The matches left can now be counted on one hand and the Spireites are where they want to be in the play-off spots. The aim now is to still be there at 5pm on Saturday, after the match with Barnsley.
When the two sides met at the Proact in November, the Spireites came through 2-1 winners, and a similar result tomorrow would leave Chesterfield strongly-placed to qualify for the post-season party.
Manager Paul Cook told Spireites Player in his pre-match interview that he has no new injury worries in his squad and that he has tried to encourage rest among his players this week to boost their energy levels ahead of the final five league games.
Centre back Ian Evatt remains on nine yellow cards for the season and a tenth caution at Oakwell tomorrow would lead to a two-game suspension. However, should the defender comes through card-less the suspension threshold will raise to 15 yellow cards before bans kick-in.
The Tykes have no fresh injury concerns for the match, though Lewin Nyatanga is a doubt as he recovers from a sever cut to his eye.
Barnsley are likely to be able to welcome back strikers Sam Winnell and Jabo Ibehre into the first team squad, with Winnall coming on as a substitute in Monday's loss to Colchester United.
The Spireites have won their last four matches at this most crucial stage of the season and sit sixth in the League One table, four points clear of Rochdale but having played one extra game.
Easter Monday's 1-0 win over Crewe Alexandra was Chesterfield's third clean sheet in four games, and after that game goalkeeper Tommy Lee emphasised that more will be required for his side to guarantee their spot in the play-offs.
Incoming Tykes manager Lee Johnson arrived in South Yorkshire with a winning bang, but in his side's past five games they have struggled, drawing three straight games before back-to-back losses over Easter.
The dip in form means the Oakwell club are now seven points shy of the top six and they will know that will need to beat the Spireites on Saturday to improve their play-off chances.
From the Dugout
Ahead of the latest massive match of his side, Cook spoke to Spireites Player about the current positive run and where the results are coming from.
"We're all very pleased with what's going on at the minute," said Cook. "The lads have put themselves in a great position now. With just five to go we've got to do our best to try and keep winning. If we keep winning no one will be able to catch us.
"Sometimes you're looking for a perfect performance and it's hard to get. Certainly at the minute we're at a good place with how we all believe the game should be played.
"The fitness levels are good, the confidence levels are good and our supporters are very strong at the minute, both home and away - we've just got to keep believing that we can get there."
The first team are assured to be backed by a large and vocal travelling support at Oakwell and Cook knows that the only result his squad can have an effect on is their own.
"Tomorrow our supporters will travel in great numbers, with great belief and I think the lads deserve great credit for the way they've kept the season going - and I think together we can get to where we want to be.
"The most important thing now is to focus on ourselves, the results around the country tomorrow will be what they'll be, we can't influence that. The biggest result for all Chesterfield players, staff and fans tomorrow is the reuslt at Barnsley and we've got make sure we give our supporters everything we can to obtain the correct result."
If you're not able to get to Oakwell for the match then fear not, we offer comprehensive coverage right here. On Spireites Player you can hear full live commentary from the game, on Twitter there will be minute-by-minute coverage, and you can follow all this on the Spireites Wall section on this, the official website.