| Date | KO/Att. | Home | Result | Away | Comp | Infomation | |
| 03/08/2019 | 15.00 | Sheerwater | 2-1 | Guildford City | L | League | |
| 10/08/2019 | 15.00 | Guildford City | 3-2 | Tooting Bec | W | FA Cup | Played at Westfield |
| 17/08/2019 | 15.00 | Abbey Rangers | 0-0 | Guildford City | D | League | |
| 24/08/2019 | 15.00 | Guildford City | 1-2 | AFC Varndeanians | L | FA Cup | Prelim Round |
| 27/08/2019 | 19.45 | Frimley Green | 0-0 | Guildford City | D | League | |
| 31/08/2019 | 15.00 | Guildford City | 0-3 | Glebe | L | FA Vase | |
| 07/09/2019 | 15.00 | Guildford City | 0-0 | Colliers Wood | D | League | |
| 10/09/2019 | 19.45 | Walton Casuals | 3-2 | Guildford City | L | SC Cup | |
| 14/09/2019 | 15.00 | Guildford City | 0-1 | Balham | L | League | |
| 21/09/2019 | 15.00 | Guildford City | 1-2 | Camberley Town | L | League | |
| 25/09/2019 | 19.45 | Guildford City | 2-3 | Hanworth Villa | L | CCL Cup | |
| 28/09/2019 | 15.00 | SCR | 0-1 | Guildford City | W | League | |
| 01/10/2019 | 19.45 | Banstead | 0-1 | Guildford City | W | League | |
| 05/10/2019 | 15.00 | Guildford City | 0-2 | Egham Town | L | League | |
| 08/10/2019 | 19.45 | Ascot United | 0-3 | Guildford City | W | League | |
| 12/10/2019 | 15.00 | CB Hounslow | 3-1 | Guildford City | L | League | |
| 19/10/2019 | 15.00 | Guildford City | 0-3 | Badshot Lea | L | League | |
| 26/10/2019 | 15.00 | Guildford City | 1-2 | Spelthorne Sports | L | League | |
| 30/10/2019 | 19.45 | Guildford City | 2-1 | Hanworth Villa | W | League | |
| 09/11/2019 | 15.00 | Guildford City | 0-4 | Knaphill | L | League | |
| 16/11/2019 | 15.00 | Guildford City | 0-1 | Southall | L | League | |
| 19/11/2019 | 19.45 | Ashford Town (Middx) | 1-1 (P) | Guildford City | W | SSC 1 | |
| 23/11/2019 | 15.00 | Colliers Wood | 4-1 | Guildford City | L | League | |
| 03/12/2019 | 19.45 | Alton FC | 3-1 | Guildford City | L | ASC 1 | |
| 14/12/2019 | 15.00 | Guildford City | 3-0 | CB Hounslow | W | League | |
| 18/12/2019 | 19.45 | Guildford City | 1-2 | Molesey | L | League | |
| 28/12/2019 | 15.00 | Guildford City | 2-1 | Sheerwater | W | League | |
| 04/01/2020 | 15.00 | Cobham | 0-1 | Guildford City | W | League | |
| 11/01/2020 | 15.00 | Guildford City | 2-0 | Raynes Park Vale | W | League | |
| 18/01/2020 | 15.00 | Guildford City | 0-1 | Ascot United | L | League | |
| 25/01/2020 | 15.00 | Southall | 1-0 | Guildford City | L | League | |
| 28/01/2020 | 19.45 | Egham Town | 2-2 | Guildford City | D | League | |
| 01/02/2020 | 15.00 | Guildford City | 1-4 | Redhill | L | League | |
| 08/02/2020 | 15.00 | Badshot Lea | 3-2 | Guildford City | L | League | |
| 12/02/2020 | 19.45 | Guildford City | 2-2 | AFC Croydon | W | SSC | 5-4 Pens |
| 22/02/2020 | 15.00 | Knaphill | 4-0 | Guildford City | L | League | |
| 03/03/2020 | 19.45 | Redhill | 3-1 | Guildford City | L | League | |
| 07/03/2020 | 15.00 | Spelthorne Sports | 4-0 | Guildford City | L | League | |
| 10/03/2020 | 19.30 | Hanworth Villa | 2-1 | Guildford City | L | League |
Spectrum Football Ground, Parkway, GU1 1UP
