The 2008–09 season was a season of reserve and youth football in Scotland. The season commenced in August 2008.
See also: Scottish Premier Reserve League.
See also: Scottish Premier under-19 League.
See main article: 2008–09 Scottish Youth Cup. Final
See also: East of Scotland Shield.
| Date | Venue | Opponents | Competition | Scotland scorer(s) | Report | ||
|---|---|---|---|---|---|---|---|
| 20 August | Sūduva stadium, Marijampole (A) | 3–0 | ECQ(6) | Scott Arfield, Ross McCormack, Kevin McDonald | BBC Sport | ||
| 4 September | Falkirk Stadium, Falkirk (H) | 3–1 | ECQ(6) | Steven Fletcher (2), Garry Kenneth | BBC Sport | ||
| 9 September | Aalborg Stadion, Aalborg (A) | 0–1 | ECQ(6) | BBC Sport | |||
| 18 November | New Douglas Park, Hamilton (H) | 1–3 | Friendly | Jamie Murphy | BBC Sport | ||
| 28 March | Ruzhdi Bizhuta Stadium, Elbasani (A) | 0–1 | ECQ(10) | Chris Maguire | BBC Sport | ||
| 1 April | Falkirk Stadium, Falkirk (H) | 5–2 | ECQ(10) | David Goodwillie, Chris Maguire, Andrew Shinnie, Jamie Murphy, Stephen McGinn | BBC Sport |
| Date | Venue | Opponents | Competition | Scotland scorer(s) | Report | ||
|---|---|---|---|---|---|---|---|
| 20 October | Tiszaújváros Stadion, Tiszaújváros (N) |  Azerbaijan | 1–1 | ECQ(1) | Alex MacDonald | UEFA | |
| 22 October | Tiszaújváros Stadion, Tiszaújváros (N) |  San Marino | 8–0 | ECQ(1) | Stephen Stirling (3, 2 pens.), Alex MacDonald (2), Johnny Russell (2), Leigh Griffiths | UEFA | |
| 25 October | Városi Stadion, Nyíregyháza (A) |  Hungary | 1–0 | ECQ(1) | Stephen Stirling | UEFA |
| Date | Venue | Opponents | Competition | Scotland scorer(s) | Report | ||
|---|---|---|---|---|---|---|---|
| 26 September | Stade du Hameau, Pau (N) | San Marino | 3–0 | ECQ(11) | Ryan Jack, Gordon Dick, James Keatings | UEFA | |
| 28 September | Saint Pée, Oloron-Sainte-Marie, (N) |  Slovakia | 3–1 | ECQ(11) | Gordon Dick (2), Ryan Jack | UEFA | |
| 1 October | Stade du Hameau, Pau (A) |  France | 2–3 | ECQ(11) | Gordon Dick, Callum McRobbie (pen.) | UEFA |