| Manager | First appearance | Last appearance | Apps |
|---|---|---|---|
| Steve Paterson | 9 Jan 1999 | 26 Feb 2000 | 17 (21) |
· SFL Second Division · Caledonian Stadium, Inverness
A return to winning ways for Caley Thistle. A good overall performance but missed chances kept the score down. On-loan Dumbarton striker Martin Glancy made an impressive debut and in 2 minutes he had a shot blocked. In 12 minutes a Paul Sheerin free kick…
· SFL Second Division · Broadwood Stadium
· SFL First Division · Caledonian Stadium, Inverness
· SFL First Division · Caledonian Stadium, Inverness
| Date | Home | Score | Away | Competition | Result |
|---|---|---|---|---|---|
| 26 Feb 2000 | Inverness CT | 0–3 | Falkirk | SFL First Division1999/00 | L |
| 20 Feb 2000 | Inverness CT | 1–1 | Aberdeen | Scottish Cup1999/00 | D |
| 12 Feb 2000 | St. Mirren | 2–0 | Inverness CT | SFL First Division1999/00 | L |
| 8 Feb 2000 | Celtic | 1–3 | Inverness CT | Scottish Cup1999/00 | W |
| 5 Feb 2000 | Airdrieonians | 1–4 | Inverness CT | SFL First Division1999/00 | W |
| 22 Jan 2000 | Inverness CT | 1–1 | Raith Rovers | SFL First Division1999/00 | D |
| 27 Dec 1999 | Inverness CT | 4–1 | Clydebank | SFL First Division1999/00 | W |
| 18 Dec 1999 | Inverness CT | 0–1 | Dunfermline | SFL First Division1999/00 | L |
| 11 Dec 1999 | Inverness CT | 1–1 | St. Mirren | SFL First Division1999/00 | D |
| 21 Nov 1999Neutral venue | Alloa | 4–4 5–4 pens | Inverness CT | Challenge Cup1999/00 | L |
| 12 Nov 1999 | Morton | 5–1 | Inverness CT | SFL First Division1999/00 | L |
| 6 Nov 1999 | Inverness CT | 2–0 | Livingston | SFL First Division1999/00 | W |
| 30 Oct 1999 | Clydebank | 0–3 | Inverness CT | SFL First Division1999/00 | W |
| 23 Oct 1999 | Inverness CT | 1–1 | Dunfermline | SFL First Division1999/00 | D |
| 16 Oct 1999 | Falkirk | 0–2 | Inverness CT | SFL First Division1999/00 | W |
| 12 Oct 1999 | Inverness CT | 0–1 | Motherwell | League Cup1999/00 | L |
| 2 Oct 1999 | Airdrieonians | 1–1 | Inverness CT | SFL First Division1999/00 | D |
| 25 Sep 1999 | Inverness CT | 0–2 | Raith Rovers | SFL First Division1999/00 | L |
| 14 Sep 1999 | Inverness CT | 2–0 | Clydebank | Challenge Cup1999/00 | W |
| 11 Sep 1999 | Inverness CT | 1–0 | Clydebank | SFL First Division1999/00 | W |
| 4 Sep 1999 | Inverness CT | 1–1 | Morton | SFL First Division1999/00 | D |
| 14 Aug 1999 | Inverness CT | 2–3 | Falkirk | SFL First Division1999/00 | L |
| 10 Aug 1999 | Inverness CT | 1–0 | St. Mirren | Challenge Cup1999/00 | W |
| 7 Aug 1999 | Dunfermline | 4–0 | Inverness CT | SFL First Division1999/00 | L |
| 31 Jul 1999 | Stenhousemuir | 1–3 | Inverness CT | League Cup1999/00 | W |
| 8 May 1999 | Inverness CT | 1–1 | Alloa | SFL Second Division1998/99 | D |
| 1 May 1999 | Livingston | 4–3 | Inverness CT | SFL Second Division1998/99 | L |
| 10 Apr 1999 | Inverness CT | 2–2 | Stirling Albion | SFL Second Division1998/99 | D |
| 3 Apr 1999 | Inverness CT | 3–0 | Clyde | SFL Second Division1998/99 | W |
| 20 Mar 1999 | Forfar Athletic | 0–3 | Inverness CT | SFL Second Division1998/99 | W |
| Date | Home | Score | Away | Competition | Result | Minute |
|---|---|---|---|---|---|---|
| 22 Jan 2000 | Inverness CT | 1–1 | Raith Rovers | SFL First Division1999/00 | D | 84′ |
| 2 Oct 1999 | Airdrieonians | 1–1 | Inverness CT | SFL First Division1999/00 | D | 72′ |
| 14 Sep 1999 | Inverness CT | 2–0 | Clydebank | Challenge Cup1999/00 | W | 19′ |
| 4 Sep 1999 | Inverness CT | 1–1 | Morton | SFL First Division1999/00 | D | 54′ |
| 6 Feb 1999 | Stirling Albion | 1–5 | Inverness CT | SFL Second Division1998/99 | W | 46′ |
| 6 Feb 1999 | Stirling Albion | 1–5 | Inverness CT | SFL Second Division1998/99 | W | 67′ |
| 16 Jan 1999 | Clyde | 1–1 | Inverness CT | SFL Second Division1998/99 | D | 43′ |
