The Spireites lost in their second home pre-season friendly to a strong Sheffield United side as Billy Sharp scored a hat-trick in a 5-0 win for the Premier League newcomers.
John Sheridan made four changes to the team that faced Rotherham United on Saturday with Luke Coddington, Josef Yarney, Robbie Weir and Anthony Spyrou all making their way into the starting line-up.
It was Spyrou's first appearance at the Proact, just hours after signing for the Spireites on loan from Norwich City.
The visitors manufactured the first chance of the game with Callum Robinson's effort from just outside the area whistling wide of Coddington’s goal.
Coddington had to be alert when Robinson let fly from the edge of the box, the summer signing getting down quickly to parry the ball away from goal.
Sheffield United took the lead with just over ten minutes of the first half left. Sharp latched onto Luke Freeman’s cross and nodded home from close-range.
Sharp almost doubled his tally for the evening a couple of minutes later with a well-hit volley. However, Coddington was at full stretch to claw the ball away.
Will Evans almost pulled the Spireites level on the stroke of half time with two headers from successive corners. Both efforts were eventually cleared away after saves from Marcus Dewhurst.
At half time, the Spireites made four changes. Shwan Jalal, Jonathan Smith, Curtis Weston and Joe Rowley replaced Coddington, Anthony Gerrard, Weir and Scott Boden.
Four minutes into the second half, the away side doubled their lead. Robinson swept home after he connected with Kieron Freeman's low cross.
The winger almost grabbed his brace soon after. His first attempt was tipped onto the bar by Jalal before his rebound was cleared off the line by Haydn Hollis.
Sharp bagged his second goal just after the hour-mark. Freeman poked the ball through to the striker, who delicately dinked the ball over Jalal and into the back of the net.
With 15 minutes of the second half to go, Sharp completed his hat-trick when he connected at the back post from an Enda Stevens cross to head home.
Luke Freeman rounded the scoring off in the final minute with a neat finish into a half-empty net. Darren England brought proceedings to an end soon after.
Chesterfield:Coddington (Jalal h/t), Yarney, Evans (Wedgbury 71), Gerrard (Smith h/t), Hollis, Buchanan (Sheridan 71), Maguire (McKay 60), Weir (Weston h/t), Mandeville (Sharman 71), Boden (Rowley h/t), Spyrou (Wakefield 60)
Attendance:6,270 (3,365 away)