Paychex vs Square Payroll

A detailed comparison of Paychex and Square Payroll. See how they stack up on features, pricing, and user ratings.

At a Glance

Paychex Square Payroll
Rating 4.2/5 4.3/5
Starting Price $39/mo $35/mo
Free Trial No No
Free Plan No No
Features 7 7
Best For SMB SMB

Paychex

Payroll and HR outsourcing provider for small to mid-sized businesses, offering payroll processing, retirement plans, insurance, and HR advisory services with dedicated support.

Rating 4.2/5
Best for SMB
Free trial No
Free plan No
Visit Paychex →

Square Payroll

Simple payroll solution from Square for small businesses, designed to integrate with Square's POS and payments ecosystem at $35/month plus $6/person.

Rating 4.3/5
Best for SMB
Free trial No
Free plan No
Visit Square Payroll →

Feature Comparison

Feature Paychex Square Payroll
Workflow Automation
Reporting Dashboard
EEO/OFCCP Compliance
GDPR Compliance
API Access
HRIS Integration
Mobile App

Pricing Comparison

Paychex

Essentials $39/mo
Select Custom
Pro Custom

Square Payroll

Pay Employees $35/mo
Pay Contractors Only Free

Integrations

Both tools integrate with

QuickBooks Zapier

Only Paychex

Google Calendar Microsoft 365 Outlook Outlook Calendar Salesforce Slack

Only Square Payroll

Gmail Google Workspace Square POS

Pros & Cons

Paychex

Pros

  • +Reliable payroll processing for SMBs
  • +Strong tax filing and compliance
  • +Local payroll specialist support
  • +Benefits administration included

Cons

  • -Pricing not fully transparent
  • -Add-on costs can increase quickly
  • -Interface less modern than Gusto or Rippling
  • -Contract lock-in with some plans

Square Payroll

Pros

  • +Seamless integration with Square POS and payment ecosystem
  • +Contractor-only payroll option with no monthly base fee
  • +Simple, clean interface consistent with Square's design
  • +Automatic tax calculations and filings

Cons

  • -Limited HR features compared to Gusto or Rippling
  • -Best value only for businesses already using Square products
  • -No benefits administration beyond basic offerings
  • -Fewer integrations than standalone payroll platforms

Which Should You Choose?

Choose Paychex if:

  • • Your company is SMB size
  • • Reliable payroll processing for SMBs
Visit Paychex

Choose Square Payroll if:

  • • Your company is SMB size
  • • Higher user ratings matter to you (4.3 vs 4.2)
  • • Budget is a priority (starts from $35/mo vs $39/mo)
  • • Seamless integration with Square POS and payment ecosystem
Visit Square Payroll

How we evaluate tools

Our ratings combine verified user reviews from G2 and Capterra with hands-on feature analysis. Pricing is checked against official sources. We may earn a commission through affiliate links, but this never influences our rankings or recommendations. Read our full methodology.