Chicago is a shopaholics delight with something for everyone from artsy and indie boutiques to designer stores, home décor havens, and top brand and chain stores galore. Home to many impressive shopping centers and malls such as the Magnificent Mile, 900 North Michigan Shops, and Water Tower Place, the city doesn’t disappoint when it comes to finding major national and international brands alongside local, independent favorites. The top shopping spots aren’t only confined to the city center – just outside the city limits, you’ll find excellent shopping experiences such as the massive indoor Woodfield mall and Fashion Outlets of Chicago in Rosemont near O’Hare International Airport. Here are some of the top spots to shop in the Windy City.

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1.Chicago Premium Outlets

Chicago Premium Outlets
© Chicago Premium Outlets

Chicago Premium Outlets is an outdoor shopping center located 40 minutes from downtown Chicago that features over 170 brand and specialty stores, including Saks Fifth Avenue Off 5th, Adidas, Kate Spade New York, Nike, Movado Company Store, Coach, Tommy Hilfiger, Vera Bradley, and more. The center also boasts several art installations, a reflecting pond, a play area for children, and fireplaces, creating a pleasant and inviting shopping experience. Conveniently located at the Farnsworth Avenue North exit, and close to the O'Hare and Midway International Airports, Chicago Premium Outlets is easily accessible for local shoppers and tourists alike.

1650 Premium Outlet Blvd, Aurora, IL 60502, Phone: 630-585-2200

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2.Chicago Ridge Mall

Chicago Ridge Mall
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Formerly known as Westfield Chicago Ridge, Chicago Ridge Mall is a shopping mall located at the corner of 95th Street and Ridgeland Avenue in Chicago Ridge that features several anchor stores, a variety of smaller, specialty stores, a Michaels arts and crafts store, a movie theater and a food court with several dining options. Built-in 1981 and expended in 1986, the mall is a premier one-stop shopping destination for the community of Southwest Chicagoland with a blend of grocery, designer fashions, dining and entertainment for the whole family. Anchor stores include Sears, Kohl’s, Carson Pirie Scott, and AMC Chicago Ridge 6 Theater, and additional shopping options range from Old Navy, New York, and Company, Bed Bath and Beyond, Aldi, H&M and Forever 21. Dining options include Five Guys Burgers, Buffalo Wild Wings, Chick-Fil-A, and more.

444 Chicago Ridge Mall, Chicago Ridge, IL 60415

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3.Fashion Outlets of Chicago

Fashion Outlets of Chicago
© Fashion Outlets of Chicago

Fashion Outlets of Chicago is one of the most popular shopping spots near Chicago for locals and tourists alike as it offers a wealth of top brands at discount prices. The double-level mall features high-end stores like Prada, Longchamp, and Burberry, alongside favorites like GAP, Nike, PUMA and Saks and there are several great spots for dining ranging from healthy options such as Freshii and Vegetarian at Maoz to sweet treats from Godiva, Lindt, and Häagen-Dazs. Fashion Outlets of Chicago offers a range of guest and travel-related services including airline baggage check-in and boarding pass issuance, and there is a free shuttle to the mall from O'Hare International Airport, which is just a few minutes away. The center also hosts a multifaceted public art program, which showcases rotating exhibitions featuring a variety of artists throughout the year.

5220 Fashion Outlets Way, Rosemont, IL 60018, Phone: 847-928-7500

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4.Wolfbait & B-girls

Wolfbait & B-girls
© Wolfbait & B-girls

Wolfbait & B-girls is an eclectic store selling artisan clothing and accessories, jewelry, gifts, stationery, personal items designed by some of Chicago’s trending designers. Owned by two native designers, Shirley Kienitz, and Jenny Stadler, female-owned and operated independent business showcases clothing, accessories, and items from more than 250 local artisans, as well as Chicago-based fair-trade companies, providing a one-stop shop for one-of-a-kind handcrafted treasures. Wolfbait & B-girls is located at 3131 west Logan Boulevard at the intersection of Logan Boulevard, Milwaukee Avenue and Kedzie Boulevard.

3131 W Logan Blvd, Chicago, IL 60647, Phone: 312-698-8685

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© Florodora

Floradora is a hip Indie boutique on South Dearborn Street that sells eclectic designer apparel and accessories for women. Located in the historic Monadnock Building, Florodora has been selling features vintage-inspired contemporary fashions for women as well as unusual gifts, accessories and home accents to the local community for more than ten years. Designers in the store include Nougat, Twinkle, Tsuyumi, Yoana Baraschi, and Feral Childe. Florodora Shoes opened down the hall in 2010 and offered a curated selection of unique shoes for women by designers such as Chie Mihara, Coclico, All Black, and Gidigio.

330 S Dearborn St, Chicago, IL 60604, Phone: 312-212-8860

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6.Gallery Aesthete

Gallery Aesthete
© Gallery Aesthete

Gallery Aesthete is a contemporary clothing store that offers designer pieces in an architecturally inspired space. Established with the aim of highlighting the relationship between fashion, art, and lifestyle, Gallery Aesthete is set in a striking space on West Division Street that echoes the architectural style of brutalism, focusing on the raw materials, lighting, form, lighting, and composition of the area in relation to the objects within the store. The store sells curated pieces of clothing that embrace the beauty of deconstruction and attract those discerning customers who are looking for an individual and unique piece.

1751 W Division St, Chicago, IL 60622, Phone: 312-265-1883

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7.Harlem-Foster Shopping Center

Harlem-Foster Shopping Center
© Harlem-Foster Shopping Center

The Harlem-Foster Shopping Center is a classic shopping mall dating back to the 1970s that offers one-stop shopping through a balanced mix of local and regional retailers. Located at the intersection of Harlem and Foster Avenue, the mall offers a variety of small stores, restaurants, and services such as Dollar…Riffic, Margaret’s Skin Care, New China Buffet, Rainbow Fitness, Clean City Cleaners, Royal Sushi, Nena’s Hair, Harlem Bakery, and the Toy King.

7240 W Foster Ave, Chicago, IL 60656, Phone: 773-631-4000

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8.Kokorokoko Vintage

Kokorokoko Vintage
© Kokorokoko Vintage

Kokorokoko Vintage is a colorful shop that sells an array of vintage clothing and accessories from the 1980s and 1990s. Owned by Ross Kelly and Sasha Hodges, Kokorokoko Vintage focuses on hot vintage trends from the 80s and 90s along with cool new designer accessories, homeware, and other trinkets. Located in Chicago's Wicker Park neighborhood, Kokorokoko is one of the city’s top spots to find classic items from the post-hip-hop, the pre-Internet era from quirky bed quilts and funky t-shirts to figurine dolls, old vinyl, and more.

1323 N Milwaukee Ave, Chicago, IL 60622, Phone: 773-252-6996

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9.Luxury Garage Sale

Luxury Garage Sale
© Luxury Garage Sale

Luxury Garage Sale is a unique shopping experience that focuses on selling upmarket second-hand clothing. The store offers a variety of services from at-home pickups and drop-offs at their boutiques; customized pricing and various sales channels for selling items; and wardrobe overhauls and outfitting for events with professional stylists. The flagship Luxury Garage Sale boutique is located on North Wells Street, with several locations and pop-up shops throughout the country. Luxury Garage Sale also offers online shopping and international shipping.

1658 N. Wells Street, Chicago, IL 60614, Phone: 833-547-5470

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10.Marshfield Plaza

Marshfield Plaza
© Marshfield Plaza

Marshfield Plaza is a 440,000 square foot regional shopping center on Marshfield Avenue in the heart of Chicago. Located off of I-57 and 119th Street in Chicago, the center features anchor stores such as Target, Marshalls, Petco, Jewel/Osco, and LA Fitness, along with entertainment options like a movie theater and several restaurants and casual fast food spots to grab a bite while shopping. Marshfield Plaza also hosts events and functions throughout the year.

11730 Marshfield Ave, Chicago, IL 60643, Phone: 630-653-8082

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11.Moon Voyage

Moon Voyage
© Moon Voyage

Moon Voyage is an eclectic boutique in Wicker Park that sells an array of apparel and accessories, jewelry and handcrafted items by unknown or up-and-coming designers.

2010 W Pierce Ave, Chicago, IL 60622, Phone: 773-423-8853

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NEWCITY is a large shopping mall on North Halsted Street in Chicago that houses several anchors and brand stores, small specialty shops, fashion boutiques, and services, along with restaurants, cafés, and entertainment options. The mall features a City Kid’s Club with professional childminders for keeping children entertained while parents shop, and shopper amenities at the mall include free parking, complimentary wireless Internet, Lost and Found, modern family restrooms, and Volta charging stations.

1457 N Halsted St, Chicago, IL 60642, Phone: 312-248-8569

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© Penelope's

Penelope’s is an easygoing Chicago neighborhood boutique selling European and American brands of casual apparel and accessories for men, women, and children. Founded by a husband-and-wife duo in 2002, Penelope’s stocks a curated selection of labels that focus on quality construction, smart design, great colors, and fun prints for an easy-going lifestyle. Penelope’s offers online shopping options with international shipping and returns. Penelope’s also sells an array of apothecary, bath and body products and unique home décor pieces. Penelope’s is open Monday through Sunday, year-round.

1913 W Division St, Chicago, IL 60622, Phone: 773-395-2351

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14.Roosevelt Collection Shops

Roosevelt Collection Shops
© Courtesy of Jelena -

The Roosevelt Collection is an open-air shopping plaza in Chicago's South Loop neighborhood that is home to a variety of premium national and local retailers, a new-age digital movie theater, an array of upmarket and casual restaurants, and a child-friendly central plaza. The Roosevelt Collection features 20 stores and shops, five on-site restaurants, and free onsite and off-site parking for visitors. Signature stores include Banana Republic, Carter’s, H&M, Old Navy, The Container Store, White House Black Market, ULTA Beauty, and Victoria’s Secret, among others.

150 Roosevelt Rd, Chicago, IL 60605, Phone: 312-379-5994

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15.RSVP Gallery

RSVP Gallery
© RSVP Gallery

The RSVP Gallery is a fashion and culture concept in Wicker Park with a pop art theme that blends art, music, and fashion. Founded by Visionaries Don C and Virgil Abloh, the fashion store-cum-art-gallery aims to blur the lines between luxury clothing and art with a retail space that genuinely encapsulates and celebrates thinking out of the box. The RSVP Gallery showcases and sells a variety of apparel, accessories, and shoes for men against a backdrop of art installations, exhibits, and projects.

1753 N. Damen Avenue, Chicago, Illinois, Phone: 773-666-5596

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16.The Century

The Century
© Courtesy of Leika production -

Located in the heart of Lakeview at the intersection of Clark, Diversey, and Broadway, The Century is Chicago’s unique vertical shopping center. Built in 1925, The Century Shopping Centre began as “The Diversey Theatre,” a 3,000-seat vaudeville and photoplay theatre that hosted live acts and circuses. Movie tycoons Balaban and Katz then acquired the theatre which was renamed The Century and became one of Chicago’s great movie houses. In 1999 / 2000, The Century Shopping Centre was transformed into a shopping center with a variety of brand and specialty stores, restaurants and other dining options, and a seven-screen state of the art theatre complex. The Century offers fully-automated self-parking.

2828 N Clark St, Chicago, IL 60657, Phone: 773-248-7759

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17.The Maxwell

The Maxwell
© Courtesy of geargodz -

The Maxwell is located at 1100 South Canal Street near the University of Illinois and serves the residential neighborhood of the South Loop in the city. The street-level center boasts 190,000 square feet of retail space and features premier shopping, dining, and entertainment options, including stores like Nordstrom, T.J.MAXX, Pier 1 Imports, Burlington Coat Factory, Men's Wearhouse, Kay Jewelers, and restaurants such as Buffalo Wild Wings, Noodles & Co, and Potbelly Sandwich Shop, among others.

541 Lexington Ave, New York, NY 10022, Phone: 212-755-1200

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18.The Shops at North Bridge

The Shops at North Bridge
© The Shops at North Bridge

Once known as Westfield North Bridge, The Shops at North Bridge is an upscale, urban retail-entertainment district located at 520 N. Michigan Avenue. Sprawling six chic blocks in the heart of the Michigan Avenue district, The Shops at North Bridge is named for its location within the nine-block North Bridge complex and is one of Chicago's most stylish shopping and dining destinations. The four-level shopping center is anchored by a flagship Nordstrom and boasts than 50 world-class retailers including Louis Vuitton, Hugo Boss, Samsonite, Kiehl's, Stuart Weitzman, ALEX AND ANI, The Art of Shaving, ELOQUII, White House I Black Market, and Charming Charlie. With 20 sumptuous restaurants conveniently located on the premises, a casual lunch is a perfect break while shopping or an elegant dinner is just a short drive from the city center.

520 N Michigan Ave, Chicago, IL 60611, Phone: 312-327-2300

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19.Tribeca Boutique

Tribeca Boutique
© Tribeca Boutique

The Tribeca Boutique is a contemporary neighborhood women's boutique on West Madison Avenue that has been selling on-trend apparel, accessories, and jewelry for more than 17 years. The cheerful shop stocks an array of hip clothing from both famous brands and little-known designers, including Yumi Kim, Dolce Vita, Susana Monaco, and K. Amato, with new styles arriving from New York and Los Angeles weekly. Owned by Laura Starbuck, Tribeca Boutique also stocks pieces by favorite designer Isabel Marant, whose ruffled mini-skirts, cotton-gauze blouses, and embroidered blazers first hung on the rails in Tribeca, before being stocked by Matches, Liberty and Net-a-Porter.

1035 W Madison St, Chicago, IL 60607, Phone: 312-492-9373

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20.Una Mae's

Una Mae's
© Una Mae's

Una Mae’s is a rustic-hip boutique in the heart of Wicker Park that specializes in vintage apparel, accessories and personal items for men and women. The main floor of the Milwaukee Avenue-based store here houses a trendy-chic selection of mens- and womenswear such as skinny jeans, trendy jumpers and cute jackets with a vintage flair, while the second floor boasts real-deal collector’s items such as leather coats, maxi dresses, and tweed jackets. The store’s jewelry case is a veritable treasure trove of faux gold bangles, lockets, and other cheap costume jewels.

1528 N Milwaukee Ave # 1, Chicago, IL 60622, Phone: 773-276-7002

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21.Water Tower Place

Water Tower Place
© Water Tower Place

Water Tower Place is a 74-story skyscraper on North Michigan Avenue along the Magnificent Mile. The building is home to an eight-level shopping center located at the northern tip of the Magnificent Mile that boasts 758,000 square feet of retail space filled with over 104 stores, a myriad dining options, a theater that is part of Broadway in Chicago and the Chicago Sports Museum. The center is home to stores such as American Girl Place, Sephora, Forever 21 and its new beauty boutique. Riley Rose, Macy's, and the Lego Store, as well as the popular Foodlife with 14 kitchens serving freshly prepared food made from scratch daily.

835 N Michigan Ave, Chicago, IL 60611

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22.900 North Michigan Shops

900 North Michigan Shops
© 900 North Michigan Shops

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. Crew. The complex also includes several dining options ranging from the elegant Allium, which is based inside the Four Seasons Hotel Chicago, and the ever-popular Oak Tree, to more casual eateries and cafés.

900 Michigan Avenue, Chicago, IL 60611

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23.Art Effect

Art Effect
© Courtesy of photo_stella -

Located on a historic stretch of Armitage Avenue in one of Chicago’s most beautiful neighborhoods, Art Effect is a small, independently-owned store that sells an eclectic range of apparel, accessories, home décor, jewelry and gifts for every occasion. Opened in 1984, the shop has fast become one of Lincoln Park’s shopping destinations, boasting a chic, modern feel and friendly welcoming staff. The store stocks a variety of products from fine hand-crafted jewelry made by local designers, clothing, and accessories, and decadent bath and body products to home décor, trinkets, and great gift ideas.

934 West Armitage, Chicago, IL 60614, Phone: 773-929-3600

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24.The Atrium at the Thompson Center

The Atrium at the Thompson Center
© Courtesy of Viacheslav Iakobchuk -

Set inside the architecturally renowned James R. Thompson Center in Chicago’s downtown Loop, the Atrium at the Thompson Center is a shopping center with more than 35 shops, restaurants, and service businesses. The center is home to small boutiques and specialist stores, as well as a variety of places to eat from Burger King to Marcello’s Market and Deli. Visitors can access the center through the underground pedway system that connects the Atrium to 203 N. LaSalle Street, the City Hall/Cook County Building, and the Chicago Title & Trust Building. The Atrium can also be entered directly from the Clark & Lake CTA train stops on the Blue, Green, Pink, Orange, and Brown lines and there are bicycle racks on all four sides of the building.

James R. Thompson Center to 203 N. LaSalle Street, Chicago, IL 60614, Phone: 312-346-0777 ext. 225

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25.Block 37

Block 37
© Courtesy of Kzenon -

Block 37 is an urban mall in the center of Chicago’s downtown Loop that offers a five-story shopping and entertainment center for locals and visitors alike. The center features top brand stores such as L 'Occitane en Provence, Anthropologie, Zara, Sephora, AKIRA Chicago, and a Disney Store, as well as entertainment in the form of an AMC dine-in movie theater and a climbing and fitness center. Several restaurants offer places to grab a bite from Farmer's Fridge and Magnolia Bakery to the upmarket Latinicity with no less than10 innovative kitchens. Block 37 has direct access to Chicago's Pedway, the CTA Red Line and Blue Line.

108 N State St, Chicago, IL 60602, Phone: 312-261-4700

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25 Best Chicago Shopping Spots