| SATURDAY 15th AUGUST 2009 | |||
| EAST REGION - DJ Laing North League Cup - Section 1 | Referee | ||
| Arbroath Sporting Club | 0-2 | Montrose Roselea | Kersten Schroeder |
| Brechin Victoria | 4-1 | Arbroath Victoria | Kenny Beats |
| EAST REGION - DJ Laing North League Cup - Section 2 | |||
| Coupar Angus | 1-2 | Forfar Albion | Graeme Bowman |
| Forfar West End | 1-2 | Kirriemuir Thistle | Ross McIntyre |
| EAST REGION - DJ Laing North League Cup - Section 3 | |||
| Lochee United | 4-0 | Dundee North End | Jeff Banks |
| Tayport | 3-0 | Lochee Harp | Stuart Stevenson |
| EAST REGION - DJ Laing North League Cup - Section 4 | |||
| Carnoustie Panmure | 3-1 | Downfield | Gavin Harris |
| Dundee East Craigie | 0-1 | Broughty Athletic | Kevin J Graham |
| EAST REGION - ACA Sports Central League Cup - Section 1 | Referee | ||
| Rosyth | 5-3 | Steelend Victoria | Paul Simmons |
| Crossgates Primrose | 1-3 | Oakley United | Lorraine Clark |
| EAST REGION - ACA Sports Central League Cup - Section 2 | |||
| Luncarty | 1-3 | Scone Thistle | Colin Duncan |
| Bankfoot Athletic | 0-3 | Jeanfield Swifts | Gavin Thomson |
| EAST REGION - ACA Sports Central League Cup - Section 3 | |||
| St. Andrews United | 2-1 | Glenrothes | Dougie Potter |
| Thornton Hibs | 3-0 | Kirkcaldy YMCA | Michael Gill |
| EAST REGION - ACA Sports Central League Cup - Section 4 | |||
| Ballingry Rovers | 4-1 | Lochore Welfare | Raymond Whyte |
| Dundonald Bluebell | 1-2 | Kelty Hearts | Allan Spalding |
| EAST REGION - Dechmont South League Cup - Section 1 | Referee | ||
| Dalkeith Thistle | 1-4 | Bo'ness United | Gavin Ross |
| Broxburn Athletic | off | Edinburgh United | |
| Fauldhouse United | off | Whitburn Juniors | |
| EAST REGION - Dechmont South League Cup - Section 2 | |||
| Camelon Juniors | off | Blackburn United | Stephen Allan |
| Livingston United | 3-1 | Harthill Royal | Gavin Duncan |
| Bathgate Thistle | 3-2 | Stoneyburn | Paul Reid |
| EAST REGION - Dechmont South League Cup - Section 3 | |||
| Armadale Thistle | 4-4 | Linlithgow Rose | Alan Hogg |
| Spartans | 4-1 | Pumpherston | Simon MacLean |
| West Calder United | off | Newtongrange Star | William MacKenzie |
| EAST REGION - Dechmont South League Cup - Section 4 | |||
| Penicuik Athletic | 2-2 | Dunbar United | James Campbell |
| Bonnyrigg Rose Athletic | 0-2 | Musselburgh Athletic | Neil McLennan |
| Arniston Rangers | 3-1 | Tranent | Paul Wedlock |