| 105 | Sun, Oct. 01, 2023 10:15 AM | Ajax Community Arena 1 | Ajax Pickering Power - U14B (1) | Hamilton Heat - U14B (7) | |
| 1048 | Sun, Oct. 15, 2023 2:00 PM | Sunderland-Brock Memorial Arena | Sunderland Stingerz - U14B (1) | Ajax Pickering Power - U14B (3) | |
| 1062 | Sat, Oct. 21, 2023 11:30 AM | Chestnut Hill Rec Centre - O'Brien Arena | Ajax Pickering Power - U14B (5) | Markham Bears - U14B (3) | |
| 1124 | Sun, Oct. 29, 2023 10:15 AM | Ajax Community Arena 1 | Ajax Pickering Power - U14B (2) | Etobicoke Stingers - U14B (2) | |
| 1167 | Sat, Nov. 11, 2023 9:00 AM | Milliken Mills Community Arena | Markham Bears - U14B (4) | Ajax Pickering Power - U14B (4) | |
| 1204 | Sat, Nov. 11, 2023 3:15 PM | Delpark Homes Centre - Pad 4 | Oshawa Storm - U14B (2) | Ajax Pickering Power - U14B (6) | |
| 1328 | Sun, Dec. 03, 2023 10:15 AM | Ajax Community Arena 1 | Ajax Pickering Power - U14B (4) | Oshawa Storm - U14B (5) | |
| 1354 | Sat, Dec. 09, 2023 6:15 PM | Centennial Park Arena - Pad 1 | Etobicoke Stingers - U14B (2) | Ajax Pickering Power - U14B (4) | |
| 1402 | Sun, Dec. 17, 2023 10:15 AM | Ajax Community Arena 1 | Ajax Pickering Power - U14B (9) | Whitby Wild - U14B (2) | |
| 1420 | Sat, Dec. 23, 2023 1:00 PM | Chestnut Hill Rec Centre - Delaney Arena | Ajax Pickering Power - U14B (4) | Sunderland Stingerz - U14B (2) | |
| 2047 | Sat, Jan. 13, 2024 11:30 AM | Chestnut Hill Rec Centre - O'Brien Arena | Ajax Pickering Power - U14B (6) | Sunderland Stingerz - U14B (0) | |
| 2067 | Sun, Jan. 14, 2024 5:00 PM | Luther Vipond Brooklin Memorial Arena | Whitby Wild - U14B (0) | Ajax Pickering Power - U14B (6) | |
| 2112 | Sat, Jan. 27, 2024 1:00 PM | Chestnut Hill Rec Centre - Delaney Arena | Ajax Pickering Power - U14B (5) | Oshawa Storm - U14B (5) | |
| 2201 | Sat, Feb. 10, 2024 1:30 PM | Mainway Recreation Centre (Pad 2) | Burlington Blast - U14B (7) | Ajax Pickering Power - U14B (4) | |
| 2212 | Sun, Feb. 11, 2024 9:15 AM | Ajax Community Arena 1 | Ajax Pickering Power - U14B (9) | Whitby Wild - U14B (2) | |
| 2246 | Sat, Feb. 17, 2024 5:30 PM | Harman Park Arena - South | Oshawa Storm - U14B (2) | Ajax Pickering Power - U14B (4) | |
| 2268 | Sat, Feb. 24, 2024 12:00 PM | Chestnut Hill Rec Centre - Delaney Arena | Ajax Pickering Power - U14B (5) | Burlington Blast - U14B (1) | |
| 2294 | Sun, Feb. 25, 2024 2:00 PM | Sunderland-Brock Memorial Arena | Sunderland Stingerz - U14B (4) | Ajax Pickering Power - U14B (5) | |
| 2307 | Sat, Mar. 02, 2024 3:00 PM | Chestnut Hill Rec Centre - Delaney Arena | Ajax Pickering Power - U14B (4) | Etobicoke Stingers - U14B (2) | |
| 2208 | Sat, Mar. 09, 2024 5:15 PM | Centennial Park Arena - Pad 1 | Etobicoke Stingers - U14B (3) | Ajax Pickering Power - U14B (5) | |
