This report represents part of a larger study of the Chicago Regional Rental Market that provides a quantitative look at the issue of the availability of affordable housing in Chicago. This research provides a qualitative examination of the challenges facing low-income tenants searching for housing with Section 8 vouchers in Chicago. Section 8 participants constitute only a portion of low-income households in need of affordable housing. However, their experiences and concerns are likely to be similar to those of other poor families searching for housing in what is an increasingly expensive rental market.