The Spireites enter the FA Cup for 2015-16 and face a mouthwatering clash with FC United of Manchester in the first round on Monday evening.
The match will be screened live on BT Sport as the two side square up for the first time at FC United's new Broadfield Park stadium and they battle it out for a place in the next round.
The two sides will both be in the hat for the second round draw at 7pm on Monday night and will know the FA Cup fate that awaits the winner of the tie before getting under way in the 7:45pm kick-off.
The visiting Spireites welcome back left-back Dan Jones from suspension and manager Dean Saunders has said that he intends to put out a strong squad for the match.
Striker Lee Novak is also available again after his wife gave birth the night before last weekend's match at Fleetwood Town, with mother and baby now regaining their health.
Defender Richard Wood is also eligible to play in the Cup during his loan stint from Rotherham United and would be making his debut for his new side if selected, after staying on the bench last Saturday.
The Spireites backline will need to keep striker Tom Greaves quiet, the 28-year-old is in his first season at FC United and along with Sean Cooke has four goals for the outfit already this season.
The Spireites head into the cup in good form, having won three of their last four league games. The latest success being a 1-0 away win at Fleetwood last Saturday.
The away win was Chesterfield's fifth of the campaign already and the pressure will be on the Football League side to make it four away wins in a row at Broadhurst Park.
FC United's league form stands in stark contrast to their cup run, the Moston-based side have lost six matches on the spin in the National League North and sit seventeenth in the current standings.
The league struggles have not been taken into the FA Cup however, as FC United have already seen off Witton Albion, Buxton after a replay and Sporting Khalsa to reach the first round proper for the second time.
From the Dugout
For manager Saunders, winning the FA Cup with Liverpool in 1992 was one of his best moments of his career and he is aware of the favourites tag that is pinned on his side this coming Monday.
He said: “If both teams are at 100%, then there’s a fair chance that we’ll win, but football doesn’t work like that.
“There’ll be casualties in this round, there’ll be teams being knocked out that should never be knocked out and a couple of things have got to happen: they’ve got to play well, they’ve got to take their chances when they get them and we’ve got to turn up with the wrong head on."
Saunders has revealed the extent in which the Spireites are preparing for the game and the intensity that his side has to play at.
“We know everything about them, we’ve watched them three times. The staff have watched them, we know all their players, we know their manager, we know the history of the club, so we have to turn up and make sure we treat the game just like our recent away games.
“For us to get through, we’ve just got to be mentally as good as them and physically we’ve got to work as hard as we have been doing.
“Everybody is aware that if you get through a couple of rounds before you know it, there’s not many teams left and you’ve all got a chance so you can dream.
“Winning the cup is the best day of your life, it was the first thing I ever won. I used to watch it as a kid and to play in the final was just something special that I’ll always treasure. I’ll never let my winner’s medal go.”