Dedicated to delivering excellence
Everyone has a story. Here is ours.
A Local, Family-Owned Partner You Can Count On
At Windy City Payments, we believe every business deserves a payment partner that’s personal, honest, and invested in their success. Founded right here in the Chicago area, we’re a family-owned company built on relationships — not contracts, fine print, or call centers that keep you waiting.
We work with restaurants, bars, retail shops, service businesses, and mobile merchants who want modern technology without the corporate runaround. Our mission is simple:
Make payments, POS systems, and business technology easier, faster, and more affordable.
Local Support, Real People
When you call us, you get a real person who knows your business — not an outsourced support rep reading from a script. We show up on-site when needed, and we’re always one call or text away.
Family-Owned Values
We treat every merchant like an extension of our family. That means transparency, fair pricing, and recommendations that actually fit your business (not whatever earns the highest commission).
Best-in-Class POS & Payment Technology
We partner with industry-leading systems including Clover, SkyTab, and Level POS — giving you flexibility to choose what works best for your operation.
Whether you need tableside ordering, fast checkout, online ordering, loyalty programs, or full restaurant automation… we’ve got the tools and the expertise.
No Contracts. No Junk Fees. No Headaches.
We’re here to earn your business — not lock you in.
Our approach is built on being upfront, straightforward, and easy to work with.
Our Commitment to You
Fast installs and training
Free on-site support
Clear and transparent pricing
Modern POS systems with real benefits
Long-term partnership focused on your success
We grow when you grow — and we take that seriously.
Proudly Serving the Chicago Area & Beyond
Passionate
We are intensely enthusiastic about providing a superior experience.
Respectful
We are polite and kind to one another, even when it gets tough.
Ownership
We are empowered to do our jobs and work towards a common goal.
Unified
We work as a team and trust each other to create a seamless experience.
Let’s Build Something Together
Whether you’re upgrading your POS, opening a new location, or just tired of high rates and poor service, we’re here to help.
Windy City Payments
Local. Reliable. Family-Owned. Committed to your success.