| Round 1 |
| Cross Town Classic (2) | |
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| Team 1910 (1) | |
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| Cross | Caticchio - Kirincic (---) |  | | 1 | | 6-0, 6-0 | | 1910 | Gottlieb - Kong (---) | |
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| Cross | Cory - Fraley (---) | | | 2 | | 6-1, 7-6 | | 1910 | Carpenter - Scalabrino (---) | |
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| Cross | Kirincic - Marcelo (---) | | | 3 | | 6-0, 6-3 | | 1910 | Matheney - Nash (---) | |
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| Doggy Paddle Sports (1) | |
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| G Men (2) | |
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| Doggy | Horan - Komornik (---) | | | 1 | | 6-3, 7-5 | | GMen | Gregor - McIlroy (---) | |
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| Doggy | Rosenthal - Weinstein (---) | | | 2 | | 6-2, 0-6, 1-0 (10-5) | | GMen | Pelser - Windle (---) | |
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| Doggy | Love - Meagher (---) | | | 3 | | 6-4, 6-1 | | GMen | Becker - Mirchandani (---) | |
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| Glenbrook Paddle (0) | |
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| White Eagle (3) | |
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| Glenb | Flathers - Levy (---) | | | 1 | | 6-0, 6-1 | | Eagle | Freeburger - Hayes (---) | |
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| Glenb | Kushnir - Levy (---) | | | 2 | | 6-2, 6-3 | | Eagle | Burns - Garapati (---) | |
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| Glenb | Comitor - Lieberman (---) | | | 3 | | 6-3, 6-3 | | Eagle | Cabrera - Rousseau (---) | |
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| Round 2 |
| Cross Town Classic (0) | |
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| G Men (3) | |
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| Cross | Caticchio - Thurnell (---) | | | 1 | | 6-1, 6-1 | | GMen | Gregor - McIlroy (---) | |
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| Cross | Cory - Fraley (---) | | | 2 | | 6-2, 7-6 | | GMen | Pelser - Windle (---) | |
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| Cross | Kirincic - Marcelo (---) | | | 3 | | 6-0, 6-1 | | GMen | Argie - McIlroy (---) | |
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| Doggy Paddle Sports (0) | |
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| Glenbrook Paddle (3) | |
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| Doggy | Horan - Komornik (---) | | | 1 | | 6-0, 6-2 | | Glenb | Flathers - Levy (---) | |
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| Doggy | Rosenthal - Weinstein (---) | | | 2 | | 6-2, 6-3 | | Glenb | Kushnir - Levy (---) | |
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| Doggy | Love - Meagher (---) | | | 3 | | 6-3, 6-1 | | Glenb | Comitor - Lieberman (---) | |
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| Team 1910 (0) | |
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| White Eagle (3) | |
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| 1910 | Kong - Matheney (---) | | | 1 | | 6-3, 6-2 | | Eagle | Freeburger - Houck (---) | |
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| 1910 | Carpenter - Scalabrino (---) | | | 2 | | 6-2, 6-2 | | Eagle | Burns - Hayes (---) | |
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| 1910 | Gottlieb - Nash (---) | | | 3 | | 4-6, 6-3, 1-0 (10-8) | | Eagle | Garapati - Rousseau (---) | |
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| Round 3 |
| Cross Town Classic (0) | |
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| Glenbrook Paddle (3) | |
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| Cross | Caticchio - Thurnell (---) | | | 1 | | 4-6, 7-6, 1-0 (10-8) | | Glenb | Flathers - Levy (---) | |
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| Cross | Cory - Fraley (---) | | | 2 | | 3-6, 6-2, 1-0 (11-9) | | Glenb | Kushnir - Levy (---) | |
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| Cross | Kirincic - Marcelo (---) | | | 3 | | 6-3, 6-0 | | Glenb | Comitor - Lieberman (---) | |
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| Doggy Paddle Sports (0) | |
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| White Eagle (3) | |
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| Doggy | Rosenthal - Weinstein (---) | | | 1 | | 6-4, 7-6 | | Eagle | Burns - Houck (---) | |
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| Doggy | Horan - Komornik (---) | | | 2 | | 6-1, 6-2 | | Eagle | Cabrera - Freeburger (---) | |
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| Doggy | Love - Meagher (---) | | | 3 | | 4-6, 6-4, 1-0 (11-9) | | Eagle | Garapati - Johnson (---) | |
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| G Men (3) | |
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| Team 1910 (0) | |
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| GMen | McIlroy - Pelser (---) | | | 1 | | 6-0, 6-3 | | 1910 | Kong - Matheney (---) | |
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| GMen | Argie - McIlroy (---) | | | 2 | | 6-1, 6-0 | | 1910 | Carpenter - Scalabrino (---) | |
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| GMen | Becker - Mirchandani (---) | | | 3 | | 6-1, 6-1 | | 1910 | Gottlieb - Nash (---) | |
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