About My Chicago Stylist


Hi! I’m Michelle Greenhaw, founder and lead stylist at My Chicago Stylist. I’ve always had a passion and love for fashion, and for over a decade I’ve been working in the retail industry – helping people feel more confident and stylish along the way. I started My Chicago Stylist in 2009 with the goal of helping people look and feel their best. We provide expert advice to help you attain a well rounded, stylish and professional wardrobe. Learn more about us.

Services We Offer

Every style experience starts with a 30-minute phone consultation. Prior to your first appointment, we ask that you complete a short client questionnaire. It will serve as a guide to help us get to know you and  your sense of style. We want to learn all about your current wardrobe struggles and discuss how we can help.


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If you don’t have time to shop or have no idea where to begin, let your personal shopper create your dream wardrobe! Your day of shopping will be based on the strategy we have determined with you, a budget you feel comfortable with and stores we have decided on together.  Your stylist will pull flattering silhouettes unique to your individual style and body type that will help fill in the gaps of your wardrobe. Throughout the entire process we will offer you honest advice to help you focus on investing in pieces that will enhance personal your style.


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Whether you are looking to build a wardrobe from the ground up or improve the one you have, it all begins in your closet. Assessing your current wardrobe is important to see where you’re at now and where you need to be. What are your favorite things to wear? What items haven’t been worn in a month, season, or year? Together, we will discover which items you should keep, give away, consign or have altered. In creating your ideal wardrobe, we will discuss some important factors, which include:

  • Preliminary style consultation to assess your individual needs
  • Body Type Style Tips
  • Custom Color Chart
  • Essentials Checklist
  • Wardrobe is edited and organized
  • Outfits put together in new and creative ways
  • Items for donation will be dropped off at the salvation army
  • Shopping list of items you need to fill in the gaps
  • Personal Shopping and budget timeline
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A Look Book is a visual directory of your wardrobe made up of photos containing all your pieces of clothing. It helps you keep track of what pieces you have and where there may be some gaps to fill in. As we develop your wardrobe, we will add photos of your key pieces and pull it all together in a collective look book. Use it as a reference tool when getting dressed in the morning, packing for a trip or a special event. Each season, we will add to your look book and remove anything that may be out of style.

This service is recommended to be combined with a Wardrobe Makover and Personal Shopping.

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Looking for a unique gift? My Chicago Stylist is the perfect choice to make their Holiday special! The recipient will receive a customized experience based on their wants & needs.

Please contact us today to arrange a gift certificate.

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Our Process

1. Contact Us

Contact us with any questions you may have and we'll respond promptly

2. Complete Questionnaire

We'll provide you with a questionnaire that will help us guide you through the style process.

3. Style Session

Schedule a session with us and we'll provide you with 1-on-1 time to assess your wardrobe, clean out your closet, and find you pieces that fill out the gaps. We guarantee you'll love the results!

4. Look & Feel Great

Our goal is to help every client look and feel great. We have a track record of success over the last 7 years, contact us today to get started!

Success Stories

"Michelle is truly a life changer, I now look at myself and my wardrobe with more confidence and style, and it is all because of her fashion knowledge and guidance."

Leslie P.

"Working with Michelle is a pleasure. She's very positive and uplifting, like your own personal cheerleader in the dressing room."

Courtney D.

"I ended up finding more pieces in three hours than I have in the last three years of shopping on my own. I would highly recommend!"

Julie T.

“Michelle is amazing. She knew that if she could just get me to try some new things, my outlook on how I present myself to the world would change, and she was right. Michelle spends lots of time before each session pulling clothes for you to try on. I felt like I was in an awesome movie shopping makeover montage! Now I dress with confidence and in turn, feel confident and beautiful each day. I never thought that was possible.”

Emily J.

“I was drowning in a sea of clothes and needed some serious help. After our session, I have a closet where I can see everything I own and that I know my clothes are the right ones for my body. Michelle is a wonderful person and knows exactly what she is doing. You can tell she is knowledgable and loves her job.”

Jacki D.



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