| Final |
Winnetka (1) Midtown Maulers (2) |
| Winn | Hogan - Stahl | | | 1 | | | 6-0, 6-1 | | MidMa | Espejo - Owens |  |
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| Winn | Cross - Sullivan | | | 2 | | | 6-1, 6-4 | | MidMa | Favakeh - Kranias | |
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| Winn | Obrien - Vaselopulos | | | 3 | | | 6-2, 6-1 | | MidMa | Malelo - Vigerust | |
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| Semi Final |
Winnetka (2) Average Joes (1) |
| Winn | Obrien - Vaselopulos | | | 1 | | | 6-3, 6-0 | | AvgJo | Healy - Rudy | |
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| Winn | Cross - Sullivan | | | 2 | | | 5-7, 6-3, 1-0 | | AvgJo | Corn - Sullivan | |
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| Winn | Hogan - Stahl | | | 3 | | | 6-0, 2-6, 1-0 (10-8) | | AvgJo | Miller - Veech | |
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| Semi Final |
Four Bridges: Who Dey Paddlers (0) Midtown Maulers (3) |
| FourB | Brinkman - McKearin | | | 1 | | | 7-5, 6-2 | | MidMa | Espejo - Owens | |
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| FourB | Higgins - Hinkle | | | 2 | | | 7-6, 6-2 | | MidMa | Favakeh - Kranias | |
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| FourB | Iannelli - Shockley | | | 3 | | | 7-6, 6-3 | | MidMa | Malelo - Vigerust | |
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