The Spireites take on Oldham Athletic at Boundary Park in the area semi final of the 2013/14 Johnstone's Paint Trophy.
The Latics progressed to this stage of the competition by defeating Shrewsbury Town 4-1 at New Meadow in the first round, Preston North End 2-0 at Deepdale in the second round and Notts County 5-1 at Boundary Park in the area quarter finals.
The Greater Manchester side approach Tuesday's game having scored 11 goals and conceded just two in this season's competition. Oldham are also undefeated in eight games in all competitions, drawing 1-1 with Mansfield Town in their most recent outing at Boundary Park in the second round of the FA Cup.
Chesterfield received a bye in the first round of the 2013/14 Johnstone's Paint Trophy before defeating local rivals Mansfield Town at the One Call Stadium in the second round and Rochdale 3-0 at the Proact Stadium in the area quarter finals.
The Spireites come into Tuesday's game yet to concede in the cup this year, scoring four goals in the two rounds they have featured in. In all competitions Chesterfield have suffered back-to-back defeats at the hands of Newport County and Southend United, conceding six goals in the process.
This will be the third time in as many years that the two sides have met one another in the Johnstone's Paint Trophy. Chesterfield have been victorious on both occasions up until now, winning 3-1 over two legs in the 2011/12 season sending the Spireites to Wembley before the North Derbyshire side won 2-1 in the 2012/13 competition.
Genseric Kusunga is back in the Latics squad for tonight's game as the defender has completed a three match ban after his sending off at Gillingham.
James Dayton (ankle) and midfield man James Wesolowski (hamstring) remain doubts through injury.
After picking up a hamstring injury in Saturday's FA Cup tie against Southend United, Chesterfield midfielder Gary Roberts stands to be out for five to six weeks and will miss out on the cup game.
As well as Roberts, Jay O'Shea (flu) and Armand Gnanduillet (thigh) both look unlikely for the fixture.
Nathan Smith and Sam Morsy are still recovering from their respective injuries and will not feature against Oldham but both are back in training and will be looking to make a return to first team action in the near future.
Sheffield United loanee Callum McFadzean who has started for Chesterfield in two consecutive games since arriving at the Proact Stadium is cup tied for the Johnstone's Paint Trophy and will not be available on Tuesday night.
Liam Cooper returns to the first team for selection after the defender served his one match ban against Southend United on Saturday.
“Chesterfield are flying high and have a good team.
“I have seen them a couple of times and they have a lot of threats so it will be a tough one.
“We are at home and also unbeaten in our last eight games. And though we didn’t win on Saturday, we are still in a decent run of form."
Oldham Athletic: 11/10 Draw: 12/5 Chesterfield: 12/5
Skybet have Oldham as favourites going into Tuesday's game but believe Chesterfield have every chance of taking something from the match.
(Odds accurate as of 1pm on Tuesday, December 10)
If you can't make tonight's game you can follow the action through live commentary on Spireites Player and minute-by-minute text updates on Chesterfield's official Twitter account.
Spireites Player is also the best place for all post match reaction and highlights after the final whistle and throughout the week.