| 1 | Sat 9 Aug 2014 | 0-1 v Gosport BoroughChelmsford City 0-1 Gosport Borough | Vanarama Conference South |
| 2 | Tue 12 Aug 2014 | 0-2 v Eastbourne BoroughEastbourne Borough 2-0 Chelmsford City | Vanarama Conference South |
| 3 | Sat 6 Sep 2014 | 1-0 v BromleyBromley 0-1 Chelmsford City | Vanarama Conference South |
| 4 | Sat 13 Sep 2014 | 0-4 v Boreham WoodBoreham Wood 4-0 Chelmsford City | Vanarama Conference South |
| 5 | Sat 18 Oct 2014 | 3-2 v Havant & WaterloovilleHavant & Waterlooville 2-3 Chelmsford City | Vanarama Conference South |
| 6 | Sat 1 Nov 2014 | 2-1 v Basingstoke TownBasingstoke Town 1-2 Chelmsford City | Vanarama Conference South |
| 7 | Sat 8 Nov 2014 | 1-1 v Hayes & Yeading UnitedChelmsford City 1-1 Hayes & Yeading United | Vanarama Conference South |
| 8 | Sat 15 Nov 2014 | 1-5 v WhitehawkWhitehawk 5-1 Chelmsford City | Vanarama Conference South |
| 9 | Sat 22 Nov 2014 | 2-1 v Bath CityChelmsford City 2-1 Bath City | Vanarama Conference South |
| 10 | Fri 26 Dec 2014 | 1-5 v Ebbsfleet UnitedChelmsford City 1-5 Ebbsfleet United | Vanarama Conference South |
| 11 | Sat 3 Jan 2015 | 6-2 v FarnboroughChelmsford City 6-2 Farnborough | Vanarama Conference South |
| 12 | Sat 17 Jan 2015 | 2-4 v WealdstoneWealdstone 4-2 Chelmsford City | Vanarama Conference South |
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