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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| 2024 1 November | | Division1 | Raith Rovers | 2 - 0 | Ayr United |
| 2024 29 October | | Division1 | Raith Rovers | 1 - 0 | Airdrieonians |
| 2024 19 October | | Division1 | Raith Rovers | 1 - 1 | Queen's Park |
| 2024 28 September | | Division1 | Raith Rovers | 1 - 0 | Falkirk |
| 2024 21 September | | Division1 | Raith Rovers | 3 - 3 | Hamilton Academical |
Last 5 Kilmarnock Home Matches
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| 2024 20 October | | Premier League | Kilmarnock | 1 - 0 | Rangers |
| 2024 28 September | | Premier League | Kilmarnock | 3 - 3 | Dundee United |
| 2024 1 September | | Premier League | Kilmarnock | 1 - 1 | Hibernian |
| 2024 29 August | | Europa Conference League | Kilmarnock | 1 - 1 | Copenhagen |
| 2024 11 August | | Premier League | Kilmarnock | 0 - 3 | St. Johnstone |
Last 5 Raith Rovers Away Matches
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| 2024 26 October | | Division1 | Livingston | 2 - 1 | Raith Rovers |
| 2024 5 October | | Division1 | Greenock Morton | 2 - 0 | Raith Rovers |
| 2024 13 September | | Division1 | Dunfermline Athletic | 2 - 0 | Raith Rovers |
| 2024 24 August | | Division1 | Ayr United | 2 - 0 | Raith Rovers |
| 2024 3 August | | Division1 | Airdrieonians | 1 - 0 | Raith Rovers |
Last 5 Kilmarnock Away Matches
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| 2024 3 November | | Premier League | Dundee | 3 - 2 | Kilmarnock |
| 2024 30 October | | Premier League | Heart of Midlothian | 1 - 2 | Kilmarnock |
| 2024 26 October | | Premier League | Ross County | 2 - 1 | Kilmarnock |
| 2024 5 October | | Premier League | Dundee | 2 - 3 | Kilmarnock |
| 2024 14 September | | Premier League | St. Mirren | 2 - 2 | Kilmarnock |