Fall Family Shopping: 10 Local Boutiques, Bookstores, And More

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Chicago’s shopping scene extends beyond its famous downtown shopping destinations. Concierge Preferred has compiled a list of boutiques, stores, and major shopping centers across the city that offer everything from clothing to books to decor!

1. Andersonville Galleria

This galleria might just be at the heart of Andersonville, a neighborhood known for its local shopping scene. The Andersonville Galleria is a retail market that features over 100 vendors from across the city. Whether you’re shopping around for clothing, jewelry, artwork, or even gourmet treats, there is something for everyone!

2. Women and Children First

This independent bookstore in Andersonville is one of the biggest feminist bookstores in the country, offering both books and an inclusive atmosphere for visitors. Women and Children First believes in the transformative power of literature. Thus, it offers a wide variety of books, including plenty by women and LGBTQ+ authors.

3. Art Effect

Art Effect, a Lincoln Park shopping destination, is self-described as a modern day general store with a chic high-low mix. It offers a wide variety of items, from clothing and jewelry to bath and body products to knick knacks.

4. Vintage Underground

Vintage Underground is a Wicker Park shop that boasts a diverse selection of vintage costume, collectible, and high-end jewelry. Filled with timeless treasures, this shop has pieces that date back to the turn of the century and through the 80s, and each piece is sure to make a statement.

5. Asrai Garden

Another Wicker Park gem, Asrai Garden specializes in stunning floral arrangements, luxurious fine jewelry, and magical curiosities. Whether you’re shopping with a budget of under $50 or over $500, there are plenty of options for shoppers.

6. Block 37

Located in the heart of Chicago’s downtown Loop, this shopping hub offers something for everyone in the family. There are popular shops including Zara or Anthropologie, food and goods from eateries such as Magnolia Bakery, and even an indoor cinema if you’d like to watch a movie.

7. AKIRA

This Chicago-based boutique is known for offering plenty of trendy clothing and statement pieces, from dresses and clothing to shoes and accessories. It first opened in Wicker Park in 2002, and has expanded to open 32 stores over the last two decades. Even as it grows, AKIRA always represents Chicago in the world of fashion. Find AKIRA storefronts across the city and beyond, including Block 37 and Water Tower Place.

8. The 900 Shops Mall

This shopping center on North Michigan Avenue is an iconic feature of the Magnificent Mile. The 67-story building uses the first seven floors for shops, offering retailers ranging from J. Crew to Gucci and Sur La Table to Lululemon, among many other well-known names. The building also houses Aster Hall — which is a food hall, bar, and study space. There, Indulge in Small Cheval burgers or tacos or falafel, or just relax with a cup of coffee between your shopping excursions.

9. Water Tower Place

Another iconic Chicago shopping destination, Water Tower Place offers a variety of shopping, dining, and entertainment options for all ages. The center features storefronts catering to younger children, such as American Girl Place, as well as a variety of clothing and beauty stores. Make a pit stop by Starbucks, Sephora, or Squishable all in one prime location.

10. City of Chicago Store

For everything Chicago, stop by this storefront on East Pearson Street that offers clothing and accessories for all ages and people. Stop by and grab a t-shirt that displays your Chicago pride or a face mask that reads “DEEP DISH,” among other Chicago-related phrases.

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