| 1 | Sat 17 Aug 2019 | 32-1 v TilburyTilbury 1-2 Cambridge City | BetVictor Isthmian North Division |
| 2 | Wed 21 Aug 2019 | 31-1 v Dereham TownCambridge City 1-1 Dereham Town | BetVictor Isthmian North Division |
| 3 | Mon 26 Aug 2019 | 31-3 v Bury TownBury Town 3-1 Cambridge City | BetVictor Isthmian North Division |
| 4 | Wed 4 Sep 2019 | 35-3 v Soham Town RangersCambridge City 5-3 Soham Town Rangers | Velocity Trophy Group 3 |
| 5 | Sat 7 Sep 2019 | 120-0 v Hertford TownHertford Town 0-0 Cambridge City | Velocity Trophy Group 3 |
| 6 | Sat 21 Sep 2019 | 113-2 v Coggeshall TownCambridge City 3-2 Coggeshall Town | BetVictor Isthmian North Division |
| 7 | Sat 28 Sep 2019 | 111-4 v HistonCambridge City 1-4 Histon | Velocity Trophy Group 3 |
| 8 | Sun 13 Oct 2019 | 142-1 v Market Drayton TownCambridge City 2-1 Market Drayton Town | Buildbase FA Trophy Preliminary Round |
| 9 | Fri 25 Oct 2019 | 20-3 v Needham MarketCambridge City 0-3 Needham Market | Buildbase FA Trophy First Qualifying Round |
| 10 | Wed 30 Oct 2019 | 24-0 v Harlow TownCambridge City 4-0 Harlow Town | Velocity Trophy Group 3 |
| 11 | Sat 2 Nov 2019 | 23-2 v Basildon UnitedCambridge City 3-2 Basildon United | BetVictor Isthmian North Division |
| 12 | Sat 9 Nov 2019 | 22-1 v Witham TownWitham Town 1-2 Cambridge City | BetVictor Isthmian North Division |
| 13 | Sat 16 Nov 2019 | 21-2 v Heybridge SwiftsCambridge City 1-2 Heybridge Swifts | BetVictor Isthmian North Division |
| 14 | Tue 26 Nov 2019 | 32-0 v HistonHiston 0-2 Cambridge City | Cambridge County Cup Second Round |
| 15 | Sat 30 Nov 2019 | 21-4 v AveleyCambridge City 1-4 Aveley | BetVictor Isthmian North Division |
| 16 | Sat 7 Dec 2019 | 112-0 v AFC SudburyAFC Sudbury 0-2 Cambridge City | BetVictor Isthmian North Division |
| 17 | Sat 14 Dec 2019 | 112-4 v Great Wakering RoversCambridge City 2-4 Great Wakering Rovers | BetVictor Isthmian North Division |
| 18 | Thu 26 Dec 2019 | 20-1 v HistonHiston 1-0 Cambridge City | BetVictor Isthmian North Division |
| 19 | Sat 25 Jan 2020 | 111-1 v Grays AthleticCambridge City 1-1 Grays Athletic | BetVictor Isthmian North Division |
| 20 | Wed 5 Feb 2020 | 21-2 v Soham Town RangersCambridge City 1-2 Soham Town Rangers | BetVictor Isthmian North Division |
| 21 | Tue 11 Feb 2020 | 111-0 v Soham Town RangersSoham Town Rangers 0-1 Cambridge City | Cambridge County Cup Semi Final |
| 22 | Sat 15 Feb 2020 | 114-0 v Great Wakering RoversGreat Wakering Rovers 0-4 Cambridge City | BetVictor Isthmian North Division |
| 23 | Tue 25 Feb 2020 | 112-0 v Brentwood TownBrentwood Town 0-2 Cambridge City | BetVictor Isthmian North Division |
| 24 | Tue 3 Mar 2020 | 115-0 v Hullbridge SportsHullbridge Sports 0-5 Cambridge City | BetVictor Isthmian North Division |
| 25 | Sat 7 Mar 2020 | 121-0 v Heybridge SwiftsHeybridge Swifts 0-1 Cambridge City | BetVictor Isthmian North Division |
| 26 | Tue 10 Mar 2020 | 120-0 v Maldon & TiptreeMaldon & Tiptree 0-0 Cambridge City | BetVictor Isthmian North Division |
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