The only player I can remember is Phil Tingay, a goalkeeper we had on loan from them, in 1973. Alan Birch was actually signed from Wolverhampton Wanderers for £95 000 in 1982. He signed for Wolves from Chesterfield in the summer of 1981 for £200 000.
Here's the complete list.... Bobby Flavell; Bernard Jukes (1924); Bert Powell (1880); Phil Tingay (loan). Others I can recall who played for both Barnsley and Chesterfield include: Alan Birch, Eric Winstanley; Brian Arblaster; Neil Warnock - any others anyone?