Preview our exclusive product and upscale ad design with a peek at our portfolio.

These sample ads provide a snapshot of our unique aesthetic combined with a look at some of the successful advertising partners we feature. The design aesthetics that we are proud to present are consistent with overall marketing objectives and are proven to attract interest of high-end consumers in the Chicago and North Shore market. Premium full color printing, attractive ad design & upscale clientele make inside chicago® a direct mail booklet unlike any other.



Health & Wellness


Retail & Entertainment

Service Industries

 All Ad Samples and Ad Design are property of Windy City Marketing, Inc. and may not be reproduced, replicated, or used without permission. 

In 2020, Windy City Marketing celebrates 30 years of Advertising in Chicago and producing local direct mail marketing for Chicago and the North Shore. Our direct mail booklets are published seasonally throughout the year and market local Chicago businesses using community marketing via our exclusive, award-winning direct mail to Chicago residents and homeowners. We advertise for Chicago’s best local businesses including Chicago restaurants, health and fitness companies, salons and spas and much more. Our custom designed ads and signature design style combined with our cooperative advertising format showcase your business to its best potential. We provide the best direct mail marketing experience and response driven results for your business!