Best Shopping Malls, Outlet and Places in South Loop Area

"It’s very close to the Chicago Museum of Contemporary art, so if you happen to be there for a tour, you can get there on foot quickly. The Water Tower place consists of various mix-use amenities, such as hotel, theater, condominiums and a shopping mall. The shopping mall offers a wide variety of both contemporary fashion and big brands such as American Eagle Outfitters."

"Water Tower Place is a Chicago landmark on the Magnificent Mile and renowned for its vast selection of over 100 stores. Beyond shopping, the eight story mall also houses a number of restaurants and entertainment options, including a live theatre..."

"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."

"Shopping at 900 North Michigan is one of the coolest things to do in downtown Chicago. Not only does it offer amazing views from its pillar-like towers, but since it’s all indoors, it’s perfect for a cold or rainy day. Hundreds of retailers call it home."

"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 Center for Intuitive and Outsider Art in Chicago is a non-profit with a mission to share the work of outsiders. The center defines an outsider in the art world as "the work of artists who demonstrate little influence from the mainstream art world, and who instead are motivated by their unique personal vision." Since its inception in 1991, Intuit has become a leader in the field of promoting outsider and intuitive art. The museum's permanent collection, which they began amassing in 2002, has come to include more than 1,1000 works of art."

"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."

"The Beverly Arts Center is a multifaceted space that hosts regular programs on dance, film, theater and music. There is also a gallery space here that presents a rotating and diverse program of visual arts. Past exhibits have included works by local Chicago cartoonists, printmakers, photographers and painters, as well as programs focused on the LGBTQ community."

"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..."

"Circle back toward the river, making a quick stop inside Macy’s State Street which is designated as a National Historic Landmark thanks to magnificent touches that make it feel more like a museum than a department store. Of note are the Great Clocks which weigh seven tonnes each, granite pillars that are the second-tallest of their type in the world, and the ornate Tiffany Ceiling which was painstakingly designed from 1.6 million pieces of hand-fired iridescent glass."

"Source: Photo by Wikimedia Commons user Ken Lund used under CC BY-SA 2.0. One of two Macy’s outlets in Chicago - the other is located on the Magnificent Mile - this world famous department store brand features a range of men’s and women’s clothing alongside kids, juniors, and home selections. A host of big-name designers are represented, including Ralph Lauren, Estee Lauder, and Calvin Klein."

"One of the biggest department stores in the world and recognized as a National Historic Landmark. Flex your plastic around eight floors of amazing fashion, from DKNY to Ralph Lauren to Michael Kors."

"Many of Chicago’s most historic buildings are located in the loop. The Willis Tower was the world’s tallest building until 1998. Including the antenna, it is 1,730 feet tall."

"It was very popular during the ‘80s and locals are still loyal to it. It is easy on the eye, with lawns and trees, and brick walls. Nowadays, it still attracts people and offers plenty of parking space, with security, and convenient shopping."

"When three former Webster’s Wine Bar employees decided to open their own wine bar in Humboldt Park back in 2009, the area gained both a neighborhood hangout and an oenophile destination. Credit that to showcasing wine growers from around the world with a variety of specialties, including terroir-focused, organic, and biodynamic pours. The food only helps and nearly all of the plates rotate on the regular."

"Rootstock in Humboldt Park has been on the cutting edge for wine in Chicago, providing a unique and intimate atmosphere. No matter if you’re craving a natural wine, Austrian, or something with bubbles, this space is great for dates and get togethers. It’s also got an underrated burger."

"Nestled inside two converted streetcars, this 24-hour gem will satisfy your cravings for both retro kitsch and greasy food. (It’s a favorite among Lakeview’s late-night bar crowd.) The specialty is the “slinger,” a plate piled with two burger patties, hash browns, two eggs, and chili, but you can also get a simpler meal of buttered toast and eggs any way."

"Restaurants American Lake View. There are no seats here—just stools. There’s barely a menu, either."

"Chicago’s Lakefront Trail I promised we’d do a lot of walking today, so next, head back towards Lake Michigan and enjoy the lakefront trail, a nearly 20-mile stretch of paved walkway that meanders down the city’s coastline. The views are spectacular and it’s a great way to see the city’s skyline from a distance. If you’d prefer to bike the trail (highly recommended!), check out the city’s bike-sharing system, Divvy, where you can grab a bike for a 24-hour rental period from one of the city’s many stations"

"Hunkered down across from Grant Park, this 110,000-ton granite-and-limestone behemoth was an instant star when it debuted in 1899, and…"

"Lincoln ParkThe views don’t get much better than Theatre on the Lake, where your outdoor table is parked just steps from the softly crashing waves of Lake Michigan. With seating for 80 and a focused selection of entrées from chicken tinga tacos to brisket dip, Theatre on the Lake continues to serve as something of a mental health break come to life. Stop by for weekend brunch served from 10 am to 3 pm.How to book: Reserve via OpenTable."