Heels & Handshakes Chicago Chapter
Monthly Meetings for Chicago Women in Business
Heels & Handshakes Chicago Chapter
Join the thriving community of professional Women in Business here in Windy City.
Our meetings provide a supportive environment for Female Entrepreneurs, Executives, and Leaders to connect, share insights, and develop strategies for success.
Our Mantra is: Surround yourself with women who are willing to drop your name in a room full of opportunities. We don’t just talk-the-talk, we walk-the-walk.
Whether you're looking to expand your professional network, gain new skills, or find resources and referrals, you can achieve all of the above with our community & membership.
Heels and Handshakes is growing — join our Chicago Chapter leadership team
If you're passionate about connection, collaboration, and elevating women in business, we want to hear from you. Whether your strengths lie in planning events, building community, or bringing fresh energy to the table, we want to talk with you.
Upcoming Events and Workshops
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Heels Hive After five
In-person | October 28th
6-8 PM
Sunda | Fulton Market
Chicago, your next Heels Hive is calling!
Leave the workday behind and join us for an evening of good conversation, new connections, and community at Sunda in Fulton Market.
Whether you’re meeting someone new or catching up with familiar faces, it’s the perfect opportunity to connect with the incredible women of H&H Chicago.
We’ll see you after five! 🥂 -
Heels Has Heart: Our Quarterly Giveback
In-person | November 10th
6-8 PM
Subtle Haus
Join Heels & Handshakes Chicago for our Heels Has Heart Quarterly Giveback, an evening dedicated to giving back, connecting with our community, and making a meaningful impact together.
Gather with fellow women in business at Subtle Haus for an evening of connection and purpose as we come together to support a cause close to our hearts.
Come connect, give back, and be part of something bigger. 💗 -
Holiday Party
In-person | December 8th
6-8 PM
Stretch Bar and Grill
You're Invited to Santa's Favorite Holiday Party!Join Heels & Handshakes on December 8th at Elf'd Up for a festive evening of holiday cheer, meaningful connections, and celebrating the women who make our community so special.
Because even Santa knows the best parties are filled with women who would drop your name in a room full of opportunities.
More details coming soon!
Past events and workshops
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Annual Speed networking event
March 19, 2025
City Winery
Chicago, IL -
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Penthouse views & success leaves clues
April 17, 2025
Penthouse at Fioretta
Chicago, IL -
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The Confident CEO: Legal Basics to Protect & Grow Your Business
May 6, 2025
Zoom -
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Ready.Set.Chicago!
June 5, 2025
Private Rooftop in River North
Chicago, IL -
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Pyschology of sales Presented by Honeybook
July 17, 2025
Zoom -
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Chicago August meeting
August 21, 2025
Taco Max Cantina
Chicago, IL -
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Chicago September meeting
September 16, 2025
The Joinery
Chicago, IL -
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Promote Your D@mn Self: The Personal Branding Framework That Gets You Seen, Heard & Paid
September 17, 2025
Zoom -
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Chicago October meeting
October 15, 2025
The Hampton Social
South Barrington, IL -
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Heels and Habits
November 19, 2025
Mae District
Chicago, IL
“I love how this organization is anti-hustle culture. Instead they advocate for mental health by providing their members with a month of free therapy.”
“Loved every minute of it. Thank you for creating space for like-minded women in business and entrepreneurs a wonderful opportunity to connect. ”
“Thank you for creating such a healthy empowerment culture for high-achieving women.”
“Love this group. Amazing real women sharing their struggles, successes, vulnerabilities and dreams.”- Kerry Heiple
We host meetings that you actually want to attend. We know how busy our members are.
The women in corporate are wearing multiple hats in the office and volunteering on non-profit boards. Our Female Entrepreneurs are also wearing multiple hats and most of the time have other businesses. Do you feel seen???
No meeting in outdated convention spaces. We meet at new event spaces, we bring in fun activations and we have intentional conversations to foster connection.
GIVE THE GIFT OF A MEMBERSHIP
Pay it Forward
There is nothing more meaningful than providing another woman an opportunity to advance in their career.