Square Invoices vs PayPal Invoicing
Side-by-side from the Top 11 ranking of The 11 Best Invoicing & Billing Software for Small Business. Last verified June 20, 2026.
The short answer
Square Invoices ranks higher on Top 11 (#6 vs #9) for Small business owners and freelancers sending invoices and tracking payments. The easiest invoicing choice for businesses already using Square for payments.
At a glance
| Square Invoices | PayPal Invoicing | |
|---|---|---|
| Top 11 rank | #6 / The 11 Best Invoicing & Billing Software for Small Business | #9 / The 11 Best Invoicing & Billing Software for Small Business |
| Score (out of 9.4) | 8.2 | 7.6 |
| Best for | Integrated with Square payments | Fast and familiar for PayPal users |
| Pricing | $ ($0 with processing fees) | $ ($0 with processing fees) |
| HQ | San Francisco, USA | San Jose, USA |
| Founded | 2009 | 1998 |
Square Invoices
The easiest invoicing choice for businesses already using Square for payments.
squareup.com/invoicesSee full entry in The 11 Best Invoicing & Billing Software for Small Business
PayPal Invoicing
A simple, trusted invoicing tool for businesses that primarily use PayPal.
www.paypal.com/us/business/invoicingSee full entry in The 11 Best Invoicing & Billing Software for Small Business
Methodology and scoring weights live at /methodology. No vendor pays for placement — see about.