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1998/99
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The 1998/99 season was the 102nd season of Scottish league football.

Gordon Dalziel took the club on a pre-season tour of Sweden which got the season off to a nice start although United won only one of their four matches. 

However the competitive season was one that was dominated in the league by newly relegated  Hibernian and meant that Ayr United were playing for a second place at best.  Highlight was a 7-1 win over Stranraer at Ayr in September and a 5-0 victory against Hamilton Academical in December.

Two 2-1 defeats against top of  the table rivals Falkirk and Clydebank in quick succession in April meant that Ayr had to settle for third place four points behind Falkirk. 

A League Cup quarter final defeat by Rangers in September left centre stage to the Scottish Cup.

What a centre stage that was with Ayr knocking local rivals Kilmarnock out  of the cup for the second successive season, this time by a staggering  3-0.

Eventually Ayr secumbed to premier league Dundee United, but only  after a second match and after United having missed a penalty in the  later stages of the match at Somerset Park.

Airdrieonians (a) 21 Nov 98

Airdrieonians (a) 21 Nov 98

Airdrieonians (a) 3 Apr 99

Airdrieonians (a) 3 Apr 99

Airdrieonians (h) 16 Jan 99

Airdrieonians (h) 16 Jan 99

Airdrieonians (h) 26 Sep 98

Airdrieonians (h) 26 Sep 98

Albion Rovers (h) 13 Feb 99 SC4

Albion Rovers (h) 13 Feb 99 SC4

Clydebank (a) 12 Sep 98

Clydebank (a) 12 Sep 98

Clydebank (h) 14 Nov 98

Clydebank (h) 14 Nov 98

Clydebank (h) 18 Apr 99

Clydebank (h) 18 Apr 99

Djurgarden (a) 17 Jul 98

Djurgarden (a) 17 Jul 98

Dundee United (a) 16 Mar 99 SC5 (replay)

Dundee United (a) 16 Mar 99 SC5 (replay)

Dundee United (h) 13 Mar 99 SC5

Dundee United (h) 13 Mar 99 SC5

Falkirk (a) 4 Aug 98

Falkirk (a) 4 Aug 98

Falkirk (a) 5 Dec 98

Falkirk (a) 5 Dec 98

Falkirk (h) 17 Oct 98

Falkirk (h) 17 Oct 98

Falkirk (h) 24 Apr 99

Falkirk (h) 24 Apr 99

Hamilton Acad (a) 31 Oct 98

Hamilton Acad (a) 31 Oct 98

Hamilton Acad (h) 19 Dec 98

Hamilton Acad (h) 19 Dec 98

Hamilton Acad (h) 5 Sep 98

Hamilton Acad (h) 5 Sep 98

Hibernian (a) 26 Dec 98

Hibernian (a) 26 Dec 98

Hibernian (a) 29 Aug 98

Hibernian (a) 29 Aug 98

Hibernian (h) 24 Oct 98

Hibernian (h) 24 Oct 98

Hibernian (h) 27 Feb 98

Hibernian (h) 27 Feb 98

Kilmarnock (h) 23 Jan 99 SC3

Kilmarnock (h) 23 Jan 99 SC3

Morton (a) 11 Oct 98

Morton (a) 11 Oct 98

Morton (h) 15 Aug 98

Morton (h) 15 Aug 98

Morton (h) 6 Feb 99

Morton (h) 6 Feb 99

Motherwell (a) 18 Aug 98

Motherwell (a) 18 Aug 98

Queens Park (a) 1 Aug 98

Queens Park (a) 1 Aug 98

Raith Rovers (a) 20 Feb 99

Raith Rovers (a) 20 Feb 99

Raith Rovers (a) 22 Aug 98

Raith Rovers (a) 22 Aug 98

Raith Rovers (h) 12 Dec 98

Raith Rovers (h) 12 Dec 98

Raith Rovers (h) 8 May 99

Raith Rovers (h) 8 May 99

Rangers (h) 8 Sep 98 LC QF

Rangers (h) 8 Sep 98 LC QF

St Mirren (a) 3 Oct 98

St Mirren (a) 3 Oct 98

St Mirren (a) 30 Jan 99

St Mirren (a) 30 Jan 99

St Mirren (a) 8 Aug 98

St Mirren (a) 8 Aug 98

St Mirren (h) 20 Mar 99

St Mirren (h) 20 Mar 99

St Mirren (h) 28 Nov 98

St Mirren (h) 28 Nov 98

Stranraer (a) 10 Apr 99

Stranraer (a) 10 Apr 99

Stranraer (h) 19 Sep 98

Stranraer (h) 19 Sep 98

Stranraer (h) 2 Jan 99

Stranraer (h) 2 Jan 99

Walsall (h) 25 Jul 98

Walsall (h) 25 Jul 98