The Spireites will face the third-placed League Two side on Saturday, November 5.
It will be the first meeting between the two teams in more than five years, the last occasion being a 3-1 home win for the Cobblers in February 2017, which was a League One game.
Northampton were 3-0 up after 48 minutes thanks to a brace from John-Joe O’Toole and a strike from former Spireite Marc Richards. David Faupala pulled a goal back but Chesterfield fell to defeat.
But the Spireites have happier memories from the last time they were at home in this fixture, winning 3-1 in September 2016 to end Northampton’s 31-game unbeaten league run.
Let’s take a look at who started for the Blues the last time the two teams clashed...
. NORTHAMPTON, ENGLAND - FEBRUARY 11: Matt Taylor of Northampton Town contests the ball with Sadiq El Fitouri of Chesterfield during the Sky Bet League One match between Northampton Town and Chesterfield at Sixfields on February 11, 2017 in Northampton, England. (Photo by Pete Norton/Getty Images)
Chesterfield last played Northampton Town in 2017. They will meet again in the FA Cup in November. Photo: Pete Norton
. Lloyd Allinson
The stopper only made a small number of appearances before moving to FC United of Manchester. He is now at Pontefract Collieries in the Northern Premier League. Photo: Pete Norton
. Sadiq El Fitouri
The defender's time at the Spireites was very brief, making just two appearances, before he was fined for going AWOL. He reportedly signed for a club in his native Libya. After that, nobody really knows what happened to him. It's a mystery. Photo: Pete Norton
. Tom Anderson
The centre-back was on loan from Burnley at the time. He has gone on to make more than 100 appearances for Doncaster Rovers. Photo: Howard Roe/ahpix.com
1. Lloyd Allinson
The stopper only made a small number of appearances before moving to FC United of Manchester. He is now at Pontefract Collieries in the Northern Premier League. Photo: Pete Norton
2. Sadiq El Fitouri
The defender's time at the Spireites was very brief, making just two appearances, before he was fined for going AWOL. He reportedly signed for a club in his native Libya. After that, nobody really knows what happened to him. It's a mystery. Photo: Pete Norton
3. Tom Anderson
The centre-back was on loan from Burnley at the time. He has gone on to make more than 100 appearances for Doncaster Rovers. Photo: Howard Roe/ahpix.com
4. Ian Evatt
The fan favourite made more than 200 appearances across two spells for the club. He is currently the manager of League One Bolton Wanderers. Photo: Pete Norton