This page lists the head-to-head record of Bologna vs Grosseto including biggest victories and defeats between the two sides, and H2H stats in all competitions.
Overall H2H Record - Summary
| Total | Grosseto | Bologna | Draws |
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| Total Matches | 2 | 1 | 1 | 0 |
| At Stadio Carlo Zecchini | 1 | 0 | 1 | 0 |
| At Renato Dall'Ara | 1 | 1 | 0 | 0 |
| Serie B Matches | 2 | 1 | 1 | 0 |
| Total Goals Scored | 4 | 3 | 1 | |
Last 50 Grosseto vs Bologna Matches
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| 2008 10 May | | Serie B | Grosseto | 3 - 0 | Bologna |
| 2007 15 December | | Serie B | Bologna | 1 - 0 | Grosseto |
Biggest Grosseto Victory vs Bologna
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| 2008 10 May | | Serie B | Grosseto | 3 - 0 | Bologna |
Biggest Bologna Victory vs Grosseto
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| 2007 15 December | | Serie B | Bologna | 1 - 0 | Grosseto |
Biggest Grosseto Defeat vs Bologna
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| 2007 15 December | | Serie B | Bologna | 1 - 0 | Grosseto |
Biggest Bologna Defeat vs Grosseto
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| 2008 10 May | | Serie B | Grosseto | 3 - 0 | Bologna |
Last 5 Grosseto Home Matches
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| 2022 14 April | | Serie C1 - A | Grosseto | 0 - 2 | Lucchese |
| 2022 3 April | | Serie C1 - A | Grosseto | 0 - 0 | Robur Siena |
| 2022 19 March | | Serie C1 - A | Grosseto | 1 - 0 | Virtus Entella |
| 2022 15 March | | Serie C1 - A | Grosseto | 0 - 0 | Pontedera |
| 2022 6 March | | Serie C1 - A | Grosseto | 2 - 0 | Imolese |
Last 5 Bologna Home Matches
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| 2025 1 February | | Serie A | Bologna | 2 - 0 | Como |
| 2025 21 January | | UEFA Champions League | Bologna | 2 - 1 | Borussia Dortmund |
| 2025 18 January | | Serie A | Bologna | 3 - 1 | Monza |
| 2025 12 January | | Serie A | Bologna | 2 - 2 | Roma |
| 2024 30 December | | Serie A | Bologna | 2 - 3 | Hellas Verona |
Last 5 Grosseto Away Matches
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| 2022 23 April | | Serie C1 - A | Olbia | 3 - 1 | Grosseto |
| 2022 9 April | | Serie C1 - A | Pescara | 2 - 1 | Grosseto |
| 2022 27 March | | Serie C1 - A | Montevarchi Calcio | 1 - 1 | Grosseto |
| 2022 12 March | | Serie C1 - A | Vis Pesaro | 2 - 1 | Grosseto |
| 2022 27 February | | Serie C1 - A | Teramo | 2 - 1 | Grosseto |
Last 5 Bologna Away Matches
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| 2025 4 February | | Cup | Atalanta | 0 - 1 | Bologna |
| 2025 29 January | | UEFA Champions League | Sporting Lisbon | 1 - 1 | Bologna |
| 2025 25 January | | Serie A | Empoli | 1 - 1 | Bologna |
| 2025 15 January | | Serie A | Internazionale | 2 - 2 | Bologna |
| 2024 21 December | | Serie A | Torino | 0 - 2 | Bologna |