Shrews are currently waiting for a specialist report to come back but early indications suggest he has sustained ligament damage and is set for six to eight weeks on the sidelines.
Lewis Neal is close to a first-team return after his ankle problem but this weekend's clash could come too soon, while it remains to be seen whether fellow midfielder Paul Murray will feature having missed out in midweek due to a minor Achilles injury.
Defender Mike Jackson is still sidelined with bruising to the bone and will not feature against a Spireites side who on Wednesday became the first team in League Two to see off promotion favourites and early pacesetters Notts County.
With Shrews keen to get back to winning ways after Tuesday, Simpson told ShrewsPlayer: "I'm quite sure every single one of the players I select on Saturday will be determined to put the Dagenham game to bed and get it out of their system. What a good place to start at home in a difficult game against Chesterfield."