State Street
“State Street, that great street …” sang Sinatra—and we couldn’t agree more! Home of the iconic former Marshall Fields (now Macy’s), State Street will suit all of your shopping needs. Whatever the occasion and whomever you’re shopping for, consider State Street your one-stop-shop—also full of awesome photo ops!
Andersonville
Home to dozens of unique shops, Swedish Andersonville is one of Chicago’s coolest neighborhoods. On and around Clark Street, you’ll be able to find anything from clothing to beautiful pieces from local artists. AlleyCat Comics, a hidden hotspot for all comic book junkies, has dozens of comic books, board games, and figurines, and is one of our favorites.
Armitage-Halsted
If you’re looking for something a little more relaxed, check out the Armitage and Halsted area in Lincoln Park. Not only can you take the L there to avoid a parking fiasco, but it’s also the perfect place for a more low-key shopping experience. Enjoy shops like Lush, Art Effect, and the Tie Bar.
Gold Coast
Chicago’s mecca for upscale finds, Gold Coast is home to a variety of popular brands like Gucci, Vans, Christian Louboutin, Away, and more. Head to this area and the ever-popular Oak Street Boutiques to peruse the shops and stop for a bite at the famous Gibsons Bar & Steakhouse or Tavern on Rush.
Magnificent Mile
Not only does the Magnificent Mile/Michigan Avenue contain the Water Tower Place shopping mall, but you’ll also find almost any store you can think of there—from high-end apparel to all sorts of electronics. Bonus: The Mag Mile is filled with restaurants and bars, so stop for a casual drink, a juicy steak, or a quick pizza in between bargain hunting.
Wicker Park
Looking for some vintage shops, records, and antiques? Then Wicker Park is the place to be. With tons of indie shops, thrift shops, and record stores, you’ll find some of the most unique gifts in this area. Don’t forget to end the day by checking out Big Star after for some to-die-for tacos and margaritas.