Best Shopping Malls, Outlet and Places in Streeterville 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 located in the vicinity of The Museum of Contemporary Art, Chicago Sports Museum, universities, and a spacious park. The mall got its name after a nearby water tower was built in 1869. It is located in a nine-story skyscraper that was opened in 1976."

"900 North Michigan in Chicago is a world-renowned skyscraper that stands 871 feet tall and is the eighth-tallest building in Chicago. Completed in 1989 by Urban Retail Properties, 900 North Michigan was built as an upscale sister building to Water Tower Place one block away and was the second vertical mall built on the Magnificent Mile. The skyscraper is home to an upscale shopping mall known as 900 North Michigan Shops spanning more than 450,000 square feet of space with luxury stores like Bloomingdale's, Gucci, MaxMara, Kate Spade New York, Micheal Kors, L'Occitane and J."

"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."

"900 North Michigan Shops is a visually stunning and highly desired shopping destination that resides on the north end of Chicago's vibrant Magnificent Mile with an exclusive tenant mix including Bloomingdale's, Gucci, J.Crew and more."

"It is actually the only nonprofit organisation in the USA that is fully devoted to ‘outsider’ art and self taught art. It’s more than just an art gallery or museum – it’s somewhere to come for inspiration, and it’s actually used a lot by art students in the city of Chicago. There are over 1000 works of art here, so plenty to see!"

"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."

"Source: Photo by Wikimedia Commons user Roman Boed used under CC BY 2.0. Bloomingdale’s needs little introduction. One of three such sites dotted around the city, the store at 900 North Michigan Avenue is well-placed in downtown Chicago for those looking to pop in while sightseeing or visiting the lake front."

"Source: Photo by Wikimedia Commons user One Homo Sapiens used under CC BY 3.0. Heading to the Southwest Side of Chicago?. Ford City Mall has stood there since 1945."

"In a neighborhood like Old Town, which dons a certain whimsical gravitas when the sun sets, you will most assuredly find a restaurant like the Pump Room. Clothed in low-mood lighting and all the swagger and swing of the 1930s and 1940s with a modern twist, the Pump Room absolutely oozes moxie. But again, the food might steal the show."

"(Primary Neighborhoods: Various events and locations, city and suburbs). If you’re looking for the boss on a Chicago street, it’s decked out like a giant Italian flag. The menu changes constantly on this truck, but you can still request your favorite pie if it has rotated off (a boss move by itself)."

"Osito’s Tap is an outgrowth of Moreno’s Liquors, a family-owned store in Little Village. The bar offers a deep beer list with plenty of rare releases to satisfy craft fans, and the cocktails push the envelope using techniques and ingredients that prove that mixologists at upscale downtown bars aren’t the only ones who can’t enjoy a fancy drinks."

"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."

"Architect/Firm: ​​​​​​​Burnham & Root, 1888 and Frank Lloyd Wright, 1907The Loop The architectural masterpiece originally designed by Burnham & Root in 1888 is one of the most-recognized buildings in the city. Frank Lloyd Wright later re-envisioned its two-story mezzanine with an oriel staircase and glass ceiling to illuminate white marble with gold geometric patterning, which now covers darker, copper-plated ironwork. The commercial office's facade experiments with late Roman, Venetian, Moorish, and medieval-European elements."

"The Rookery is an iconic building, positioned in heart of downtown Chicago's financial district. The building, a mashup of modern building techniques (elevators and fireproofing) and traditional design (ornamental brick facades), was completed in 1888 by Burnham and Root. In 1905, Frank Lloyd Wright remodeled the lobby with white marble and Persian-style ornamentation."

"Source: Photo by user Esther Westerveld used under CC BY 2.0. One of the finest building in the United States, the Rookery Building is an absolute architectural treat. The interior light court maximizes the natural light entering the building."

"Known for its limestone gatehouse and highly decorated columbarium niches, which are composed of photographs, artwork, flags, and other mementos of individuals whose ashes are stored there, this cemetery, established by Chicago's Czech community in 1877, also features storied mausoleums, stained glass images and a special dedication to Chicago Cubs fans. It's a quieter, welcome alternative to public parks that often draw rambunctious young children."

"The creative mash-ups at this Asian-Latin spot won’t be replicated anywhere else. Chef Rafael Lopez crafts fusion bites like chorizo egg rolls, “bacos” (bao tacos), Cuban banh mi, and Asian-style paella."

"Clubby bar and restaurant Clutch in River North has turned to tacos during the pandemic with a virtual spinoff called Lime and Radish. Taco options include blackened mahi mahi (mango jicama) and sautéed nopales (fajita peppers, onions), complimented by sides and desserts such as frijoles charro (pork belly tomato broth, cotija) and flan. Order online via Tock."