Piala Italia 2021–2022
Babak pertama

Sebanyak 32 tim (4 tim pemenang dari babak pendahuluan, 16 tim dari Serie B dan 12 tim Serie A, unggulan 9–20) bertanding pada babak ini, 16 tim pemenang melaju ke babak kedua.
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| 13 Agustus 2021 | Pordenone (2) | 1–3 | Spezia (1) | Lignano Sabbiadoro |  |
| 17:45 CEST |  Folorunsho  51' (pen.)  | Laporan |  Erlić  39'  Nikolaou  45+2'  Colley  83' (pen.)  | Stadion: Stadion Guido Teghil  Penonton: 600 Wasit: Davide Ghersini  |     |
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| 13 Agustus 2021 | Genoa (1) | 3–2 | Perugia (2) | Genova |  |
| 18:00 CEST |  Criscito  26' (pen.)  Chichizola  41' (b.d.)  Kallon  87'  | Laporan |  Carretta  2'  Lisi  10'  | Stadion: Stadion Luigi Ferraris  Penonton: 522 Wasit: Antonio Rapuano  |     |
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| 13 Agustus 2021 | Udinese (1) | 3–1 | Ascoli (2) | Udine |  |
| 20:45 CEST |  Pereyra  11', 55'  Molina  53'  | Laporan |  D'Orazio  90+2'  | Stadion: Dacia Arena  Penonton: 2.604 Wasit: Matteo Gariglio  |     |
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| 13 Agustus 2021 | Fiorentina (1) | 4–0 | Cosenza (2) | Firenze |  |
| 21:00 CEST |  Vlahović  4', 45+4'  González  37'  Venuti  51'  | Laporan |  | Stadion: Stadion Artemio Franchi  Penonton: 3.600 Wasit: Giacomo Camplone  |     |
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| 14 Agustus 2021 | Benevento (2) | 2–1 (p.w.) | SPAL (2) | Benevento |  |
| 17:45 CEST |  Improta  32'  Moncini  120+4' (pen.)  | Laporan |  Moncini  90+5' (b.d.)  | Stadion: Stadion Ciro Vigorito  Penonton: 686 Wasit: Francesco Cosso  |     |
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| 14 Agustus 2021 | Cittadella (2) | 2–1 | Monza (2) | Cittadella |  |
| 18:00 CEST |  Okwonkwo  8'  Tounkara  40'  | Laporan |  Augusto  25'  | Stadion: Stadion Pier Cesare Tombolato  Penonton: 530 Wasit: Antonio Di Martino  |     |
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| 14 Agustus 2021 | Hellas Verona (1) | 3–0 | Catanzaro (3) | Verona |  |
| 20:45 CEST |  Günter  23'  Fazio  33' (b.d.)  Lazović  42'  | Laporan |  | Stadion: Stadion Marcantonio Bentegodi  Penonton: 1.784 Wasit: Luca Pairetto  |     |
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| 14 Agustus 2021 | Cagliari (1) | 3–1 | Pisa (2) | Cagliari |  |
| 21:00 CEST |  Marin  28'  Caracciolo  37' (b.d.)  Deiola  45+3'  | Laporan |  Masucci  67'  | Stadion: Sardegna Arena  Penonton: 2.620 Wasit: Gianluca Manganiello  |     |
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| 15 Agustus 2021 | Empoli (1) | 4–2 | Vicenza (2) | Empoli |  |
| 17:45 CEST |  Bajrami  11'  Haas  30'  Mancuso  37'  Crociata  87'  | Laporan |  Dalmonte  39'  Lanzafame  56'  | Stadion: Stadion Carlo Castellani  Penonton: 0 Wasit: Juan Luca Sacchi  |     |
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| 15 Agustus 2021 | Parma (2) | 1–3 | Lecce (2) | Parma |  |
| 18:00 CEST |  Brunetta  7'  | Laporan |  Coda  9', 76'  Tuia  40'  | Stadion: Stadion Ennio Tardini  Penonton: 1.306 Wasit: Marco Serra  |     |
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| 15 Agustus 2021 | Venezia (1) | 1–1 (p.w.) (8–7 a.p.) | Frosinone (2) | Ferrara |  |
| 20:45 CEST |  Di Mariano  101' (pen.)  | Laporan |  Gori  93'  | Stadion: Stadion Paolo Mazza  Penonton: 250 Wasit: Alessandro Prontrera  |  |
|   |   | Adu penalti |  |  |  |
|   |  Sigurðsson   Heymans   Di Mariano   Tessmann   Vacca   Ceccaroni   Johnses   Caldara   Ebuehi   |   |   Ciano   Maiello   Zampano   Iemmello   Vitale   Brighenti   Szymiński   Zerbin   Gatti  |  |  |
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| 15 Agustus 2021 | Torino (1) | 0–0 (p.w.) (4–1 a.p.) | Cremonese (2) | Turin |  |
| 21:00 CEST |  | Laporan |  | Stadion: Stadion Olimpiade Grande Torino  Penonton: 1.484 Wasit: Giovanni Ayroldi  |  |
|   |   | Adu penalti |  |  |  |
|   |  Mandragora   Verdi   Rauti   Aina   |   |   Ciofani   Vido   Castagnetti  |  |  |
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| 16 Agustus 2021 | Crotone (2) | 2–2 (p.w.) (4–2 a.p.) | Brescia (2) | Crotone |  |
| 17:45 CEST |  Vulić  26'  Mulattieri  76'  | Laporan |  Van de Loi  46'  Bajić  67'  | Stadion: Stadion Ezio Scida  Penonton: 1.500 Wasit: Luca Massimi  |  |
|   |   | Adu penalti |  |  |  |
|   |  Molina   Benali   Mogoș   Vulić   |   |   Bajić   Moreo   Ndoj   Spalek  |  |  |
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| 16 Agustus 2021 | Bologna (1) | 4–5 | Ternana (2) | Bologna |  |
| 18:00 CEST |  Domínguez  38'  Arnautović  56'  Soriano  58'  Orsolini  76' (pen.)  | Laporan |  Agazzi  6'  Donnarumma  21'  Peralta  40', 54'  Falletti  50' (pen.)  | Stadion: Stadion Renato Dall'Ara  Penonton: 5.360 Wasit: Luca Zufferli  |     |
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| 16 Agustus 2021 | Salernitana (1) | 2–0 | Reggina (2) | Salerno |  |
| 20:45 CEST |  Bonazzoli  45+2', 52'  | Laporan |  | Stadion: Stadion Arechi  Penonton: 2.476 Wasit: Francesco Fourneau  |     |
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| 16 Agustus 2021 | Sampdoria (1) | 3–2 | Alessandria (2) | Genova |  |
| 21:00 CEST |  Quagliarella  28'  Gabbiadini  47'  Thorsby  52'  | Laporan |  Chiarello  8'  Corazza  45' (pen.)  | Stadion: Stadion Luigi Ferraris  Penonton: 1.249 Wasit: Andrea Colombo  |     |