Bolton head into the game sitting bottom of the Championship table, and with financial issues plaguing them off the field, it's been a dismal campaign for Neil Lennon's men.
Wanderers made it to the fourth round by unconvincingly beating non-league side Eastleigh in a replay earlier this month, and they will be hoping to beat Leeds and earn a money-spinning tie in the next round to ease their financial problems.
Meanwhile, Leeds have been inconsistent of late, winning three, drawing five and losing two of their last ten games, but beat Rotherham United 2-0 at Elland Road in the last round to book a date with Bolton at the Macron Stadium on Saturday afternoon.
Now, pundit Mark Lawrenson has told BBC Sport that he thinks Leeds will pile the misery on Bolton by beating them 2-0 on Saturday afternoon and advancing into the next round of the FA Cup.
Lawrenson noted that Leeds' superb travelling fanbase could have a big say on the outcome, but thinks that Bolton could really do to advance into the fifth round and draw an Arsenal or Manchester United to aid their well-documented financial problems.
"Bolton are another team to have improved of late but, again, that is not saying a lot and they remain bottom of the Championship," said Lawrenson. "If Wanderers get through and get United or Arsenal in the next round then that would be a massive boost for their finances, but I can't see it. Leeds' form has been up and down but they will take a lot of fans to the Macron Stadium and play a strong team, and I think they will shade it," he added.
What's your prediction for Bolton v Leeds?