Chaos vs Microsoft To Do: Enterprise Integration or AI Intelligence?
Category: Reviews · Stage: Consideration
By Max Beech, Head of Content
Updated 23 July 2025
Microsoft To Do is free for Microsoft 365 users and integrates seamlessly with Outlook, Teams, and Planner. Chaos costs money but offers AI-powered context awareness that Microsoft To Do lacks. If your company mandates Microsoft tools, To Do is the easy choice. If you need intelligent reminders that fire at the right moment, Chaos solves a different problem.
TL;DR
- Microsoft To Do integrates deeply with Microsoft 365 (Outlook tasks, Teams, Planner)
- Chaos offers context-aware reminders (location, calendar, communication triggers)
- Microsoft To Do is free with M365; Chaos is £8-15/mo subscription
- Best for To Do: Teams locked into Microsoft ecosystem who need basic task management
- Best for Chaos: Users who need intelligent, context-driven reminders regardless of email provider
Winner: Microsoft To Do for enterprise integration, Chaos for AI context-awareness.
For Microsoft 365 AI features, see our Microsoft Copilot Pricing Update analysis.
About the author
Max Beech reviews productivity tools with focus on enterprise integration and procurement decisions.
Disclosure: Chaos is the author's employer. Microsoft To Do is recommended where M365 integration is the primary requirement.