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| Game | Date | Time | Away Team | Home Team | Field Name | DBL | Umpire | Directions | Status 1 | Status 2 |
| 06 | 6/6/2009 | 9:00 AM | Huntington Irish | Smithtown Bulls-DiMuro | Gaynor Park | Yes | WS | ST.02 | ||
| 04 | 6/7/2009 | 1:00 PM | Peconic Lions | West Babylon Eagles | Tooker Avenue Elementary School | Yes | WS | WES14 | ||
| 09 | 6/10/2009 | 6:00 PM | Huntington Irish | West Babylon Eagles | Tooker Avenue Elementary School | No | WS | WES14 | ||
| 08 | 6/11/2009 | 6:00 PM | St Hugh/St Elizabeth Saints | Smithtown Bulls-DiMuro | Smithtown West Hs Varsity Field | No | WS | SMI11 | ||
| 12 | 6/14/2009 | 9:00 AM | Huntington Irish | St Hugh/St Elizabeth Saints | Terry Farrell Park - 90` Field | Yes | WS | HUN04 | ||
| 10 | 6/14/2009 | 11:00 AM | Smithtown Bulls-DiMuro | Peconic Lions | Cochran Park | Yes | WS | SOU06 | ||
| 15 | 6/16/2009 | 6:00 PM | West Babylon Eagles | Huntington Irish | Cold Spring Harbor HS | No | WS | COL01 | ||
| 13 | 6/17/2009 | 7:00 PM | Peconic Lions | SYAG Braves Red | Cochran Park | No | WS | SOU06 | ||
| 17 | 6/20/2009 | 9:00 AM | St Hugh/St Elizabeth Saints | Smithtown Bulls-DiMuro | Gaynor Park | Yes | WS | ST.02 | ||
| 18 | 6/20/2009 | 9:00 AM | Huntington Irish | West Babylon Eagles | West Babylon High School | Yes | WS | WES12 | ||
| 16 | 6/21/2009 | 3:30 PM | SYAG Braves Red | Peconic Lions | Cochran Park | Yes | WS | SOU06 | ||
| 21 | 6/23/2009 | 6:00 PM | Smithtown Bulls-DiMuro | Huntington Irish | Cold Spring Harbor HS | No | WS | COL01 | ||
| 19 | 6/24/2009 | 7:30 PM | West Babylon Eagles | Peconic Lions | Cochran Park | No | WS | SOU06 | ||
| 23 | 6/25/2009 | 6:00 PM | Smithtown Bulls-DiMuro | SYAG Braves Red | Seneca Middle School | No | WS | 03 | ||
| 01 | 6/26/2009 | 7:15 PM | St Hugh/St Elizabeth Saints | Peconic Lions | Cochran Park | No | WS | SOU06 | ||
| 27 | 6/27/2009 | 9:00 AM | Smithtown Bulls-DiMuro | West Babylon Eagles | West Babylon High School | Yes | WS | WES12 | ||
| 26 | 6/28/2009 | 10:00 AM | Huntington Irish | SYAG Braves Red | Seneca Middle School | Yes | WS | 03 | ||
| 25 | 6/28/2009 | 11:00 PM | Peconic Lions | St Hugh/St Elizabeth Saints | Pidgeon Hill | Yes | WS | SOU02 | ||
| 24 | 7/1/2009 | 4:45 PM | St Hugh/St Elizabeth Saints | West Babylon Eagles | Tooker Avenue Elementary School | Yes | WS | WES14 | ||
| 49 | 7/2/2009 | 6:00 PM | St Hugh/St Elizabeth Saints | SYAG Braves Red | Smith Road Field | No | WS | RON01 | ||
| 28 | 7/8/2009 | 6:00 PM | Peconic Lions | West Babylon Eagles | Tooker Avenue Elementary School | No | WS | WES14 | ||
| 29 | 7/8/2009 | 6:00 PM | SYAG Braves Red | St Hugh/St Elizabeth Saints | Terry Farrell Park - 90` Field | No | WS | HUN04 | ||
| 32 | 7/9/2009 | 6:00 PM | SYAG Braves Red | Smithtown Bulls-DiMuro | Smithtown West Hs Varsity Field | No | WS | SMI11 | ||
| 34 | 7/11/2009 | 9:00 AM | Peconic Lions | Huntington Irish | Cold Spring Harbor HS | Yes | WS | COL01 | ||
| 36 | 7/11/2009 | 9:00 AM | West Babylon Eagles | St Hugh/St Elizabeth Saints | Walt Whitman High School | Yes | WS | HUN01 | ||
| 35 | 7/12/2009 | 10:00 AM | Smithtown Bulls-DiMuro | SYAG Braves Red | Seneca Middle School | Yes | WS | 03 | ||
| 20 | 7/13/2009 | 6:00 PM | St Hugh/St Elizabeth Saints | SYAG Braves Red | Terry Farrell Park - 90` Field | No | WS | HUN04 | ||
| 39 | 7/14/2009 | 6:00 PM | St Hugh/St Elizabeth Saints | West Babylon Eagles | Tooker Avenue Elementary School | No | WS | WES14 | ||
| 11 | 7/15/2009 | 6:00 PM | SYAG Braves Red | West Babylon Eagles | Tooker Avenue Elementary School | No | WS | WES14 | ||
| 22 | 7/15/2009 | 6:30 PM | Huntington Irish | Peconic Lions | Cochran Park | No | WS | SOU06 | ||
| 37 | 7/15/2009 | 6:30 PM | Huntington Irish | Peconic Lions | Cochran Park | No | WS | SOU06 | ||
| 42 | 7/18/2009 | 9:00 AM | Smithtown Bulls-DiMuro | Huntington Irish | Cold Spring Harbor HS | Yes | WS | COL01 | ||
| 40 | 7/18/2009 | 10:00 AM | West Babylon Eagles | Peconic Lions | Cochran Park | Yes | WS | SOU06 | ||
| 43 | 7/22/2009 | 6:00 PM | Peconic Lions | Huntington Irish | Cold Spring Harbor HS | No | WS | COL01 | ||
| 45 | 7/22/2009 | 6:00 PM | West Babylon Eagles | St Hugh/St Elizabeth Saints | Terry Farrell Park - 90` Field | No | WS | HUN04 | ||
| 30 | 7/24/2009 | 6:00 PM | Huntington Irish | Smithtown Bulls-DiMuro | Gaynor Park | No | WS | ST.02 | ||
| 48 | 7/25/2009 | 9:00 AM | St Hugh/St Elizabeth Saints | Huntington Irish | Cold Spring Harbor HS | Yes | WS | COL01 | ||
| 46 | 7/25/2009 | 10:00 AM | Peconic Lions | Smithtown Bulls-DiMuro | Smithtown East HS JV Field | Yes | WS | SMI09 | ||
| 47 | 7/26/2009 | 10:00 AM | West Babylon Eagles | SYAG Braves Red | Tooker Avenue Elementary School | Yes | WS | WES14 | ||
| 07 | 7/28/2009 | 7:00 PM | SYAG Braves Red | Peconic Lions | Cochran Park | No | WS | SOU06 | ||
| 50 | 7/29/2009 | 6:00 PM | SYAG Braves Red | West Babylon Eagles | Tooker Avenue Elementary School | No | WS | WES14 | ||
| 31 | 7/31/2009 | 6:00 PM | Peconic Lions | Huntington Irish | Cold Spring Harbor HS | No | WS | COL01 | ||
| 05 | 8/1/2009 | 9:00 AM | SYAG Braves Red | St Hugh/St Elizabeth Saints | Terry Farrell Park - 90` Field | Yes | WS | HUN04 | ||
| 03 | 8/1/2009 | 10:00 AM | West Babylon Eagles | Smithtown Bulls-DiMuro | Gaynor Park | Yes | WS | ST.02 | ||
| 02 | 8/2/2009 | 9:00 AM | SYAG Braves Red | Huntington Irish | Cold Spring Harbor HS | Yes | WS | COL01 | ||
| 51 | 12/31/2009 | 6:00 PM | St Hugh/St Elizabeth Saints | Peconic Lions | Cochran Park | No | WS | SOU06 | ||
| 14 | 12/31/2009 | 6:00 PM | Smithtown Bulls-DiMuro | St Hugh/St Elizabeth Saints | Terry Farrell Park - 90` Field | No | WS | HUN04 | ||
| 44 | 12/31/2009 | 6:00 PM | SYAG Braves Red | Smithtown Bulls-DiMuro | Gaynor Park | No | WS | ST.02 | ||
| 38 | 12/31/2009 | 6:00 PM | Smithtown Bulls-DiMuro | SYAG Braves Red | Smith Road Field | No | WS | RON01 | ||
| 41 | 12/31/2009 | 8:00 PM | St Hugh/St Elizabeth Saints | SYAG Braves Red | Greenlawn Memorial Park | No | WS | GRE02 |