| 1 | 14/7/2018 | 1-1 v ClydeClyde 1-1 Edinburgh City | Betfred Cup Group G |
| 2 | 17/7/2018 | 0-5 v MotherwellMotherwell 5-0 Edinburgh City | Betfred Cup Group G |
| 3 | 21/7/2018 | 0-4 v Queen of the SouthEdinburgh City 0-4 Queen of the South | Betfred Cup Group G |
| 4 | 28/7/2018 | 4-2 v StranraerEdinburgh City 4-2 Stranraer | Betfred Cup Group G |
| 5 | 14/8/2018 | 3-1 v Albion RoversEdinburgh City 3-1 Albion Rovers | IRN-BRU Cup First Round |
| 6 | 8/9/2018 | 3-2 v East KilbrideEast Kilbride 2-3 Edinburgh City | IRN-BRU Cup Second Round |
| 7 | 12/10/2018 | 4-1 v ArbroathArbroath 1-4 Edinburgh City | IRN-BRU Cup Third Round |
| 8 | 20/10/2018 | 1-0 v Civil Service StrollersEdinburgh City 1-0 Civil Service Strollers | William Hill Scottish Cup Second Round |
| 9 | 17/11/2018 | 2-2 v Alloa AthleticEdinburgh City 2-2 Alloa Athletic | IRN-BRU Cup Fourth Round |
| 10 | 25/11/2018 | 1-1 v Inverness Caledonian ThistleEdinburgh City 1-1 Inverness Caledonian Thistle | William Hill Scottish Cup Third Round |
| 11 | 4/12/2018 | 1-6 v Inverness Caledonian ThistleInverness Caledonian Thistle 6-1 Edinburgh City | William Hill Scottish Cup Third Round Replay |
| 12 | 22/12/2018 | 2-0 v CowdenbeathCowdenbeath 0-2 Edinburgh City | Ladbrokes League Two |
| 13 | 29/12/2018 | 2-2 v Berwick RangersBerwick Rangers 2-2 Edinburgh City | Ladbrokes League Two |
| 14 | 5/1/2019 | 0-1 v Stirling AlbionEdinburgh City 0-1 Stirling Albion | Ladbrokes League Two |
| 15 | 12/1/2019 | 4-0 v Queens ParkQueens Park 0-4 Edinburgh City | Ladbrokes League Two |
| 16 | 19/1/2019 | 1-2 v Annan AthleticEdinburgh City 1-2 Annan Athletic | Ladbrokes League Two |
| 17 | 26/1/2019 | 3-3 v Elgin CityElgin City 3-3 Edinburgh City | Ladbrokes League Two |
| 18 | 2/2/2019 | 3-1 v Albion RoversEdinburgh City 3-1 Albion Rovers | Ladbrokes League Two |
| 19 | 9/2/2019 | 0-0 v PeterheadPeterhead 0-0 Edinburgh City | Ladbrokes League Two |
| 20 | 16/2/2019 | 1-1 v Connah's Quay NomadsConnah's Quay Nomads 1-1 Edinburgh City | IRN-BRU Cup Semi Final |
| 21 | 23/2/2019 | 2-0 v CowdenbeathEdinburgh City 2-0 Cowdenbeath | Ladbrokes League Two |
| 22 | 2/3/2019 | 0-1 v ClydeClyde 1-0 Edinburgh City | Ladbrokes League Two |
| 23 | 5/3/2019 | 1-0 v Berwick RangersEdinburgh City 1-0 Berwick Rangers | Ladbrokes League Two |
| 24 | 9/3/2019 | 2-0 v Queens ParkEdinburgh City 2-0 Queens Park | Ladbrokes League Two |
| 25 | 16/3/2019 | 1-3 v Annan AthleticAnnan Athletic 3-1 Edinburgh City | Ladbrokes League Two |
| 26 | 23/3/2019 | 0-0 v PeterheadEdinburgh City 0-0 Peterhead | Ladbrokes League Two |
| 27 | 30/3/2019 | 2-0 v Berwick RangersBerwick Rangers 0-2 Edinburgh City | Ladbrokes League Two |
| 28 | 6/4/2019 | 1-4 v CowdenbeathCowdenbeath 4-1 Edinburgh City | Ladbrokes League Two |
| 29 | 13/4/2019 | 1-2 v ClydeEdinburgh City 1-2 Clyde | Ladbrokes League Two |
| 30 | 20/4/2019 | 2-3 v Albion RoversAlbion Rovers 3-2 Edinburgh City | Ladbrokes League Two |
| 31 | 27/4/2019 | 1-1 v Elgin CityEdinburgh City 1-1 Elgin City | Ladbrokes League Two |
| 32 | 4/5/2019 | 0-0 v Stirling AlbionStirling Albion 0-0 Edinburgh City | Ladbrokes League Two |
| 33 | 7/5/2019 | 0-1 v ClydeEdinburgh City 0-1 Clyde | Ladbrokes League Two Play-off |
| 34 | 11/5/2019 | 0-3 v ClydeClyde 3-0 Edinburgh City | Ladbrokes League Two Play-off |
