---
description: Quickly find and compare the leading When I Work vs Square Point of Sale alternatives. Comprehensive listing of competitors & similar tools for fast software selection and to contact several providers directly.
image: https://gdm-localsites-assets-gfprod.imgix.net/images/getapp/og_logo-94fd2a03a6c7a0e54fc0c9e21a1c0ce9.png
title: Compare When I Work vs Square Point of Sale | GetApp Canada 2026
---

Breadcrumb: [Home](/) > [Scheduling Software](/directory/233/scheduling/software) > [When I Work \<span\>vs\</span\> Square Point of Sale](https://www.getapp.ca/compare/90360/91016/when-i-work/vs/square-point-of-sale)

# Compare When I Work vs Square Point of Sale

Canonical: https://www.getapp.ca/compare/90360/91016/when-i-work/vs/square-point-of-sale

> Detailed comparison between When I Work and Square Point of Sale. Check ratings, reviews, pricing, and features to make the best decision for your business.

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## At a Glance

| Metric | When I Work | Square Point of Sale |
| **Overall rating** | 4.5/5 | 4.6/5 |
| **Total Reviews** | 1293 | 3032 |
| **Starting Price** | US$2.50 | US$0.00 |
| **Free Trial** | Yes | Yes |
| **Free Version** | No | Yes |
| **Deployment** | Cloud, SaaS, Web-based, Android (Mobile), iPhone (Mobile), iPad (Mobile) | Cloud, SaaS, Web-based, Android (Mobile), iPhone (Mobile), iPad (Mobile) |
| **Support** | Email/Help Desk, FAQs/Forum, Knowledge Base Software, Chat | Email/Help Desk, FAQs/Forum, Knowledge Base Software, Phone Support, Chat |
| **Training Software** | In Person, Live Online, Webinars, Documentation, Videos | Live Online, Webinars, Documentation, Videos |

## Key features

### When I Work

- API
- Access Controls/Permissions
- Accounting Integration
- Activity Dashboard
- Alerts/Notifications
- Clock In/Out
- Customizable Reports
- Employee Management
- For Retail
- Mobile Access
- Mobile App
- Multi-Location
- Real-Time Data
- Real-Time Reporting
- Real-Time Updates
- Reminders
- Reporting/Analytics
- Search/Filter
- Third-Party Integrations
- Time Clock Software

### Square Point of Sale

- API
- Access Controls/Permissions
- Accounting Integration
- Activity Dashboard
- Alerts/Notifications
- Clock In/Out
- Customizable Reports
- Employee Management
- For Retail
- Mobile Access
- Mobile App
- Multi-Location
- Real-Time Data
- Real-Time Reporting
- Real-Time Updates
- Reminders
- Reporting/Analytics
- Search/Filter
- Third-Party Integrations
- Time Clock Software

## Links

- [View When I Work Profile](https://www.getapp.ca/software/90360/when-i-work)
- [View Square Point of Sale Profile](https://www.getapp.ca/software/91016/square-point-of-sale)
- [View Original Comparison](https://www.getapp.ca/compare/90360/91016/when-i-work/vs/square-point-of-sale)

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