| 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 | Mon 6 Oct 2014 | 0-1 v Concord RangersChelmsford City 0-1 Concord Rangers | Vanarama Conference South |
| 4 | Sat 18 Oct 2014 | 3-2 v Havant & WaterloovilleHavant & Waterlooville 2-3 Chelmsford City | Vanarama Conference South |
| 5 | Sat 1 Nov 2014 | 2-1 v Basingstoke TownBasingstoke Town 1-2 Chelmsford City | Vanarama Conference South |
| 6 | Sat 8 Nov 2014 | 1-1 v Hayes & Yeading UnitedChelmsford City 1-1 Hayes & Yeading United | Vanarama Conference South |
| 7 | Sat 6 Dec 2014 | 4-0 v Hemel Hempstead TownChelmsford City 4-0 Hemel Hempstead Town | Vanarama Conference South |
| 8 | Sat 13 Dec 2014 | 3-2 v Eastbourne BoroughChelmsford City 3-2 Eastbourne Borough | Vanarama Conference South |
| 9 | Sat 20 Dec 2014 | 1-2 v Hayes & Yeading UnitedHayes & Yeading United 2-1 Chelmsford City | Vanarama Conference South |
| 10 | Sat 3 Jan 2015 | 6-2 v FarnboroughChelmsford City 6-2 Farnborough | Vanarama Conference South |
| 11 | Sat 10 Jan 2015 | 1-3 v Weston-super-MareWeston-super-Mare 3-1 Chelmsford City | Vanarama Conference South |
| 12 | Sat 28 Feb 2015 | 1-2 v BromleyChelmsford City 1-2 Bromley | Vanarama Conference South |
| 13 | Sat 7 Mar 2015 | 1-1 v Basingstoke TownChelmsford City 1-1 Basingstoke Town | Vanarama Conference South |
| 14 | Sat 14 Mar 2015 | 1-0 v Gosport BoroughGosport Borough 0-1 Chelmsford City | Vanarama Conference South |
| 15 | Sat 21 Mar 2015 | 1-1 v Maidenhead UnitedChelmsford City 1-1 Maidenhead United | Vanarama Conference South |
| 16 | Tue 24 Mar 2015 | 1-3 v Hemel Hempstead TownHemel Hempstead Town 3-1 Chelmsford City | Vanarama Conference South |
| 17 | Sat 28 Mar 2015 | 0-1 v Havant & WaterloovilleChelmsford City 0-1 Havant & Waterlooville | Vanarama Conference South |
| 18 | Sat 4 Apr 2015 | 0-1 v Sutton UnitedSutton United 1-0 Chelmsford City | Vanarama Conference South |
| 19 | Mon 6 Apr 2015 | 4-2 v Bishop's StortfordChelmsford City 4-2 Bishop's Stortford | Vanarama Conference South |
| 20 | Sat 11 Apr 2015 | 3-1 v FarnboroughFarnborough 1-3 Chelmsford City | Vanarama Conference South |
| 21 | Sat 25 Apr 2015 | 3-4 v Boreham WoodChelmsford City 3-4 Boreham Wood | Vanarama Conference South |
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