Daventry Town will visit the Proact Stadium on Saturday in the first round of the 2013/14 FA Cup.
Saturday's game will be the first ever meeting between the two sides and will be the first time the Purple Army have made it to the first round proper of the FA Cup.
In last season's competition the Spireites defeated Hartlepool United 6-1 at the Proact Stadium before losing in the second round away at Tranmere Rovers.
Chesterfield approach the fixture without a win in five games, their last victory coming in the Johnstone's Paint Trophy against local rivals Mansfield Town. However, the Spireites are undefeated in three and will be looking to continue their run against non-league Daventry on Saturday afternoon.
The Southern Football League Division One Central side have won eight of their nine games in the league this season, scoring 25 and conceding just six in the process.
Sam Morsy picked up an MCL injury against Bristol Rovers and is not expected to return until the new year.
Ritchie Humphreys will miss out on Saturday's game as the versatile full back has had a precautionary injection and will be rested for the fixture.
Nathan Smith is unavailable for selection as he is suffering from a recurrence of the ankle injury that has kept him out of action for the majority of the 2013/14 season.
"I will never rule us out of any game, and this bunch of lads have the biggest hearts I have ever witnessed.
"There will be one Cup upset over this weekend, why not Daventry Town?
"Whatever happens at Chesterfield, I shall be very proud of my players and all of my backroom staff, without them this would not have been possible."
Chesterfield: 2/9 Draw: 5/1 Daventry Town: 9/1
Skybet have Chesterfield as strong favourites going into Saturday's game.
(Odds accurate as of 11am on Friday, November 8)
If you can't make the game on Saturday 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 over the weekend.