#2 Napoli will beat the Reds
After positive results across September, this is where the fatigue kicks in. A trip to Stadio San Paolo is an extremely daunting task under any circumstance but at the time Liverpool will be going there, the challenge just might be too much.
Napoli were inches away from picking up the Serie A title last season and will be hopeful outsiders in this season's Champions League.
Placed with the Reds and PSG, they will also be finding it tough. They also had their identity taken from them when Maurizio Sarri left and moved to Chelsea.
Decorated manager Carlo Ancelotti is currently in charge of them, as they are looking to go one step further this season.
They have the attacking ability, pace and flair that can hurt Liverpool, especially after a daunting run of games. This is probably their toughest game of the season at the moment, purely because of the timing.
The likes of Dries Mertens, Lorenzo Insigne and the others can kill teams in a matter of minutes, something the Reds have built a reputation of doing under Klopp. However, hostile environments like this are due to be a cause for concern, as will the forthcoming trip to Red Star Belgrade.
Liverpool's last away trip to Naples resulted in a goalless draw, during the dark days of Roy Hodgson at the Anfield hot seat.
A lot has changed since then. The Reds can actually compete on all fronts. They have the squad to do so.
However, it is inevitable that they will lose at some stage. If they somehow exit this set of games completely unscathed, it will be very surprising indeed.
Their last trip to Italy did provide a tough challenge, although the Reds survived Roma's onslaught to reach the Champions League final.
Napoli will take advantage of Liverpool's grueling schedule to take the points and the lead in the group heading into the midway stage of this phase.