The Spireites will be underdogs at the Lamex Stadium but they have beaten Portsmouth and run West Brom and Watford close in the competition in recent years.
The hosts are fourth in League One, are unbeaten at home and have the best defensive record in the division so it will be a tough test for the visitors.
Let’s take a look at how Paul Cook’s men could line-up...
5. Lewis Gordon - LB
Just like the opposite flank, this one could come down to how keen the Spireites are to play their strongest team or whether they want to give some other players some game-time. If it is the latter then Adam Lewis could come in. Photo: Tina Jenner
6. Ryan Stirk - CM
He looks like a player who could play in a higher division so it will be interesting to see how he gets on against this opposition. Photo: Tina Jenner
7. Tom Naylor - CM
Naylor has stepped up to the plate this season after not quite being at it last term. Photo: Brian Eyre
8. Liam Mandeville - CM
Chesterfield have deployed a 4-3-3 system recently with Mandeville playing as an '8' alongside Stirk and Naylor in the engine room. He is still adjusting to his new duties but you'd back him to get it right. Photo: Brian Eyre