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| THHL Final (Best of 5) |
| Boissevain Border Kings vs Gladstone Lakers |
| Date | Time | Venue | Away Team | Score | Home Team | Score | |  | Mar 16, 2019 | 6:00 PM | | Gladstone | 3 | Boissevain | 8 | | Mar 20, 2019 | 8:30 PM | | Boissevain | 5 | Gladstone | 4 OT | | Mar 23, 2019 | 6:00 PM | | Gladstone | 1 | Boissevain | 8 | | Boissevain wins series 3 game(s) to 0 | | * - if necessary |
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| East Division Final (Best of 5) |
| MacGregor Wild vs Gladstone Lakers |
| Date | Time | Venue | Away Team | Score | Home Team | Score | | | Mar 01, 2019 | 8:00 PM | | Gladstone | 3 | MacGregor | 4 OT | | Mar 03, 2019 | 6:30 PM | | Gladstone | 4 | MacGregor | 3 OT | | Mar 06, 2019 | 8:30 PM | | MacGregor | 9 | Gladstone | 3 | | Mar 09, 2019 | 8:00 PM | | MacGregor | 5 | Gladstone | 6 OT | | Mar 10, 2019 | 4:30 PM | | Gladstone | 6 | MacGregor | 5 | | Gladstone wins series 3 game(s) to 2 | | * - if necessary |
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| West Division Final (Best of 5) |
| Killarney Shamrocks vs Boissevain Border Kings |
| Date | Time | Venue | Away Team | Score | Home Team | Score | | | Mar 02, 2019 | 8:30 PM | | Boissevain | 6 | Killarney | 4 | | Mar 03, 2019 | 8:30 PM | | Killarney | 6 | Boissevain | 7 OT | | Mar 09, 2019 | 7:30 PM | | Boissevain | 4 | Killarney | 8 | | Mar 10, 2019 | 8:30 PM | | Killarney | 2 | Boissevain | 5 | | Boissevain wins series 3 game(s) to 1 | | * - if necessary |
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| East Division Semi-Finals (Best of 5) |
| MacGregor Wild vs Minnedosa Bombers |
| Date | Time | Venue | Away Team | Score | Home Team | Score | | | Feb 18, 2019 | 3:00 PM | | Minnedosa | 3 | MacGregor | 4 OT | | Feb 20, 2019 | 8:00 PM | | Minnedosa | 3 | MacGregor | 5 | | Feb 22, 2019 | 8:30 PM | | MacGregor | 1 | Minnedosa | 4 | | Feb 23, 2019 | 7:30 PM | | MacGregor | 3 | Minnedosa | 7 | | Feb 27, 2019 | 8:15 PM | | Minnedosa | 1 | MacGregor | 4 | | MacGregor wins series 3 game(s) to 2 | | * - if necessary |
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| West Division Semi Finals (Best of 5) |
| Killarney Shamrocks vs Souris Elks |
| Date | Time | Venue | Away Team | Score | Home Team | Score | | | Feb 17, 2019 | 4:00 PM | | Souris | 0 | Killarney | 4 | | Feb 19, 2019 | 8:30 PM | | Killarney | 8 | Souris | 1 | | Feb 22, 2019 | 8:00 PM | | Souris | 2 | Killarney | 10 | | Killarney wins series 3 game(s) to 0 | | * - if necessary |
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| East Division Semi-Finals (Best of 5) |
| Neepawa Farmers vs Gladstone Lakers |
| Date | Time | Venue | Away Team | Score | Home Team | Score | | | Feb 16, 2019 | 7:30 PM | | Gladstone | 3 | Neepawa | 2 | | Feb 18, 2019 | 7:30 PM | | Gladstone | 4 | Neepawa | 1 | | Feb 23, 2019 | 8:00 PM | | Neepawa | 6 | Gladstone | 7 OT | | Gladstone wins series 3 game(s) to 0 | | * - if necessary |
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| West Division Semi Finals (Best of 5) |
| Boissevain Border Kings vs Hartney Blues |
| Date | Time | Venue | Away Team | Score | Home Team | Score | | | Feb 19, 2019 | 8:00 PM | | Hartney | 6 | Boissevain | 7 | | Feb 22, 2019 | 8:00 PM | | Boissevain | 6 | Hartney | 3 | | Feb 23, 2019 | 8:00 PM | | Hartney | 6 | Boissevain | 5 | | Feb 26, 2019 | 8:00 PM | | Boissevain | 9 | Hartney | 1 | | Boissevain wins series 3 game(s) to 1 | | * - if necessary |
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| East Quarter Finals (Best of 5) |
| Minnedosa Bombers vs Melita Bisons |
| Date | Time | Venue | Away Team | Score | Home Team | Score | | | Feb 07, 2019 | 8:30 PM | | Minnedosa | 4 | Melita | 3 | | Feb 09, 2019 | 7:30 PM | | Melita | 5 | Minnedosa | 3 | | Feb 12, 2019 | 8:30 PM | | Melita | 1 | Minnedosa | 9 | | Feb 14, 2019 | 8:30 PM | | Minnedosa | 5 | Melita | 4 | | Minnedosa wins series 3 game(s) to 1 | | * - if necessary |
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| Survivor Game (Best of 1) |
| Cartwright Clippers vs Melita Bisons |
| Date | Time | Venue | Away Team | Score | Home Team | Score | | | Feb 05, 2019 | 7:30 PM | | Melita | 6 | Cartwright | 3 | | Melita wins series 1 game(s) to 0 | | * - if necessary |
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| East Quarter Finals (Best of 5) |
| Gladstone Lakers vs Pilot Mound Pilots |
| Date | Time | Venue | Away Team | Score | Home Team | Score | | | Feb 06, 2019 | 8:30 PM | | Pilot Mound | 0 | Gladstone | 7 | | Feb 08, 2019 | 8:30 PM | | Gladstone | 8 | Pilot Mound | 1 | | Feb 09, 2019 | 8:00 PM | | Pilot Mound | 6 | Gladstone | 10 | | Feb 13, 2019 | 8:00 PM | | Gladstone | 0 | Pilot Mound | 0 | | Gladstone wins series 4 game(s) to 0 | | * - if necessary |
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| West Quarter Finals (Best of 5) |
| Hartney Blues vs Wawanesa Jets |
| Date | Time | Venue | Away Team | Score | Home Team | Score | | | Feb 06, 2019 | 8:00 PM | | Wawanesa | 2 | Hartney | 3 OT | | Feb 08, 2019 | 8:00 PM | | Hartney | 4 | Wawanesa | 3 | | Feb 10, 2019 | 5:00 PM | | Wawanesa | 2 | Hartney | 5 | | Hartney wins series 3 game(s) to 0 | | * - if necessary |
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| West Quarter Finals (Best of 5) |
| Deloraine Royals vs Souris Elks |
| Date | Time | Venue | Away Team | Score | Home Team | Score | | | Feb 08, 2019 | 8:00 PM | | Souris | 3 | Deloraine | 4 OT | | Feb 09, 2019 | 8:00 PM | | Deloraine | 1 | Souris | 4 | | Feb 12, 2019 | 8:30 PM | | Deloraine | 5 | Souris | 1 | | Feb 13, 2019 | 8:30 PM | | Souris | 6 | Deloraine | 3 | | Feb 15, 2019 | 8:00 PM | | Deloraine | 0 | Souris | 2 | | Souris wins series 3 game(s) to 2 | | * - if necessary |
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