The Spireites fell to a 3-1 defeat to Dagenham and Redbridge at the Technique Stadium.
A goal from Junior Morias and two from Paul McCallum sealed the win for Dagenham, despite goals from Branden Horton and Tyrone Williams for the Spireites.
Dagenham took the lead in the fourth minute when the ball fell favourably to Morias at the back post, who slotted past Lucas Covolan.
Ollie Banks had a chance for the Spireites when a loose ball fell to his feet on the half-volley in the penalty area, however his attempt went wide.
Dagenham doubled their lead in the 17th minute. Following a quick counterattack, Morias crossed the ball in from the right-hand side and McCallum was alert inside the box to finish the chance.
Jamie Grimes came close after connecting with his head, following a wide free-kick, but his attempt deflected wide for a corner.
Joe Quigley came agonisingly close to grabbing a goal back for the Spireites after meeting a cross from Horton on the left-hand side with his head, but his attempt went narrowly wide.
Dagenham goalscorer McCallum had another chance, following a cross, but his header was saved well by Covolan.
Dagenham made it three in the 45th minute. Morias cut in from the right-hand side and shot at Covolan, who parried it out to the feet of McCallum who had an easy tap in to make it three.
Matt Robinson forced a good save from Covolan early in the second half with a shot from just inside the penalty area.
Horton grabbed a goal back for the Spireites in the 55th minute with a fantastic strike from around 25 yards which flew into the bottom corner.
Banks tried his luck from range, but his effort was caught well by Elliot Justham.
Darren Oldaker had a speculative attempt towards the end of the second half, with a curled shot from the edge of the box, but his attempt went wide.
Williams grabbed another goal back for the Spireites in stoppage time with a great header, following a cross form the right-hand side.
Spireites: Covolan, King, Williams, Grimes, Horton, Oldaker, Banks, Mandeville, Clarke (Miller 75’), Uchegbulam (Asante64’) , Quigley (Tshimanga 64’)
Unused subs: Akinola, Maguire
5,643 (25 away)
