Solutions

Services & Solutions

Services & POS Solutions

Complete POS Solutions for Local Businesses

Take your business to the next level with modern point-of-sale and payment solutions backed by local, hands-on support.

Windy City Payments is your trusted, family-owned partner for POS systems, credit card processing, and business technology. Our goal is simple: make your operations easier, faster, and more profitable—without contracts, confusion, or call-center support.

When we say complete, we mean end-to-end. Windy City Payments provides everything you need to accept payments, manage your business, and grow with confidence.

Unlike national providers, we don’t just drop off hardware and disappear. We handle setup, configuration, training, and ongoing support—so you can focus on running your business, not troubleshooting technology.

Our POS & Payment Services

POS Systems & Hardware

Take your business to the next level with modern point-of-sale and payment solutions backed by local, hands-on support. Windy City Payments is your trusted, family-owned partner for POS systems, credit card processing, and business technology. Our goal is simple: make your operations easier, faster, and more profitable—without contracts, confusion, or call-center support.

Credit Card Processing

Fast, secure payment processing with competitive rates and transparent pricing. We help businesses reduce processing costs while accepting all major cards, mobile wallets, and contactless payments. No long-term contracts. No hidden fees.

Restaurant POS Solutions

Purpose-built systems for dine-in, takeout, delivery, and bar service. Features include table management, modifiers, split checks, kitchen routing, online ordering, and real-time reporting. Built for speed, accuracy, and growth

Retail POS Solutions

Streamlined POS systems for retail businesses with inventory tracking, barcode scanning, customer management, and detailed sales reporting—all in one simple platform.

Installation, Training & Ongoing Support

We provide white-glove installation, hands-on training, and real local support when you need it. No overseas call centers—just knowledgeable people who know your business and your system.

Online Ordering & Business Tools

Enhance your POS with online ordering, digital receipts, reporting dashboards, and optional add-ons that help you increase efficiency and customer satisfaction.

Why Choose Windy City Payments?

Choosing Windy City Payments means working with a local, family-owned company that puts service first. Our POS and payment solutions are designed to simplify operations, lower costs, and support long-term growth—without locking you into restrictive contracts.

  • Local Chicagoland support
  • Family-owned & relationship-driven
  • No long-term contracts
  • Personalized setup & training
  • Solutions that grow with your business
Get in touch

Ready to upgrade your POS or lower your processing costs?
Contact Windy City Payments today for a free consultation and personalized recommendation.

Contact us

Best-in-Class POS & Payment Technology

We partner with industry-leading platforms like Clover, SkyTab, and Level POS to give you the freedom to choose the technology that fits your business—not the other way around. Whether you’re running a fast-paced restaurant, a growing retail store, or a multi-location operation, we deliver flexible, modern systems built for real-world performance.

Proudly Serving Chicago & Beyond

Call us at: (630) 418-6276
Schedule a Free Consultation