County finished 23 points ahead of Spireites in the regular season and are odds on with Paddy Power to be playing League Two football next season.
But, as we all know, anything can happen on the day with Spireites more than fancying their chances.
Chesterfield know that winning feeling at Wembley after victory over Bury in the 1994/95 Third Division play-off final and Swindon Town in the JPT in 2012.
Spireites have also lost in the national stadium against Cambridge United in the 1989/90 Fourth Division play-off final and Peterborough United in the JPT in 2014.
Here we take a look back at those games with these cracking fans and match pictures.
Get all the build-up to the big game here.
9. Chesterfield v Cambridge - 1990
Chesterfield forward Andy Morris fails to break through a tight Cambridge defence. Photo: Other
10. Chesterfield v Bury - 1995
Nicky Law pictured in action during the 1994-5 Wembley final between Chesterfield and Bury. Photo: Submitted
11. Swindon Town v Chesterfield - 2012
The Chesterfield team celebrate during the Johnstone's Paint Trophy final between Swindon Town and Chesterfield at Wembley Stadium on March 25, 2012. Photo: Scott Heavey:d
12. Swindon Town v Chesterfield - 2012
Chesterfield celebrate victory over Swindon Town. Photo: Scott Heavey