The Pikes Peak Genealogical Society has digitized and made available city directories for Colorado Springs for the period from 1879 through 1922 on its Web site. The digital city directories are a collaborative effort between the Pikes Peak Genealogical Society and Special Collections at the Pikes Peak Library District.  
Visit this page and click on the date links at bottom to access the directories. The first city directory for Colorado Springs was published in 1879, and was published biennially until 1899. After 1900, directories for Colorado Springs were published annually and included a cross-reference index for street addresses. The digitized Colorado Springs city directories are in PDF format by year. You may browse page by page or search for a particular name or keyword.
I began my library career at the Pikes Peak Library District and was delighted to speak at PPGS last spring to celebrate their 30th anniversary. Congratulations to everyone involved on this great project to increase access to Colorado Springs resources.