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Square Payroll 2026: Benefits, Features & Pricing

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On this page
  • Overview
  • Pricing and Plans
  • Features
  • Integrations
  • User Reviews

Overview

Square Payroll
Square Payroll
4.7
(618)

Pricing

Starting at $6.00 per month

About Square Payroll

Square Payroll is a full-service payroll solution that helps small businesses pay employees through online payroll management and handle payroll tax. It can be integrated with a variety of payment processing tools, accounting software, and employee management systems including Square POS, QuickBooks, and more, and offers tools for automated tax filing, payroll process automation, benefits management such as health insurance and more. The online payroll service allows businesses to track workers' compensation and ensure payroll compliance at all times.

Square Payroll offers functionality to manage various employee types including salaried employees, hourly employees and contractors. The running payroll functionality allows businesses to pay employees and contractors based on their hours worked during a defined pay period, with data automatically pulled from the Square Point of Sale app. Square Payroll also automatically calculates paid time off, hours worked and total labor cost for each employee. Square Payroll also helps businesses automatically file taxes including new hire reports, W-2 forms and federal and state payroll taxes. Other key features include integrated timecards,...

employee benefits offerings and direct deposits. Square Payroll pricing is based on the type and number of active employees a business has. The Square Payroll Android app and iOS app provide users with on-the-go payroll management with features such as sick leave tracking, vacation tracking, payroll calculation, timecard access, access to pay stubs, automatic payroll setup, payroll processing and more.

Square Payroll Screenshots

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Square Payroll Pricing and Plans

Starting price: $6.00 per month
Free Trial
Free Version

Pay Employees and Contractors

$35.00

per month

Plan includes:

  • All Tax Filings and Payments
  • Automatic Payroll Tax Calculations
  • Cancel Anytime
  • Direct Deposit
  • Free Seasonal Inactivity
  • Full-Service Payroll
  • Live Support for Account Setup
  • Multistate Payroll
  • No Additional Fees
  • No Commitment
Read More

Pay Contractors Only

$6.00

per user, per month

Plan includes:

  • All Features Included
  • Cancel Anytime
  • Direct Deposit
  • Free Seasonal Inactivity
  • Mail All 1099-NEC Forms
  • No Commitment
  • Or Cash App
  • Pay by Check
  • U.S.-Based Customer Support
  • With No Hidden Fees
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Square Payroll Features

  • Popular features found in Payroll
    401(k) Tracking
    Benefits Management
    Check Printing
    Compensation Management
    Compliance Management
    Direct Deposit
    Employee Database
    Self Service Portal
    Third-Party Integrations
    W-2 Preparation
    Wage Garnishment
  • More features of Square Payroll
    Accounting
    Accounting Integration
    Activity Dashboard
    Alerts/Notifications
    API
    Benefits Dashboard
    Customizable Reports
    Dashboard
    Data Import/Export
    Employee Management
    Employee Portal
    Employee Profiles
    Employee Self Service
    For Accountants
    For Cloud
    For Small Businesses
    Leave Tracking
    Mobile App
    Multi-State
    Online Benefits Enrollment
    Payroll Management
    Payroll Reporting
    Real-Time Reporting
    Reminders
    Reporting/Analytics
    Sick Leave Tracking
    Tax Calculation
    Tax Compliance
    Tax Filing
    Tax Forms
    Time Off Requests
    Timesheet Management
    Time Tracking
    Vacation/Leave Tracking
    Web-based Deployment

Square Payroll Integrations

Square Point of Sale
Square Point of Sale
Deputy
Deputy
QuickBooks Time
QuickBooks Time
QuickBooks Online Advanced
QuickBooks Online Advanced
Guideline
Guideline
When I Work
When I Work

See all 7 integrations

Square Payroll User Reviews

Overall Rating

4.7

Ratings Breakdown

5

74%

4

21%

3

3%

2

0%

1

2%

Secondary Ratings

Ease of Use

4.6

Value for money

4.6

Customer support

4.4

Functionality

4.5

Troy's profile

Troy B.

Verified reviewer

Health, Wellness and Fitness

501-1000 employees

Used daily for less than 2 years

Review source

Reviewed July 2022

Square Payroll makes Payroll easy

5

Ratings Breakdown

5
Ease of use
5
Value for money
5
Functionality
icon
Pros:
The Direct Deposit feature of Square Payroll makes paying employees a very streamlined and simple procedure. The W-2 Preparation features makes tax season a breeze. Sending employees W2s is all within the app. Vacation/Leave Tracking has truly increased the productivity of payroll and bookkeeping. This is the ultimate feature for this application.
Cons:
I feel as though with time Square Payroll will rollout a more aesthetically pleasing interface but I do not find any cons.

Reasons for switching to Square Payroll

The ease of the Square POS system is excellent with its integration with many different applications and tools. Customer Relationship Management and Payroll have become a much easier and simpler job.

Read More

ES

Emily S.

Verified reviewer

Retail

11-50 employees

Used daily for more than 2 years

Reviewed July 2025

Square Payroll 10/10

5

Ratings Breakdown

5
Ease of use
5
Value for money
5
Customer support
5
Functionality
icon
Pros:
I like that staff can clock in and clock out for their shifts with Square Payroll, their tips are automatically added to their paycheck along with commission, and I receive test messages when a payroll run is about to happen so I can double check it. Staff can also adjust their time cards and send it in as a request if they forget to clock in/out which makes it super simple for me! Plus, they handle my new hire paperwork, quarterly payroll filings and TAXES. They can also request vacation through Payroll and I am sure I am forgetting other features that happen in the background!
Cons:
I wish it Square Payroll/shifts synced up with Square Appointments so I don't have to schedule staff shifts & staff appointment windows; I am basically scheduling twice.

Reasons for choosing Square Payroll

I was already using Square Appointments and wanted to use a fully integrated system.

Read More

TC

Tiffany C.

Food & Beverages

2-10 employees

Used daily for more than 2 years

Review source

Reviewed December 2018

Payroll or bust!

5

Square Payroll is amazing as they file my quarterly payroll taxes for me. It is very easy to log on to squareup.com and check my analytics for payroll immediately. Very user friendly! Highly recommend.

Ratings Breakdown

5
Ease of use
3
Value for money
Previously 5
5
Customer support
5
Functionality
icon
Pros:
Let's face it. As a business owner, we need to have payroll. Forget writing hours on paper (and searching for it later)... Square payroll is easy to read, reports your labor cost right there for you, shows employee break times, etc. I couldn't live without it!
Cons:
Quite honestly, I've used it for two and a half years, and I have nothing to complain about!

Read More

KO

Kelli O.

Verified reviewer

Utilities

2-10 employees

Used weekly for less than 12 months

Review source

Reviewed April 2022

My Square Payroll Software Review

3

Square Payroll's dashboard was very easy to navigate, the software itself was self explanatory & for the most part easy to use, but i ran into a few problems when it came to direct deposit, employee requested time off, & it was also a little more expensive then other payroll software programs.

Ratings Breakdown

3
Ease of use
1
Value for money
2
Customer support
4
Functionality
icon
Pros:
The dashboard of Square Payroll was very easy to use & navigate, I had ran into alot of problems when it came to time off requests & also direct deposits being made on time/payday.
Cons:
That there were a few times that employee direct deposits were not deposited when they were to be deposited ie: payday. The software was more expensive than other payroll programs I have used in the past.

Reasons for switching to Square Payroll

Our company wanted to upgrade some programs & decided to give Square Payroll a try.

Read More

Md

Maggie d.

Verified reviewer

Health, Wellness and Fitness

2-10 employees

Used weekly for less than 12 months

Review source

Reviewed October 2025

Great Value and Easy to Use!

5

Overall, the software is a great value and it's money well spent. It offers everyone ease of use and is reliable. If you are looking for a simple software that makes running payroll easy, then look no further.. However, if your business requires highly complex custom reporting or deeply integrated HR functions, you may find the platform too basic for your long-term needs.

Ratings Breakdown

5
Ease of use
5
Value for money
4
Customer support
4
Functionality
icon
Pros:
Square is great because it's easily integrated with other systems. Because of this it is easy to use them for other things like timecards, tips, commissions, and more. The system is incredibly easy to set up and run. So far all of our team has been able to use it easily. Running payroll is easy and takes very little time since all the staff uses it.
Cons:
We have 2 main issues with the software and that's making it more customizable and also getting customer service support is sometime difficult. Since square makes the software easy to use it sometimes lacks in certain areas. It would also be nice if customer service had extended hours because a lot of our staff works late.

Reasons for switching to Square Payroll

Needed something that everyone could use.

Read More

CC

Carolyn Black-Coffey C.

Verified reviewer

Consumer Services

2-10 employees

Used weekly for less than 2 years

Review source

Reviewed June 2025

Square got me organized, and now payroll is so much easier.

5

Square has been immeasurably helpful with getting and keeping me organized in regard to payroll. They send reminders and make sure I'm following all the local, state and federal laws, and organize my employee taxes so easily. Now that we have been using it for a year or more, its practically automated. The transition was harder for me, as my former payroll company had a more manual system, and the formatting process was harder for me to understand than Square. The other company made it too complicated, and Square is much easier to use and navigate, once you get used to the system. It was tough, but their customer service team was always there, ready with a real person to help guide me. You should try them.

Ratings Breakdown

5
Ease of use
5
Value for money
5
Customer support
5
Functionality
icon
Pros:
Very easy to track and import wages. a 3 minute process. I went from a manual system to this. No more anxiety around payroll anymore. I know its correct. Taxes are shipped off and on time every time.
Cons:
The set up was a bit tough for me, as I was in over my head with the tech at first. But they held my hand and answered every question I had.

Reasons for switching to Square Payroll

They were bulky, and I was frustrated with some of the other products I was using with them.

Read More

VR

Verified
Reviewer

Transportation/ Trucking/ Railroad

2-10 employees

Used weekly for more than 2 years

Review source

Reviewed July 2025

Effortless Payroll for Small Businesses

5

Overall, Square Payroll has been a simple, reliable solution that made managing employee and contractor payments stress-free.

Ratings Breakdown

5
Ease of use
4
Value for money
4
Customer support
5
Functionality
icon
Pros:
Square Payroll makes it incredibly easy to run payroll, handle tax filings, and pay contractors with just a few clicks.
Cons:
Some features feel a bit limited for growing businesses, and customer support response times could be improved.

Reasons for choosing Square Payroll

I chose Square Payroll because it integrates seamlessly with Square POS, is easy to set up, and offers transparent pricing with no hidden fees.

Read More

RP

Ryan P.

Verified reviewer

Restaurants

11-50 employees

Used daily for more than 2 years

Reviewed November 2024

Square Payroll makes payroll simple

5

I've been utilizing Square Payroll for a number of years. It's very easy to onboard new staff, monitor hours and ultimately run payroll with very little effort.

Ratings Breakdown

5
Ease of use
5
Value for money
5
Customer support
4
Functionality
icon
Pros:
It's turnkey, ready to roll with very little effort needed on my part to operate.
Cons:
Waiting on upgrades to scheduling and availability. The incoming changes will have a significant positive impact on usability.

Reasons for switching to Square Payroll

Price and capabilities weren't up to par and weren't being improved.

Read More

PO

Paola O.

Verified reviewer

Health, Wellness and Fitness

51-200 employees

Used daily for less than 2 years

Review source

Reviewed December 2024

My Experience With Square Payroll

5

Ratings Breakdown

5
Ease of use
4
Value for money
4
Customer support
5
Functionality
icon
Pros:
I like this payroll product as it offers amazing payroll features. It is effortless to deploy and customization is easy too. It integrates well with other software we use.
Cons:
Square Payroll has been very helpful and I have no complaints.

Reasons for switching to Square Payroll

We made the switch as Square Payroll offers better features not to mention it comes at a manageable cost.

Read More

MS

Michelle S.

Verified reviewer

Restaurants

11-50 employees

Used weekly for more than 2 years

Reviewed November 2024

The ideal Payroll System for Small Business Owners

5

We've been using Square Payroll for 7 years now, and have had an exceptional experience. It was intuitive and easy to use to begin with, but they keep adding products and improving functionality.

Ratings Breakdown

5
Ease of use
5
Value for money
4
Customer support
5
Functionality
icon
Pros:
There is so much to love about Square Payroll, but ease of use is at the top of the list. Our team members are able to clock in/out on our POS, which populates timecard info that is imported to run Payroll. I can track & pay out PTO, withhold Child Support payments, distribute tips -- it's all super intuitive and clear, for both me and my employees. I also love that they automatically withhold and remit Payroll Taxes. It gives me a ton of peace of mind!
Cons:
Honestly, I can't think of any Cons. It's intuitive, easy to use, and affordable. It integrates with our POS & there's an App where team members can access their paystub and tax information -- it's a great system!

Read More

Showing 1 - 10 of 618 Reviews

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