7 Places For a Vacation Retail Therapy in Chicago

Chicago has something for everything. Therefore, there is no reason for surprise that the city witnesses an influx of tourists every year. While some visit Chicago to head to the tourist attractions like Willis Tower and Millennium Park, some others choose to go on a retail therapy in the city. If you relate to the latter group, here are seven shopping spots for you to explore in Chicago.


  1. Water Tower Place


When looking for Chicago Apartments for vacations, most tourists prefer the Magnificent Mile for its proximity to hot spots in the city. Located at the northern tip of this neighborhood is Water Tower Place, among the first vertical malls in the world. This mall has eight levels and houses flagship stores of popular brands like American Girl and other shops, including Victoria’s Secret, Chicago Cubs Clubhouse, Banana Republic, and Lego.


  1. Oak Street


Whether you are on a staycation or international trip, if you want to shop for high-end products, Oak Street is the place to visit. Located in Chicago’s Gold Coast neighborhood, sandwiched between Michigan Avenue and Rush Street, this small shopping district packs a punch with its high-end brand outlets. Some of the brands you will find here include Hermes, Armani, Jimmy Choo, Prada, Vera Wang, Barney’s, and Harry Winton.


  1. State Street


State Street is the best place for fellow Sephora shoppers as you find outlets like Sephora, Forever 21, and Urban Outfitters in this shopping district. You will also find one of the world’s largest department stores here—Macy’s. On the 7th floor of the department store, you will come across restaurants from celebrity chefs like Takashi Yagihashi and Rick Bayless.


  1. Kokorokoko Vintage


If you love the pre-internet era and the 80s and 90s, Kokorokoko Vintage is a store you must visit in Chicago. This quirky shop is located on North Milwaukee Avenue and allows you to enter the realm of post-hip-hop and pre-war era. The store opened in 2009 to bring focus to a time long gone. Therefore, don’t be surprised to find 90210 trading cards, 80s prom dresses, and other typical 80s and 90s items.


  1. Fashion Outlets of Chicago


Got a long layover in Chicago? Make the most of your time by visiting the Fashion Outlets of Chicago in the Rosemount suburb. It is located just half a mile from the Chicago O’Hare International Airport, making it easy for you to go on a shopping spree during layovers. This is also where you will find great deals on retailers like Neiman Marcus Last Call, Nordstrom Rack, and Gucci.


  1. Wicker Park


If you love your vintage items, Wicker Park is where you need to be in Chicago. In this shopping hotspot, you will find everything vintage. Head to the part where North Avenue meets N Milwaukee Avenue; walk southeast on Milwaukee, and you will find vintage retailers like Ragstock and Vintage Underground whale watching san Diego.


  1. Lincoln Park


Lincoln Park is every boutique shopper’s dream come true. Here you will find unique retailers selling clothes, gifts, and more. Some of the popular outlets in this area include Alice & Wonder, Enzo Custom, and Art Effect. You will also come across the world’s biggest Lululemon and several chain retailers here.




Chicago is more than Sinatra’s version. There is something for everyone. Bookstores for bookworms, attractive and gram-worthy places for tourists, and several shopping spots for fellow shoppers. The seven places listed above are the tip of what the city has to offer you. So, be sure to get a detailed shopping guide of the city on your next Chicago vacation.


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