Liverpool will play Atalanta in the quarter-finals of the Europa League with West Ham set to face Bayer Leverkusen.
The Reds still have the potential to pick up four trophies in Jurgen Klopp’s final season in charge.
Italian rivals AC Milan and Roma meet for a place in the semi-finals, while Portuguese club Benfica take on Ligue 1 side Marseille.
The first legs take place on 11 April, with the second legs on 18 April.
If Liverpool come through their tie, they will face either Benfica or Marseille in the semi-finals, with West Ham meeting AC Milan or Roma if they find a way past Bundesliga leaders Leverkusen.
The semi-finals are scheduled for 2 May and 9 May.
Dublin Arena in the Republic of Ireland hosts this season’s final on Wednesday, 22 May.
Quarter-finals draw
AC Milan v Roma
Liverpool in Atalanta
Bayer Leverkusen v West Ham
Benfica in Marseille
Semi-finals draw
Benfica or Marseille v Liverpool or Atalanta
AC Milan or Roma v Bayer Leverkusen or West Ham
Liverpool beat Czech club Slavia Prague 11-2 on aggregate in the last 16, winning 6-1 in the second leg at Anfield on Thursday.
Atalanta and Liverpool have met on two previous occasions, with the Reds winning 5-0 in Italy and losing 2-0 at home during the group stage of the Champions League in 2020-21.
The Italian club are sixth in Serie A and are yet to lose in the Europa League this season, winning five and drawing three.
West Ham, who won the Europa Conference League last season, go up against Bayer Leverkusen for the first time.
The Hammers saw off German opposition in the last 16, beating Freiburg 5-1 on aggregate, coming back from a 1-0 loss in the first leg with a 5-0 win at London Stadium.
They have a record of six wins, six defeats and one draw when facing German teams in Europe.
Leverkusen are 10 points clear of second-placed Bayern Munich in the Bundesliga, and have not lost a match in all competitions this season, winning 32 and drawing five.