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 25 January | | Division1 | Raith Rovers | 0 - 2 | Falkirk |
| 2024 28 December | | Division1 | Raith Rovers | 2 - 1 | Livingston |
| 2024 14 December | | Division1 | Raith Rovers | 2 - 0 | Dunfermline Athletic |
| 2024 16 November | | Division1 | Raith Rovers | 2 - 3 | Greenock Morton |
| 2024 1 November | | Division1 | Raith Rovers | 2 - 0 | Ayr United |
Last 5 Kilmarnock Home Matches
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| 2025 1 February | | Premier League | Kilmarnock | 1 - 0 | Dundee United |
| 2025 8 January | | Premier League | Kilmarnock | 0 - 0 | Motherwell |
| 2025 5 January | | Premier League | Kilmarnock | 0 - 1 | Ross County |
| 2025 2 January | | Premier League | Kilmarnock | 2 - 0 | St. Mirren |
| 2024 26 December | | Premier League | Kilmarnock | 4 - 0 | Aberdeen |
Last 5 Raith Rovers Away Matches
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| 2025 1 February | | Division1 | Dunfermline Athletic | 3 - 1 | Raith Rovers |
| 2025 28 January | | Division1 | Hamilton Academical | 0 - 3 | Raith Rovers |
| 2025 19 January | | FA Cup | Falkirk | 1 - 1 | Raith Rovers |
| 2025 4 January | | Division1 | Ayr United | 3 - 0 | Raith Rovers |
| 2024 20 December | | Division1 | Queen's Park | 1 - 2 | Raith Rovers |
Last 5 Kilmarnock Away Matches
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| 2025 25 January | | Premier League | Heart of Midlothian | 3 - 2 | Kilmarnock |
| 2025 18 January | | FA Cup | Celtic | 2 - 1 | Kilmarnock |
| 2024 29 December | | Premier League | Hibernian | 1 - 0 | Kilmarnock |
| 2024 20 December | | Premier League | Motherwell | 1 - 1 | Kilmarnock |
| 2024 7 December | | Premier League | Dundee United | 1 - 1 | Kilmarnock |