About

About Windy City Payments — Chicago Merchant Services & POS Systems

Everyone has a story. Here is ours.

Local Merchant Services and POS Solutions for Chicago Businesses

Trusted Chicago Merchant Services Since 2008

Local Industry Experience and POS Expertise

Windy City Payments has supported local businesses since 2008 with merchant services and payment technology systems built for operational efficiency and long-term scalability.

The company operates as a family-owned business serving the Chicagoland area.

Industry specialization includes:

  • Restaurant POS systems
  • Food service POS systems
  • Retail POS systems
  • Hospitality payment systems
  • Small business payment processing

Windy City Payments provides:

  • Hands-on POS setup
  • Menu programming
  • Local implementation
  • Ongoing support
  • Payment system optimization

The company structure prioritizes direct operational support rather than outsourced call center dependency.

Why We’re Different

Trusted Chicago Merchant Services Since 2008

Local Industry Experience and POS Expertise

Windy City Payments has supported local businesses since 2008 with merchant services and payment technology systems built for operational efficiency and long-term scalability.

The company operates as a family-owned business serving the Chicagoland area.

Industry specialization includes:

  • Restaurant POS systems
  • Food service POS systems
  • Retail POS systems
  • Hospitality payment systems
  • Small business payment processing

Windy City Payments provides:

  • Hands-on POS setup
  • Menu programming
  • Local implementation
  • Ongoing support
  • Payment system optimization
Our Core Values

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.

POS Systems for Restaurants and Retail Stores

Restaurant POS Systems and Retail POS Solutions

 

Windy City Payments provides modern POS systems built for:

  • Restaurants
  • Bars
  • Retail stores
  • Cafes
  • Bakeries
  • Food trucks
  • Service businesses
  • Multi-location operations

Supported POS platforms include:

  • Clover POS
  • SkyTab POS
  • Level POS

POS system capabilities include:

  • Cloud-based reporting
  • Online ordering
  • Handheld POS devices
  • Contactless payments
  • Kitchen display systems
  • Inventory management
  • Employee management
  • Mobile ordering
  • Multi-location scalability

Windy City Payments provides merchant services and POS support throughout:

  • Chicago
  • Lisle
  • Naperville
  • Schaumburg
  • Aurora
  • Joliet
  • Rockford
  • Oak Brook
  • Evanston
  • Elgin
  • Chicagoland markets

Chicago Merchant Services Coverage Area

Serving Chicago and Surrounding Illinois Markets

Local support includes:

On-site implementation

POS setup

Local training

Payment system installation

Ongoing support

Business location:
1001 Warrenville Rd. Lisle IL 60532

Support:

(630) 418-6276

support@windycitypayments.com

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, Naperville, Schaumburg, Aurora, Joliet, Rockford,Oak Brook, Evanston, Elgin, Skokie, Cicero and more

Schedule a Free Consultation