| Monday, May 20 |
| Rookie 1 |
| Lasalle Mets @ Ft. Garrry Sox | 6:30pm | FG3 |
| Waverley Scouts @ Lasalle Yankees | 6:30pm | LSL4 |
| Ft. Garry Giants @ Richmond Kings | 6:30pm | RK2 |
| Oak Bluff Yankees @ Waverley Warriors | 6:30pm | WV1 |
| Rookie 2 |
| Charleswood Marlins @ Corydon Red Comets | 6:30pm | CRW2 |
| Charleswood Pirates @ Charleswood Blue Jays | 6:30pm | PJN |
| Charleswood Cardinals @ Charleswood Tigers | 6:30pm | RPNE |
| Tuxedo Thunder @ Tuxedo Lightning | 6:30pm | TX1 |
| Corydon Yellow Comets @ Corydon Black Comets | 6:30pm | WPNE |
| PeeWee A |
| Corydon Black Comets @ Ft. Garry Giants | 6:30pm | DS |
| St. Norbert Raiders @ Macdonald Yankees | 6:30pm | LSL2 |
| Ft. Garry Sox @ Macdonald Mets | 6:30pm | OBS |
| Charleswood Goldeyes 1 @ Corydon Gray Comets | 6:30pm | RH3 |
| PeeWee AA |
| Ft. Garry Giants @ Charleswood Goldeyes | 6:30pm | ECN |
| Tuxedo Lightning @ Ft. Garry Sox | 6:30pm | FG2 |
| Sinclair Park @ Waverley Warriors | 6:30pm | KIRK |
| Gateway Flyers @ BoniVital White Sox | 6:30pm | NGCC |
| Macdonald Yankees @ BoniVital Red Sox | 6:30pm | SD2 |
| Bantam AA |
| Waverley Warriors @ Ft. Garry Giants | 6:30pm | SAND |
| Springfield Braves @ BoniVital Red Sox | 6:30pm | SD3 |
| BoniVital White Sox @ Macdonald Yankees | 6:30pm | SNF3 |
| Corydon Comets @ Valley Gardens | 6:30pm | Trans |
| Ft. Garry Sox @ North Winnipeg | 6:30pm | WSP |
| Midget A |
| Tuxedo Brewers @ St. James A's | 6:30pm | ALL |
| Fort Garry Giants @ Southdale Lakers | 6:30pm | Whittier |
| Tuesday, May 21 |
| Mosquito A |
| Ft. Garry Sox @ Lasalle Yankees | 6:30pm | LSL3 |
| Ft. Garry Cobras @ Oak Bluff Yankees | 6:30pm | OBN |
| Richmond Kings @ Charleswood Goldeyes 1 | 6:30pm | PJN |
| Sanford Mets @ Charleswood Goldeyes 2 | 6:30pm | RPNE |
| Corydon Blue Comets @ Corydon Yellow Comets | 6:30pm | WPNE |
| Mosquito AA |
| Charleswood Goldeyes @ Ft. Garry Giants | 6:30pm | FG1 |
| Tuxedo Lightning @ Sturgeon Heights Blackhawks | 6:30pm | SH |
| Macdonald Yankees @ Waverley Warriors | 6:30pm | WV1 |
| Bantam A |
| Corydon Comets @ Macdonald Yankees | 6:30pm | OBS |
| Tuxedo Lightning @ KW Bears | 6:30pm | Optmist #3 |
| Ft. Garry Giants @ Red River Rockets | 6:30pm | RIV |
| Waverley Warriors @ Charleswood Goldeyes | 6:30pm | RPNW |
| Midget A |
| Fort Garry Giants @ Red River Rockets | 6:30pm | ERB |
| Southdale Lakers @ Maples Monarchs | 6:30pm | MAPL |
| Charleswood Goldeyes @ St. James A's | 6:30pm | Optimist #4 |
| Tuxedo Brewers @ Waverley Warriors | 6:30pm | SAND |
| Park City West Wildcats @ MacDonald Mets | 6:30pm | SNF |
