The Spireites fell to a second defeat at home since December as they were defeated 2-1 by Bromley at the Technique Stadium.
James Rowe made three changes to the side as Josef Yarney, Jack Clarke and Liam Mandeville all returned to the starting XI.
Gavin Gunning, Tom Whelan and the injured Akwasi Asante all made way. Laurence Maguire took the captain’s armband.
The away side created the first chance when Alex Mitchell latched on to a free-kick, but his header rolled wide of the goal
Chesterfield came within in inches of opening the scoring in the seventh minute. Curtis Weston made his way into the box and his effort managed to make its way past Mark Cousins; however, Joe Kizzi made a last-ditch clearance to keep the scores level.
It was Bromley who took the lead after 21 minutes. A ball over the top sent Michael Cheek through on goal and he slotted past Grant Smith to put the visitors ahead.
On the half-hour mark, George Carline sent a long throw into the penalty area. Fraser Kerr rose highest and nodded the ball towards goal, but his effort struck the base of the post.
Maguire headed wide and Kairo Mitchell stabbed his effort inches past the post and the Spireites went into the break a goal behind.
The second half failed to keep the tempo and pace up with the referee’s whistle sounding many times.
Rowe made two changes by the 70th minute with Nathan Tyson and Whelan coming on for Clarke and Mandeville.
Kerr came close once again to opening his account for Chesterfield, meeting Whelan’s cross and powering a header towards goal, but Cousins made a fantastic save to deny the defender.
However, with 15 minutes to go the skipper stepped up to equalise. A cross eventually found Maguire at the back post, he brought the ball down and lashed into the back of the net – his first goal in just over two years.
In the 86th minute, Bromley re-took the lead. Frankie Raymond aimed his cross at the back post where a combination of Maguire and Kizzi headed it past Smith.
The Spireites continued to battle, but couldn’t find a way past the Bromley defence again and fell to defeat for the first time in seven games.
Chesterfield: G Smith, Carline, Yarney, Kerr, Maguire, Whittle, Weston, Oyeleke, Clarke, Mandeville, Mitchell.
Unused Substitutes: Taylor, M Smith, Whelan, Tyson, Dinanga.