| 1 | Sat 6 Sep 2014 | 1-0 v BromleyBromley 0-1 Chelmsford City | Vanarama Conference South |
| 2 | Sat 13 Sep 2014 | 0-4 v Boreham WoodBoreham Wood 4-0 Chelmsford City | Vanarama Conference South |
| 3 | Sat 20 Sep 2014 | 3-2 v Weston-super-MareChelmsford City 3-2 Weston-super-Mare | Vanarama Conference South |
| 4 | Sat 4 Oct 2014 | 2-0 v St Albans CitySt Albans City 0-2 Chelmsford City | Vanarama Conference South |
| 5 | Mon 6 Oct 2014 | 0-1 v Concord RangersChelmsford City 0-1 Concord Rangers | 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 | Mon 17 Nov 2014 | 0-2 v WealdstoneChelmsford City 0-2 Wealdstone | Vanarama Conference South |
| 10 | Sat 22 Nov 2014 | 2-1 v Bath CityChelmsford City 2-1 Bath City | Vanarama Conference South |
| 11 | Sat 6 Dec 2014 | 4-0 v Hemel Hempstead TownChelmsford City 4-0 Hemel Hempstead Town | Vanarama Conference South |
| 12 | Sat 13 Dec 2014 | 3-2 v Eastbourne BoroughChelmsford City 3-2 Eastbourne Borough | Vanarama Conference South |
| 13 | Sat 20 Dec 2014 | 1-2 v Hayes & Yeading UnitedHayes & Yeading United 2-1 Chelmsford City | Vanarama Conference South |
| 14 | Fri 26 Dec 2014 | 1-5 v Ebbsfleet UnitedChelmsford City 1-5 Ebbsfleet United | Vanarama Conference South |
| 15 | Sun 28 Dec 2014 | 5-3 v Staines TownStaines Town 3-5 Chelmsford City | Vanarama Conference South |
| 16 | Thu 1 Jan 2015 | 2-0 v Ebbsfleet UnitedEbbsfleet United 0-2 Chelmsford City | Vanarama Conference South |
| 17 | Sat 17 Jan 2015 | 2-4 v WealdstoneWealdstone 4-2 Chelmsford City | Vanarama Conference South |
| 18 | Tue 10 Feb 2015 | 1-2 v Concord RangersConcord Rangers 2-1 Chelmsford City | Vanarama Conference South |
| 19 | Sat 14 Feb 2015 | 0-2 v Maidenhead UnitedMaidenhead United 2-0 Chelmsford City | Vanarama Conference South |
| 20 | Sat 28 Feb 2015 | 1-2 v BromleyChelmsford City 1-2 Bromley | Vanarama Conference South |
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