This page charts how the Reds faired against an Opposition Manager. Carlo Ancelotti
| Date | Team Managed | Score | Result | Comp | Venue |
|---|---|---|---|---|---|
| 25-May-05 | AC Milan | 3 - 3 | D | UCL | Ataturk Stadium |
| 23-May-07 | AC Milan | 1 - 2 | L | UCL | Athens Olympic S |
| 04-Oct-09 | Chelsea | 0 - 2 | L | PL | Stamford Bridge |
| 02-May-10 | Chelsea | 0 - 2 | L | PL | Anfield |
| 07-Nov-10 | Chelsea | 2 - 0 | W | PL | Anfield |
| 06-Feb-11 | Chelsea | 1 - 0 | W | PL | Stamford Bridge |
| 22-Oct-14 | Real Madrid | 0 - 3 | L | UCL | Anfield |
| 04-Nov-14 | Real Madrid | 0 - 1 | L | UCL | Bernabeu Stadium |
| 03-Oct-18 | Napoli | 0 - 1 | L | UCL | Stadio San Paolo |
| 11-Dec-18 | Napoli | 1 - 0 | W | UCL | Anfield |
| 17-Sep-19 | Napoli | 0 - 2 | L | UCL | Stadio San Paolo |
| 27-Nov-19 | Napoli | 1 - 1 | D | UCL | Anfield |
| 05-Jan-20 | Everton | 1 - 0 | W | FAC | Anfield |
| 21-Jun-20 | Everton | 0 - 0 | D | PL | Goodison Park |
| 17-Oct-20 | Everton | 2 - 2 | D | PL | Goodison Park |
| 20-Feb-21 | Everton | 0 - 2 | L | PL | Anfield |
| 28-May-22 | Real Madrid | 0 - 1 | L | UCL | Stade De France |
| 21-Feb-23 | Real Madrid | 2 - 5 | L | UCL | Anfield |
| 15-Mar-23 | Real Madrid | 0 - 1 | L | UCL | Bernabeu Stadium |
| 27-Nov-24 | Real Madrid | 2 - 0 | W | UCL | Anfield |
Total Games 20, Goals Scored 14, Goals Conceded 28, Win % 23.53, Wins 5, Draws 4, Lost 11