This page lists the head-to-head record of Raith Rovers vs Kilmarnock including biggest victories and defeats between the two sides, and H2H stats in all competitions.
Overall H2H Record - Summary
| Total | Kilmarnock | Raith Rovers | Draws |
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| Total Matches | 12 | 4 | 6 | 2 |
| At Rugby Park | 6 | 0 | 4 | 2 |
| At Stark's Park | 6 | 4 | 2 | 0 |
| Premier League Matches | 8 | 3 | 4 | 1 |
| Division1 Matches | 4 | 1 | 2 | 1 |
| Total Goals Scored | 30 | 16 | 14 | |
Last 50 Kilmarnock vs Raith Rovers Matches
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| 2022 29 April | | Division1 | Raith Rovers | 1 - 1 | Kilmarnock |
| 2022 19 February | | Division1 | Kilmarnock | 3 - 0 | Raith Rovers |
| 2021 11 December | | Division1 | Raith Rovers | 1 - 0 | Kilmarnock |
| 2021 2 October | | Division1 | Kilmarnock | 1 - 3 | Raith Rovers |
| 1997 4 March | | Premier League | Raith Rovers | 2 - 1 | Kilmarnock |
| 1997 10 January | | Premier League | Kilmarnock | 0 - 1 | Raith Rovers |
| 1996 29 November | | Premier League | Raith Rovers | 1 - 0 | Kilmarnock |
| 1996 18 October | | Premier League | Kilmarnock | 2 - 1 | Raith Rovers |
| 1996 22 March | | Premier League | Kilmarnock | 2 - 0 | Raith Rovers |
| 1996 5 January | | Premier League | Raith Rovers | 1 - 1 | Kilmarnock |
| 1995 3 November | | Premier League | Kilmarnock | 5 - 1 | Raith Rovers |
| 1995 15 September | | Premier League | Raith Rovers | 2 - 0 | Kilmarnock |
Biggest Kilmarnock Victory vs Raith Rovers
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| 1995 3 November | | Premier League | Kilmarnock | 5 - 1 | Raith Rovers |
Biggest Raith Rovers Victory vs Kilmarnock
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| 2021 2 October | | Division1 | Kilmarnock | 1 - 3 | Raith Rovers |
Biggest Kilmarnock Defeat vs Raith Rovers
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| 2021 2 October | | Division1 | Kilmarnock | 1 - 3 | Raith Rovers |
Biggest Raith Rovers Defeat vs Kilmarnock
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| 1995 3 November | | Premier League | Kilmarnock | 5 - 1 | Raith Rovers |
Last 5 Kilmarnock Home Matches
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| 2026 17 January | | FA Cup | Kilmarnock | 1 - 2 | Dundee |
| 2026 3 January | | Premier League | Kilmarnock | 1 - 3 | Hibernian |
| 2025 20 December | | Premier League | Kilmarnock | 0 - 1 | Falkirk |
| 2025 6 December | | Premier League | Kilmarnock | 0 - 3 | Rangers |
| 2025 29 November | | Premier League | Kilmarnock | 1 - 1 | Dundee United |
Last 5 Raith Rovers Home Matches
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| 2026 10 January | | Division1 | Raith Rovers | 2 - 3 | Arbroath |
| 2025 27 December | | Division1 | Raith Rovers | 1 - 2 | Dunfermline Athletic |
| 2025 13 December | | Division1 | Raith Rovers | 6 - 0 | Ross County |
| 2025 29 November | | FA Cup | Raith Rovers | 1 - 0 | Alloa Athletic |
| 2025 15 November | | Division1 | Raith Rovers | 0 - 3 | Airdrieonians |
Last 5 Kilmarnock Away Matches
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| 2026 10 January | | Premier League | Livingston | 1 - 1 | Kilmarnock |
| 2025 30 December | | Premier League | Dundee | 2 - 1 | Kilmarnock |
| 2025 27 December | | Premier League | St. Mirren | 0 - 0 | Kilmarnock |
| 2025 14 December | | Premier League | Aberdeen | 2 - 1 | Kilmarnock |
| 2025 3 December | | Premier League | Heart of Midlothian | 1 - 1 | Kilmarnock |
Last 5 Raith Rovers Away Matches
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| 2026 18 January | | FA Cup | Aberdeen | 1 - 0 | Raith Rovers |
| 2026 3 January | | Division1 | Airdrieonians | 0 - 0 | Raith Rovers |
| 2025 20 December | | Division1 | Partick Thistle | 0 - 0 | Raith Rovers |
| 2025 6 December | | Division1 | St. Johnstone | 0 - 0 | Raith Rovers |
| 2025 22 November | | Division1 | Arbroath | 0 - 0 | Raith Rovers |