| Starting Appearances - Ross Draper | Starting | Sub (Used) | Sub (Unused) | All |
|---|
| 14 July 2018 | Scottish League Cup | Ross County 2:0 Elgin City | details |
| 17 July 2018 | Scottish League Cup | Ross County 1:0 Dundee United | details |
| 04 August 2018 | Scottish Championship | Ross County 1:0 Alloa Athletic | details |
| 11 August 2018 | Scottish Championship | Dunfermline Athletic 1:3 Ross County | details |
| 19 August 2018 | Scottish League Cup | Hibernian 3:2 Ross County | details |
| 25 August 2018 | Scottish Championship | Greenock Morton 2:1 Ross County | details |
| 01 September 2018 | Scottish Championship | Ross County 2:0 Falkirk | details |
| 08 September 2018 | Scottish Challenge Cup | Ross County 5:0 Raith Rovers | details |
| 15 September 2018 | Scottish Championship | Queen of the South 0:0 Ross County | details |
| 22 September 2018 | Scottish Championship | Ross County 0:0 Inverness Caledonian Thistle | details |
| 29 September 2018 | Scottish Championship | Dundee United 1:5 Ross County | details |
| 06 October 2018 | Scottish Championship | Partick Thistle 0:2 Ross County | details |
| 13 October 2018 | Scottish Challenge Cup | Ross County 3:1 Montrose | details |
| 27 October 2018 | Scottish Championship | Ross County 5:0 Greenock Morton | details |
| 30 October 2018 | Scottish Championship | Falkirk 1:1 Ross County | details |
| 03 November 2018 | Scottish Championship | Inverness Caledonian Thistle 2:2 Ross County | details |
| 10 November 2018 | Scottish Championship | Ross County 0:1 Dundee United | details |
| 17 November 2018 | Scottish Challenge Cup | Motherwell Colts (U 21) 1:2 Ross County | details |
| 01 December 2018 | Scottish Championship | Alloa Athletic 0:1 Ross County | details |
| 08 December 2018 | Scottish Championship | Ross County 1:1 Queen of the South | details |
| 15 December 2018 | Scottish Championship | Ayr United 3:3 Ross County | details |
| 22 December 2018 | Scottish Championship | Ross County 2:0 Partick Thistle | details |
| 29 December 2018 | Scottish Championship | Ross County 2:1 Inverness Caledonian Thistle | details |
| 05 January 2019 | Scottish Championship | Greenock Morton 1:0 Ross County | details |
| 12 January 2019 | Scottish Championship | Queen of the South 4:0 Ross County | details |
| 19 January 2019 | Scottish Cup | Motherwell 1:2 Ross County | details |
| 26 January 2019 | Scottish Championship | Ross County 2:0 Alloa Athletic | details |
| 02 February 2019 | Scottish Championship | Dunfermline Athletic 1:2 Ross County | details |
| 11 February 2019 | Scottish Cup | Ross County 2:2 Inverness Caledonian Thistle | details |
| 15 February 2019 | Scottish Challenge Cup | Ross County 2:1 East Fife | details |
| 19 February 2019 | Scottish Cup | Inverness Caledonian Thistle 2:2 Ross County | details |
| 19 March 2019 | Scottish Championship | Dundee United 1:0 Ross County | details |
| 02 April 2019 | Scottish Championship | Inverness Caledonian Thistle 1:2 Ross County | details |