[2] Inverness CT 2-0 Ayr [3] 2019-12-07 15:00
Stadium: Caledonian Stadium Round: 16
Referee: Gavin Ross Home Manager: John Robertson Away Manager: Ian McCall
Head to Head
| Scotland Championship | 2019/10/05 14:00 | Ayr v Inverness CT | W | 0-2 |
| Scotland Premiership Play-Offs | 2019/05/11 14:00 | Inverness CT v Ayr | D | 1-1 |
| Scotland Premiership Play-Offs | 2019/05/07 18:45 | Ayr v Inverness CT | W | 1-3 |
| Scotland Championship | 2019/04/06 14:00 | Ayr v Inverness CT | W | 0-1 |
| Scotland Championship | 2019/01/29 19:45 | Ayr v Inverness CT | W | 2-3 |
| Scotland Championship | 2019/01/12 15:00 | Inverness CT v Ayr | W | 1-0 |
| Scotland Championship | 2018/08/11 14:00 | Inverness CT v Ayr | D | 0-0 |
Home History
| Scotland Championship | 2019/11/30 15:00 | Alloa v Inverness CT | W | 0-2 |
| Scotland Championship | 2019/11/23 15:00 | Inverness CT v Dundee | W | 1-0 |
| Scotland League Challenge Cup | 2019/11/16 15:00 | Inverness CT v Clyde | W | 4-2 |
| Scotland Championship | 2019/11/09 15:00 | Arbroath v Inverness CT | L | 3-0 |
| Scotland Championship | 2019/11/02 15:00 | Inverness CT v Dundee Utd | L | 0-3 |
| Scotland Championship | 2019/10/29 19:45 | Queen of South v Inverness CT | W | 0-2 |
| Scotland Championship | 2019/10/26 14:00 | Morton v Inverness CT | L | 2-1 |
| Scotland Championship | 2019/10/19 14:00 | Inverness CT v Alloa | D | 2-2 |
Away History
| Scotland Championship | 2019/12/03 19:45 | Ayr v Dunfermline | L | 0-1 |
| Scotland Championship | 2019/11/09 15:00 | Queen of South v Ayr | L | 3-1 |
| Scotland Championship | 2019/11/02 15:00 | Ayr v Partick | W | 4-1 |
| Scotland Championship | 2019/10/29 19:45 | Morton v Ayr | W | 2-3 |
| Scotland Championship | 2019/10/25 18:05 | Ayr v Dundee | L | 1-2 |
| Scotland Championship | 2019/10/19 14:00 | Dunfermline v Ayr | L | 3-2 |
| Scotland Championship | 2019/10/05 14:00 | Ayr v Inverness CT | L | 0-2 |
| Scotland Championship | 2019/09/28 14:00 | Arbroath v Ayr | W | 0-3 |