A stunning header by Joe Mathers rescued a point for the youth team as they shared the spoils away at Scunthorpe United.
The Spireites fell behind in the 32nd minute after striker Kyle Wooton slotted home with the simpliest of finishes from inside the six-yard box.
United started the better of the two sides and midfielder Levi Sutton went close with a long-range effort which sailed just over the bar in the opening 10 minutes.
Just moments later The Iron thought they had taken an early lead after some impressive work from winger Billy Beresford. He showed quick feet to weave into the box and managed to get a shot away, but his effort hit the post and trickled out of play.
Promoted from the under 16 side, goalkeeper Jason Alexander did well to deny Curtis Bateson after he was given far too much room on the edge of the box. Scunthorpe dominated the early stages with Sutton pulling the strings in midfield.
It took Bentley's young Spireites until the 26th minute to test the strength of The Iron defence. A clever ball from midfielder Joshua Scully found its way to striker Mathers, who showed good strength to hold off defender Jack Bowskin before unleashing a fierce shot which was saved by 'keeper Danny Waring.
However the North Lincolnshire side took the lead just past the half-hour mark. Good build up play on the right allowed striker Jamie Wootton to run free out on the wing and he showed good skill to cut inside and play a pin-point cross to fellow striker Kyle Wooton who couldn't miss from a few yards out.
The Spireites responded well and deservedly levelled the match five minutes before half time. Scully was given plenty of space on the right and he delivered a superb cross which found Mathers in the box, and the striker glanced the ball past Waring and nestling into the bottom corner of the net.
A minute later Mathers could have grabbed his, and Chesterfield's, second goal of the game after striker Bradley Bowland flicked the ball on, sending him one on one with Waring. Mathers rounded the 'keeper and tapped the ball towards goal but Bowskin got back to hack the ball off the line and the sides went in level at the break.
A counter attack by Bentley's men created a chance early in the second half. Midfielder Cormac Noel played a neat one two with Scully and then burst away from the Scunthorpe defence, and after some good hold up play he teed up fellow midfielder Alex Hewitt on the edge of the box but his shot was off target.
After an impressive start to the second half the game turned scrappy with both sides guilty of wasting possession and creating little in the final third. Bentley introduced Matthew Clarke for Jordan Slack and Oliver Brock replaced Hewitt to freshen things up.
Clear chances were few and far between, a tame header from captain Jack Broadhead was all that Chesterfield could muster following a free-kick from Scully.
With only 10 minutes left defender George Grayson clipped the frame of the goal after his curling, left- footed effort beat Alexander but fortunately foe the 'keeper the ball went out of play.
With the final whistle looming there was one late chance for the home side as substitute Noel Burdett skipped past Broadhead in the box and cut the ball back for Connor Smythe who, with the goal at his mercy, was denied by a match saving tackle by defender Regan Edridge. A tackle which secured a point for the visitors.
Bentley's side are yet to taste victory in 2013 and are currently six matches without a win in all competitions but the manager was pleased with the point.
He said: " We never really got going today and Scunthorpe were the better side for large parts of the game but our lads dug in well and got themselves back into the game."
Chesterfield Xl v Scunthorpe: Alexander;Edridge, Broadhead, Whittaker, McNicholas; Slack( Clarke 61), Scully, Hewitt ( Brock 61), Noel; Mathers, Bowland ( Fereday 72). Subs: Clarke; Partridge, Brock, Fereday; Johnson.