| Game # | Start Date | Start Time | Venue | Home Team | Score | Visitor | Score |
| Quarter 1 vs 8 | |||||||
| 1 | 19-Feb-2020 | 4:00 PM | Oak Bluff Arena | Shaftesbury Titans | 1 | SMA Flames | 9 |
| 2 | 21-Feb-2020 | 3:40 PM | BellMTS Iceplex REMAX | SMA Flames | 10 | Shaftesbury Titans | 2 |
| 3 | 24-Feb-2020 | 4:00 PM | BellMTS Iceplex REMAX | SMA Flames | Shaftesbury Titans | ||
| Series: | SMA Flames | 2:0 | |||||
| Quarter 2 vs 7 | |||||||
| 4 | 18-Feb-2020 | 3:30 PM | Sanford Arena | Sanford Sabres | 2 | Beliveau Barracudas | 0 |
| 5 | 20-Feb-2020 | 2:15 PM | Southdale C C East Rink | Beliveau Barracudas | 1 | Sanford Sabres | 4 |
| 6 | 25-Feb-2020 | 3:30 PM | Sanford Arena | Sanford Sabres | Beliveau Barracudas | ||
| Series: | Sanford Sabres | 2:0 | |||||
| Quarter 3 vs 6 | |||||||
| 7 | 18-Feb-2020 | 4:05 PM | Century Arena | VMC Trojans | 5 | CJS Olympiens | 2 |
| 8 | 21-Feb-2020 | 4:00 PM | Dakota Community Centre | CJS Olympiens | 4 | VMC Trojans | 1 |
| 9 | 25-Feb-2020 | 4:05 PM | Century Arena | VMC Trojans | 4 | CJS Olympiens | 3 (OT) |
| Series: | VMC Trojans | 2:1 | |||||
| Quarter 4 vs 5 | |||||||
| 10 | 18-Feb-2020 | 3:30 PM | Selkirk Recreation Complex | Selkirk Royals | 4 | Kelvin Clippers | 5 |
| 11 | 19-Feb-2020 | 2:40 PM | River Heights Arena | Kelvin Clippers | 4 | Selkirk Royals | 2 |
| 12 | 21-Feb-2020 | 2:30 PM | BellMTS Iceplex Red River Coop | Kelvin Clippers | Selkirk Royals | ||
| Series: | Kelvin Clippers | 2:0 | |||||
| Game # | Start Date | Start Time | Venue | Home Team | Score | Visitor | Score |
| Semi Final 1 vs 4 | |||||||
| 13 | 26-Feb-2020 | 4:55 PM | Iceplex - ReMax | SMA Flames | 5 | Kelvin Clippers | 0 |
| 14 | 2-Mar-2020 | 4:15 PM | River Heights CC | Kelvin Clippers | 3 | SMA Flames | 7 |
| 15 | 4-Mar-2020 | 4:55 PM | Iceplex - ReMax | SMA Flames | Kelvin Clippers | ||
| Series: | SMA Flames | 2:0 | |||||
| Semi Final 2 vs 3 | |||||||
| 16 | 27-Feb-2020 | 3:45 PM | Sanford Arena | Sanford Sabres | 2 | Vincent Massey | 5 |
| 17 | 3-Mar-2020 | 4:05 PM | Century Arena | Vincent Massey | 2 | Sanford Sabres | 1 |
| 18 | 5-Mar-2020 | 4:15 PM | Sanford Arena | Sanford Sabres | Vincent Massey | ||
| Series: | VMC Trojans | 2:0 | |||||
| Game # | Start Date | Start Time | Venue | Home Team | Score | Visitor | Score |
| 19 | 3/16/2020 | 6:15 PM | BellMTS Iceplex RRCO | SMA Flames | VMC Trojans | ||
| 20 | 3/18/2020 | 5:00 PM | BellMTS Iceplex ACU | VMC Trojans | SMA Flames | ||
| 21 | 3/19/2020 | 6:15 PM | BellMTS Iceplex RRCO | SMA Flames | VMC Trojans | ||
| Series: | Team | 0:0 |