Ask Imagine: Where to shop in Chicago?

Dear Imagine Lifestyles,

I have been reading your blog and website for quite sometime, and it has given me some new ideas for my business.  However, I have a more personal matter at hand this time around.  I will be in Chicago next month and was wondering if you could recommend a few streets, malls, or general areas downtown that will provide the best in luxury shopping options for myself and my daughter.


Michelle, Boca Raton



Dear Michelle,

First off thank you so much for writing in with your inquiry.  We are glad to hear you have gotten some positive responses and information from our blog as well.  

Now to the most important matter, shopping.  It does not get much better than downtown Chicago.  There are also some nice places in the suburbs but it sounds like you will be downtown the whole time so we will focus our attention on downtown only.  

Oak Street Chicago

Imagine Lifestyles would advise you to start your day at the corner of Michigan Avenue and Oak Street.  You will find your flagship luxury stores right here, including Louis Vuitton and Chanel.  Head west on Oak Street next and you will find one of Chicago’s premium boutiques, Ultimo.  Continue down Oak Street and you can also browse Hermes, Kate Spade, Prada, and Barney’s New York.

After Oak Street, we would recommend heading back to Michigan Avenue for a quick bite to eat at the RL Café, located on the lower floor of the Ralph Lauren store.  After lunch, and a stop in the Ralph Lauren store, continue south on Michigan Avenue for some more fabulous shopping.  Tiffany’s, Burberry, and La Perla are just a few of the shops you will find on Michigan Avenue.  You can wrap up your day at Nordstrom, located just north of the river on Michigan Avenue.  

We are sure you are going to need a place to put all of your bags as you continue on from store to store.  Be sure to contact Imagine Lifestyles Chicago to set up a luxury car rental before you embark on this epic shopping adventure.  We also offer chauffeur services which might be much more accommodating and allow you to avoid the stresses of parking and traffic.  Also, if you would like to see our fleet of Chicago exotic rental cars stop into our garage and we will show you around.  We hope this information is helpful and are always here to answer more questions regarding anything luxury in Chicago.


Imagine Lifestyles


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