| Time | Teams | Club |
| Wednesday 22 October 2008 |
| 10:00 | Langdon vs Lachine | Hudson Legion |
| 10:00 | Sansom vs Lachine | Hudson Legion |
| Thursday 23 October 2008 |
| 10:00 | Spriggs vs Pointe Claire | Point Claire |
| Thursday 30 October 2008 |
| 10:00 | Lauzon vs Longue Point | Longue Point |
| 10:00 | Hart vs Longue Point | Longue Point |
| Wednesday 05 November 2008 |
| 10:00 | Markham vs Mount Royal | Hudson Legion |
| 10:00 | Spriggs vs Mount Royal | Hudson Legion |
| Wednesday 12 November 2008 |
| 10:00 | Langdon vs St Lambert | St Lambert |
| Wednesday 26 November 2008 |
| 10:00 | Lauzon vs Whitlock | Hudson Legion |
| 10:00 | Markham vs Whitlock | Hudson Legion |
| Wednesday 03 December 2008 |
| 10:00 | Sansom vs Montreal West | Hudson Legion |
| 10:00 | Lauzon vs Montreal West | Hudson Legion |
| Thursday 04 December 2008 |
| 10:00 | Langdon vs Whitlock | Whitlock |
| 10:00 | Hart vs Whitlock | Whitlock |
| Friday 19 December 2008 |
| 10:00 | Daoust vs Baie d'Urfe | Baie d'Urfe |
| 10:00 | Sansom vs Baie d'Urfe | Baie d'Urfe |
| Friday 09 January 2009 |
| 10:00 | Daoust vs Glenmore | Hudson Legion |
| 10:00 | Spriggs vs Glenmore | Hudson Legion |
| Thursday 15 January 2009 |
| 10:00 | Hart vs Longue Pointe | Hudson Legion |
| 10:00 | Daoust vs Longue Pointe | Hudson Legion |
| Friday 23 January 2009 |
| 10:00 | Markham vs Lachine | Lachine |
| 10:00 | Lauzon vs Lachine | Lachine |
| Thursday 05 February 2009 |
| 10:00 | Markham vs Mount Royal | Mount Royal |
| 10:00 | Daoust vs Mount Royal | Mount Royal |
| Wednesday 11 February 2009 |
| 10:00 | Langdon vs St. Lambert | Hudson Legion |
| 10:00 | Hart vs St. Lambert | Hudson Legion |
| Wednesday 18 February 2009 |
| 10:00 | Daoust vs Montreal West | Montreal West |
| 10:00 | Hart vs Montreal West | Montreal West |
| Thursday 19 February 2009 |
| 10:00 | Sansom vs Royal Montreal | Hudson Legion |
| 10:00 | Langdon vs Royal Montreal | Hudson Legion |
| Friday 20 February 2009 |
| 10:00 | Spriggs vs Laval | Laval |
| 10:00 | Sansom vs Laval | Laval |
| Thursday 26 February 2009 |
| 10:00 | Lauzon vs Pointe Claire | Hudson Legion |
| 10:00 | Markham vs Pointe Claire | Hudson Legion |
| Thursday 05 March 2009 |
| 10:00 | Daoust vs Laval | Hudson Legion |
| 10:00 | Hart vs Laval | Hudson Legion |
| Wednesday 18 March 2009 |
| 10:00 | Sansom vs Baie d'Urfe | Hudson Legion |
| 10:00 | Spriggs vs Baie d'Urfe | Hudson Legion |
| Thursday 26 March 2009 |
| 10:00 | Lauzon vs Glenmore | Glenmore |
| 10:00 | Langdon vs Glenmore | Glenmore |
| Thursday 02 April 2009 |
| 10:00 | Spriggs vs Royal Montreal | Royal Montreal |