2008–09 in Scottish football

• 3 July – Annan Athletic, formerly of the East of Scotland League were admitted to the SFL,[12] beating Cove Rangers, Edinburgh City, Preston Athletic and Spartans.[15] They replaced Gretna, who resigned their league status on 3 June.[4]
• 6 July – The first competitive match involving a Scottish team was played by Hibernian in the 2008 Intertoto Cup, they lost 2–0 to Elfsborg.[16]
• 11 July – Gretna 2008, founded by the supporters of the bankrupt Gretna, join the East of Scotland League First Division.[6]
• 26 July – Competitive domestic competition got under way with the first fixtures of the 2008–09 Challenge Cup.[17]
• 2 August – The Scottish Football League begins with the playing of the first fixtures in the First and Second divisions.
• 8 August – Former SPL members and Scottish Cup finalists Gretna F.C. are formally liquidated by the club's administrators.[18]
• 9 August – The first matches of the 2008–09 Scottish Premier League take place.[19]
• 13 November – A consortium led by Berwick Rangers Supporters Club agreed a deal to take over the club. Following a poor run of form, manager Allan McGonigal resigned at the same time saying "I made up my mind that when the current directors left I would move on."[20]
• 16 November – The 2008–09 Challenge Cup was won by Airdrie United who defeated Ross County 3–2 on penalties following a 2–2 draw after extra time, the winning penalty was scored by Marc Smyth.[21]
• 4 December – Scotland fail in their attempt to have the match against Norway moved to October 2009, the match was to go ahead on 12 August 2009.[22]
• 13 December – Celtic drew 1–1 with Heart of Midlothian at Celtic Park[23] which was followed by a reported dressing-room argument between Celtic manager Gordon Strachan and player Aiden McGeady.[24][25] This led to Strachan banning the player without pay for two weeks, after initially saying he would contest the sanction McGeady accepted the punishment[26] and later returned to the team.[27]

• 3 January – St Mirren drew 0–0 with Motherwell in their last game at Love Street before they moved to New St Mirren Park.[28]
• 28 January – Shares in Berwick Rangers were transferred to complete the deal which handed control to a consortium led by Berwick Rangers Supporters Trust.[29]
• 31 January – St Mirren drew 1–1 with Kilmarnock in their first match at their new stadium.[30]
• 14 February – The Scottish Premier League agreed to the Scottish Football Association's request to delay the start of the SPL season by a week to give the Scotland national team extra time to prepare for the match against Norway.[31]
• 25 February – Former First Minister and former East Fife player Henry McLeish was appointed to chair a review of Scottish football.[32]
• 15 March – Celtic won the 2008–09 League cup beating Rangers 2–0 after extra time in the final thanks to a goal from Darren O'Dea and an Aiden McGeady penalty.
• 4 April – Stranraer were relegated to the Third Division after being beaten 3–0 by Raith Rovers.[33]
• 2 May – St Johnstone won promotion to the Scottish Premier League as First Division champions following a 3–1 win over Greenock Morton.[34]
  • The Second Division title and promotion to the First Division was won by Raith Rovers, following a 1–0 win over Queen's Park at Hampden Park.[35]
  • Clyde were relegated from the First Division despite beating Dundee 2–0.[36]
• 9 May – The Third Division title was won by Dumbarton after they beat Annan Athletic 3–1, they therefore gained promotion to the second Division.[37]
• 17 May – Queen's Park were relegated from the Second Division after a 2–1 aggregate loss to Stenhousemuir in their Second Division play-off Semi-final.[38]
• 23 May – Falkirk beat Inverness Caledonian Thistle 1–0 to stay in the SPL and relegate Inverness to the First Division on goal difference.[39]
  • Stenhousemuir won promotion to the Second Division as Second Division play-off winners, they beat Cowdenbeath 5–4 on penalties.[40]
• 24 May – Rangers are crowned Scottish champions after beating Dundee United 3–0, Celtic drew 0–0 with Heart of Midlothian so Rangers won by 4 points.[41]
  • Airdrie United are relegated to the Second Division and Ayr United are promoted to the First after Ayr won the First Division play-off Final 3–2 on aggregate.[42]
• 30 May – Rangers won the 2008–09 Scottish Cup beating Falkirk 1–0 in the final thanks to a goal from substitute Nacho Novo just after half-time.[43]

West Region

East Region

North Region

Award	Winner	Team
Players' Player of the Year	Scott Brown	Celtic
Young Player of the Year	James McCarthy	Hamilton Academical
Manager of the Year	Gordon Strachan	Celtic

Celtic midfielder Scott Brown was named Players' Player of the Year after winning the most votes from his fellow players. He was named on the shortlist along with three other Old Firm players, Celtic defender Gary Caldwell and Rangers midfielder's Steven Davis and Pedro Mendes.[76][77]

The Young Player of the Year award was awarded to James McCarthy who was named on the shortlist along with; Heart of Midlothian winger Andrew Driver, Hibernian striker Steven Fletcher and fellow Hamilton Academical midfielder James McArthur.[76][77]

Scotland began the season with a friendly against Northern Ireland. Northern Ireland were denied a victory by substitute goalkeeper Allan McGregor who saved a David Healy penalty after he brought down Warren Feeney inside the area. The draw meant that Scotland had yet to win under George Burley after three matches. The 2010 World Cup qualification campaign began against Macedonia. Scotland faced an early free-kick after Macedonia striker Goran Maznov fell theatrically on the edge of the penalty area as he was challenged by stand-in captain Stephen McManus. Craig Gordon was able to tip the resulting shot onto the post, but Ilčo Naumoski followed up to score five minutes into George Burley's first competitive match. Both teams had opportunities and Scotland were denied what appeared to be a clear penalty after James McFadden was brought down but the referee waved away the appeals and booked the striker for his protests. Scotland recovered from their opening defeat with a 2–1 victory away to Iceland in what was Burley's first win as manager. Kirk Broadfoot scored on his debut and James McFadden scored from a penalty, Iceland got back into the match after captain McManus handled in the box and Eiður Guðjohnsen scored from the resulting penalty. Scotland held out for the win despite having to play the last 13 minutes down to ten men.

Scotland drew 0–0 at home to Norway despite debutant striker Chris Iwelumo being presented with an open goal opportunity from just three yards, with the ball being crossed by Gary Naysmith from the left to the right side of the goal where Iwelumo is standing, he connects with the ball but somehow manages to put the ball wide of the left post. The draw left Scotland top of Group Nine but with just four points from three games, with the Netherlands having played just one. They next played a friendly against Argentina in Diego Maradona's first match as Argentina manager, Maxi Rodríguez scored the winning goal for the Argentines in a 1–0 win.

The Netherlands beat Scotland comfortably with goals from Klaas-Jan Huntelaar, Robin van Persie and Dirk Kuyt, depleted by injuries Burley was forced to field an inexperienced side Ross McCormack making his debut started along with Christophe Berra and Allan McGregor, who were making their first competitive starts. Scotland were denied a chance to get back into the match at 2–0 down when referee Massimo Busacca (who was suspended by his home federation) disallowed a seemingly perfectly good Gary Caldwell goal, minutes later the Netherlands were awarded a penalty from which Kuyt scored. Ross McCormack and Steven Fletcher both scored their first international goals in a 2–1 win over Iceland, McCormack opened the scoring after 39 minutes firing high into the net from an Alan Hutton cross, Indridi Sigurdsson levelled for the visitors after Pálmi Rafn Pálmason hit the post, Scotland though regrouped and after 65 minutes were awarded a debatable corner which McCormack took, the ball was headed into the danger area by McManus and Fletcher headed into the net. Scotland had gained seven points from five matches and occupied second spot in Group nine, three points clear of Iceland, four matches between the other teams and Scotland retained second position having played less matches than all other teams in the group meaning they were in prime position for second place with Holland already guaranteed first, However, only the second placed teams from eight of the nine qualifying groups would go into the play-offs.