| Game # | Date | Time | Category | Team | Opponent | Venue | Score | Result |
| Sep 05 2019 | 6:00 PM | Rep | PeeWee BB | Milton Winterhawks | JL Grightmire Arena | | |
| Sep 06-Sep 08 | Rep | PeeWee BB | Flamborough Sabres Fall Early Bird Tournament (Flamborough, ON) |
| Sep 06 2019 | 6:00 PM | Rep | PeeWee BB | Flamborough-Dundas | Harry Howell Arena | | |
| Sep 07 2019 | 1:00 PM | Rep | PeeWee BB | Newmarket Redman White | JL Grightmire Arena | | |
| Sep 07 2019 | 7:15 PM | Rep | PeeWee BB | Newmarket Redman REd | Harry Howell Arena | | |
| Sep 13-Sep 15 | Rep | Atom AE | Orangeville Early Bird Tournament (Orangeville, ON) |
| Sep 15 2019 | 3:00 PM | Rep | PeeWee BB | Milton Winterhawks | Erin Centre 2000 | | |
| PH238 | Sep 16 2019 | 7:45 PM | Rep | PeeWee BB | Flamborough-Dundas Rep | Harry Howell (B) | 6-2 | W |
| BH169 | Sep 16 2019 | 8:45 PM | Rep | Bantam BB | Glancaster Bombers | Morgan (A) | 0-3 | L |
| AH105 | Sep 19 2019 | 7:00 PM | Rep | Atom AE | Orangeville Flyers | Alder (Red) | 0-11 | L |
| AS104 | Sep 19 2019 | 7:00 PM | Rep | Atom BB | Centre Wellington Fusion | Erin Centre 2000 | 2-5 | L |
| BH105 | Sep 19 2019 | 8:00 PM | Rep | Bantam BB | Guelph Gryphons | U of G (Red) | 2-2 | T |
| PH105 | Sep 20 2019 | 7:35 PM | Rep | PeeWee BB | Brampton 45s | Earnscliffe (2) | 5-0 | W |
| AS172 | Sep 20 2019 | 8:00 PM | Rep | Atom BB | Caledon Hawks | Caledon East (1) | 0-1 | L |
| MPH107 | Sep 21 2019 | 3:45 PM | Rep | PeeWee AE | Flamborough-Dundas Rep | Harry Howell (B) | 4-7 | L |
| AS160 | Sep 22 2019 | 2:15 PM | Rep | Atom BB | Woolwich Wildcats | Memorial (Snyder) | 2-7 | L |
| MPH113 | Sep 22 2019 | 2:45 PM | Rep | PeeWee AE | Glancaster Bombers | Erin Centre 2000 | 2-3 | L |
| AH111 | Sep 22 2019 | 4:00 PM | Rep | Atom AE | Guelph Gryphons | Erin Centre 2000 | 0-13 | L |
| PH120 | Sep 22 2019 | 5:00 PM | Rep | PeeWee BB | Flamborough-Dundas Rep | Erin Centre 2000 | 4-0 | W |
| BH143 | Sep 22 2019 | 5:15 PM | Rep | Bantam BB | Centre Wellington Fusion | Fergus (A) | 1-6 | L |
| AH114 | Sep 23 2019 | 7:00 PM | Rep | Atom AE | Oakville Rangers | Glen Abbey (Green) | 2-11 | L |
| AS119 | Sep 26 2019 | 8:00 PM | Rep | Atom BB | Flamborough-Dundas Rep | Erin Centre 2000 | 6-1 | W |
| Sep 27-Sep 29 | Rep | Midget BB | Aubrey Percival Otters Classic Tournament (Huntsville, ON) |
| BH117 | Sep 28 2019 | 4:30 PM | Rep | Bantam BB | Woolwich Wildcats | Memorial (Snyder) | 2-2 | T |
| AS269 | Sep 28 2019 | 5:30 PM | Rep | Atom BB | Oakville Rangers Red | Erin Centre 2000 | 1-10 | L |
| AH162 | Sep 28 2019 | 6:00 PM | Rep | Atom AE | Centre Wellington Fusion | Elora | 0-11 | L |
| MPH243 | Sep 28 2019 | 6:45 PM | Rep | PeeWee AE | Guelph Gryphons | Erin Centre 2000 | 0-12 | L |
| PH123 | Sep 28 2019 | 7:10 PM | Rep | PeeWee BB | Oakville Rangers | SMSC (2) | 3-0 | W |
| A-LL 02 | Sep 29 2019 | 1:00 PM | LL | Atom White | Orangeville Flyers #1 | Erin Centre 2000 | 1-0 | W |
| Sep 29 2019 | 2:00 PM | LL | Midget White | Midget Red | Erin Centre 2000 | 4-5 | |
| Ban LL 01 | Sep 29 2019 | 3:30 PM | LL | Bantam White | Orangeville Flyers #1 | Erin Centre 2000 | 10-7 | W |
| PW LL 15 | Sep 29 2019 | 3:30 PM | LL | PeeWee White | Orangeville Flyers #1 | Alder (Green) | 0-3 | L |
| AS179 | Sep 29 2019 | 4:30 PM | Rep | Atom BB | Owen Sound Jr. Attack | Erin Centre 2000 | 0-7 | L |
| MPH124 | Sep 29 2019 | 4:30 PM | Rep | PeeWee AE | Guelph Gryphons | WERC (1) | 0-9 | L |
| AH124 | Sep 29 2019 | 5:45 PM | Rep | Atom AE | Flamborough-Dundas Rep | Erin Centre 2000 | 0-4 | L |
| PH107 | Sep 29 2019 | 6:45 PM | Rep | PeeWee BB | Milton Winterhawks White | Erin Centre 2000 | 4-1 | W |
| AH128 | Oct 01 2019 | 7:10 PM | Rep | Atom AE | Glancaster Bombers | Glanbrook | 3-8 | L |
| M-LL021 | Oct 01 2019 | 8:15 PM | LL | Midget White | Orangeville Flyers #2 | Erin Centre 2000 | 8-3 | W |
| BH121 | Oct 01 2019 | 9:00 PM | Rep | Bantam BB | Milton Winterhawks | MSC (D) | 0-4 | L |
| M-LL024 | Oct 02 2019 | 9:00 PM | LL | Midget Red | Orangeville Flyers #3 | Tony Rose (A) | 5-3 | W |
| AS134 | Oct 03 2019 | 8:00 PM | Rep | Atom BB | Oakville Rangers Blue | Erin Centre 2000 | 4-2 | W |
| AH176 | Oct 04 2019 | 6:30 PM | Rep | Atom AE | Halton Hills Thunder | Erin Centre 2000 | 1-8 | L |
| MPH131 | Oct 04 2019 | 8:00 PM | Rep | PeeWee AE | Orangeville Flyers | Tony Rose (A) | 0-11 | L |
| AS209 | Oct 05 2019 | 5:30 PM | Rep | Atom BB | Burlington Eagles | Erin Centre 2000 | 4-2 | W |
| MPH139 | Oct 05 2019 | 6:45 PM | Rep | PeeWee AE | Woolwich Wildcats | Erin Centre 2000 | 3-4 | L |
| A-LL 05 | Oct 06 2019 | 1:00 PM | LL | Atom White | Orangeville Flyers #2 | Alder (Red) | 5-1 | W |
| PW LL 02 | Oct 06 2019 | 1:30 PM | LL | PeeWee White | Orangeville Flyers #2 | Erin Centre 2000 | 5-7 | L |
| M-LL025 | Oct 06 2019 | 2:45 PM | LL | Midget Red | Orangeville Flyers #1 | Erin Centre 2000 | 4-1 | W |
| AH137 | Oct 06 2019 | 3:00 PM | Rep | Atom AE | Woolwich Wildcats | Hillsburgh | 0-6 | L |
| AS143 | Oct 06 2019 | 3:30 PM | Rep | Atom BB | Guelph Gryphons | WERC (1) | 2-4 | L |
| BH146 | Oct 06 2019 | 4:00 PM | Rep | Bantam BB | Milton Winterhawks | Erin Centre 2000 | 0-4 | L |
| Ban LL 24 | Oct 06 2019 | 5:30 PM | LL | Bantam White | Orangeville Flyers #2 | Alder (Green) | 3-8 | L |
| PH139 | Oct 06 2019 | 6:30 PM | Rep | PeeWee BB | Orangeville Flyers | Tony Rose (A) | 1-2 | L |
| MPH140 | Oct 07 2019 | 6:20 PM | Rep | PeeWee AE | Brampton 45s | Terry Miller | 2-7 | L |
| MS225 | Oct 07 2019 | 7:30 PM | Rep | Midget BB | Orangeville Flyers | Alder (Red) | 3-6 | L |
| AS148 | Oct 08 2019 | 6:30 PM | Rep | Atom BB | New Hamburg Huskies | Wilmot Complex (Optimist) | 0-3 | L |
| BH128 | Oct 08 2019 | 7:00 PM | Rep | Bantam BB | Centre Wellington Fusion | Erin Centre 2000 | 1-3 | L |
| PH141 | Oct 08 2019 | 8:15 PM | Rep | PeeWee BB | Guelph Gryphons | Victoria | 1-2 | L |
| M-LL028 | Oct 08 2019 | 8:30 PM | LL | Midget White | Orangeville Flyers #3 | Erin Centre 2000 | 7-0 | W |
| AH142 | Oct 09 2019 | 6:30 PM | Rep | Atom AE | Milton Winterhawks White | MSC (D) | 0-9 | L |
| MPH233 | Oct 09 2019 | 7:30 PM | Rep | PeeWee AE | Milton Winterhawks Blue | MSC (B) | 1-9 | L |
| M-LL029 | Oct 09 2019 | 8:00 PM | LL | Midget Red | Orangeville Flyers #5 | Tony Rose (A) | 6-2 | W |
| MS101 | Oct 10 2019 | 8:00 PM | Rep | Midget BB | Owen Sound Jr. Attack | Erin Centre 2000 | 5-2 | W |
| BH136 | Oct 11 2019 | 8:20 PM | Rep | Bantam BB | Oakville Rangers | Joshua Creek (Red) | 0-5 | L |
| M-LL031 | Oct 15 2019 | 8:30 PM | LL | Midget Red | Orangeville Flyers #2 | Erin Centre 2000 | 9-1 | W |
| M-LL032 | Oct 16 2019 | 8:00 PM | LL | Midget White | Orangeville Flyers #4 | Tony Rose (A) | 3-9 | L |
| MS113 | Oct 17 2019 | 9:15 PM | Rep | Midget BB | New Hamburg Huskies | Erin Centre 2000 | 5-5 | T |
| Oct 18-Oct 20 | Rep | Bantam BB | Bob Beaumont Rep Tournament (Huntsville) |
| MPH152 | Oct 18 2019 | 6:00 PM | Rep | PeeWee AE | Halton Hills Thunder | Erin Centre 2000 | 2-8 | L |
| AH230 | Oct 18 2019 | 7:00 PM | Rep | Atom AE | Woolwich Wildcats | Woolwich Township | 0-11 | L |
| Oct 19 2019 | 2:30 PM | Rep | Novice BB | Guelph | Erin Centre 2000 | | |
| AH228 | Oct 19 2019 | 3:30 PM | Rep | Atom AE | Glancaster Bombers | Erin Centre 2000 | 0-6 | L |
| AS149 | Oct 19 2019 | 5:30 PM | Rep | Atom BB | Halton Hills Thunder | Erin Centre 2000 | 4-10 | L |
| PH159 | Oct 19 2019 | 6:45 PM | Rep | PeeWee BB | Milton Winterhawks Blue | Erin Centre 2000 | 6-1 | W |
| NovLL04 | Oct 20 2019 | 1:30 PM | LL | Novice White | Orangeville Flyers #1 | Erin Centre 2000 | 0-0 | T |
| A-LL 09 | Oct 20 2019 | 2:00 PM | LL | Atom White | Orangeville Flyers #3 | Hillsburgh | 1-4 | L |
| AH163 | Oct 20 2019 | 3:00 PM | Rep | Atom AE | Caledon Hawks | Hillsburgh | 1-9 | L |
| Ban LL 03 | Oct 20 2019 | 3:00 PM | LL | Bantam White | Orangeville Flyers #3 | Erin Centre 2000 | 6-2 | W |
| MPH165 | Oct 20 2019 | 4:15 PM | Rep | PeeWee AE | Caledon Hawks | Erin Centre 2000 | 4-1 | W |
| PH172 | Oct 20 2019 | 5:30 PM | Rep | PeeWee BB | Caledon Hawks | Erin Centre 2000 | 7-1 | W |
| PW LL 35 | Oct 20 2019 | 6:00 PM | LL | PeeWee White | Orangeville Flyers #3 | Tony Rose (A) | 2-5 | L |
| M-LL036 | Oct 20 2019 | 6:30 PM | LL | Midget White | Orangeville Flyers #1 | Tony Rose (B) | 2-7 | L |
| AS164 | Oct 20 2019 | 6:45 PM | Rep | Atom BB | Oakville Rangers Red | Erin Centre 2000 | 1-10 | L |
| M-LL034 | Oct 20 2019 | 7:00 PM | LL | Midget Red | Orangeville Flyers #4 | Tony Rose (A) | 4-2 | W |
| MS241 | Oct 20 2019 | 7:10 PM | Rep | Midget BB | Oakville Rangers | Oakville | 2-5 | L |
| BH147 | Oct 22 2019 | 7:15 PM | Rep | Bantam BB | Halton Hills Thunder | MMSP (Alcott) | 4-8 | L |
| M-LL037 | Oct 22 2019 | 8:30 PM | LL | Midget Red | Midget White | Erin Centre 2000 | 5-8 | |
| PH133 | Oct 24 2019 | 8:00 PM | Rep | PeeWee BB | Glancaster Bombers | Erin Centre 2000 | 1-1 | T |
| MS125 | Oct 24 2019 | 9:15 PM | Rep | Midget BB | Woolwich Wildcats | Erin Centre 2000 | 0-9 | L |
| Oct 25-Oct 27 | Rep | Atom BB | Prince Edward County Milk Tournament (Wellington, ON) |
| Oct 25-Oct 27 | Rep | Novice BB | PEC Kings Jamboree (Prince Edward County) |
| AH173 | Oct 26 2019 | 4:30 PM | Rep | Atom AE | Hespeler Shamrocks | Hespeler (1) | 2-1 | W |
| MPH178 | Oct 26 2019 | 5:30 PM | Rep | PeeWee AE | Milton Winterhawks White | Erin Centre 2000 | 0-9 | L |
| PH174 | Oct 26 2019 | 7:00 PM | Rep | PeeWee BB | Halton Hills Thunder | Acton (B) | 5-1 | W |
| NovLL30 | Oct 27 2019 | 10:45 AM | LL | Novice White | Orangeville Flyers #3 | Tony Rose (A) | 0-0 | T |
| PW LL 04 | Oct 27 2019 | 1:30 PM | LL | PeeWee White | Orangeville Flyers #4 | Erin Centre 2000 | 2-1 | W |
| A-LL 12 | Oct 27 2019 | 2:00 PM | LL | Atom White | Orangeville Flyers #4 | Tony Rose (A) | 2-6 | L |
| M-LL040 | Oct 27 2019 | 3:00 PM | LL | Midget White | Orangeville Flyers #5 | Erin Centre 2000 | 5-4 | W |
| BH101 | Oct 27 2019 | 4:15 PM | Rep | Bantam BB | Glancaster Bombers | Erin Centre 2000 | 2-7 | L |
| MPH175 | Oct 27 2019 | 4:20 PM | Rep | PeeWee AE | Centre Wellington Fusion | Elora | 2-4 | L |
| MS132 | Oct 27 2019 | 5:15 PM | Rep | Midget BB | Centre Wellington Fusion | Fergus (A) | 1-4 | L |
| PH185 | Oct 27 2019 | 5:45 PM | Rep | PeeWee BB | Halton Hills Thunder | Erin Centre 2000 | 5-0 | W |
| Ban LL 45 | Oct 27 2019 | 6:30 PM | LL | Bantam White | Orangeville Flyers #4 | Alder (Green) | 5-3 | W |
| BH155 | Oct 29 2019 | 7:00 PM | Rep | Bantam BB | Woolwich Wildcats | Erin Centre 2000 | 4-5 | L |
| M-LL043 | Oct 29 2019 | 8:30 PM | LL | Midget Red | Orangeville Flyers #3 | Erin Centre 2000 | 0-3 | L |
| AS159 | Oct 30 2019 | 7:30 PM | Rep | Atom BB | Hespeler Shamrocks | Hespeler (1) | 4-1 | W |
| BH158 | Oct 30 2019 | 8:45 PM | Rep | Bantam BB | Caledon Hawks | Caledon East (1) | 1-5 | L |
| MS137 | Oct 31 2019 | 9:15 PM | Rep | Midget BB | Halton Hills Thunder | Erin Centre 2000 | 2-2 | T |
| MPH182 | Nov 01 2019 | 6:30 PM | Rep | PeeWee AE | Milton Winterhawks White | MSC (D) | 0-5 | L |
| AH197 | Nov 01 2019 | 6:30 PM | Rep | Atom AE | Caledon Hawks | Caledon East (1) | 1-13 | L |
| AS229 | Nov 01 2019 | 7:00 PM | Rep | Atom BB | Oakville Rangers Red | Glen Abbey (Green) | 1-8 | L |
| MS138 | Nov 01 2019 | 7:30 PM | Rep | Midget BB | Caledon Hawks | Caledon East (1) | 2-4 | L |
| HINS108 | Nov 02 2019 | 4:30 PM | Rep | Novice BB | Milton Winterhawks AE | Erin Centre 2000 | | |
| PH184 | Nov 02 2019 | 6:15 PM | Rep | PeeWee BB | Caledon Hawks | Caledon East (1) | 4-1 | W |
| NovLL02 | Nov 03 2019 | 12:30 PM | LL | Novice White | Orangeville Flyers #2 | Erin Centre 2000 | 0-0 | T |
| Ban LL 05 | Nov 03 2019 | 1:45 PM | LL | Bantam White | Orangeville Flyers #5 | Erin Centre 2000 | 4-4 | T |
| A-LL 14 | Nov 03 2019 | 2:00 PM | LL | Atom White | Orangeville Flyers #5 | Hillsburgh | 2-3 | L |
| M-LL046 | Nov 03 2019 | 3:00 PM | LL | Midget White | Midget Red | Erin Centre 2000 | 3-8 | |
| PW LL 52 | Nov 03 2019 | 3:10 PM | LL | PeeWee White | Orangeville Flyers #5 | Tony Rose (A) | 1-4 | L |
| AH189 | Nov 03 2019 | 4:15 PM | Rep | Atom AE | Hespeler Shamrocks | Erin Centre 2000 | 6-1 | W |
| PH163 | Nov 03 2019 | 4:20 PM | Rep | PeeWee BB | Centre Wellington Fusion | Elora | 4-1 | W |
| AS194 | Nov 03 2019 | 5:15 PM | Rep | Atom BB | Milton Winterhawks | Erin Centre 2000 | 3-4 | L |
| HINS129 | Nov 03 2019 | 5:30 PM | Rep | Novice BB | New Hamburg Huskies | Wilmot Complex (Optimist) | | |
| MPH191 | Nov 03 2019 | 6:30 PM | Rep | PeeWee AE | Centre Wellington Fusion | Erin Centre 2000 | 0-2 | L |
| MS127 | Nov 04 2019 | 9:00 PM | Rep | Midget BB | Hespeler Shamrocks | Hespeler (2) | 1-3 | L |
| BH164 | Nov 05 2019 | 7:00 PM | Rep | Bantam BB | Guelph Gryphons | Erin Centre 2000 | 3-6 | L |
| M-LL049 | Nov 05 2019 | 8:30 PM | LL | Midget White | Orangeville Flyers #1 | Erin Centre 2000 | 1-4 | L |
| MS149 | Nov 07 2019 | 8:30 PM | Rep | Midget BB | Oakville Rangers | Erin Centre 2000 | 4-0 | W |
| Nov 08-Nov 10 | Rep | Bantam BB | Three Rivers Cup (Pittsburgh, PA) |
| PH208 | Nov 09 2019 | 12:00 PM | Rep | PeeWee BB | Woolwich Wildcats | Woolwich Township | 1-4 | L |
| AS170 | Nov 09 2019 | 3:45 PM | Rep | Atom BB | Brampton 45s | South Fletcher (2) | 0-0 | T |
| MPH197 | Nov 09 2019 | 4:00 PM | Rep | PeeWee AE | Caledon Hawks | Mayfield | 2-0 | W |
| HINS109 | Nov 09 2019 | 5:30 PM | Rep | Novice BB | Centre Wellington Fusion | Erin Centre 2000 | | |
| NovLL19 | Nov 10 2019 | 10:45 AM | LL | Novice White | Orangeville Flyers #2 | Tony Rose (A) | 0-0 | T |
| HINS117 | Nov 10 2019 | 11:00 AM | Rep | Novice BB | Guelph Gryphons AE | Centennial (Guelph) | | |
| Ban LL 15 | Nov 10 2019 | 12:30 PM | LL | Bantam White | Orangeville Flyers #1 | Tony Rose (B) | 6-8 | L |
| A-LL 17 | Nov 10 2019 | 1:00 PM | LL | Atom White | Orangeville Flyers #1 | Alder (Red) | 3-5 | L |
| PW LL 01 | Nov 10 2019 | 1:30 PM | LL | PeeWee White | Orangeville Flyers #1 | Erin Centre 2000 | 2-3 | L |
| M-LL052 | Nov 10 2019 | 2:45 PM | LL | Midget White | Orangeville Flyers #4 | Erin Centre 2000 | 6-7 | L |
| AS192 | Nov 10 2019 | 3:00 PM | Rep | Atom BB | Burlington Eagles | Central | 2-2 | T |
| M-LL053 | Nov 10 2019 | 3:30 PM | LL | Midget Red | Orangeville Flyers #1 | Alder (Green) | 3-3 | T |
| AH202 | Nov 10 2019 | 4:00 PM | Rep | Atom AE | Centre Wellington Fusion | Erin Centre 2000 | 0-9 | L |
| MPH204 | Nov 10 2019 | 5:00 PM | Rep | PeeWee AE | Oakville Rangers | Erin Centre 2000 | 2-11 | L |
| PH203 | Nov 10 2019 | 6:00 PM | Rep | PeeWee BB | Milton Winterhawks Blue | Memorial | 3-5 | L |
| MS185 | Nov 10 2019 | 6:15 PM | Rep | Midget BB | Caledon Hawks | Erin Centre 2000 | 3-3 | T |
| BH173 | Nov 12 2019 | 7:00 PM | Rep | Bantam BB | Glancaster Bombers | Erin Centre 2000 | 2-5 | L |
| M-LL055 | Nov 12 2019 | 8:30 PM | LL | Midget Red | Orangeville Flyers #4 | Erin Centre 2000 | 4-5 | L |
| M-LL056 | Nov 13 2019 | 8:00 PM | LL | Midget White | Orangeville Flyers #2 | Tony Rose (A) | 3-5 | L |
| BH177 | Nov 13 2019 | 8:15 PM | Rep | Bantam BB | Guelph Gryphons | WERC (2) | 1-1 | T |
| MS160 | Nov 13 2019 | 8:30 PM | Rep | Midget BB | Brampton 45s | Terry Miller | 2-2 | T |
| Nov 15-Nov 17 | Rep | Atom BB | South Muskoka Memorial Tournament (Gravenhurst ON) |
| Nov 15-Nov 17 | Rep | Midget BB | Strathroy Olympics Tournament (Strathroy ON) |
| Nov 15-Nov 17 | Rep | PeeWee BB | Strathroy Olympics Tournament (Strathroy, ON) |
| 13 | Nov 15 2019 | 12:40 PM | Rep | Midget BB | St. Mary’s Rock | Gemini Sportsplex - Blue | 1-0 | W |
| 25 | Nov 15 2019 | 5:25 PM | Rep | Midget BB | Mt.Brydges Cougars | Gemini Sportsplex -Blue | 3-2 | W |
| 42 | Nov 16 2019 | 11:30 AM | Rep | Midget BB | Strathroy Jr. Rockets | WEst Middlesex Memorial Arena | 1-3 | L |
| Nov 16 2019 | 8:25 PM | Rep | Midget BB | Mt. Brydges | Gemini Sportsplex- Green | 3-1 | W |
| Nov 17 2019 | 2:45 PM | Rep | Midget BB | Strathroy Jr. Rockets | Gemini Sportsplex - Blue | 1-2 | L |
| Nov 15-Nov 17 | LL | Atom White | Canadian Tire Cup (Hanover, ON) |
| HINS139 | Nov 15 2019 | 6:30 PM | Rep | Novice BB | Orangeville Flyers | Tony Rose (A) | | |
| HINS105 | Nov 16 2019 | 2:40 PM | Rep | Novice BB | Centre Wellington Fusion | Fergus (A) | | |
| AH213 | Nov 16 2019 | 3:50 PM | Rep | Atom AE | Milton Winterhawks Blue | Sherwood (2) | 1-9 | L |
| MPH212 | Nov 16 2019 | 5:15 PM | Rep | PeeWee AE | Halton Hills Thunder | MMSP (Alcott) | 2-5 | L |
| PW LL 24 | Nov 17 2019 | 12:00 PM | LL | PeeWee White | Orangeville Flyers #2 | Tony Rose (A) | 2-7 | L |
| NovLL01 | Nov 17 2019 | 1:30 PM | LL | Novice White | Orangeville Flyers #3 | Erin Centre 2000 | 0-0 | T |
| Ban LL 02 | Nov 17 2019 | 2:30 PM | LL | Bantam White | Orangeville Flyers #2 | Erin Centre 2000 | 2-9 | L |
| HINS144 | Nov 17 2019 | 3:00 PM | Rep | Novice BB | Woolwich Wildcats | Memorial (McLeod) | | |
| BH119 | Nov 17 2019 | 3:30 PM | Rep | Bantam BB | Halton Hills Thunder | Erin Centre 2000 | 0-4 | L |
| AH215 | Nov 17 2019 | 5:00 PM | Rep | Atom AE | Milton Winterhawks White | Erin Centre 2000 | 2-11 | L |
| M-LL059 | Nov 17 2019 | 6:00 PM | LL | Midget White | Orangeville Flyers #3 | Tony Rose (A) | 5-1 | W |
| MPH217 | Nov 17 2019 | 6:15 PM | Rep | PeeWee AE | Brampton 45s | Erin Centre 2000 | 1-5 | L |
| BH182 | Nov 19 2019 | 7:00 PM | Rep | Bantam BB | Caledon Hawks | Erin Centre 2000 | 5-0 | W |
| PH218 | Nov 19 2019 | 8:25 PM | Rep | PeeWee BB | Glancaster Bombers | Glanbrook | 6-3 | W |
| M-LL061 | Nov 19 2019 | 8:30 PM | LL | Midget Red | Orangeville Flyers #5 | Erin Centre 2000 | 11-3 | W |
| BH219 | Nov 20 2019 | 7:45 PM | Rep | Bantam BB | Halton Hills Thunder | Acton (B) | 0-3 | L |
| M-LL062 | Nov 20 2019 | 8:00 PM | LL | Midget White | Orangeville Flyers #5 | Tony Rose (A) | 5-5 | T |
| M-LL063 | Nov 20 2019 | 9:00 PM | LL | Midget Red | Orangeville Flyers #2 | Tony Rose (A) | 2-2 | T |
| AS196 | Nov 21 2019 | 7:00 PM | Rep | Atom BB | Milton Winterhawks | Memorial | 1-3 | L |
| AH150 | Nov 21 2019 | 7:30 PM | Rep | Atom AE | Milton Winterhawks Blue | Erin Centre 2000 | 1-9 | L |
| MS173 | Nov 21 2019 | 8:30 PM | Rep | Midget BB | Brampton 45s | Erin Centre 2000 | 4-3 | W |
| Nov 22-Nov 24 | Rep | Atom AE | Power Play Tournament (Guelph, ON) |
| MPH229 | Nov 23 2019 | 5:15 PM | Rep | PeeWee AE | Woolwich Wildcats | Memorial (Snyder) | 2-1 | W |
| PH224 | Nov 23 2019 | 5:30 PM | Rep | PeeWee BB | Orangeville Flyers | Erin Centre 2000 | 3-1 | W |
| BH189 | Nov 23 2019 | 6:45 PM | Rep | Bantam BB | Woolwich Wildcats | Memorial (Snyder) | 2-4 | L |
| NovLL10 | Nov 24 2019 | 10:45 AM | LL | Novice White | Orangeville Flyers #1 | Tony Rose (A) | 0-0 | T |
| A-LL 24 | Nov 24 2019 | 12:00 PM | LL | Atom White | Orangeville Flyers #3 | Tony Rose (A) | 2-4 | L |
| PW LL 03 | Nov 24 2019 | 1:30 PM | LL | PeeWee White | Orangeville Flyers #3 | Erin Centre 2000 | 4-6 | L |
| M-LL064 | Nov 24 2019 | 2:45 PM | LL | Midget Red | Orangeville Flyers #1 | Erin Centre 2000 | 4-3 | W |
| AS231 | Nov 24 2019 | 3:00 PM | Rep | Atom BB | Owen Sound Jr. Attack | JMRRC (1 - West) | 2-7 | L |
| MPH230 | Nov 24 2019 | 4:00 PM | Rep | PeeWee AE | Orangeville Flyers | Erin Centre 2000 | 4-12 | L |
| MS178 | Nov 24 2019 | 4:00 PM | Rep | Midget BB | Owen Sound Jr. Attack | JMRRC (2 - East) | 0-3 | L |
| PH237 | Nov 24 2019 | 5:15 PM | Rep | PeeWee BB | Oakville Rangers | Erin Centre 2000 | 1-4 | L |
| Ban LL 35 | Nov 24 2019 | 6:30 PM | LL | Bantam White | Orangeville Flyers #3 | Alder (Green) | 2-7 | L |
| BH218 | Nov 24 2019 | 6:30 PM | Rep | Bantam BB | Milton Winterhawks | Erin Centre 2000 | 1-3 | L |
| AH250 | Nov 26 2019 | 7:00 PM | Rep | Atom AE | Guelph Gryphons | Centennial (Guelph) | 0-6 | L |
| BH191 | Nov 26 2019 | 7:15 PM | Rep | Bantam BB | Halton Hills Thunder | Erin Centre 2000 | 1-3 | L |
| M-LL067 | Nov 26 2019 | 8:45 PM | LL | Midget White | Orangeville Flyers #3 | Erin Centre 2000 | 2-3 | L |
| M-LL068 | Nov 27 2019 | 8:00 PM | LL | Midget Red | Orangeville Flyers #5 | Tony Rose (A) | 4-4 | T |
| MS220 | Nov 27 2019 | 8:30 PM | Rep | Midget BB | Brampton 45s | Terry Miller | 4-3 | W |
| AS255 | Nov 28 2019 | 6:30 PM | Rep | Atom BB | Halton Hills Thunder | MMSP (Alcott) | 1-5 | L |
| PH198 | Nov 28 2019 | 7:30 PM | Rep | PeeWee BB | Centre Wellington Fusion | Erin Centre 2000 | 4-1 | W |
| AH234 | Nov 28 2019 | 7:30 PM | Rep | Atom AE | Flamborough-Dundas Rep | Harry Howell (B) | 0-5 | L |
| HINS110 | Nov 29 2019 | 6:30 PM | Rep | Novice BB | Orangeville Flyers | Erin Centre 2000 | | |
| MPH263 | Nov 30 2019 | 1:45 PM | Rep | PeeWee AE | Flamborough-Dundas Rep | Harry Howell (B) | 1-10 | L |
| HINS111 | Nov 30 2019 | 4:30 PM | Rep | Novice BB | Guelph Gryphons AE | Erin Centre 2000 | | |
| PH211 | Nov 30 2019 | 5:30 PM | Rep | PeeWee BB | Guelph Gryphons | Erin Centre 2000 | 2-2 | T |
| AH190 | Dec 01 2019 | 12:00 PM | Rep | Atom AE | Halton Hills Thunder | MMSP (Alcott) | 1-4 | L |
| Ban LL 04 | Dec 01 2019 | 1:30 PM | LL | Bantam White | Orangeville Flyers #4 | Erin Centre 2000 | 5-5 | T |
| M-LL071 | Dec 01 2019 | 5:45 PM | LL | Midget Red | Orangeville Flyers #3 | Tony Rose (A) | | |
| BH200 | Dec 03 2019 | 7:00 PM | Rep | Bantam BB | Centre Wellington Fusion | Erin Centre 2000 | 2-2 | T |
| MPH245 | Dec 03 2019 | 7:45 PM | Rep | PeeWee AE | Glancaster Bombers | Morgan (B) | 0-2 | L |
| M-LL073 | Dec 03 2019 | 8:30 PM | LL | Midget Red | Orangeville Flyers #2 | Erin Centre 2000 | 4-1 | W |
| MS195 | Dec 03 2019 | 9:00 PM | Rep | Midget BB | Halton Hills Thunder | MMSP (Alcott) | 1-4 | L |
| M-LL074 | Dec 04 2019 | 8:00 PM | LL | Midget White | Orangeville Flyers #4 | Tony Rose (A) | 7-13 | L |
| AH261 | Dec 05 2019 | 6:30 PM | Rep | Atom AE | Orangeville Flyers | Alder (Red) | 2-6 | L |
| PH246 | Dec 05 2019 | 7:30 PM | Rep | PeeWee BB | Milton Winterhawks White | MSC (D) | 4-1 | W |
| MS197 | Dec 05 2019 | 8:30 PM | Rep | Midget BB | Halton Hills Thunder | Erin Centre 2000 | 4-4 | T |
| Dec 06-Dec 08 | Rep | PeeWee AE | Halton Hills Thunder Memorial Tournament (Georgetown, ON) |
| Dec 06-Dec 08 | Rep | PeeWee BB | Halton Hills Thunder Memorial Tournament (Georgetown, ON) |
| Dec 06 2019 | 12:30 PM | Rep | PeeWee BB | Georgetown | Mold-Masters Sportplex | | |
| Dec 06 2019 | 4:45 PM | Rep | PeeWee BB | Cambridge | Mold-Masters Sportplex | | |
| MS198 | Dec 06 2019 | 8:45 PM | Rep | Midget BB | Caledon Hawks | Caledon East (1) | 5-1 | W |
| Dec 07 2019 | 10:15 AM | Rep | PeeWee BB | Livonia | Mold-Masters Sportplex | | |
| AS275 | Dec 07 2019 | 2:25 PM | Rep | Atom BB | Brampton 45s | South Fletcher (2) | 4-3 | W |
| HINS112 | Dec 07 2019 | 4:30 PM | Rep | Novice BB | Woolwich Wildcats | Erin Centre 2000 | | |
| Dec 07 2019 | 4:45 PM | Rep | PeeWee BB | Hamilton | Mold-Masters Sportplex | | |
| BH137 | Dec 07 2019 | 5:30 PM | Rep | Bantam BB | Oakville Rangers | Erin Centre 2000 | 1-2 | L |
| NovLL33 | Dec 08 2019 | 10:45 AM | LL | Novice White | Orangeville Flyers #3 | Tony Rose (A) | | |
| A-LL 30 | Dec 08 2019 | 1:00 PM | LL | Atom White | Orangeville Flyers #5 | Alder (Red) | 0-5 | L |
| Ban LL 52 | Dec 08 2019 | 3:30 PM | LL | Bantam White | Orangeville Flyers #5 | Tony Rose (B) | 5-3 | W |
| AS277 | Dec 08 2019 | 4:00 PM | Rep | Atom BB | Caledon Hawks | Caledon East (1) | 3-2 | W |
| M-LL076 | Dec 08 2019 | 4:30 PM | LL | Midget Red | Orangeville Flyers #4 | Tony Rose (B) | 4-4 | T |
| AH254 | Dec 08 2019 | 4:30 PM | Rep | Atom AE | Orangeville Flyers | Erin Centre 2000 | 1-10 | L |
| BH208 | Dec 08 2019 | 4:50 PM | Rep | Bantam BB | Oakville Rangers | Oakville | 3-0 | W |
| M-LL077 | Dec 08 2019 | 5:30 PM | LL | Midget White | Orangeville Flyers #1 | Tony Rose (B) | 4-1 | W |
| PW LL 05 | Dec 08 2019 | 5:30 PM | LL | PeeWee White | Orangeville Flyers #5 | Erin Centre 2000 | | |
| MPH161 | Dec 10 2019 | 6:30 PM | Rep | PeeWee AE | Oakville Rangers | Oakville | | |
| BH209 | Dec 10 2019 | 7:00 PM | Rep | Bantam BB | Oakville Rangers | Erin Centre 2000 | | |
| M-LL079 | Dec 10 2019 | 8:30 PM | LL | Midget Red | Midget White | Erin Centre 2000 | | |
| AS224 | Dec 12 2019 | 7:30 PM | Rep | Atom BB | Brampton 45s | Erin Centre 2000 | | |
| MS209 | Dec 12 2019 | 8:45 PM | Rep | Midget BB | Oakville Rangers | Erin Centre 2000 | | |
| PH261 | Dec 13 2019 | 6:15 PM | Rep | PeeWee BB | Brampton 45s | Earnscliffe (2) | | |
| Dec 14-Dec 14 | Rep | Novice BB | Memorial Silver Stick Tournament (Midland ON) |
| AS239 | Dec 14 2019 | 11:00 AM | Rep | Atom BB | Caledon Hawks | Hillsburgh | | |
| MPH126 | Dec 14 2019 | 4:30 PM | Rep | PeeWee AE | Milton Winterhawks Blue | Erin Centre 2000 | | |
| PH263 | Dec 14 2019 | 5:45 PM | Rep | PeeWee BB | Milton Winterhawks White | Erin Centre 2000 | | |
| NovLL05 | Dec 15 2019 | 1:30 PM | LL | Novice White | Orangeville Flyers #2 | Erin Centre 2000 | | |
| A-LL 33 | Dec 15 2019 | 2:00 PM | LL | Atom White | Orangeville Flyers #1 | Hillsburgh | | |
| Ban LL 06 | Dec 15 2019 | 2:30 PM | LL | Bantam White | Orangeville Flyers #1 | Erin Centre 2000 | | |
| AH267 | Dec 15 2019 | 3:00 PM | Rep | Atom AE | Guelph Gryphons | Hillsburgh | | |
| M-LL082 | Dec 15 2019 | 3:30 PM | LL | Midget White | Orangeville Flyers #5 | Erin Centre 2000 | | |
| PW LL 19 | Dec 15 2019 | 4:30 PM | LL | PeeWee White | Orangeville Flyers #1 | Alder (Green) | | |
| AS284 | Dec 15 2019 | 4:45 PM | Rep | Atom BB | Owen Sound Jr. Attack | Erin Centre 2000 | | |
| MPH269 | Dec 15 2019 | 6:00 PM | Rep | PeeWee AE | Glancaster Bombers | Erin Centre 2000 | | |
| MS217 | Dec 15 2019 | 7:30 PM | Rep | Midget BB | Woolwich Wildcats | Memorial (Snyder) | | |
| AH270 | Dec 16 2019 | 7:00 PM | Rep | Atom AE | Oakville Rangers | Glen Abbey (Green) | | |
| AS297 | Dec 17 2019 | 7:00 PM | Rep | Atom BB | Burlington Eagles | Central | | |
| BH110 | Dec 17 2019 | 7:00 PM | Rep | Bantam BB | Caledon Hawks | Erin Centre 2000 | | |
| M-LL085 | Dec 17 2019 | 8:30 PM | LL | Midget Red | Orangeville Flyers #3 | Erin Centre 2000 | | |
| PH250 | Dec 18 2019 | 6:15 PM | Rep | PeeWee BB | Brampton 45s | Erin Centre 2000 | | |
| AS299 | Dec 19 2019 | 7:30 PM | Rep | Atom BB | Milton Winterhawks | Erin Centre 2000 | | |
| MS221 | Dec 19 2019 | 8:45 PM | Rep | Midget BB | Hespeler Shamrocks | Erin Centre 2000 | | |
| AH241 | Dec 21 2019 | 12:00 PM | Rep | Atom AE | Oakville Rangers | Hillsburgh | | |
| MPH280 | Dec 21 2019 | 3:15 PM | Rep | PeeWee AE | Guelph Gryphons | WERC (2) | | |
| HINS113 | Dec 21 2019 | 4:30 PM | Rep | Novice BB | New Hamburg Huskies | Erin Centre 2000 | | |
| MS235 | Dec 21 2019 | 5:30 PM | Rep | Midget BB | Centre Wellington Fusion | Erin Centre 2000 | | |
| BH193 | Dec 21 2019 | 6:30 PM | Rep | Bantam BB | Milton Winterhawks | MSC (D) | | |
| PH279 | Dec 21 2019 | 7:10 PM | Rep | PeeWee BB | Oakville Rangers | SMSC (2) | | |
| NovLL22 | Dec 22 2019 | 10:45 AM | LL | Novice White | Orangeville Flyers #2 | Tony Rose (A) | | |
| A-LL 35 | Dec 22 2019 | 12:05 PM | LL | Atom White | Orangeville Flyers #2 | Tony Rose (A) | | |
| Ban LL 29 | Dec 22 2019 | 1:05 PM | LL | Bantam White | Orangeville Flyers #2 | Tony Rose (A) | | |
| M-LL088 | Dec 22 2019 | 1:30 PM | LL | Midget White | Midget Red | Erin Centre 2000 | | |
| PW LL 07 | Dec 22 2019 | 2:00 PM | LL | PeeWee White | Orangeville Flyers #2 | Hillsburgh | | |
| MS161 | Dec 22 2019 | 2:40 PM | Rep | Midget BB | Orangeville Flyers | Erin Centre 2000 | | |
| AH280 | Dec 22 2019 | 3:00 PM | Rep | Atom AE | Flamborough-Dundas Rep | Hillsburgh | | |
| HINS127 | Dec 22 2019 | 3:30 PM | Rep | Novice BB | Milton Winterhawks AE | MSC (B) | | |
| AS254 | Dec 22 2019 | 4:25 PM | Rep | Atom BB | Halton Hills Thunder | Erin Centre 2000 | | |
| PH276 | Dec 22 2019 | 5:30 PM | Rep | PeeWee BB | Flamborough-Dundas Rep | Erin Centre 2000 | | |
| MPH282 | Dec 22 2019 | 6:45 PM | Rep | PeeWee AE | Milton Winterhawks Blue | Erin Centre 2000 | | |
| PH146 | Dec 23 2019 | 6:30 PM | Rep | PeeWee BB | Woolwich Wildcats | Erin Centre 2000 | | |
| MPH256 | Dec 23 2019 | 7:45 PM | Rep | PeeWee AE | Flamborough-Dundas Rep | Erin Centre 2000 | | |
| MS170 | Dec 23 2019 | 8:10 PM | Rep | Midget BB | New Hamburg Huskies | Wilmot Complex (Schout) | | |
| BH215 | Dec 23 2019 | 9:00 PM | Rep | Bantam BB | Centre Wellington Fusion | Elora | | |
| Dec 27-Dec 29 | Rep | Midget BB | Pelham Silver Stick Tournament (Pelham, ON) |
| Dec 27-Dec 29 | LL | PeeWee White | Ray Hunt Memorial (Orangeville, ON) |
| Dec 27-Dec 29 | LL | Bantam White | Ray Hunt Memorial (Orangeville, ON) |
| PW LL 45 | Jan 03 2020 | 7:00 PM | LL | PeeWee White | Orangeville Flyers #4 | Alder (Red) | | |
| HINS114 | Jan 04 2020 | 4:30 PM | Rep | Novice BB | Milton Winterhawks AE | Erin Centre 2000 | | |
| A-LL 38 | Jan 05 2020 | 1:00 PM | LL | Atom White | Orangeville Flyers #3 | Hillsburgh | | |
| NovLL03 | Jan 05 2020 | 1:30 PM | LL | Novice White | Orangeville Flyers #3 | Erin Centre 2000 | | |
| PW LL 40 | Jan 05 2020 | 2:00 PM | LL | PeeWee White | Orangeville Flyers #3 | Tony Rose (A) | | |
| Ban LL 08 | Jan 05 2020 | 2:30 PM | LL | Bantam White | Orangeville Flyers #3 | Erin Centre 2000 | | |
| M-LL091 | Jan 05 2020 | 3:30 PM | LL | Midget White | Orangeville Flyers #4 | Erin Centre 2000 | | |
| HINS135 | Jan 05 2020 | 5:30 PM | Rep | Novice BB | New Hamburg Huskies | Wilmot Complex (Optimist) | | |
| M-LL093 | Jan 05 2020 | 6:30 PM | LL | Midget Red | Orangeville Flyers #1 | Tony Rose (B) | | |
| M-LL094 | Jan 07 2020 | 8:30 PM | LL | Midget Red | Orangeville Flyers #4 | Erin Centre 2000 | | |
| M-LL095 | Jan 08 2020 | 8:00 PM | LL | Midget White | Orangeville Flyers #2 | Tony Rose (A) | | |
| Jan 10-Jan 12 | Rep | PeeWee AE | Buffalo River Outdoor Classic Tournament (Buffalo, NY) |
| NovLL07 | Jan 10 2020 | 6:30 PM | LL | Novice White | Orangeville Flyers #1 | Erin Centre 2000 | | |
| NovLL12 | Jan 12 2020 | 10:45 AM | LL | Novice White | Orangeville Flyers #1 | Tony Rose (A) | | |
| A-LL 40 | Jan 12 2020 | 12:00 PM | LL | Atom White | Orangeville Flyers #4 | Alder (Red) | | |
| PW LL 09 | Jan 12 2020 | 1:30 PM | LL | PeeWee White | Orangeville Flyers #4 | Erin Centre 2000 | | |
| Ban LL 49 | Jan 12 2020 | 5:30 PM | LL | Bantam White | Orangeville Flyers #4 | Alder (Green) | | |
| M-LL099 | Jan 12 2020 | 6:30 PM | LL | Midget White | Orangeville Flyers #3 | Tony Rose (B) | | |
| M-LL100 | Jan 14 2020 | 8:30 PM | LL | Midget White | Orangeville Flyers #1 | Erin Centre 2000 | | |
| M-LL101 | Jan 15 2020 | 8:00 PM | LL | Midget Red | Orangeville Flyers #2 | Tony Rose (A) | | |
| M-LL102 | Jan 15 2020 | 9:00 PM | LL | Midget White | Orangeville Flyers #5 | Tony Rose (A) | | |
| FINS203 | Jan 19 2020 | 1:30 PM | Rep | Novice BB | Centre Wellington Fusion | Erin Centre 2000 | | |
| NovLL09 | Jan 19 2020 | 2:30 PM | LL | Novice White | Orangeville Flyers #1 | Erin Centre 2000 | | |
| A-LL 44 | Jan 19 2020 | 3:30 PM | LL | Atom White | Orangeville Flyers #5 | Erin Centre 2000 | | |
| PW LL 57 | Jan 19 2020 | 4:30 PM | LL | PeeWee White | Orangeville Flyers #5 | Alder (Green) | | |
| Ban LL 10 | Jan 19 2020 | 4:30 PM | LL | Bantam White | Orangeville Flyers #5 | Erin Centre 2000 | | |
| M-LL103 | Jan 19 2020 | 5:30 PM | LL | Midget Red | Orangeville Flyers #5 | Erin Centre 2000 | | |
| M-LL106 | Jan 21 2020 | 8:30 PM | LL | Midget Red | Orangeville Flyers #3 | Erin Centre 2000 | | |
| Jan 24-Jan 26 | Rep | PeeWee BB | Winter Ice Experience (Buffalo, NY) |
| Jan 24-Jan 26 | Rep | Novice BB | Winter Ice Experience (Buffalo, NY) |
| M-LL109 | Jan 28 2020 | 8:30 PM | LL | Midget White | Orangeville Flyers #1 | Erin Centre 2000 | | |
| A-LL 26 | Feb 01 2020 | 11:00 AM | LL | Atom White | Orangeville Flyers #4 | Hillsburgh | | |
| FINS208 | Feb 01 2020 | 1:00 PM | Rep | Novice BB | Guelph Gryphons AE | U of G (Red) | | |
| FINS223 | Feb 02 2020 | 12:30 PM | Rep | Novice BB | Woolwich Wildcats | Memorial (Snyder) | | |
| A-LL 20 | Feb 02 2020 | 1:30 PM | LL | Atom White | Orangeville Flyers #2 | Erin Centre 2000 | | |
| M-LL070 | Feb 02 2020 | 2:30 PM | LL | Midget White | Orangeville Flyers #2 | Erin Centre 2000 | | |
| M-LL112 | Feb 04 2020 | 8:30 PM | LL | Midget Red | Orangeville Flyers #4 | Erin Centre 2000 | | |
| M-LL113 | Feb 05 2020 | 8:00 PM | LL | Midget White | Orangeville Flyers #2 | Tony Rose (A) | | |
| FINS204 | Feb 08 2020 | 4:30 PM | Rep | Novice BB | Orangeville Flyers | Erin Centre 2000 | | |
| NovLL34 | Feb 09 2020 | 10:45 AM | LL | Novice White | Orangeville Flyers #3 | Tony Rose (A) | | |
| PW LL 06 | Feb 09 2020 | 1:30 PM | LL | PeeWee White | Orangeville Flyers #1 | Erin Centre 2000 | | |
| A-LL 48 | Feb 09 2020 | 2:00 PM | LL | Atom White | Orangeville Flyers #1 | Tony Rose (A) | | |
| M-LL116 | Feb 09 2020 | 5:30 PM | LL | Midget White | Orangeville Flyers #3 | Tony Rose (B) | | |
| Ban LL 19 | Feb 09 2020 | 5:30 PM | LL | Bantam White | Orangeville Flyers #1 | Alder (Green) | | |
| M-LL118 | Feb 11 2020 | 8:30 PM | LL | Midget Red | Orangeville Flyers #5 | Erin Centre 2000 | | |
| M-LL119 | Feb 12 2020 | 8:00 PM | LL | Midget Red | Orangeville Flyers #2 | Tony Rose (A) | | |
| M-LL120 | Feb 12 2020 | 9:00 PM | LL | Midget White | Orangeville Flyers #5 | Tony Rose (A) | | |
| Feb 14-Feb 16 | Rep | Atom AE | Bob Black Memorial Tournamnet (Durham ON) |
| NovLL08 | Feb 16 2020 | 1:30 PM | LL | Novice White | Orangeville Flyers #2 | Erin Centre 2000 | | |
| PW LL 29 | Feb 16 2020 | 2:00 PM | LL | PeeWee White | Orangeville Flyers #2 | Tony Rose (A) | | |
| A-LL 50 | Feb 16 2020 | 2:30 PM | LL | Atom White | Orangeville Flyers #2 | Erin Centre 2000 | | |
| Ban LL 07 | Feb 16 2020 | 3:30 PM | LL | Bantam White | Orangeville Flyers #2 | Erin Centre 2000 | | |
| M-LL121 | Feb 16 2020 | 4:30 PM | LL | Midget White | Midget Red | Erin Centre 2000 | | |
| M-LL124 | Feb 18 2020 | 8:30 PM | LL | Midget White | Orangeville Flyers #4 | Erin Centre 2000 | | |
| M-LL125 | Feb 19 2020 | 8:00 PM | LL | Midget Red | Orangeville Flyers #1 | Tony Rose (A) | | |
| FINS205 | Feb 22 2020 | 11:00 AM | Rep | Novice BB | Guelph Gryphons AE | Hillsburgh | | |
| NovLL25 | Feb 23 2020 | 10:45 AM | LL | Novice White | Orangeville Flyers #2 | Tony Rose (A) | | |
| FINS221 | Feb 23 2020 | 11:50 AM | Rep | Novice BB | Orangeville Flyers | Tony Rose (A) | | |
| PW LL 08 | Feb 23 2020 | 1:30 PM | LL | PeeWee White | Orangeville Flyers #3 | Erin Centre 2000 | | |
| Ban LL 40 | Feb 23 2020 | 2:00 PM | LL | Bantam White | Orangeville Flyers #3 | Tony Rose (A) | | |
| A-LL 53 | Feb 23 2020 | 3:00 PM | LL | Atom White | Orangeville Flyers #3 | Tony Rose (A) | | |
| FINS202 | Feb 29 2020 | 1:00 PM | Rep | Novice BB | Centre Wellington Fusion | Fergus (A) | | |
| NovLL06 | Mar 01 2020 | 1:30 PM | LL | Novice White | Orangeville Flyers #3 | Erin Centre 2000 | | |
| A-LL 56 | Mar 01 2020 | 2:30 PM | LL | Atom White | Orangeville Flyers #4 | Erin Centre 2000 | | |
| Ban LL 09 | Mar 01 2020 | 3:30 PM | LL | Bantam White | Orangeville Flyers #4 | Erin Centre 2000 | | |
| PW LL 49 | Mar 01 2020 | 4:30 PM | LL | PeeWee White | Orangeville Flyers #4 | Alder (Green) | | |
| FINS206 | Mar 07 2020 | 11:00 AM | Rep | Novice BB | Woolwich Wildcats | Hillsburgh | | |
| NovLL15 | Mar 08 2020 | 10:45 AM | LL | Novice White | Orangeville Flyers #1 | Tony Rose (A) | | |
| A-LL 58 | Mar 08 2020 | 12:00 PM | LL | Atom White | Orangeville Flyers #5 | Alder (Red) | | |
| PW LL 10 | Mar 08 2020 | 1:30 PM | LL | PeeWee White | Orangeville Flyers #5 | Erin Centre 2000 | | |
| Ban LL 57 | Mar 08 2020 | 6:30 PM | LL | Bantam White | Orangeville Flyers #5 | Alder (Green) | | |