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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| 2025 14 September | | Premier League | Kilmarnock | 1 - 2 | Celtic |
| 2025 23 August | | Premier League | Kilmarnock | 0 - 0 | Dundee |
| 2025 2 August | | Premier League | Kilmarnock | 2 - 2 | Livingston |
| 2025 18 May | | Premier League | Kilmarnock | 0 - 1 | Heart of Midlothian |
| 2025 10 May | | Premier League | Kilmarnock | 3 - 2 | Dundee |
Last 5 Raith Rovers Home Matches
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| 2025 13 September | | Division1 | Raith Rovers | 0 - 2 | St. Johnstone |
| 2025 22 August | | Division1 | Raith Rovers | 2 - 0 | Dunfermline Athletic |
| 2025 2 August | | Division1 | Raith Rovers | 1 - 1 | Queen's Park |
| 2025 26 April | | Division1 | Raith Rovers | 1 - 1 | Greenock Morton |
| 2025 12 April | | Division1 | Raith Rovers | 1 - 1 | Airdrieonians |
Last 5 Kilmarnock Away Matches
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| 2025 30 August | | Premier League | Motherwell | 2 - 2 | Kilmarnock |
| 2025 10 August | | Premier League | Hibernian | 2 - 2 | Kilmarnock |
| 2025 14 May | | Premier League | Motherwell | 3 - 0 | Kilmarnock |
| 2025 3 May | | Premier League | St. Johnstone | 0 - 2 | Kilmarnock |
| 2025 12 April | | Premier League | Celtic | 5 - 1 | Kilmarnock |
Last 5 Raith Rovers Away Matches
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| 2025 6 September | | Division1 | Greenock Morton | 0 - 1 | Raith Rovers |
| 2025 30 August | | Division1 | Partick Thistle | 3 - 2 | Raith Rovers |
| 2025 9 August | | Division1 | Ayr United | 0 - 1 | Raith Rovers |
| 2025 2 May | | Division1 | Queen's Park | 1 - 5 | Raith Rovers |
| 2025 19 April | | Division1 | Falkirk | 1 - 3 | Raith Rovers |