Round 1 - Saturday, April 16
| Caulfield Grammarians vs. Scotch (A) | Venue: Away | ||||||||||||
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Round 2 - Saturday, April 30
| Caulfield Grammarians vs. Carey (H) | Venue: Home | ||||||||||||
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Round 3 - Saturday, May 7
| Caulfield Grammarians vs. Haileybury (A) | Venue: Away | ||||||||||||
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Round 4 - Saturday, May 14
| Caulfield Grammarians vs. St Kevins (H) | Venue: Home | ||||||||||||
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Round 5 - Saturday, May 21
| Caulfield Grammarians vs. Geelong Grammar (A) | Venue: Away | ||||||||||||
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Round 6 - Saturday, May 28
| Caulfield Grammarians vs. Melbourne Grammar (H) | Venue: Home | ||||||||||||
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Round 7 - Saturday, June 4
| Caulfield Grammarians vs. Brighton Grammar (A) | Venue: Away | ||||||||||||
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Round 8 - Saturday, June18
| Caulfield Grammarians vs. Wesley (H) | Venue: Home | ||||||||||||
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Round 9 - Saturday, July 16
| Caulfield Grammarians vs. Xavier (A) | Venue: Away | ||||||||||||
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Round 10 - Saturday, July 23
| Caulfield Grammarians vs. Geelong College (H) | Venue: Home | ||||||||||||
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Round 11 - Saturday, July 30
| Caulfield Grammarians vs. Bye | Venue: | ||||||||||||
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