A Fashion-Lovers Guide To Chicago

What Every Fashion Enthusiast Should See In Chicago

Chicago is a fantastic place to visit if you're interested in fashion, shopping, and culture. From the boutiques in the unique neighborhoods around town to the trendy and cultural neighborhoods that can't be missed, Chicago offers something for everyone. To get you started on your next trip, we've listed the best places around town for shopping in Chicago.
The Loop
The Loop
The Loop is Chicago's downtown neighborhood and it is at the heart of the city's tourism scene. This area is filled with iconic attractions, classic architecture, theaters, restaurants, and shopping. It's where you'll find Millennium Park, the Chicago Riverwalk, the theatre district, and State Street. There are river cruises, architectural tours, as well as a vibrant nightlife scene with music festivals, and live music venues. For many tourists, this is the neighborhood where they spend the most time.
Chicago, IL
Wicker Park and Bucktown
The Wicker Park and Bucktown neighborhoods are artsy areas that are popular with shoppers, foodies, and partiers. The area has vintage stores, record shops, and bookstores that are fun to browse during the day. At night, it comes to life with late-night clubs, pubs, dive bars, and live music. There are also restaurants that offer a diverse selection as well as laid back coffee houses with a trendy vibe.
Chicago, IL
If you're looking for more information about Chicago, read A Culture Lover's Guide to Chicago and A History Lover's Guide to Chicago.
TheMART
25 stories high and spanning two city blocks, this unique marketplace sits at the intersection of the North, South, and Main branches of the Chicago River. The architects sought to bring together the concept of a warehouse, a department store, and an office building. Within the building you'll find a number of home furnishing showrooms and a large number of tech companies.
222 N. Merchandise Mart Plaza, Near North Side, Chicago, IL
Southport Corridor
The Southport Corridor is a popular shopping area with a number of restaurants and clothing stores. This area also has the first Amazon bookstore in Chicago. Head here for brunch or to casually spend the afternoon shopping.
River North
This upscale neighborhood is near Chicago's central business district. It's a popular area for after work Happy Hours and there are many bars and restaurants nearby. Head here to enjoy a vibrant nightlife scene or wander through some of the areas high end art galleries. This neighborhood is also where you'll find Michigan Avenue's Magnificent Mile.
Chicago, IL
Michigan Avenue and the Magnificent Mile
The Magnificent Mile is one of the most famous shopping neighborhoods in the world. It's lined with brand name retail shops, boutique designers, historic hotels, luxury brands, large shopping centers, one-of-a-kind stores, and unique attractions. This neighborhood also has the original American Girl Place, Water Tower Place, and The Drake Hotel where you can enjoy high tea at the historic Palm Court.
Chicago, IL
Logan Square
Logan Square is a trendy neighborhood that is popular with artists, musicians, and anybody with a creative vibe. The neighborhood is home to the Logan Theatre, which hosts the Chicago Underground Film Festival. It's also a popular nightlife area with its cool cocktail bars and local music scene. There are also a number of breweries in the neighborhood. For foodies, there are a few Michelin star rated options, as well as more casual pizza and noodle shops. Near Logan Square there's a Sunday Farmers Market that's held year round.
Chicago, IL
Lincoln Square
Lincoln Square is a touch of Germany right in Chicago. You can explore the cobblestone part of Lincoln Avenue and head to uniquely local shops that sell everything from sausage to clothing. Head to one of the traditional Bavarian style beer halls or poke your head in a locally owned boutique shop. Restaurants are great in the neighborhood so grab a meal and then head to the Davie Theater, with its old fashioned charm. If folk music is your style check out the Old Town School of Folk Music which has regular live performances. The neighborhood also hosts Maifest, which is a summer festival that celebrates everything about Germany.
Chicago, IL
If you're looking for more information about Chicago, read Chicago: What to See and Do in the Spring and The Most Instagrammable Spots in Chicago.
Lincoln Park
This neighborhood and park area offers a beautiful setting with nicely landscaped gardens, a quaint lily pond, and lakefront green space that has nice views of the city. The Lakefront Trail, the Lincoln Park Trail, Lincoln Park Zoo, North Avenue Beach, and Peggy Notebaert Nature Museum are all in the area. There is also plenty of shopping in Lincoln Park with many boutique shops spread among the row houses.
Chicago, IL
Dearborn Station
Dearborn Station is the oldest of the six train stations in downtown Chicago. It currently has a shopping mall with retail and entertainment space.
66 West 9th Street, Printer's Row, Chicago, Illinois, 60605
Andersonville
Andersonville offers a truly unique personality with a vibrant bar scene and an energetic atmosphere. This neighborhood is home to one of the city's largest LGBTQ+ communities and it hosts annual Pride celebrations. The neighborhood also has beautiful architecture and a charming urban atmosphere, particularly along its main street. There are a large number of independently owned shops here and the "shop local" movement runs deep. Head to Clark Street for the most restaurants including diners, dives, and pastry shops.
Chicago, IL
How much does it cost?

Prices for activities, things to do, and tours range from $14 to $200. The average cost for a tour or tickets is $70. A few of the best options are below.

Where to Stay in Chicago

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