Choosing between Square and Retail Pro? Both are leading point of sale systems with unique strengths. This comprehensive 2025 comparison breaks down pricing, features, pros/cons, and real-world use cases to help you make the right decision for your business.
Square: $0/mo | 4.8/5 rating | Best for Small Business & Retail
Retail Pro: Custom | 4.1/5 rating | Best for Specialty & Fashion Retail
Square vs Retail Pro: Quick Summary
| Feature | Square | Retail Pro |
|---|---|---|
| Starting Price | $0/mo | Custom |
| Best For | Small Business & Retail | Specialty & Fashion Retail |
| Industry | Retail | Retail |
| Rating | 4.8/5 | 4.1/5 |
| Key Strength | Free to start | International support |
Square Overview
Price: $0/mo | Rating: 4.8/5 | Best For: Small Business & Retail
Square is a Retail POS system designed specifically for Small Business & Retail. Key benefits include: Free to start.
- Free POS software
- Payment processing
- Inventory management
- E-commerce
- Appointments
- Team management
Retail Pro Overview
Price: Custom | Rating: 4.1/5 | Best For: Specialty & Fashion Retail
Retail Pro is a Retail POS system designed specifically for Specialty & Fashion Retail. Key benefits include: International support.
- Enterprise retail
- Multi-store
- International
- Inventory
- CRM
- Analytics
Pros & Cons Comparison
Square Pros
- ✅ Free to start
- ✅ Easy to use
- ✅ Great ecosystem
Square Cons
- ❌ Processing fees add up
- ❌ Limited customization
Retail Pro Pros
- ✅ International support
- ✅ Feature-rich
- ✅ Scalable
Retail Pro Cons
- ❌ Complex
- ❌ Higher cost
The Verdict: Square vs Retail Pro
Choose Square if you’re looking for a solution optimized for Small Business & Retail and value Free to start.
Choose Retail Pro if your business focuses on Specialty & Fashion Retail and you prioritize International support.
Feature-by-Feature Comparison
Let’s dive deeper into how Square and Retail Pro compare across key features that matter most to Retail businesses.
| Feature | Square | Retail Pro |
|---|---|---|
| Ease of Use | Excellent | Good |
| Hardware Options | Optional | Required |
| Target Business Size | Small Business | Enterprise |
| Contract Required | Month-to-month available | Yes |
Who Should Choose Square?
Square is the ideal choice for:
- Small Business & Retail who need specialized features
- Businesses that prioritize Free to start
- Those who value Easy to use
- Companies with budget around $0/mo per month
Who Should Choose Retail Pro?
Retail Pro is the ideal choice for:
- Specialty & Fashion Retail who need specialized features
- Businesses that prioritize International support
- Those who value Feature-rich
- Companies with budget around Custom per month
Real-World Use Cases
Square vs Retail Pro for Small Businesses
For small businesses with limited budgets, Square ($0/mo) offers better value while still providing essential features like Free POS software and Payment processing.
Square vs Retail Pro for Multi-Location Businesses
Multi-location businesses should consider scalability and centralized management. Both systems can scale to multiple locations with proper setup. Request a demo to see how each handles multi-store reporting and inventory sync.
Square vs Retail Pro for High-Volume Operations
High-volume operations need reliable, fast POS systems. Square (rated 4.8/5) has proven reliability for busy Retail environments, especially for Small Business & Retail.
Frequently Asked Questions
Which is better: Square or Retail Pro?
The better choice depends on your specific needs. Square (rated 4.8/5) excels for Small Business & Retail, while Retail Pro (rated 4.1/5) is optimized for Specialty & Fashion Retail. Consider your industry, budget, and required features when deciding.
How much does Square cost compared to Retail Pro?
Square starts at $0/mo, while Retail Pro starts at Custom. Both may have additional costs for hardware, payment processing, and add-on features. Request a custom quote for accurate pricing based on your business needs.
Can I switch from Square to Retail Pro?
Yes, switching POS systems is possible. Most providers offer data migration assistance and training. Consider contract terms, hardware compatibility, and staff training time when planning a switch.
What integrations do these POS systems offer?
Both systems offer integrations with accounting software, e-commerce platforms, and third-party apps. Square features Free POS software, Payment processing, Inventory management. Retail Pro offers Enterprise retail, Multi-store, International.
Get a Free Quote
Still not sure which POS system is right for your business? Our experts can provide personalized recommendations based on your specific needs, budget, and growth plans.
Last updated: December 2025. Pricing and features subject to change.