The City of Chicago lists current RFPs. Is there a source for awarded RFPs before 2010?
With the assumption that an RFP converts to a contract, they have an Awarded Contract page. From there they have scanned documents for older content and a Vendor, Contract and Payment Search system which looks to have the Specification number for linking back to the RFP/RFQ/RFI
Given the edited questions request to find RFPs pre 2010, I have not been able to find a decent search capability but there is pre-2010 data in the system as evidenced by Contract #13221. It was awarded in 2007