| 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 20 Sep 2014 | 3-2 v Weston-super-MareChelmsford City 3-2 Weston-super-Mare | Vanarama Conference South |
| 6 | Sat 4 Oct 2014 | 2-0 v St Albans CitySt Albans City 0-2 Chelmsford City | Vanarama Conference South |
| 7 | Mon 6 Oct 2014 | 0-1 v Concord RangersChelmsford City 0-1 Concord Rangers | 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 31 Jan 2015 | 2-1 v WhitehawkChelmsford City 2-1 Whitehawk | Vanarama Conference South |
| 13 | Sat 7 Feb 2015 | 2-1 v St Albans CityChelmsford City 2-1 St Albans City | Vanarama Conference South |
| 14 | Tue 10 Feb 2015 | 1-2 v Concord RangersConcord Rangers 2-1 Chelmsford City | Vanarama Conference South |
| 15 | Sat 7 Mar 2015 | 1-1 v Basingstoke TownChelmsford City 1-1 Basingstoke Town | Vanarama Conference South |
| 16 | Sat 14 Mar 2015 | 1-0 v Gosport BoroughGosport Borough 0-1 Chelmsford City | Vanarama Conference South |
| 17 | Sat 21 Mar 2015 | 1-1 v Maidenhead UnitedChelmsford City 1-1 Maidenhead United | Vanarama Conference South |
| 18 | Tue 24 Mar 2015 | 1-3 v Hemel Hempstead TownHemel Hempstead Town 3-1 Chelmsford City | Vanarama Conference South |
| 19 | Sat 28 Mar 2015 | 0-1 v Havant & WaterloovilleChelmsford City 0-1 Havant & Waterlooville | Vanarama Conference South |
| 20 | Sat 4 Apr 2015 | 0-1 v Sutton UnitedSutton United 1-0 Chelmsford City | Vanarama Conference South |
| 21 | Mon 6 Apr 2015 | 4-2 v Bishop's StortfordChelmsford City 4-2 Bishop's Stortford | Vanarama Conference South |
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