This page lists the head-to-head record of Kilmarnock vs Raith Rovers including biggest victories and defeats between the two sides, and H2H stats in all competitions.
Overall H2H Record - Summary
| Total | Raith Rovers | Kilmarnock | Draws |
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| Total Matches | 12 | 6 | 4 | 2 |
| At Stark's Park | 6 | 2 | 4 | 0 |
| At Rugby Park | 6 | 4 | 0 | 2 |
| Premier League Matches | 8 | 4 | 3 | 1 |
| Division1 Matches | 4 | 2 | 1 | 1 |
| Total Goals Scored | 30 | 14 | 16 | |
Last 50 Raith Rovers vs Kilmarnock 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 Raith Rovers Victory vs Kilmarnock
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| 2021 2 October | | Division1 | Kilmarnock | 1 - 3 | Raith Rovers |
Biggest Kilmarnock Victory vs Raith Rovers
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| 1995 3 November | | Premier League | Kilmarnock | 5 - 1 | Raith Rovers |
Biggest Raith Rovers Defeat vs Kilmarnock
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| 1995 3 November | | Premier League | Kilmarnock | 5 - 1 | Raith Rovers |
Biggest Kilmarnock Defeat vs Raith Rovers
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| 2021 2 October | | Division1 | Kilmarnock | 1 - 3 | Raith Rovers |
Last 5 Raith Rovers Home Matches
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| 2025 29 November | | FA Cup | Raith Rovers | 1 - 0 | Alloa Athletic |
| 2025 15 November | | Division1 | Raith Rovers | 0 - 3 | Airdrieonians |
| 2025 1 November | | Division1 | Raith Rovers | 1 - 1 | Greenock Morton |
| 2025 25 October | | Division1 | Raith Rovers | 2 - 0 | Partick Thistle |
| 2025 11 October | | Division1 | Raith Rovers | 0 - 2 | Ayr United |
Last 5 Kilmarnock Home Matches
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| 2025 6 December | | Premier League | Kilmarnock | 0 - 3 | Rangers |
| 2025 29 November | | Premier League | Kilmarnock | 1 - 1 | Dundee United |
| 2025 22 November | | Premier League | Kilmarnock | 1 - 3 | Motherwell |
| 2025 29 October | | Premier League | Kilmarnock | 0 - 1 | Aberdeen |
| 2025 18 October | | Premier League | Kilmarnock | 0 - 3 | Heart of Midlothian |
Last 5 Raith Rovers Away Matches
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| 2025 6 December | | Division1 | St. Johnstone | 0 - 0 | Raith Rovers |
| 2025 22 November | | Division1 | Arbroath | 0 - 0 | Raith Rovers |
| 2025 8 November | | Division1 | Queen's Park | 2 - 1 | Raith Rovers |
| 2025 17 October | | Division1 | Dunfermline Athletic | 2 - 0 | Raith Rovers |
| 2025 4 October | | Division1 | Ross County | 2 - 0 | Raith Rovers |
Last 5 Kilmarnock Away Matches
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| 2025 3 December | | Premier League | Heart of Midlothian | 1 - 1 | Kilmarnock |
| 2025 9 November | | Premier League | Celtic | 4 - 0 | Kilmarnock |
| 2025 1 November | | Premier League | Falkirk | 3 - 1 | Kilmarnock |
| 2025 26 October | | Premier League | Rangers | 3 - 1 | Kilmarnock |
| 2025 27 September | | Premier League | Dundee United | 0 - 2 | Kilmarnock |