis (3) | | 6-3, 6-4 | | | | | | | | | | | | | | | |
| | | | | | | | | | | | | | | | | | | | | | | | | | | | | | | | | Parrinello - Pike (1) | | 6-1, 6-3 | | | | | | | | | | | | | | | | | | | | | | | | | | | | | | Fri | CRC 5:30 | | | | | | | | | | | | | | | | | | | | | | | | | | | | | | | | | Davin - Gaspadarek (2) | | 6-4, 3-1 Retirement | | | | | | | | | | | | | | | | | | | | | | | | | | | | | | | |
| | Parrinello - Pike (1) | | 6-2, 7-5 |
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| 3 | Casamento - Chepla | | Fri | CC 8:30C1 | | 4 | Dvorak - Naik | | | |
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| 5 | Conrad - Ottaway | | Fri | CC 8:30C2 | | 6 | Bennett - Keck | | | |
| | | | | Conrad - Ottaway | | 6-3, 6-4 | | Fri | CC 9:30CC2 | | | | | Holland - Leibensperger | | | | | |
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| 7 | Bye | | | | | 8 | Holland - Leibensperger | | | |
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| | | | | Watson - Wiese | | | | Fri | CC 9:30CC3 | | | | | Nordstrom - Takacs | | 6-0, 6-1 | | | |
| | | | | | | | | Watson - Wiese | | 6-4, 6-3 | | | | | | Fri | CVCC 1:00QR2 | | | | | | | | | Cesere - Lewis (3) | | 6-1, 6-2 | | | | | | | |
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| 11 | Forney - Stulberg | | Fri | CC 8:30C3 | | 12 | Nordstrom - Takacs | | | |
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| 13 | Delaney - Pethel | | Fri | CC 8:30C4 | | 14 | Dray - Marudas | | | |
| | | | | Dray - Marudas | | 7-5, 2-6, 7-6(10-8) | | Fri | CC 9:30CC4 | | | | | Cesere - Lewis (3) | | | | | |
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| 15 | Bye | | | | | 16 | Cesere - Lewis (3) | | | |
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| 17 | Brown - Wright (4) | | | | | 18 | Bye | | | |
| | | | | Brown - Wright (4) | | | | Fri | CVCC 9:30CC5 | | | | | Reams - Reams | | 6-2, 6-2 | | | |
| | | | | | | | | Brown - Wright (4) | | 7-5, 6-1 | | | | | | Fri | CVCC 1:00QR3 | | | | | | | | | O'Brien - Owen | | 6-4, 6-4 | | | | | | | |
| | | | | | | | | | | | | | | | | Brown - Wright (4) | | 6-4, 6-0 | | | | | | | | | | | | | | Fri | CRC 3:00 | | | | | | | | | | | | | | | | | Davin - Gaspadarek (2) | | 6-4, 6-0 | | | | | | | | | | | | | | | |
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| 19 | Reams - Reams | | Fri | CVCC 8:30C5 | | 20 | Yohann - Young | | | |
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| 21 | O'Brien - Owen | | Fri | CVCC 8:30C6 | | 22 | Pastor - Welch | | | |
| | | | | O'Brien - Owen | | 6-0, 6-1 | | Fri | CVCC 9:30CC6 | | | | | Kerr - Steitz | | | | | |
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| | | | | Joyce - Weiss | | | | Fri | CVCC 9:30CC7 | | | | | Grence - Stitt | | 6-2, 6-4 | | | |
| | | | | | | | | Joyce - Weiss | | 6-0, 6-1 | | | | | | Fri | CVCC 1:00QR4 | | | | | | | | | Davin - Gaspadarek (2) | | 6-1, 6-1 | | | | | | | |
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| 27 | Grence - Stitt | | Fri | CVCC 8:30C7 | | 28 | Marks - Podl | | | |
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| 29 | Arnold - Malone | | Fri | CVCC 8:30C8 | | 30 | Ellis - McCormack | | | |
| | | | | Arnold - Malone | | 7-5, 6-2 | | Fri | CVCC 9:30CC8 | | | | | Davin - Gaspadarek (2) | | | | | |
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| 31 | Bye | | | | | 32 | Davin - Gaspadarek (2) | | | |
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