Heels Hangs
Monthly Meetings Chicago
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 acheive all of the above with our community & membership.
UPCOMING EVENTS
Back by Popular Demand: Hot Seat Hour with Tiffany Napper
January 15th, 2026
1:00 PM
Online | Zoom
Join us on Thursday, January 15th, for another round of Hot Seat Hour — an interactive virtual workshop designed to give you real-time coaching, actionable tools, and the confidence to lead with clarity.
Save the date
February 14th, 2026
11-1 P.M.
The Fulton West
This Valentine’s Day, we’re flipping the script.
Save the evening for date night and grab your girls for a mid-day celebration you won’t want to miss.
Join us for our FIRST Galentine’s Brunch—an intentional and elevated brunch experience designed to celebrate friendship, connection, and the power of women supporting women.
From 11:00 AM – 1:00 PM, expect:
✨ Curated activations
✨ Light bites you’ll actually love
✨ Festive drinks (cheers to your girls!)
✨ Meaningful connections + plenty of fun
Whether you come with your besties or arrive solo and leave with new ones, this brunch is your reminder that community is the ultimate love language.
💌 Dress cute. Laugh loud
Click here to be added to the waitlist.
Q1 Up Your Game Workshop | Maximize Your 2026 Profits: Your Profitable Year Plan
February 17th, 2026
1:00 PM
Online | Zoom
Save the date! We will promote one month out with the link and additional information.
3rd Annual Speed Networking
March 25th
6-8 P.M.
Location: City Winery
Have you ever walked into an event hoping to meet the right person… only to feel like you’re searching for a needle in a haystack?
We’ve all been there. That’s why our Heels & Handshakes Speed Networking is a crowd favorite in every city we host — because you don’t just hope to meet the right people… you meet everyone in the room.
Think speed dating — but for business.
✔ Structured.
✔ Energizing.
✔ No awkward small talk that goes nowhere.
This is your chance to make genuine connections with Las Vegas’ most driven and inspiring women in business — all in under two hours.
We will open tickets one month out, but make sure you are on our list once we release tickets!
PAST EVENTS AND WORKSHOPS
Second Annual Speed Networking Event
March 19, 2025
City Winery
Chicago, IL
Penthouse views & success leaves clues
April 17, 2025
Penthouse at Fioretta
Chicago, IL
The Confident CEO: Legal Basics to Protect & Grow Your Business
May 6, 2025
Zoom
Ready.set.chicago!
June 5, 2025
Private Rooftop in River North
Chicago, IL
Pyschology of sales Presented by Honeybook
July 17, 2025
Zoom
Chicago August meeting
August 21, 2025
Taco Max Cantina
Chicago, IL
Chicago September meeting
September 16, 2025
The Joinery
Chicago, IL
Up your game workshop
September 17, 2025
Zoom
Chicago October meeting
October 15, 2025
The Hampton Social
South Barrington, IL
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.