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| All Times Local |
| Milton
4 | Caledon
2 | Thu, Sep 08 | 7:30 PM | 4 - 2 |
Final |
 | | Mississauga
2 | Milton
5 | Fri, Sep 09 | 7:30 PM | 2 - 5 |
Final |
| | Georgetown
5 | Milton
6 | Fri, Sep 16 | 7:30 PM | 5 - 6 2OT |
Final |
| | Collingwood
4 | Milton
3 | Mon, Sep 19 | 4:30 PM | 4 - 3 OT |
Final |
| | Milton
5 | Pickering
3 | Tue, Sep 20 | 2:30 PM | 5 - 3 |
Final |
| | Milton
6 | Burlington
3 | Fri, Sep 23 | 7:30 PM | 6 - 3 |
Final |
| | Brantford
1 | Milton
2 | Sun, Sep 25 | 6:30 PM | 1 - 2 2OT |
Final |
| | Stouffville
3 | Milton
4 | Fri, Sep 30 | 7:30 PM | 3 - 4 OT |
Final |
| | Milton
7 | Oakville
2 | Sat, Oct 01 | 7:00 PM | 7 - 2 |
Final |
| | Milton
4 | Georgetown
1 | Wed, Oct 05 | 7:30 PM | 4 - 1 |
Final |
| | Brantford
3 | Milton
7 | Sun, Oct 09 | 6:30 PM | 3 - 7 |
Final |
| | Milton
4 | Pickering
1 | Fri, Oct 14 | 7:30 PM | 4 - 1 |
Final |
| | Milton
4 | Aurora
3 | Sat, Oct 15 | 7:30 PM | 4 - 3 OT |
Final |
| | Milton
7 | Markham
6 | Fri, Oct 21 | 7:30 PM | 7 - 6 |
Final |
| | Wellington
3 | Milton
2 | Sun, Oct 23 | 6:30 PM | 3 - 2 |
Final |
| | Aurora
3 | Milton
1 | Fri, Oct 28 | 7:30 PM | 3 - 1 |
Final |
| | Stouffville
1 | Milton
3 | Sun, Oct 30 | 6:30 PM | 1 - 3 |
Final |
| | Pickering
3 | Milton
1 | Fri, Nov 04 | 7:30 PM | 3 - 1 |
Final |
| | Milton
1 | Stouffville
2 | Sat, Nov 05 | 7:30 PM | 1 - 2 OT |
Final |
| | Milton
5 | Brantford
3 | Thu, Nov 10 | 7:30 PM | 5 - 3 |
Final |
| | Milton
1 | Toronto Junior Canadiens
1 | Sat, Nov 12 | 8:00 PM | 1 - 1 2OT |
Final |
| | Markham
4 | Milton
5 | Sun, Nov 13 | 6:30 PM | 4 - 5 OT |
Final |
| | Milton
1 | Georgetown
2 | Wed, Nov 16 | 7:30 PM | 1 - 2 |
Final |
| | Collingwood
3 | Milton
2 | Fri, Nov 18 | 7:30 PM | 3 - 2 |
Final |
| | Milton
7 | Oakville
5 | Tue, Nov 22 | 7:00 PM | 7 - 5 |
Final |
| | Aurora
1 | Milton
2 | Fri, Nov 25 | 7:30 PM | 1 - 2 |
Final |
| | Burlington
2 | Milton
5 | Sun, Nov 27 | 6:30 PM | 2 - 5 |
Final |
| | Cobourg
7 | Milton
3 | Fri, Dec 02 | 7:30 PM | 7 - 3 |
Final |
| | Pickering
4 | Milton
3 | Sun, Dec 04 | 7:30 PM | 4 - 3 |
Final |
| | Oakville
2 | Milton
3 | Fri, Dec 09 | 7:30 PM | 2 - 3 |
Final |
| | Milton
2 | Toronto Patriots
6 | Sat, Dec 10 | 7:30 PM | 2 - 6 |
Final |
| | Milton
3 | Georgetown
2 | Wed, Dec 14 | 7:30 PM | 3 - 2 |
Final |
| | Milton
3 | Aurora
4 | Fri, Dec 16 | 7:30 PM | 3 - 4 |
Final |
| | Brantford
3 | Milton
0 | Sun, Dec 18 | 6:30 PM | 3 - 0 |
Final |
| | Markham
3 | Milton
8 | Sun, Jan 08 | 6:30 PM | 3 - 8 |
Final |
| | Lindsay
2 | Milton
6 | Wed, Jan 11 | 7:00 PM | 2 - 6 |
Final |
| | Markham
3 | Milton
1 | Tue, Jan 17 | 7:00 PM | 3 - 1 |
Final |
| | Milton
1 | Oakville
2 | Fri, Jan 20 | 7:00 PM | 1 - 2 |
Final |
| | Milton
3 | Collingwood
1 | Sat, Jan 21 | 5:30 PM | 3 - 1 |
Final |
| | Milton
7 | Brantford
2 | Thu, Jan 26 | 7:30 PM | 7 - 2 |
Final |
| | Georgetown
3 | Milton
1 | Fri, Jan 27 | 7:30 PM | 3 - 1 |
Final |
| | Stouffville
3 | Milton
4 | Sun, Jan 29 | 6:30 PM | 3 - 4 2OT |
Final |
| | Milton
2 | St Michaels
5 | Fri, Feb 03 | 7:30 PM | 2 - 5 |
Final |
| | Milton
3 | Markham
4 | Sun, Feb 05 | 1:30 PM | 3 - 4 |
Final |
| | Milton
3 | North York
0 | Wed, Feb 08 | 2:30 PM | 3 - 0 |
Final |
| | Milton
4 | Burlington
5 | Fri, Feb 10 | 7:30 PM | 4 - 5 |
Final |
| | Oakville
4 | Milton
7 | Sun, Feb 12 | 2:00 PM | 4 - 7 |
Final |
| | Trenton
3 | Milton
2 | Fri, Feb 17 | 7:30 PM | 3 - 2 |
Final |
| | Milton
3 | Collingwood
2 | Sun, Feb 19 | 2:00 PM | 3 - 2 |
Final |
| | Milton
4 | Stouffville
2 | Thu, Feb 23 | 7:30 PM | 4 - 2 |
Final |
| | Milton
2 | Aurora
2 | Sat, Feb 25 | 7:30 PM | 2 - 2 2OT |
Final |
| | Haliburton County
4 | Milton
6 | Sun, Feb 26 | 6:30 PM | 4 - 6 |
Final |
| | Burlington
6 | Milton
1 | Wed, Mar 01 | 7:00 PM | 6 - 1 |
Final |
| | Milton
1 | Collingwood
2 | Sat, Mar 04 | 3:00 PM | 1 - 2 |
Final |
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