The adorable and fairly affordable boutique The Dressing Room, 4635 N. Lincoln, offers a pretty good special each month. What you'll get during all of April: 20 percent off ALL dresses and skirts.
Next door at its sister store, The Dressing Room Shoes, 4657 N. Lincoln, you can snag 20 percent off select sandals.
Jessica Sedgwick works in the Chicago Sun-Times features department. When she's not working, she's sniffing out deals all over Chicago for fellow shoppers. Zap her an 
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