Liverpool will host local rivals Everton at Anfield in a blockbuster Merseyside derby in the third round of the FA Cup.
FA Cup holders Manchester City enter the competition for the first time this season as they seek to defend their title against Port Vale.
Meanwhile, record winners Arsenal face Marcelo Bielsa's Leeds United in what will be their first domestic cup game under the guidance of interim manager Freddie Ljungberg, or indeed a potential new head coach, should one be appointed before the end of December.