Chicago is well-known for its world-class shopping and offers everything from discount outlet malls to high-end fashion and luxury art and jewelers. You can stroll through charming neighborhoods and browse at specialty boutiques, shop name-brand fashion nestled in towering skyscrapers, or enjoy a day at one of the many malls the city has to offer. All that shopping is sure to make you hungry, and when you’re ready to take a break, you can choose from fast-food restaurants, ethnic cuisine, sports bars, and fine-dining establishments. Here are the 10 best places to go shopping in Chicago to help you plan your trip.

    1

    Woodfield Mall

    Shop at a large mall, grab a bite to eat, or enjoy an improv show

    Woodfield Mall is an indoor shopping center with almost 300 unique shops, restaurants, and big-name stores. You’ll find the mall located just off Interstate 290 on Woodfield Mall Drive. Shopping ranges from department stores like JCPenney and Macy’s to small specialty stores such as Mia’s Wish and Native Arts. You can choose from restaurants offering fast food, falafels, Chinese, pizza, Mexican, and much more. If you’re looking for something different, the Improv Comedy Club presents comedy acts to enjoy while you eat. For even more fun, you can check out PAC-MAN Entertainment, where you can bowl, play table tennis, or grab a drink at the bar.

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    Location: 5 Woodfield Mall, Schaumburg, IL 60173, USA

    Open: Monday–Saturday from 10 am to 9 pm, Sunday from noon to 6 pm

    Phone: +1 847-330-1537

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    photo by Tjdilly (CC BY-SA 4.0) modified

    2

    Andersonville

    Explore a neighborhood with charming shops and ethnic dining

    Andersonville is a neighborhood with a Swedish background that features authentic restaurants and a wide variety of locally owned shops, including furniture and antique stores. You can find Andersonville situated on the North Side of Chicago, and the best shopping is located on Clark Street. There are many unique shops for you to browse through, including Alley Cat Comics, Tilly Vintage Boutique, and Green Sky, which sells eco-friendly handmade crafts. You can find several fantastic Swedish eateries, as well as restaurants serving Irish, Middle Eastern, and Japanese cuisines.

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    photo by Charles Carper (CC BY 2.0) modified

    3

    River North

    Enjoy luxury shopping, fine dining, and fun attractions

    River North features luxury shopping, trendy restaurants, popular landmarks, and numerous entertainment options and can be found a few blocks away from Michigan Avenue. The neighborhood is well known for its wide variety of galleries where you can shop for fine art and jewelry. You can also find high-end furniture and decor and designer clothing boutiques. You'll have a wide array of restaurants to choose from, but the area is best known for its upscale steakhouses and fusion restaurants. While you’re in River North, you may also enjoy attractions such as Navy Pier or the Museum of Contemporary Art.

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    4

    State Street

    Spend the day shopping at family-owned specialty shops and familiar stores

    State Street offers a little bit of everything, from malls and department stores to bargain shops and specialty stores, with the best shopping located between Jackson Boulevard and Lake Street. As you walk down State Street, you can shop at a wide variety of popular stores, such as Forever 21 and Old Navy, as well as family-owned shops like AKIRA boutique and Merz Apothecary. You can shop familiar brands at Macy's while enjoying the architectural beauty of its massive granite columns, historic Burnham Fountain, and sparkling Tiffany ceiling. State Street's Block 37 features shops like Anthropologie and the Disney Store along with tasty bites from Latinicity’s street food and Magnolia Bakery’s cupcakes.

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    5

    Fashion Outlets of Chicago

    Shop name brands at discounted prices

    The Fashion Outlets of Chicago complex features more than 130 stores with heavily-discounted goods and is located about 5 miles away from the airport in Rosemount, Illinois. If you're looking for a new outfit for your vacation, you can stop by Gucci, Michael Kors, or Banana Republic, to name a few. Among the offerings here, you'll also find a wide selection of art for sale. If you're traveling to or from the airport, the outlet offers services such as boarding pass printing and luggage storage for added convenience.

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    Location: 5220 Fashion Outlets Way, Rosemont, IL 60018, USA

    Open: Monday–Saturday from 10 am to 9 pm, Sunday from 10 am to 7 pm

    Phone: +1 847-928-7500

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    6

    Water Tower Place

    Shop at an 8-story mall on the Magnificent Mile

    Water Tower Place features 8 levels of shopping and includes popular stores, spas, boutiques, specialty shops, and restaurants, and it's found along the iconic Magnificent Mile, north of Pearson Street. Whether you’re looking for men’s and women’s fashion, electronics, health and beauty, or fitness gear, you're sure to find it here. When you're ready for a lunch or dinner break, there are several fast-food restaurants, or you can duck into Harry Caray’s 7th Stretch Restaurant and Sports Bar to watch a game while you enjoy a bite to eat at the bar.

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    Location: 835 N Michigan Ave, Chicago, IL 60611, USA

    Open: Monday–Saturday from 10 am to 8 pm, Sunday from 11 am to 6 pm

    Phone: +1 312-440-3580

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    7

    Lincoln Square

    Enjoy a walk through a neighborhood with unique specialty shops

    Lincoln Square, on the north side of Chicago, features a variety of specialty stores for all ages and is a great spot to enjoy a nice stroll as you shop. If you're looking for gifts to bring home, make a stop at Merz Apothecary to pick up natural lotions, candles, and more, or try Laurie’s Planet of Sound for Indie records. Children will love Timeless Toys with its educational toys, books, and puppets or Quake Collectibles, featuring vintage and modern toys. With all the unique offerings, you're sure to find something for yourself or for a perfect gift.

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    photo by Erstwhile.Human (CC BY-SA 2.0) modified

    8

    Oak Street

    Shop high-fashion and boutique shops and treat yourself to dinner

    Oak Street is situated in downtown Chicago just off of Michigan Avenue and is well known for luxury shopping, world-class restaurants, and spas nestled within historical buildings. Here, you will find an impressive array of high-fashion and brand-name designers, fine jewelry, and boutique stores, including Georgio Armani and Buccellati jewelers. When you’ve shopped to your heart’s content, you can treat yourself to a gourmet meal at one of the area’s many fine-dining restaurants or grab a drink at a swanky bar and lounge.

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    9

    Streeterville

    Shop at Chicago’s iconic Magnificent Mile

    Streeterville is home to Chicago’s most well-known shopping area, “The Magnificent Mile,” which contains endless shopping options among more than 450 stores. Magnificent Mile spans 13 blocks, from Oak Street to the Chicago River. If you’re searching for fashion items, you’ll find clothing stores such as Burberry and Chanel as well as footwear from the Ugg Store and Nike. There are also unique stores, such as Dylan’s Candy Bar and Uniglo. A massive Nordstrom features 4 stories of shopping opportunities where you can find everything from housewares to children’s toys.

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    10

    Jewelers' Row

    Shop for fine diamond and gemstone jewelry

    Jewelers' Row is the name of Chicago's diamond district and is a popular neighborhood to find fine diamonds and other gemstones and jewelry. You'll find Jewelers' Row located between East Monroe Street and East Washington Street on Wabash Avenue. The shopping options here are endless. The Jeweler’s Center houses 200 jewelry stores to shop from, or you can visit Donna Jewelry Co, a family-owned store that offers engagement rings and custom-made jewelry. The Classic Gem Fine Jewelry offers custom orders and an extensive selection of loose gems As you stroll down the street, you can admire historic early-20th-century buildings.

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