Best Shopping Malls, Outlet and Places in Chicago Area

"Whether you have the money for a Chicago-style shopping spree or just want to walk around window shopping while pretending that you do, the Water Tower Place is a great place to check out while you're in town. Here you'll see the big retailers and plenty of high-end stores. This seven-story complex also has a food court and the Lego and American Girl stores if you're there with the kids."

"Water Tower Place is a Chicago landmark renowned for its broad selection of over 100 stores. This 8-story mall features a number of restaurants, entertainment options, as well as a live theater. Their stores and restaurants include famous brands like Adidas, Hollister co., The LEGO Store, Pandora, Sephora, and many more."

"Water Tower Place is named after its neighbor, the historic Water Tower. Opened in 1975, this eight-level mall is located at the base of a 74-story skyscraper that includes condominiums, office space, and the Ritz-Carlton hotel. The mall is anchored by Macy’s and American Girl."

"The 900 North Michigan Shops are located in the iconic Chicago skyscraper, which was built in 1989. This monumental building is home to many offices, condominiums, and a vast shopping mall. Similarly to the Water Tower Place, the place has a vast multi-story atrium, of which the rear is occupied by Bloomingdale’s."

"Source: Photo by Wikimedia Commons user TonyTheTiger used under CC BY-SA 3.0. Enjoy a quiet and elegant shopping experience in the busy heart of the city. The north end of Chicago’s Magnificent Mile is where plenty (well, not 900 as the name suggests) of shops, restaurants, spas and fitness centres are found."

"This shopping center features more than 450,000 square feet of space and includes many well known, upscale stores like a massive Bloomingdale's, MaxMara, Gucci, Micheal Kors, Kate Spade New York, L'Occitane and J."

"Intuit: The centre for intuitive and outsider art is the only non-profit organization in the United States that presents intuitive, outsider and contemporary self-taught art. The Henry Darger Collection holds a permanent spot in this gallery, which also features a permanent collection containing more than a thousand artworks. There is a study centre at the gallery: Robert A. Roth Study Center, which conducts educational programs and is open for the public."

"This is a term coined by its founders to describe art created by self-taught artists or those without any formal training. The focus here is on artists who for any number of reasons exist outside of mainstream art. The permanent collection features artists including Minnie Evans, Miles Carpenter, and William Hawkins."

"Intuit: The Center for Intuitive and Outsider Art features a large number of artworks presenting intuitive and outsider art. They have been featuring various artworks since 1991. Their world-class exhibitions give an opportunity for the public to explore this kind of art."

"Looking for brand shops for clothing, sporting goods, home supplies and more, under one roof?. Head to The Maxwell. It is smaller (around 10 stores) but complex."

"With a bridge spanning the city streets of downtown Chicago, The Shops at North Bridge has unique architecture for a shopping mall. A grand escalator takes shoppers to any of three floors, but the stores aren’t limited to the enclosed mall. The retail complex covers a total of seven blocks and includes Italian superstore Eataly."

"This mall on Michigan Avenue is all about fun, fashion, food and family. The Shops at North Bridge is a four-level shopping centre. It is home to over 50 world-class retailers: fashion stores, cosmetics, toy stores, electronics for tech-savvy visitors, and more."

"Express is an international fashion chain with women’s clothing and men’s clothing for work, play and all kinds of parties. Shop Express for women’s jeans, leggings, dresses, sweaters and shirts, and men’s jeans, suits, graphic tees and polos, plus shoes, jewelry and other accessories..."

"Street Food delivery spots are open as early as 8am in Chicago. Consider ordering from Taqueria Mi Linda Hacienda in Kelvyn Grove for your early order, or enter your delivery address to browse the places that are open and available near you."

"Of the numerous buildings that Frank Lloyd Wright designed around Chicago, none is more famous or influential than Robie House. Because its horizontal lines resembled the flat landscape of the Midwestern prairie, the style became known as the Prairie style. Inside are 174 stained-glass windows and doors, which you'll see on the hour-long tours (frequency varies by season, but there's usually at least one tour per hour). Advance tickets are highly recommended."

"Named one of the 10 most significant buildings of the 20th century by the American Institute of Architects, the 9,000-square-foot Robie…"

"Another way to enjoy some family fun in Chicago is at the Chicago Shakespeare Theater. This might seem like an odd recommendation for a holiday with kids, but the showcases put up at this theater also include several kid-friendly productions. There are special abridged versions of the classic plays for the younger ones and students to enjoy."

"We know, it might seem like a stretch to include a theater—and Shakespeare, no less—on a kid’s map. But the Navy Pier’s Chicago Shakespeare Theater showcases a ton of kid-friendly performances, including shorter 75-minute abridged productions geared toward families and students. Check their website for the latest shows and schedules."