| Game # | Date | Time | Team | Opponent | Venue | Score | Result |
| Sep 29 2019 | 2:30 PM | Atom LL | Woodstock Wildcats | Woolwich Twp (St. Jacobs) | 4-0 | W |
| PWLL40 | Oct 05 2019 | 4:00 PM | Peewee LL | Guelph Jr. Gryphons Red | Exhibition | 1-1 | T |
| PWLL14 | Oct 13 2019 | 11:15 AM | Peewee LL | Cambridge Roadrunners 1 | Sports Park (South) | 2-0 | W |
| Oct 19 2019 | 9:20 AM | Novice LL #1 | Wilmot Wolverines | Woolwich Mem (Snyder) | | |
| PWLL88 | Oct 19 2019 | 11:20 AM | Peewee LL | Waterloo Ravens #1 | Woolwich Mem (Snyder) | 2-6 | L |
| MILL20 | Oct 19 2019 | 3:15 PM | Intermediate | Kitchener Lady Rangers Red | Activa (Alumni) | 3-1 | W |
| ALL86 | Oct 19 2019 | 6:30 PM | Atom LL | Guelph Jr. Gryphons White | Woolwich Twp (St. Jacobs) | 2-4 | L |
| MLL112 | Oct 20 2019 | 5:30 PM | Midget LL | Guelph Jr Gryphons Black | Woolwich Twp (St. Jacobs) | 1-0 | W |
| MILL24 | Oct 20 2019 | 8:45 PM | Intermediate | Kitchener Lady Rangers Red | Grand River | 3-4 | L |
| ALL87 | Oct 26 2019 | 12:20 PM | Atom LL | Waterloo Ravens #2 | Woolwich Mem (Snyder) | 2-1 | W |
| Oct 26 2019 | 12:30 PM | Novice LL #1 | Wilmot Wolverines | Wilmot Rec Complex | | |
| MLL111 | Oct 26 2019 | 6:30 PM | Midget LL | Guelph Jr. Gryphons Red | Woolwich Twp (St. Jacobs) | 0-0 | T |
| Oct 27 2019 | 12:15 PM | Novice LL #2 | Cambridge Roadrunners | Cambridge Sports Park | 0-0 | T |
| BLL47 | Oct 27 2019 | 6:30 PM | Bantam LL | Grand River Mustangs | Woolwich Twp (St. Jacobs) | | |
| MILL15 | Oct 27 2019 | 8:00 PM | Intermediate | Guelph Jr. Gryphons Blue | Centennial (Guelph) | 3-2 | W |
| Nov 02 2019 | 9:20 AM | Novice LL #2 | Kitchener Lady Rangers Blue | Woolwich Mem (Snyder) | 0-0 | T |
| Nov 02 2019 | 10:20 AM | Novice LL #1 | Woodstock Wildcats | Woolwich Mem (Snyder) | 0-0 | T |
| PWLL86 | Nov 02 2019 | 4:30 PM | Peewee LL | Cambridge Roadrunners 2 | Woolwich Twp (St. Jacobs) | 2-5 | L |
| MILL28 | Nov 02 2019 | 6:30 PM | Intermediate | Cambridge Roadrunners | Woolwich Twp (St. Jacobs) | 4-1 | W |
| MLL026 | Nov 02 2019 | 6:30 PM | Midget LL | Grand River Mustangs 1 | Fergus (B) | 0-3 | L |
| ALL68 | Nov 03 2019 | 1:00 PM | Atom LL | Waterloo Ravens #3 | Moses Springer | 0-2 | L |
| MLL096 | Nov 03 2019 | 9:00 PM | Midget LL | Waterloo Ravens #4 | RIM Park (Pillers) | 0-3 | L |
| MILL25 | Nov 07 2019 | 7:30 PM | Intermediate | Kitchener Lady Rangers Red | Woolwich Mem (Snyder) | 3-3 | T |
| Nov06 | Nov 09 2019 | 1:30 PM | Novice LL #2 | Wilmot Wolverines | Wilmot Complex (Optimist) | 0-0 | T |
| MinN15 | Nov 09 2019 | 2:00 PM | Novice LL #1 | Twin Centre Hericanes | St. Clements | 0-0 | T |
| ALL88 | Nov 09 2019 | 4:30 PM | Atom LL | Wilmot Wolverines #2 | Woolwich Twp (St. Jacobs) | 1-2 | L |
| ALL04 | Nov 10 2019 | 11:15 AM | Atom LL | Cambridge Roadrunners | Sports Park (South) | 0-4 | L |
| PWLL70 | Nov 10 2019 | 2:00 PM | Peewee LL | Waterloo Ravens #2 | Moses Springer | 1-2 | L |
| MLL114 | Nov 14 2019 | 7:30 PM | Midget LL | Cambridge Roadrunners | Woolwich Mem (Snyder) | 1-0 | W |
| Nov07 | Nov 16 2019 | 9:20 AM | Novice LL #2 | Waterloo Ravens #1 | Woolwich Mem (Snyder) | 0-0 | T |
| MinN18 | Nov 16 2019 | 10:20 AM | Novice LL #1 | Wilmot Wolverines | Woolwich Mem (Snyder) | 0-0 | T |
| PWLL41 | Nov 16 2019 | 2:00 PM | Peewee LL | Guelph Jr. Gryphons White | Exhibition | 0-3 | L |
| ALL31 | Nov 16 2019 | 3:00 PM | Atom LL | Guelph Jr. Gryphons Red | Exhibition | 0-0 | T |
| MILL27 | Nov 16 2019 | 6:30 PM | Intermediate | Cambridge Roadrunners | Woolwich Twp (St. Jacobs) | 7-2 | W |
| Nov 17 2019 | 9:15 AM | Novice LL #2 | Cambridge Roadrunners | Cambridge Sports Park | 0-0 | T |
| PWLL90 | Nov 17 2019 | 1:30 PM | Peewee LL | Ayr Rockets #2 | Woolwich Twp (St. Jacobs) | 1-5 | L |
| ALL89 | Nov 17 2019 | 2:30 PM | Atom LL | Cambridge Roadrunners 3 | Woolwich Twp (St. Jacobs) | 1-2 | L |
| MILL26 | Nov 17 2019 | 6:30 PM | Intermediate | Grand River Mustangs | Woolwich Twp (St. Jacobs) | 2-1 | W |
| MLL113 | Nov 21 2019 | 7:30 PM | Midget LL | Grand River Mustangs 2 | Woolwich Mem (Snyder) | 0-3 | L |
| Nov 23 2019 | 9:20 AM | Novice LL #2 | Wilmot Wolverines | Woolwich Mem (Snyder) | 0-0 | T |
| ALL85 | Nov 23 2019 | 4:30 PM | Atom LL | Grand River Mustangs 1 | Woolwich Twp (St. Jacobs) | 1-0 | W |
| PWLL87 | Nov 23 2019 | 6:30 PM | Peewee LL | Guelph Jr. Gryphons Black | Woolwich Twp (St. Jacobs) | 6-3 | W |
| MILL30 | Nov 24 2019 | 6:30 PM | Intermediate | Guelph Jr. Gryphons Blue | Woolwich Twp (St. Jacobs) | 2-2 | T |
| MLL099 | Nov 24 2019 | 8:30 PM | Midget LL | Wilmot Wolverines 1 | Wilmot Complex (Optimist) | 0-4 | L |
| MLL110 | Nov 28 2019 | 7:30 PM | Midget LL | Kitchener Lady Rangers Red | Woolwich Mem (Snyder) | 0-3 | L |
| Nov 29-Dec 01 | Novice LL #2 | Woolwich Shootout Tournament (Elmira, Ontario) |
| Nov 29-Dec 01 | Atom LL | Woolwich Wild Shootout (Elmira, Ontario) |
| 6 | Nov 29 2019 | 12:30 PM | Novice LL #2 | Sarnia Lady Sting | Woolwich Twp (St. Jacobs) | 0-0 | T |
| 21 | Nov 29 2019 | 5:00 PM | Novice LL #2 | Oakville Hornets | Woolwich Twp (St. Jacobs) | 0-0 | T |
| 29 | Nov 30 2019 | 8:30 AM | Novice LL #2 | South County Predators | Woolwich Twp (St. Jacobs) | 0-0 | T |
| 47 | Nov 30 2019 | 3:00 PM | Novice LL #2 | Collingwood | Woolwich Mem (Snyder) | 0-0 | T |
| Nov 29-Dec 01 | Novice LL #1 | Woolwich Shootout Tournament (Elmira, Ontario) |
| 8 | Nov 29 2019 | 9:30 AM | Atom LL | Upper Maitland Mustangs | Woolwich Mem (Snyder) | 0-2 | L |
| 22 | Nov 29 2019 | 6:00 PM | Atom LL | Burlington Barracudas | Woolwich Twp (St. Jacobs) | 2-2 | T |
| 36 | Nov 30 2019 | 9:30 AM | Atom LL | London Devilettes (Vilon) | Woolwich Mem (Snyder) | 3-2 | W |
| 56 | Nov 30 2019 | 6:15 PM | Atom LL | Twin Centre Hericanes | Woolwich Twp (St. Jacobs) | 2-0 | W |
| 61 | Dec 01 2019 | 8:30 AM | Atom LL | Upper Maitland Mustangs | Woolwich Twp (St. Jacobs) | 0-3 | L |
| Nov 29-Dec 01 | Peewee LL | Woolwich Wild Shootout Tournament (Elmira, Ontario) |
| 11 | Nov 29 2019 | 12:30 PM | Peewee LL | London Devilettes | Woolwich Mem (Snyder) | 2-1 | W |
| 27 | Nov 29 2019 | 6:00 PM | Peewee LL | Oakville Hornets | Woolwich Mem (Snyder) | 4-3 | W |
| 42 | Nov 30 2019 | 12:15 PM | Peewee LL | Twin Centre Hericanes | Woolwich Mem (McLeod) | 1-2 | L |
| 57 | Nov 30 2019 | 7:15 PM | Peewee LL | Kitchener Lady Rangers | Woolwich Twp (St. Jacobs) | 3-0 | W |
| 62 | Dec 01 2019 | 9:30 AM | Peewee LL | Kitchener Lady Rangers | Woolwich Twp (St. Jacobs) | 2-3 | L |
| PWLL50 | Dec 07 2019 | 1:15 PM | Peewee LL | Kitchener Lady Rangers Blue | Grand River | 1-6 | L |
| ALL09 | Dec 08 2019 | 10:15 AM | Atom LL | Cambridge Roadrunners 2 | Sports Park (South) | 2-0 | W |
| MinN27 | Dec 08 2019 | 2:00 PM | Novice LL #1 | Kitchener Lady Rangers Blue | Activa (PJD) | 0-0 | T |
| MLL073 | Dec 08 2019 | 5:00 PM | Midget LL | Waterloo Ravens #1 | Moses Springer | 0-1 | L |
| MILL04 | Dec 08 2019 | 9:00 PM | Intermediate | Cambridge Roadrunners | Hespeler (2) | 2-3 | L |
| MLL023 | Dec 09 2019 | 8:30 PM | Midget LL | Central Perth LL | PERC | 0-1 | L |
| MLL109 | Dec 12 2019 | 7:30 PM | Midget LL | Waterloo Ravens #3 | Woolwich Mem (Snyder) | 1-5 | L |
| MILL12 | Dec 13 2019 | 9:30 PM | Intermediate | Grand River Mustangs | Fergus (A) | | |
| MinN29 | Dec 14 2019 | 9:20 AM | Novice LL #1 | Cambridge Roadrunners 1 | Woolwich Mem (Snyder) | | |
| Nov12 | Dec 14 2019 | 10:20 AM | Novice LL #2 | Waterloo Ravens #1 | Woolwich Mem (Snyder) | | |
| ALL41 | Dec 14 2019 | 1:30 PM | Atom LL | Kitchener Lady Rangers Red | Grand River | | |
| MLL107 | Dec 14 2019 | 2:30 PM | Midget LL | Wilmot Wolverines 2 | Wilmot Complex (Optimist) | | |
| PWLL89 | Dec 14 2019 | 4:30 PM | Peewee LL | Wilmot Wolverines 2 | Woolwich Twp (St. Jacobs) | | |
| MILL07 | Dec 15 2019 | 8:00 PM | Intermediate | Grand River Mustangs | Fergus (A) | | |
| MILL29 | Dec 16 2019 | 8:00 PM | Intermediate | Guelph Jr. Gryphons Blue | St. Clements | | |
| MinN34 | Dec 21 2019 | 12:30 PM | Novice LL #1 | Wilmot Wolverines | Wilmot Complex (Optimist) | | |
| Dec 27-Dec 30 | Novice LL #2 | Jason Cripps Tournament (Kitchener, Ontario) |
| Dec 27-Dec 30 | Midget LL | Jason Cripps Tournament (Kitchener, Ontario) |
| 2 | Dec 27 2019 | 12:00 PM | Novice LL #2 | Waterloo Ravens | Sportsworld | | |
| 3 | Dec 27 2019 | 4:00 PM | Novice LL #2 | Kitchener Lady Rangers | Sportsworld (Kitchener) | | |
| 6 | Dec 28 2019 | 8:00 AM | Novice LL #2 | Wilmot Wolverines | Sportsworld | | |
| Celebration | Dec 29 2019 | 7:00 AM | Novice LL #2 | Ayr Rockets | Sportsworld | | |
| Dec 27-Dec 30 | Peewee LL | Jason Cripps Tournament (Kitchener, Ontario) |
| Dec 27-Dec 30 | Intermediate | Jason Cripps Tournament (Kitchener, Ontario) |
| GPG4 | Dec 27 2019 | 1:00 PM | Peewee LL | Grand River Mustangs #1 | Kinsmen | | |
| GPG10 | Dec 27 2019 | 7:15 PM | Peewee LL | Guelph Jr. Gryphons Black | Sportsworld | | |
| GPG15 | Dec 28 2019 | 4:00 PM | Peewee LL | Waterloo Ravens #3 | Kinsmen | | |
| Dec 27-Dec 30 | Atom LL | Jason Cripps Tournament (Kitchener, Ontario) |
| Dec 27-Dec 30 | Novice LL #1 | Jason Cripps Tournament (Kitchener, Ontario) |
| GAH2 | Dec 28 2019 | 5:00 PM | Atom LL | Waterloo Ravens #2 | SportsWorld - GL | | |
| GAH6 | Dec 29 2019 | 7:00 AM | Atom LL | Kitchener Lady Rangers - Blue | Kinsmen | | |
| GAH13 | Dec 29 2019 | 12:30 PM | Atom LL | Woodstock Wildcats | Kiwanis | | |
| MinN35 | Jan 04 2020 | 10:20 AM | Novice LL #1 | Kitchener Lady Rangers White | Woolwich Mem (Snyder) | | |
| Jan 04 2020 | 6:30 PM | Atom LL | TBA | Woolwich Twp (St. Jacobs) | | |
| Nov15 | Jan 05 2020 | 8:30 AM | Novice LL #2 | Kitchener Lady Rangers Blue | Activa (PJD) | | |
| Jan 05 2020 | 5:30 PM | Intermediate | TBA | Woolwich Twp (St. Jacobs) | | |
| Jan 05 2020 | 6:30 PM | Midget LL | TBA | Woolwich Twp (St. Jacobs) | | |
| Nov16 | Jan 07 2020 | 6:30 PM | Novice LL #2 | Wilmot Wolverines | Wilmot Complex (Schout) | | |
| Jan 09 2020 | 7:30 PM | Midget LL | TBA | Woolwich Mem (Snyder) | | |
| Nov17 | Jan 11 2020 | 9:20 AM | Novice LL #2 | Kitchener Lady Rangers Blue | Woolwich Mem (Snyder) | | |
| Jan 11 2020 | 11:20 AM | Atom LL | TBA | Woolwich Mem (Snyder) | | |
| MinN38 | Jan 11 2020 | 11:30 AM | Novice LL #1 | Grand River Mustangs | Fergus (B) | | |
| Jan 11 2020 | 12:20 PM | Peewee LL | Walkerton Capitals | Woolwich Mem (Snyder) | | |
| Jan 12 2020 | 12:00 PM | Peewee LL | TBA | Woolwich Mem (McLeod) | | |
| Jan 12 2020 | 1:30 PM | Atom LL | TBA | Woolwich Twp (St. Jacobs) | | |
| Jan 12 2020 | 5:30 PM | Midget LL | TBA | Woolwich Twp (St. Jacobs) | | |
| Jan 12 2020 | 6:30 PM | Intermediate | TBA | Woolwich Twp (St. Jacobs) | | |
| Jan 16 2020 | 7:30 PM | Midget LL | TBA | Woolwich Mem (Snyder) | | |
| Jan 17-Jan 19 | Atom LL | Brock Jr. Badgers Tournament (St. Catherines, Ontario) |
| Jan 17-Jan 19 | Novice LL #2 | Brock Jr. Badgers Tournament (St. Catharines, Ontario) |
| MinN41 | Jan 18 2020 | 9:20 AM | Novice LL #1 | Guelph Jr Gryphons | Woolwich Mem (Snyder) | | |
| Jan 18 2020 | 4:30 PM | Peewee LL | TBA | Woolwich Twp (St. Jacobs) | | |
| Jan 19 2020 | 5:30 PM | Intermediate | TBA | Woolwich Twp (St. Jacobs) | | |
| MinN43 | Jan 25 2020 | 8:00 AM | Novice LL #1 | Kitchener Lady Rangers White | Sportsworld (Spec) | | |
| Nov19 | Jan 25 2020 | 9:30 AM | Novice LL #2 | Waterloo Ravens #1 | RIM Park (Optimists) | | |
| Nov20 | Jan 26 2020 | 12:00 PM | Novice LL #2 | Kitchener Lady Rangers Blue | Activa (PJD) | | |
| Jan 26 2020 | 5:30 PM | Intermediate | TBA | Woolwich Twp (St. Jacobs) | | |
| Jan 26 2020 | 6:30 PM | Peewee LL | TBA | Woolwich Twp (St. Jacobs) | | |
| Feb 01 2020 | 9:20 AM | Novice LL #2 | TBA | Woolwich Mem (Snyder) | | |
| Feb 01 2020 | 10:20 AM | Novice LL #1 | TBA | Woolwich Mem (Snyder) | | |
| Feb 01 2020 | 11:20 AM | Atom LL | TBA | Woolwich Mem (Snyder) | | |
| Feb 01 2020 | 12:20 PM | Peewee LL | TBA | Woolwich Mem (Snyder) | | |
| Feb 07-Feb 09 | Peewee LL | Stoney Creek Sweetheart Tournament (Stoney Creek, Ontario) |
| Feb 08 2020 | 9:20 AM | Novice LL #1 | TBA | Woolwich Mem (Snyder) | | |
| Feb 13 2020 | 7:30 PM | Midget LL | TBA | Woolwich Mem (Snyder) | | |
| Feb 15 2020 | 10:20 AM | Novice LL #2 | TBA | Woolwich Mem (Snyder) | | |
| Feb 21-Feb 23 | Midget LL | Oakville Survive the Hive Tournament (Oakville, Ontario) |
| Feb 22 2020 | 9:20 AM | Novice LL #2 | TBA | Woolwich Mem (Snyder) | | |
| Feb 22 2020 | 10:20 AM | Novice LL #1 | TBA | Woolwich Mem (Snyder) | | |
| Feb 23 2020 | 5:30 PM | Intermediate | TBA | Woolwich Twp (St. Jacobs) | | |
| Feb 29 2020 | 9:20 AM | Novice LL #1 | TBA | Woolwich Mem (Snyder) | | |
| Mar 01 2020 | 5:30 PM | Intermediate | TBA | Woolwich Twp (St. Jacobs) | | |
| Mar 05 2020 | 7:30 PM | Midget LL | TBA | Woolwich Mem (Snyder) | | |
| Mar 07 2020 | 10:20 AM | Novice LL #2 | TBA | Woolwich Mem (Snyder) | | |
| Mar 07 2020 | 11:20 AM | Atom LL | TBA | Woolwich Mem (Snyder) | | |
| Mar 07 2020 | 12:20 PM | Peewee LL | TBA | Woolwich Mem (Snyder) | | |
| Mar 08 2020 | 5:30 PM | Intermediate | TBA | Woolwich Twp (St. Jacobs) | | |
| Mar 12 2020 | 7:30 PM | Midget LL | TBA | Woolwich Mem (Snyder) | | |
| Mar 28 2020 | 9:20 AM | Novice LL #2 | TBA | Woolwich Mem (Snyder) | | |
| Mar 28 2020 | 10:20 AM | Novice LL #1 | TBA | Woolwich Mem (Snyder) | | |