Square, Clover, Toast, SkyTab & SpotOn POS Solutions

Find the Right Point of Sale System with Local Support

Choosing the right POS system can have a major impact on your business operations, employee efficiency, customer experience, and profitability.

At Windy City Payments, we help businesses throughout Chicago and the surrounding suburbs compare, install, train, and support the industry’s leading POS systems including Square, Clover, Toast, SkyTab, and SpotOn.

Unlike national providers, we offer local sales, installation, training, and ongoing support to help ensure your system works the way your business needs it to.

📞 Call or Text (630) 418-6276

Square POS

Best For:

• Small Businesses
• Retail Stores
• Coffee Shops
• Food Trucks
• Quick Service Restaurants
• Startups

Benefits of Square

✔ Free POS Software Options

✔ No Long-Term Contracts

✔ Easy Setup

✔ Integrated Online Ordering

✔ Employee Management

✔ Inventory Tracking

✔ Customer Loyalty Programs

✔ Mobile Payment Acceptance

✔ Online Store Integration

Square is known for simplicity, affordability, and flexibility. It’s often the best choice for businesses looking to get started quickly without significant upfront investment.

Popular Square Hardware

• Square Register
• Square Terminal
• Square Stand
• Square Handheld
• Square Kiosk

Clover POS

Best For:

• Retail Stores
• Service Businesses
• Restaurants
• Professional Services
• Multi-Location Businesses

Benefits of Clover

✔ Highly Customizable

✔ Large App Marketplace

✔ Multiple Hardware Options

✔ Advanced Reporting

✔ Customer Loyalty Tools

✔ Employee Management

✔ Online Ordering Available

✔ Inventory Management

Clover offers flexibility through its extensive app ecosystem, allowing businesses to customize their POS solution to fit unique operational requirements.

Popular Clover Hardware

• Clover Station Duo
• Clover Mini
• Clover Flex
• Clover Kiosk
• Clover Compact

Toast POS

Best For:

• Full Service Restaurants
• Bars
• Pizzerias
• Multi-Unit Restaurant Groups
• Fast Casual Restaurants

Benefits of Toast

✔ Restaurant-Specific Features

✔ Advanced Kitchen Display Systems

✔ Online Ordering

✔ Delivery Management

✔ Table Management

✔ Handheld Ordering Devices

✔ Payroll & Labor Tools

✔ Restaurant Analytics

Toast was built specifically for restaurants and offers extensive restaurant-focused functionality for operations of all sizes.

Popular Toast Hardware

• Toast Flex
• Toast Go Handheld
• Toast Kiosk
• Kitchen Display Systems

SkyTab POS

Best For:

• Independent Restaurants
• Sports Bars
• Family Restaurants
• Pizza Restaurants
• Hospitality Businesses

Benefits of SkyTab

✔ Restaurant Focused

✔ Online Ordering

✔ Customer Loyalty Programs

✔ Delivery Management

✔ Kitchen Display Systems

✔ Mobile Ordering

✔ Real-Time Reporting

✔ Competitive Pricing

SkyTab delivers many enterprise restaurant features while maintaining a simple user experience and attractive pricing structure.

Popular SkyTab Hardware

• SkyTab POS
• SkyTab Mobile
• SkyTab Kitchen Display
• SkyTab Online Ordering

SpotOn POS

Best For:

• Restaurants
• Retail Stores
• Service Businesses
• Hospitality Businesses

Benefits of SpotOn

✔ Cloud-Based Technology

✔ Integrated Marketing Tools

✔ Loyalty Programs

✔ Labor Management

✔ Online Ordering

✔ Reservation Tools

✔ Customer Engagement Features

✔ Multi-Location Reporting

SpotOn combines POS technology with marketing and customer engagement tools to help businesses grow revenue and increase customer retention.

Popular SpotOn Hardware

• SpotOn Register
• SpotOn Handheld
• SpotOn Kiosk
• SpotOn Kitchen Display

Which POS System Is Right For You?

Choose Square If:

• You want simplicity
• You want low startup costs
• You need flexibility
• You are opening a new business

Choose Clover If:

• You want customization
• You need industry-specific apps
• You want multiple hardware options

Choose Toast If:

• You operate a full-service restaurant
• You need advanced restaurant features
• You manage multiple restaurant locations

Choose SkyTab If:

• You want restaurant functionality without enterprise pricing
• You need online ordering and delivery tools

Choose SpotOn If:

• Marketing and customer retention are priorities
• You want an all-in-one growth platform

Why Businesses Choose Windy City Payments

Unlike buying directly from a national provider, Windy City Payments offers:

✅ Local Chicagoland Support

✅ On-Site Installation

✅ Staff Training

✅ Data Conversion Assistance

✅ Menu Programming

✅ Ongoing Customer Support

✅ Multiple POS Options

✅ Competitive Processing Programs

We Help You Compare Before You Buy

Our goal is simple: recommend the POS system that best fits your business—not the one with the biggest marketing budget.

Whether you’re opening a new business, replacing an outdated POS system, or looking to reduce payment processing costs, our team can help.