Square Invoices vs Simple Invoices Comparison
Square Invoices
Starting at Contact for pricing
- Free Trial
- Medium Business
- Small Business
Square Invoices is easy, intuitive, and affordable billing and invoicing software for small businesses. Square Invoices integrates seamlessly with Square Point of Sale so you can send estimates, bills, and invoices from…
Simple Invoices
Starting at $15 /month
- Free Trial
- Individuals
- Freelancers / Consultants
Simple Invoices is an intuitive invoicing platform built specifically for entrepreneurs, freelancers, and small business owners who want to create and send professional invoices in seconds. The platform allows users to g…
Square Invoices leads on user satisfaction with a 4.7-star rating across 59 reviews.
Square Invoices vs Simple Invoices — at a glance
| Feature | Square Invoices | Simple Invoices |
|---|---|---|
| Rating | 4.7 / 5 | 2.6 / 5 |
| Reviews | 59 | 6 |
| Starting price | Contact for pricing | $15 /month |
| Free trial | Yes | Yes |
| Free version | No | No |
| Best for | Medium Business, Small Business | Individuals, Freelancers / Consultants, Small Business |
| Category | Billing and Invoicing Software | Billing and Invoicing Software |
| Integrations | — | 2+ apps |
| Platforms | SaaS/Web/Cloud | SaaS/Web/Cloud |
| API | — | — |
| Support modes | Business Hours, Online | Online |
| Certifications | GDPR | — |
| Data residency | US | US |
Key differences between Square Invoices and Simple Invoices
- Pricing: Simple Invoices starts at $15 /month. Square Invoices pricing is not publicly listed.
- Target audience: Square Invoices is built for Medium Business and Small Business, while Simple Invoices targets Individuals and Freelancers / Consultants.
- User satisfaction: Square Invoices scores higher with a 4.7-star average.
- Deployment: Square Invoices supports SaaS/Web/Cloud; Simple Invoices supports SaaS/Web/Cloud.
Square Invoices vs Simple Invoices — find the better fit before you commit.
Which tool fits your team best
Which is actually cheaper for your team size
Where each product wins, per real buyers
Most Billing and Invoicing Software tools look identical on paper. This comparison cuts to the differences that matter — pricing structure, team fit, and what real buyers found after signing up.
Biggest differences
Features
Pricing
Buying details
Security
Buyer feedback
Integrations
Product tour
Other options
Talk to an expert Talk to an expert | Talk to an expert Talk to an expert |
Biggest differences
Start here before you go deeper into features.
Best for small businesses needing simple, integrated invoicing with Square POS.
- You are a freelancer, consultant, or service-based business owner seeking easy invoice management.
- You want seamless integration with Square Point of Sale for unified payment and invoicing.
- You need flexible payment options including one-time, recurring, and partial payments.
- You require extensive invoice template customization or multiple saved templates.
- Your business depends heavily on external accounting software integrations like QuickBooks.
Individuals, Freelancers / Consultants, Small Business
Square Invoices typically suits Medium Business and Small Business. Simple Invoices tends to fit Individuals and Freelancers / Consultants better. The right choice depends on your team size, workflow, and whether a free trial matters.
Description | Square Invoices is easy, intuitive, and affordable billing and invoicing software for small businesses. Square Invoices integrates seamlessly with Square Point of Sale so you can send ... Read More about Square Invoices | Simple Invoices is an intuitive invoicing platform built specifically for entrepreneurs, freelancers, and small business owners who want to create and send professional invoices in seconds. ... Read More about Simple Invoices |
|---|---|---|
Entry Level Pricing |
|
|
Free Trial Availability | ||
Spotsaas ScoreWhat's this? ↗ | 9.0/10 | 8.0/10 |
User RatingsBased on verified Spotsaas reviews | ||
Best Company Size | 1-50 employeesMedium businesses | 1–50 Employees |
Get pricing help | Get pricing help |
Where each option fits best
See where each product is strongest, which teams it fits, and what causes buyers to keep looking — before you commit.
Based on buyer reviews and verified product data collected by Spotsaas.
Key strengths
- Seamless Integration with Square POS: Square Invoices integrates effortlessly with Square Point of Sale, allowing businesses to manage transactions and invoicing within a single platform.
- User-Friendly Interface: The platform is designed to be intuitive and easy to navigate, making it accessible for users without extensive technical expertise.
- Mobile Accessibility: Square Invoices offers mobile compatibility, enabling users to create and manage invoices on the go, enhancing flexibility for business owners.
- Streamlined Professional Invoicing: Provides a simple and professional invoicing process that accelerates payments and enhances client satisfaction.
- Seamless Payment Integrations: Offers seamless integration with major payment providers, giving clients flexible, secure payment options.
- Time-Saving Automation: Saves time for entrepreneurs and small business owners with automated recurring billing and easy customization.
Best fit
- 1–50 Employees
- Freelancing, consulting, service-based businesses, retail
- Freelancers, small business owners, consultants, service providers
- 1–50 Employees
- Freelancing, Marketing Agencies, Creative Services, Consulting, Startups, E-commerce, IT Services
- Entrepreneurs, Freelancers, Small Business Owners, Consultants, Designers, Marketers, Account Managers
Reasons buyers look elsewhere
- Square Invoices offers basic invoicing functionalities but lacks advanced features such as recurring billing, time tracking, and detailed financial reporting, which are available in other platforms like Zoho Invoice and FreshBooks .
- Users seeking extensive customization options for invoice templates may find Square Invoices limited, as it offers fewer customization features compared to competitors like Invoicera .
- Some users have reported that Square's transaction fees can be higher compared to other payment processors, which may impact businesses with larger transactions.
- Some businesses require more advanced reporting and analytics than Simple Invoices currently offers.
- Companies with international clients may look for multi-currency support or localized tax handling not fully supported in this platform.
- Larger organizations may need complex integrations with ERP or CRM systems, which Simple Invoices may not provide.
Software Demo
Demo |  Simple Invoices has not given any software demo yet If you're the owner of this profile, add your demo.Contact us |
|---|
Need a second opinion?
Get shortlist help from a software advisor
Share your priorities, budget, and team needs, and we’ll help you narrow the options and understand the tradeoffs before you talk to vendors.
How do Square Invoices and Simple Invoices Compare on Features?
Total Features | 11 Features | 6 Features |
|---|---|---|
Unique Features | No unique features | No unique features |
Get Quote | Get Quote |
Compare Square Invoices and Simple Invoices on pricing
Review starting price, plan structure, and free-trial access side by side so you can see which option fits your budget and buying process.
Pricing Option | ||
|---|---|---|
Starting From |
|
|
Pricing Plans |
| |
Pricing Page |  |  |
Other Details
Organization Types supported |
|
|
|---|---|---|
Platforms Supported |
|
|
Modes of support |
|
|
API Support |
|
|
Get help choosing | Get help choosing |
Security & Compliance
Certifications, data handling, and security controls for IT and compliance evaluators.
HIPAA | ✗ No | ✗ No |
|---|---|---|
GDPR | ✓ Yes | — |
Data Encryption | ✓ Yes | — |
Data Residency | 🇺🇸 US | 🇺🇸 US |
Square Invoices User Reviews & Rating Comparison
User Ratings | ||
|---|---|---|
Rating Distribution | ||
Spotsaas Editor’s POV generated by AI | Buyer sentiment Overall, users appreciate Square Invoices for its ease of use, seamless integration with Square POS, and flexible payment options, though concerns remain about transaction fees and limited invoice customization. What buyers like
Common complaints
| Buyer sentiment Buyer sentiment is cautious across 5 reviews, with several recurring concerns in feedback. What buyers like
Common complaints
|
Pros and Cons |
|
|
Positive Reviews | No reviews available for the product | No reviews available for the product |
| Negative Reviews | No reviews available for the product | No reviews available for the product |
Integrations
Integration with other apps | No Integration information available. |
|---|
Media and Screenshots
Screenshots |  2 Screenshots |  4 Screenshots |
|---|---|---|
Videos |  3 Videos | No videos available. |
Top Alternatives to Square Invoices and Simple Invoices in 2026
Alternatives |
|---|
Add another option to compare side by side
Search by product name to compare pricing, fit, and buyer feedback in one view.Compare similar software options
Related Blogs and Articles for Billing And Invoicing Software
Disclaimer: This research has been collated from a variety of authoritative sources. We welcome your feedback at [email protected].
Frequently asked questions
- Which is better, Square Invoices or Simple Invoices?
- Square Invoices edges out the other on user ratings (4.7 vs 2.6). That said, the best pick depends on your use case — use the comparison tables above to evaluate each dimension.
- Do Square Invoices and Simple Invoices offer a free trial?
- Yes, both Square Invoices and Simple Invoices offer a free trial.
- What is the starting price of Square Invoices vs Simple Invoices?
- Square Invoices starts at Contact for pricing. Simple Invoices starts at $15 /month.
- What are the top alternatives to Square Invoices?
- Top alternatives to Square Invoices include SlickPie, Invoiced, InvoiceBerry, PayorCRM, Moon Invoice.
- What are the top alternatives to Simple Invoices?
- Top alternatives to Simple Invoices include Invoice Ninja, Invoiced, Blinksale, InvoiceBerry, Invoicely.