| Date | Round | Round | H/A | Res. | |||
|---|---|---|---|---|---|---|---|
| 08.05.2011 | Matchday 1 | Matchday 1 | H | ![]() | CF Montréal Academy | L | 0:2 |
| 15.05.2011 | Matchday 1 | Matchday 1 | H | ![]() | Brampton United | L | 0:2 |
| 22.05.2011 | Matchday 1 | Matchday 1 | A | ![]() | Toronto FC Academy | L | 2:5 |
| 23.05.2011 | Matchday 1 | Matchday 1 | A | ![]() | Brantford | L | 0:1 |
| 29.05.2011 | Matchday 1 | Matchday 1 | H | ![]() | Roma Wolves | L | 1:2 |
| 05.06.2011 | Matchday 2 | Matchday 2 | H | ![]() | SC Toronto | L | 2:3 |
| 11.06.2011 | Matchday 2 | Matchday 2 | A | ![]() | CF Montréal Academy | L | 0:5 |
| 12.06.2011 | Matchday 2 | Matchday 2 | A | ![]() | Capital City | L | 0:2 |
| 18.06.2011 | Matchday 2 | Matchday 2 | A | ![]() | Serbian White Eagles | L | 0:2 |
| 26.06.2011 | Matchday 2 | Matchday 2 | H | ![]() | London City | L | 0:2 |
Windsor Stars









