Inverness Caledonian Thistle F.C. in their sixth season in the Scottish Football League competed in the Scottish First Division, Scottish League Cup, the Scottish Challenge Cup, the Scottish Challenge Cup where they made their first major final against Second Division team Alloa Athletic where they lost on a penalty shoot-out after a 4–4 draw and Scottish Cup where they famously beat Scottish Premier League team Celtic 3–1 in the 3rd Round in season 1999–2000.

Results

Scottish First Division

Match Day Date Opponent H/A Score ICT Scorer(s) Attendance17 AugustDunfermline AthleticA0–44,677214 AugustFalkirkH2–3Sheerin, Tokely3,022321 AugustSt MirrenA2–3Sheerin, Teasdale3,040428 AugustAyr UnitedA0–12,15754 SeptemberGreenock MortonH1–1Glancy2,414611 SeptemberClydebankH1–0Sheerin1,697718 SeptemberLivingstonA2–2Bavidge, Sheerin2,584825 SeptemberRaith RoversH0–22,96192 OctoberAirdrieoniansA1–1Glancy2,0971016 OctoberFalkirkA2–0Wyness, McLean2,4031123 OctoberDunfermline AthleticH1–1Bavidge3,0061230 OctoberClydebankA3–0Sheerin, Teasdale, Wilson220136 NovemberLivingstonH2–0Golabek, McLean 2,4741412 NovemberGreenock MortonA1–5Tokely8121527 NovemberAirdrieoniansH2–0Wilson, Xausa2,0221630 NovemberAyr UnitedH1–1Christie1,073174 DecemberRaith RoversA2–4Sheerin, Bavidge1,9711811 DecemberSt MirrenH1–1Wilson2,8931918 DecemberDunfermline AthleticH0–13,7752027 DecemberClydebankH4–1Sheerin (2), Wilson (2)1,640213 JanuaryLivingstonA1–1Wilson2,656228 JanuaryGreenock MortonH6–2Wilson (2), Byers, Bavidge, Sheerin, Tokely1,5242322 JanuaryRaith RoversH1–1Glancy2,302245 FebruaryAirdrieoniansA4–1Wyness, Sheerin, Xausa, Wilson 1,5972512 FebruarySt MirrenA0–23,7422626 FebruaryFalkirkH0–32,727274 MarchClydebankA1–0Wyness168287 MarchAyr UnitedA3–1Wilson, Sheerin, Xausa1,2742918 MarchLivingstonH4–1Xausa (3), Wyness2,2063025 MarchAyr UnitedH1–1Wilson1,790311 AprilGreenock MortonA2–0Wyness, Xausa567328 AprilRaith RoversA0–22,5383315 AprilAirdrieoniansH1–5Wyness1,4043422 AprilDunfermline AthleticA1–2Xausa2,6773529 AprilFalkirkA2–2Xausa, Wilson 4,449366 MaySt MirrenH5–0McCulloch (2), Xausa, Wilson, Bavidge3,218

Final League table

Scottish League Cup

Round Date Opponent H/A Score ICT Scorer(s) AttendanceR131 JulyStenhousemuirA3–1McLean, Wilson 528R217 AugustSt MirrenH2–0 (aet)Sheerin, Byers 1,238R312 OctoberMotherwellH0–1 2,195

Scottish Challenge Cup

Round Date Opponent H/A Score ICT Scorer(s) AttendanceR110 AugustSt MirrenH1–0Teasdale 1,343R224 AugustHamilton AcademicalA3–0Stewart (2), McLean 298QF14 SeptemberClydebankH2–0Glancy, Robson 635SF28 SeptemberLivingstonH1–0Sheerin1,025Final21 NovemberAlloa AthleticN4–4 (aet, Alloa won 5–4 on penalties)Sheerin (3), Wilson4,047

Scottish Cup

Round Date Opponent H/A Score ICT Scorer(s) AttendanceR38 FebruaryCelticA3–1Wilson, Moravcik (own goal), Sheerin34,389R420 FebruaryAberdeenH1–1Mann6,290R4 R29 FebruaryAberdeenA0–118,451

Hat-tricks +PlayerCompetitionScoreOpponentDate Paul SheerinScottish Challenge Cup Final4–4Alloa Athletic21 November 1999 Davide XausaScottish First Division4–1Livingston18 March 2000

References caleythistleonline