| Date | GM | Time | Visitor Team | S | Probable Starter | Home Team | S | Probable Starter | Location | Field | Blog | Wrap | Box | Play-By-Play |
| 05/23/2009 | 7 | 2:45 PM | TCB 13 South | 4 |
| Connecticut Bombers 13 Blue | 10 |
| Muzzy Field | |
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| 05/23/2009 | 9 | 5:00 PM | Xplosion 13 North | 8 |
| Connecticut Bombers 13 Blue | 11 |
| Muzzy Field | |
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| 05/24/2009 | 12 | 8:00 AM | Connecticut Bombers 13 Blue | 8 |
| Northeast Bulldogs 13 | 0 |
| McKenna Field | |
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| 05/24/2009 | 14 | 10:15 AM | South Shore Seadogs 13 | 6 |
| Connecticut Bombers 13 Blue | 7 |
| McKenna Field | |
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| 05/25/2009 | 20 | 8:00 AM | TCB 13 South | 0 |
#3 Seed
| Connecticut Bombers 13 Blue | 10 |
#2 Seed
| St Paul Catholic HS | |
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| 05/25/2009 | 21 | 12:30 PM | Connecticut Bombers 13 Blue | 3 |
| TCB 13 Americans | 2 |
| Southington West | |
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