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| Date | Time | Location | Visitor | Home |
|---|---|---|---|---|
| May 21/19 | 7:00pm | Wawanesa | Boissevain Centennials 19 | Wawanesa Brewers 5 |
| May 21/19 | 7:00pm | Virden | Reston Rockets 0 | Virden Oilers 5 |
| May 22/19 | 7:00pm | Oak River | Hamiota Red Sox 1 | Oak River Dodgers 3 |
| May 22/19 | 7:00pm | Rivers | Elkhorn Expos 5 | Rivers Comets 11 |
| May 24/19 | 7:00pm | Virden | OR vs VDN | POSTPONED |
| May 24/19 | 7:00pm | Deloraine | SOUR vs DEL | POSTPONED |
| May 24/19 | 7:00pm | Hartney | WAWA vs HART | POSTPONED |
| May 24/19 | 7:00pm | Boissevain | RIV vs BOIS | POSTPONED |
| May 26/19 | 2:00pm | Elkhorn | Deloraine Royals | Elkhorn Expos |
| May 26/19 | 7:00pm | Hamiota | Virden Oilers | Hamiota Red Sox |
| May 26/19 | 7:00pm | Souris | Reston Rockets | Souris Cardinals |
| May 26/19 | 7:00pm | Oak River | Wawanesa Brewers | Oak River Dodgers |
| May 28/19 | 7:00pm | Boissevain | Hartney Hoppers | Boissevain Centennials |
| May 29/19 | 7:00pm | Virden | Rivers Comets | Virden Oilers |
| May 31/19 | 7:00pm | Souris | Boissevain Centennials | Souris Cardinals |
| May 31/19 | 7:00pm | Wawanesa | Rivers Comets | Wawanesa Brewers |
| May 31/19 | 7:00pm | Oak River | Reston Rockets | Oak River Dodgers |
| May 31/19 | 7:00pm | Hamiota | Elkhorn Expos | Hamiota Red Sox |
| Jun 1/19 | 3:00pm | Hartney | Deloraine Royals | Hartney Hoppers |
| Jun 2/19 | 1:00pm | Deloraine | Oak River Dodgers | Deloraine Royals |
| Jun 2/19 | 1:00pm | Boissevain | Hamiota Red Sox | Boissevain Centennials |
| Jun 2/19 | 1:00pm | Hartney | Elkhorn Expos | Hartney Hoppers |
| Jun 2/19 | 1:00pm | Wawanesa | Reston Rockets | Wawanesa Brewers |
| Jun 2/19 | 1:00pm | Souris | Virden Oilers | Souris Cardinals |
| Jun 2/19 | 6:00pm | Deloraine | Hamiota Red Sox | Deloraine Royals |
| Jun 2/19 | 6:00pm | Boissevain | Oak River Dodgers | Boissevain Centennials |
| Jun 2/19 | 6:00pm | Hartney | Reston Rockets | Hartney Hoppers |
| Jun 2/19 | 6:00pm | Wawanesa | Virden Oilers | Wawanesa Brewers |
| Jun 2/19 | 6:00pm | Souris | Elkhorn Expos | Souris Cardinals |
| Jun 5/19 | 7:00pm | Oak River | Rivers Comets | Oak River Dodgers |
| Jun 5/19 | 7:00pm | Elkhorn | Hamiota Red Sox | Elkhorn Expos |
| Jun 7/19 | 7:00pm | Wawanesa | Hartney Hoppers | Wawanesa Brewers |
| Jun 7/19 | 7:00pm | Deloraine | Rivers Comets | Deloraine Royals |
| Jun 7/19 | 7:00pm | Hamiota | Oak River Dodgers | Hamiota Red Sox |
| Jun 7/19 | 7:00pm | Reston | Virden Oilers | Reston Rockets |
| Jun 9/19 | 1:00pm | Rivers | Souris Cardinals | Rivers Comets |
| Jun 9/19 | 1:00pm | Virden | Boissevain Centennials | Virden Oilers |
| Jun 9/19 | 6:00pm | Rivers | Hartney Hoppers | Rivers Comets |
| Jun 11/19 | 7:00pm | Boissevain | Deloraine Royals | Boissevain Centennials |
| Jun 12/19 | 7:00pm | Elkhorn | Oak River Dodgers | Elkhorn Expos |
| Jun 12/19 | 7:00pm | Reston | Rivers Comets | Reston Rockets |
| Jun 13/19 | 7:00pm | Souris | Hartney Hoppers | Souris Cardinals |
| Jun 14/19 | 7:00pm | Wawanesa | Deloraine Royals | Wawanesa Brewers |
| Jun 14/19 | 7:00pm | Rivers | Hamiota Red Sox | Rivers Comets |
| Jun 14/19 | 7:00pm | Oak River | Virden Oilers | Oak River Dodgers |
| Jun 14/19 | 7:00pm | Reston | Elkhorn Expos | Reston Rockets |
| Jun 16/19 | 1:00pm | Reston | Deloraine Royals | Reston Rockets |
| Jun 16/19 | 1:00pm | Elkhorn | Boissevain Centennials | Elkhorn Expos |
| Jun 16/19 | 1:00pm | Virden | Hartney Hoppers | Virden Oilers |
| Jun 16/19 | 1:00pm | Oak River | Souris Cardinals | Oak River Dodgers |
| Jun 16/19 | 1:00pm | Hamiota | Wawanesa Brewers | Hamiota Red Sox |
| Jun 16/19 | 6:00pm | Virden | Deloraine Royals | Virden Oilers |
| Jun 16/19 | 6:00pm | Reston | Boissevain Centennials | Reston Rockets |
| Jun 16/19 | 6:00pm | Oak River | Hartney Hoppers | Oak River Dodgers |
| Jun 16/19 | 6:00pm | Hamiota | Souris Cardinals | Hamiota Red Sox |
| Jun 16/19 | 6:00pm | Elkhorn | Wawanesa Brewers | Elkhorn Expos |
| Jun 19/19 | 7:00pm | Hamiota | Rivers Comets | Hamiota Red Sox |
| Jun 19/19 | 7:00pm | Elkhorn | Virden Oilers | Elkhorn Expos |
| Jun 20/19 | 7:00pm | Deloraine | Hartney Hoppers | Deloraine Royals |
| Jun 23/19 | 4:00pm | Hartney | Souris Cardinals | Hartney Hoppers |
| Jun 23/19 | 7:00pm | Elkhorn | Reston Rockets | Elkhorn Expos |
| Jun 25/19 | 7:00pm | Deloraine | Boissevain Centennials | Deloraine Royals |
| Jun 25/19 | 7:00pm | Souris | Wawanesa Brewers | Souris Cardinals |
| Jun 25/19 | 7:00pm | Hamiota | Reston Rockets | Hamiota Red Sox |
| Jun 25/19 | 7:00pm | Elkhorn | Rivers Comets | Elkhorn Expos |
| Jun 26/19 | 7:00pm | Reston | Oak River Dodgers | Reston Rockets |
| Jun 26/19 | 7:00pm | Rivers | Virden Oilers | Rivers Comets |
| Jun 27/19 | 7:00pm | Hartney | Hamiota Red Sox | Hartney Hoppers |
| Jun 28/19 | 7:00pm | Deloraine | Wawanesa Brewers | Deloraine Royals |
| Jun 28/19 | 7:00pm | Boissevain | Souris Cardinals | Boissevain Centennials |
| Jul 2/19 | 7:00pm | Souris | Deloraine Royals | Souris Cardinals |
| Jul 2/19 | 7:00pm | Boissevain | Wawanesa Brewers | Boissevain Centennials |
| Jul 2/19 | 7:00pm | Oak River | Elkhorn Expos | Oak River Dodgers |
| Jul 3/19 | 7:00pm | Rivers | Oak River Dodgers | Rivers Comets |
| Jul 3/19 | 7:00pm | Reston | Hamiota Red Sox | Reston Rockets |
| Jul 3/19 | 7:00pm | Virden | Elkhorn Expos | Virden Oilers |
| Jul 4/19 | 7:00pm | Hartney | Boissevain Centennials | Hartney Hoppers |
| Jul 5/19 | 7:00pm | Wawanesa | Souris Cardinals | Wawanesa Brewers |
| Jul 5/19 | 7:00pm | Rivers | Reston Rockets | Rivers Comets |
| Jul 5/19 | 7:00pm | Virden | Hamiota Red Sox | Virden Oilers |
= Stats have been entered for this game
