I thought about Chelsea but City's luck has been even better. In every competition they've had pretty much the easiest draws possible for a few years now..Chelsea in the FA Cup - EVERY year. They'll draw someone garbage at home for the first 3 rounds, then get Millwall in the quarters, Sunderland in the semis and someone like Bournemouth in the final.
I think there's a real possibility that you could get a bye into the semi's. If Klopp sticks to his word about not playing during our week off there's very little room to fit the 1/4 final in, especially with the potential for FA Cup replays, which is quite likely considering the side we'll probably put out in the FA Cup too.