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Division Schedule |
| Match # | Date | Host | Guest | Location | Courts |
| 1 | 09/04/08 | City Racquettes | Bissonet One | City Park | 30,31 |
| . | Generics | Caps One | Terrytown Rec | ||
| . | Green Acres | Beach Club One | Green Acres | ||
| . | Colonial Serve It Up | Buccaneer One | Colonial | ||
| . | Paradise Ladies | Chateau Two | Paradise Manor | ||
| . | Wacketts | BYE | |||
| . | |||||
| 2 | 09/11/08 | Beach Club One | Chateau Two | Beach Club | |
| . | Caps One | Paradise Ladies | Caps | ||
| . | Bissonet One | Colonial Serve It Up | Bissonet | ||
| . | Wacketts | Green Acres | Green Acres | ||
| . | Generics | City Racquettes | Terrytown Rec | ||
| . | Buccaneer One | BYE | |||
| . | |||||
| 3 | 09/18/08 | Caps One | Buccaneer One | Caps | |
| . | Bissonet One | Chateau Two | Bissonet | ||
| . | Wacketts | Paradise Ladies | Green Acres | ||
| . | City Racquettes | Colonial Serve It Up | UNO | ||
| . | Generics | Green Acres | Terrytown Rec | ||
| . | Beach Club One | BYE | |||
| . | |||||
| 4 | 09/25/08 | Wacketts | Generics | Green Acres | |
| . | Green Acres | Bissonet One | Green Acres | ||
| . | Colonial Serve It Up | Caps One | Colonial | ||
| . | Paradise Ladies | Beach Club One | Paradise Manor | ||
| . | Chateau Two | Buccaneer One | Chateau | ||
| . | City Racquettes | BYE | |||
| . | |||||
| 5 | 10/02/08 | Wacketts | Caps One | Green Acres | |
| . | City Racquettes | Beach Club One | City Park | 32,33 | |
| . | Generics | Buccaneer One | Terrytown Rec | ||
| . | Green Acres | Chateau Two | Green Acres | ||
| . | Colonial Serve It Up | Paradise Ladies | Colonial | ||
| . | Bissonet One | BYE | |||
| . | |||||
| 6 | 10/09/08 | Green Acres | City Racquettes | Green Acres | |
| . | Colonial Serve It Up | Wacketts | Colonial | ||
| . | Paradise Ladies | Bissonet One | Paradise Manor | ||
| . | Chateau Two | Caps One | Chateau | ||
| . | Buccaneer One | Beach Club One | City Park | 30,31 | |
| . | Generics | BYE | |||
| . | |||||
| 7 | 10/16/08 | Colonial Serve It Up | Generics | Colonial | |
| . | Paradise Ladies | City Racquettes | Paradise Manor | ||
| . | Chateau Two | Wacketts | Chateau | ||
| . | Buccaneer One | Bissonet One | City Park | 27,28 | |
| . | Beach Club One | Caps One | Beach Club | ||
| . | Green Acres | BYE | |||
| . | |||||
| 8 | 10/23/08 | Bissonet One | Beach Club One | Bissonet | |
| . | Wacketts | Buccaneer One | Green Acres | ||
| . | City Racquettes | Chateau Two | City Park | 32,33 | |
| . | Generics | Paradise Ladies | Terrytown Rec | ||
| . | Green Acres | Colonial Serve It Up | Green Acres | ||
| . | Caps One | BYE | |||
| . | |||||
| 9 | 10/30/08 | Chateau Two | Colonial Serve It Up | Chateau | |
| . | Buccaneer One | Green Acres | City Park | 30,31 | |
| . | Beach Club One | Generics | Beach Club | ||
| . | Caps One | City Racquettes | Caps | ||
| . | Bissonet One | Wacketts | Bissonet | ||
| . | Paradise Ladies | BYE | |||
| . | |||||
| 10 | 11/06/08 | Paradise Ladies | Green Acres | Paradise | |
| . | Chateau Two | Generics | Chateau | ||
| . | Buccaneer One | City Racquettes | City Park | 30,31 | |
| . | Beach Club One | Wacketts | Beach Club | ||
| . | Caps One | Bissonet One | Caps | ||
| . | Colonial Serve It Up | BYE | |||
| . | |||||
| 11 | 11/13/08 | Buccaneer One | Paradise Ladies | City Park | 24,27 |
| . | Beach Club One | Colonial Serve It Up | Beach Club | ||
| . | Caps One | Green Acres | Caps | ||
| . | Bissonet One | Generics | Bissonet | ||
| . | Wacketts | City Racquettes | Green Acres | ||
| . | Chateau Two | BYE | |||