| League Cup - Round 5 | | Portsmouth | 1 | 114 Raphinha | | Half-time: | 0-0 | | Referee: | Mason 7 | | Attendance: | 54,014 | | Possession: | 50%-50% | | Total shots: | 12-17 | | MoM: | Molina | after extra time |
| | (4-4-2): Szczesny 7, Digne 7, Kimmich 6½, Cristante 6½, Laporte 7, Doukouré 6, Zubimendi 7½, Raphinha 7, Reus 6, Gündogan 5½, Lukaku 6 | | Barnsley | 0 |
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| | (4-4-2): Oblak 7, Molina 8, Hincapié 6½, Rice 7½, Longstaff 7½, Maguire 7, Di Lorenzo 6½, McGinn 6½, David 6½, Foden 6½, Pulisic 7 | | Bury | 2 | 32 Kramaric, 38 Kramaric | | | 26 Immobile | | (4-4-2): Martínez 7, Darmian 6½, Robertson 7, Rodríguez 7, Aké 6, Djimsiti 6½, Wan-Bissaka 7, Spinazzola 7, Immobile 7, Buendia 6½, Kramaric 6½ | | Macclesfield FC | 1 | 87 Son | | 14 Mario Hermoso, 48 Sancet | | (4-1-3-2): Maignan 7, Süle 7½, Alex Grimaldo 7½, Rabiot 7, Romero 7, Mario Hermoso 6½, Grifo 7, Di María 7, Griezmann 7, Sancet 6½, Son 7½ | | Tottenham Hotspur | 2 | 42 Kvaratskhelia, 50 Bellingham | | Half-time: | 1-0 | | Referee: | Kettle 6 | | Attendance: | 76,033 | | Possession: | 57%-43% | | Total shots: | 24-4 | | MoM: | Zambo Anguissa | | TV: | live |
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| | (4-4-2): Pickford 8, White 7½, Scally 8½, Zambo Anguissa 8½, Tomori 7½, Bellingham 8, McKennie 7, Maddison 7, Bowen 7, Kvaratskhelia 8, Rashford 8 | | Yeovil Town | 0 |
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| | (4-3-3): Bizot 7½, Teze 6½, Kostic 7, Bourigeaud 7, Pezzella 6½, Savic 6, Orsolini 6, Pablo Fornals 6, Giroud 5, Luis Alberto 6, Medina 5½ | | York City | 1 | 12 Wissa | | Half-time: | 1-1 | | Referee: | Haywood 6½ | | Attendance: | 29,439 | | Possession: | 44%-56% | | Total shots: | 20-14 | | MoM: | Upamecano | | TV: | highlights |
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| | (4-3-3): Bounou 6½, Roerslev Rasmussen 6, Tadic 7, Jakobs 6½, Nacho 6½, Danilo 7, Olise 7, Kolasinac 7, Simeone 7½, Wissa 6, Hazard 6 | | Liverpool | 3 | 24 Lewandowski, 63 Fabián, 78 Rodrygo |
| | (3-4-3): Neuer 6, Koundé 7, Upamecano 7½, De Jong 7½, Marquinhos 7, Fabián 6½, Marcos Llorente 6½, Messi 7, Lewandowski 6½, Rodrygo 6½, Coman 7 |
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