Clockwise vs Microsoft To Do: Comprehensive Comparison

Francesco
Francesco
Francesco
Francesco

2

minutes reading
December 22, 2025

Overview

In today's fast-paced world, choosing the right productivity tool can make all the difference. This comprehensive comparison between Clockwise and Microsoft To Do will help you understand which tool best fits your workflow and productivity needs.

⚡ Quick Summary

Aspect

Clockwise

Microsoft To Do

Best For

AI-powered calendar assistant that optimizes schedules and protects focus time

Microsoft To Do is a free task management app integrated with Microsoft 365. It helps organize daily tasks, set reminders, and sync across devices. Ideal for personal use and light collaboration, it features "My Day" planning and seamless Outlook integration.

Pricing

Free, from $6.75/mo

Free

Platforms

Web

Web, iOS, Android, Windows, Mac

What is Clockwise?

Clockwise is an AI-powered calendar assistant that optimizes schedules by automatically finding optimal meeting times, rescheduling conflicts, protecting focus time blocks, and balancing individual and team productivity. It integrates with Google Calendar and Microsoft calendars to provide smart rescheduling, automatic time blocking, and team coordination across time zones.

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🌟 Key Features of Clockwise

  • ✦AI-powered smart rescheduling and predictive scheduling to resolve conflicts

  • ✦Automatic time blocking with flexible holds for tasks and deep work focus time

  • ✦Team coordination via shared calendars and real-time optimization across time zones

  • ✦Analytics for individual and team insights on focus time and meeting load

  • ✦AI assistant (Prism) for scheduling suggestions

  • ✦Preference learning to understand work styles and minimize context switching

What is Microsoft To Do?

Microsoft To Do is a simple, intelligent to-do list app that helps users manage tasks in one place, with features like daily planning via "My Day" and integration across Microsoft apps. It's designed primarily for individual task management with basic collaboration features through shared lists. The app is completely free and works best for users already in the Microsoft 365/Outlook ecosystem.

Visit Microsoft To Do →

🌟 Key Features of Microsoft To Do

  • ✦My Day Planning: Daily task focus with intelligent suggestions from your lists.

  • ✦Task Details: Add due dates, reminders, subtasks (Steps), file attachments up to 25MB, and notes.

  • ✦Task Prioritization: Star tasks for importance and organize with hashtags/categories.

  • ✦List Sharing and Collaboration: Share lists with others and assign tasks with "Assigned to me" view.

  • ✦Microsoft Ecosystem Integration: Seamlessly works with Outlook, Teams, Planner, and flagged emails.

  • ✦Cross-Device Sync: Available on Web, iOS, Android, Windows, and Mac with reliable synchronization.

📊 Feature Comparison

Feature

Clockwise

Microsoft To Do

📅 Calendar Integration

✓ Yes

✓ Yes

✅ Task Management

◐ Limited

✓ Yes

⏰ Time Blocking

✓ Yes

✓ Yes

🗣️ Natural Language Processing

◐ Limited

✗ No

🔔 Notifications

✓ Yes

✓ Yes

🌍 Time Zones Support

✓ Yes

✓ Yes

📆 Scheduler

✓ Yes

✗ No

📈 Analytics

✓ Yes

✗ No

🔗 Integrations

Clockwise

Google Calendar, Microsoft Outlook, Slack, Asana, Zoom

Microsoft To Do

Outlook, Microsoft Teams, Microsoft Planner, Cortana, Outlook flagged emails, third-party apps via Zapier and Power Automate (Google Calendar, Slack, Notion, Todoist)

💰 Pricing Comparison

Clockwise

Free, from $6.75/mo

Free plan available, Teams $6.75-$7.75/mo, Business $11.50/mo, Enterprise custom pricing

Microsoft To Do

Free

Free

💡 Things to Consider

When Choosing Clockwise

  • →Best for teams with shared calendars; limited value for solo users or client scheduling

  • →Requires Google Calendar dependency and expect to use alongside Clockwise for detailed edits

  • →Only updates once daily rather than real-time like some competitors

When Choosing Microsoft To Do

  • →You're in the Microsoft Ecosystem: Excellent integration with Office 365, Outlook, Teams, and Planner, but limited native integrations outside Microsoft services.

  • →You Value Simplicity Over Advanced Features: Perfect for basic task lists and personal productivity, but lacks project management, custom fields, advanced views, and extensive customization options.

  • →You Need Basic Task Management: Completely free with solid core features, but may feel limiting if you need advanced collaboration, time tracking, detailed reporting, or complex project workflows.

⭐ User Reviews

Clockwise

"Mostly positive reviews with users calling it a 'game changer' for productivity and work-life balance. Praised for automatic focus time creation, team coordination, and ease of use. Main criticisms include occasional sync issues with Google Calendar/Slack, limited editing capabilities requiring switching to Google Calendar, and daily rather than real-time rescheduling updates."

Microsoft To Do

"Microsoft To Do is a simple, free task management app that works best within the Microsoft ecosystem. Users appreciate its clean interface, reliable cross-device sync, tight Outlook integration, and features like "My Day" planning. However, it lacks advanced customization, project management capabilities, and has limitations like no undo function, basic recurring task options (minimum 1-day intervals), and limited team collaboration features compared to competitors."

🎯 Conclusion

Both Clockwise and Microsoft To Do are excellent productivity tools with their own strengths.

Clockwise excels in AI-powered smart rescheduling and predictive scheduling to resolve conflicts, while Microsoft To Do shines with My Day Planning: Daily task focus with intelligent suggestions from your lists.. The best choice depends on your specific needs, workflow preferences, and budget.

We recommend trying both tools to see which one fits better with your productivity style.

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Try Akiflow now for a 10x productivity boost
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Try Akiflow now for a 10x productivity boost
7 days free with Aki. Cancel anytime.
Try Akiflow now for a 10x productivity boost
7 days free with Aki. Cancel anytime.