| 1 | 3/8/2019 | 100-3 v Walton CasualsHeybridge Swifts 0-3 Walton Casuals | Friendly |
| 2 | 17/8/2019 | 103-1 v HistonHiston 1-3 Heybridge Swifts | BetVictor Isthmian North Division |
| 3 | 20/8/2019 | 101-1 v Coggeshall TownHeybridge Swifts 1-1 Coggeshall Town | BetVictor Isthmian North Division |
| 4 | 24/8/2019 | 10 2-5 v Grays AthleticGrays Athletic 5-2 Heybridge Swifts | Emirates FA Cup Preliminary Round |
| 5 | 26/8/2019 | 102-1 v Felixstowe & Walton UnitedFelixstowe & Walton United 1-2 Heybridge Swifts | BetVictor Isthmian North Division |
| 6 | 31/8/2019 | 10 1-2 v Grays AthleticHeybridge Swifts 1-2 Grays Athletic | BetVictor Isthmian North Division |
| 7 | 7/9/2019 | 102-2 v Bury TownHeybridge Swifts 2-2 Bury Town | Velocity Trophy Group 1 |
| 8 | 14/9/2019 | 101-1 v Dereham TownDereham Town 1-1 Heybridge Swifts | BetVictor Isthmian North Division |
| 9 | 21/9/2019 | 10 2-2 v Felixstowe & Walton UnitedFelixstowe & Walton United 2-2 Heybridge Swifts | Velocity Trophy Group 1 |
| 10 | 1/10/2019 | 103-2 v Soham Town RangersHeybridge Swifts 3-2 Soham Town Rangers | BetVictor Isthmian North Division |
| 11 | 5/10/2019 | 101-1 v Basildon UnitedBasildon United 1-1 Heybridge Swifts | BetVictor Isthmian North Division |
| 12 | 8/10/2019 | 120-2 v Coggeshall TownHeybridge Swifts 0-2 Coggeshall Town | Velocity Trophy Group 1 |
| 13 | 12/10/2019 | 102-0 v Staines TownStaines Town 0-2 Heybridge Swifts | Buildbase FA Trophy Preliminary Round |
| 14 | 19/10/2019 | 104-1 v Witham TownHeybridge Swifts 4-1 Witham Town | BetVictor Isthmian North Division |
| 15 | 26/10/2019 | 101-2 v Potters Bar TownHeybridge Swifts 1-2 Potters Bar Town | Buildbase FA Trophy First Qualifying Round |
| 16 | 2/11/2019 | 120-5 v AveleyAveley 5-0 Heybridge Swifts | BetVictor Isthmian North Division |
| 17 | 9/11/2019 | 105-1 v RomfordHeybridge Swifts 5-1 Romford | BetVictor Isthmian North Division |
| 18 | 16/11/2019 | 102-1 v Cambridge CityCambridge City 1-2 Heybridge Swifts | BetVictor Isthmian North Division |
| 19 | 19/11/2019 | 100-1 v AFC SudburyHeybridge Swifts 0-1 AFC Sudbury | BetVictor Isthmian North Division |
| 20 | 30/11/2019 | 104-2 v Great Wakering RoversHeybridge Swifts 4-2 Great Wakering Rovers | BetVictor Isthmian North Division |
| 21 | 3/12/2019 | 151-3 v Waltham AbbeyWaltham Abbey 3-1 Heybridge Swifts | Essex County Cup Third Round |
| 22 | 7/12/2019 | 10 2-3 v Canvey IslandHeybridge Swifts 2-3 Canvey Island | BetVictor Isthmian North Division |
| 23 | 26/12/2019 | 101-2 v Maldon & TiptreeMaldon & Tiptree 2-1 Heybridge Swifts | BetVictor Isthmian North Division |
| 24 | 1/1/2020 | 103-1 v Felixstowe & Walton UnitedHeybridge Swifts 3-1 Felixstowe & Walton United | BetVictor Isthmian North Division |
| 25 | 4/1/2020 | 103-2 v Grays AthleticGrays Athletic 2-3 Heybridge Swifts | BetVictor Isthmian North Division |
| 26 | 7/1/2020 | 100-3 v TilburyTilbury 3-0 Heybridge Swifts | BetVictor Isthmian North Division |
| 27 | 11/1/2020 | 10 1-0 v Bury TownHeybridge Swifts 1-0 Bury Town | BetVictor Isthmian North Division |
| 28 | 18/1/2020 | 102-0 v Witham TownWitham Town 0-2 Heybridge Swifts | BetVictor Isthmian North Division |
| 29 | 21/1/2020 | 101-0 v Brentwood TownBrentwood Town 0-1 Heybridge Swifts | BetVictor Isthmian North Division |
| 30 | 25/1/2020 | 100-1 v Basildon UnitedHeybridge Swifts 0-1 Basildon United | BetVictor Isthmian North Division |
| 31 | 1/2/2020 | 102-0 v Soham Town RangersSoham Town Rangers 0-2 Heybridge Swifts | BetVictor Isthmian North Division |
| 32 | 4/2/2020 | 103-2 v Hullbridge SportsHeybridge Swifts 3-2 Hullbridge Sports | BetVictor Isthmian North Division |
| 33 | 29/2/2020 | 14 1-2 v AFC SudburyAFC Sudbury 2-1 Heybridge Swifts | BetVictor Isthmian North Division |
| 34 | 7/3/2020 | 150-1 v Cambridge CityHeybridge Swifts 0-1 Cambridge City | BetVictor Isthmian North Division |
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