Penelope's is a charming neighborhood boutique in Chicago, founded by a husband-and-wife team in 2002. The shop offers a curated selection of clothing and accessories for men, women, and kids, featuring items from both the U.S. and Europe. With an emphasis on quality construction, smart design, and fun prints, Penelope's focuses on accessible, everyday style that blends classic shapes with contemporary details. The boutique also stocks a variety of unique gifts, including homewares, decor, jewelry, and more. Customers appreciate the friendly staff and aesthetic organization of products, making shopping a pleasant experience. Although some may find limited options for mid to plus sizes, the overall vibe and offerings contribute positively to the local culture of Wicker Park.
Such a great selection of clothing and accessories. I always stop in when I'm in Chicago, and I always leave with quite the haul. I appreciate that they strike a good balance of higher and lower price points, and that there is a lot of good colorful and patterned pieces!
May 2026
Had to run in for a baby shower outfit and change there. Betsy was so helpful and attentive. She helped me find the perfect outfit
May 2026
We had a great experience working with their team. They bought some lovely summer items from us. Be sure to stop in!
