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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| 2026 8 February | | Serie A | Bologna | 0 - 1 | Parma |
| 2026 3 February | | Serie A | Bologna | 0 - 3 | Milan |
| 2026 22 January | | UEFA Europa League | Bologna | 2 - 2 | Celtic |
| 2026 18 January | | Serie A | Bologna | 1 - 2 | Fiorentina |
| 2026 7 January | | Serie A | Bologna | 0 - 2 | Atalanta |
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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| 2026 29 January | | UEFA Europa League | Maccabi Tel Aviv | 0 - 3 | Bologna |
| 2026 25 January | | Serie A | Genoa | 3 - 2 | Bologna |
| 2026 15 January | | Serie A | Hellas Verona | 2 - 3 | Bologna |
| 2026 10 January | | Serie A | Como | 1 - 1 | Bologna |
| 2026 4 January | | Serie A | Internazionale | 3 - 1 | Bologna |