| 1 | Sat 17 Aug 2019 | 12-1 v TilburyTilbury 1-2 Cambridge City | BetVictor Isthmian North Division |
| 2 | Wed 21 Aug 2019 | 11-1 v Dereham TownCambridge City 1-1 Dereham Town | BetVictor Isthmian North Division |
| 3 | Sat 24 Aug 2019 | 10-2 v Barton RoversCambridge City 0-2 Barton Rovers | Emirates FA Cup Preliminary Round |
| 4 | Mon 26 Aug 2019 | 1 1-3 v Bury TownBury Town 3-1 Cambridge City | BetVictor Isthmian North Division |
| 5 | Sat 31 Aug 2019 | 10-1 v Hullbridge SportsCambridge City 0-1 Hullbridge Sports | BetVictor Isthmian North Division |
| 6 | Sat 7 Sep 2019 | 10-0 v Hertford TownHertford Town 0-0 Cambridge City | Velocity Trophy Group 3 |
| 7 | Sat 14 Sep 2019 | 11-3 v Felixstowe & Walton UnitedFelixstowe & Walton United 3-1 Cambridge City | BetVictor Isthmian North Division |
| 8 | Tue 17 Sep 2019 | 10-2 v Soham Town RangersSoham Town Rangers 2-0 Cambridge City | BetVictor Isthmian North Division |
| 9 | Sat 21 Sep 2019 | 13-2 v Coggeshall TownCambridge City 3-2 Coggeshall Town | BetVictor Isthmian North Division |
| 10 | Sat 28 Sep 2019 | 11-4 v HistonCambridge City 1-4 Histon | Velocity Trophy Group 3 |
| 11 | Sun 13 Oct 2019 | 132-1 v Market Drayton TownCambridge City 2-1 Market Drayton Town | Buildbase FA Trophy Preliminary Round |
| 12 | Sat 19 Oct 2019 | 12-3 v Brentwood TownCambridge City 2-3 Brentwood Town | BetVictor Isthmian North Division |
| 13 | Tue 22 Oct 2019 | 12-5 v WareWare 5-2 Cambridge City | Velocity Trophy Group 3 |
| 14 | Fri 25 Oct 2019 | 10-3 v Needham MarketCambridge City 0-3 Needham Market | Buildbase FA Trophy First Qualifying Round |
| 15 | Wed 30 Oct 2019 | 14-0 v Harlow TownCambridge City 4-0 Harlow Town | Velocity Trophy Group 3 |
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