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Teen Trip to Chicago

I'm interested in shopping and fashion, any advice on rad stores to go to or places to visit? Im 16 and will be going with my grandmother and possibly another friend of the same age.

6 Answers

top answer by
Melissa from Chicago

Hi Eva! If you have never been to Chicago before, you should go to Water Tower Place for shopping and all along Michigan Avenue in the downtown area. If you want more indie or boutique type stores, you can try Division St in in Wicker Park, Southport or Halsted Street in Lincoln Park (Illinois) (you may need to google exactly where these stores are). When not shopping, going to the top of the John Hancock Observatory or Willis Tower provide really amazing views of the city. If you are visiting when it is nice out...the beach or Lincoln Park Zoo are cool. I suggest eating at Ed Debevic's for dinner. It is a 1950's style diner and really fun for everyone. Don't be afraid if the waiters are sarcastic and make fun of you...that is how they are supposed to be!

Mentioned in this answer:

  1. Water Tower Place (attraction)
  2. Michigan Avenue (attraction)
  3. Division St (attraction)
  4. Wicker Park (neighborhood)
  5. Southport (attraction)
  6. Halsted Street (attraction)
  7. Lincoln Park (Illinois) (attraction)
  8. John Hancock Observatory (attraction)
  9. Willis Tower (attraction)
  10. Lincoln Park Zoo (attraction)
  11. Ed Debevic's (restaurant)
7 thanks

answered first by
Ross from Sullivan (Missouri)

The most famous shopping in Chicago is in the Gold Coast, on the Magnificent Mile (or Mag Mile). It's a stretch of Michigan Ave lined with high end, trendy stores and restaurants. It's expensive to stay here and parking is $35-$50 a night on top of the $200-$300 a night hotel. I usually get a cheap hotel by the airport and ride the train in to the city. It's really cool staying in a hotel right on the Mag Mile if you have the money to do so though. If you want to do a lot of touristy things, buy a Chicago CityPASS before you go. It allows you to get in to a bunch of attractions at much cheaper prices. We saw most of them riding the hop on/hop off trolley. The riverboat cruise was cool too. The pass works like this: you get to do as many attractions as you can in a day between the times of 9-5 (I think). A trick is that you can buy passes for things, such as the river cruise, before 5, but have the pass be for 7 or whatever. Anyway, that's about all I know from my experiences. Have fun!

Mentioned in this answer:

  1. Magnificent Mile (attraction)
6 thanks

answered by
Jasmine from Chicago

Definitely spend a day shopping downtown! Make sure you hit Magnificent Mile on Michigan Ave and shops on State on State Street! Next, hit some of the stores in the various neighborhoods of Chicago. There are some amazing thrift shops in Wicker Park and there are a lot of cute artsy stores in Pilsen! Good luck, have fun!

Mentioned in this answer:

  1. Magnificent Mile (attraction)
  2. State Street (attraction)
  3. Wicker Park (neighborhood)
  4. Pilsen (attraction)
5 thanks

answered by
Amanda from Indonesia

I would suggest that you go along Michigan Avenue if you want some of the latest fashion from stores like Forever 21, H&M, etc... Otherwise you could try Woodfield Mall in Schaumburg, Illinois for an inside option out of the city.


Mentioned in this answer:

  1. Michigan Avenue (attraction)
  2. H&M (attraction)
  3. Schaumburg (city)
  4. Forever 21 (attraction)
  5. Woodfield Mall (attraction)
5 thanks

answered by
Dabs from Chicago

State Street has a lot of retailers that might appeal to a teen, places like Nordstrom Rack, Akira, American Apparel, Forever 21 and Urban Outfitters, Old Navy and H&M.  I haven't actually been inside Block 37 except to use it's parking garage, some of the retailers in there are Michelle Tan, Anthropologie, PUMA  and Sephora.  If you want a snack while hanging around State Street, I dare you to walk by Garrett Popcorn Shops on Randolph or Madison and not be lured in by the smell of fresh caramel corn.  Or up on the 7th floor of Macy'son State there's a gourmet food court including Frontera Fresco, a fast food version of Rick Bayless' Frontera Grill.

Magnificent Mile has a Topshop, a British import and my slightly older than you niece loves stopping at Lush which has an outlet in the Macy's at Water Tower Place.

Wicker Park is a young neighborhood with some funky shops and fun restaurants including Bongo Room

Mentioned in this answer:

  1. State Street (attraction)
  2. Nordstrom Rack (attraction)
  3. H&M (attraction)
  4. Block 37 (attraction)
  5. Garrett Popcorn Shops (restaurant)
  6. Macy's (attraction)
  7. Topshop (attraction)
  8. Water Tower Place (attraction)
  9. Wicker Park (neighborhood)
  10. Bongo Room (restaurant)
  11. Magnificent Mile (attraction)
5 thankscomments (1)

answered by
Jackson from Washington, DC

Check out Wicker Park and Bucktown areas for good shopping, especially Wicker Park.  Lincoln Park (Illinois) has some good stuff too on Armitage.

Mentioned in this answer:

  1. Wicker Park (neighborhood)
  2. Bucktown (neighborhood)
  3. Lincoln Park (Illinois) (attraction)
3 thanks

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