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Head-to-head · Calendar Apps

Microsoft Outlook vs Proton Calendar

  • Updated Oct 2026
  • Both researched from official sources
  • 4 checks side by side
Higher score Microsoft Outlook #2 in Calendar Apps 9.2/10 Free plan · 30-day trial Free planFree trial✓ 2 of 4 features Visit site
Proton Calendar #6 in Calendar Apps 8.8/10 Free plan Free plan✓ 3 of 4 features Try Proton Calendar

Microsoft Outlook leads on 0 checks, Proton Calendar on 0, and 4 are even. Who comes out ahead on the 4 yes/no, price and count checks where we have data for both products. The editor score weighs everything else too.

Our verdict

  • Highest scoreMicrosoft Outlook · 9.2/10
  • Free planboth
  • Free trialonly Microsoft Outlook
  • Most featuresProton Calendar · 3 of 4

Microsoft Outlook scores higher on our rubric for calendar apps: 9.2 against 8.8 out of 10; our editors rank them #2 and #6.

Microsoft Outlook is the better fit for microsoft-centered individuals and organizations. Proton Calendar is the better fit for privacy-focused users wanting free scheduling.

  • Microsoft Outlook fits best

    Microsoft-centered individuals and organizations

  • Proton Calendar fits best

    Privacy-focused users wanting free scheduling

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Side by side

Feature Microsoft Outlook 9.2/10 Visit ↗ Proton Calendar 8.8/10 Visit ↗
At a glance
Editor score 9.2 8.8
Ranking #2 in Calendar Apps #6 in Calendar Apps
Best for Microsoft-centered individuals and organizations Privacy-focused users wanting free scheduling
Pricing model Free plan + paid Free plan + paid
Starting price $99.99/user/yr —
Free plan ✓ ✓
Free trial 30 days —
Deployment Cloud, Desktop, Mobile Cloud, Desktop, Mobile
Platforms Web, Windows, macOS, iOS, Android Web, Windows, macOS, Linux, iOS, Android
Support Docs Email, Live chat, Docs
Integrations 7 integrations 6 integrations
Built for Solo, Small business, Mid-market, Enterprise Solo, Small business, Mid-market, Enterprise
Features Microsoft Outlook 2/4 · Proton Calendar 3/4
Shared calendars ✓ ✓
Time blocking Not checked yet Not checked yet
Scheduling links Not checked yet ✓ (best)
Video meeting support ✓ ✓
Specs
Calendar sync One_way One_way
Mobile apps Ios and android Ios and android
Our review
Pros
  • Free account includes core scheduling, sharing, and recurring events
  • Supports Teams, Zoom, Webex, Google Calendar, and more
  • Works across web, Windows, macOS, iOS, and Android
  • End-to-end encryption for calendar events
  • Free plan includes recurring events and invitations
  • Booking pages, sharing, and Proton Meet links
Cons
  • Personal booking pages have separate licensing requirements
  • Advanced Outlook capabilities require Microsoft 365 subscriptions
  • Cloud storage and Outlook access vary by plan
  • External calendar synchronization is one-way
  • Narrower integration set than general-purpose calendars
  • Calendar is bundled with Proton Mail plans
Our verdict

Microsoft Outlook Calendar is the calendar and scheduling component of Outlook, designed for personal users, organizations, and teams. It covers appointments, recurring events, meeting invitations, reminders, free/busy planning, shared…

Read the review →

Proton Calendar is an encrypted calendar service for individuals, families, and teams that want private event management. It supports event creation, recurring schedules, reminders, invitations, sharing, external calendar subscriptions,…

Read the review →
  1. Microsoft OutlookCalendar Apps 9.2Free plan · 30-day trial
  2. Proton CalendarCalendar Apps 8.8Free plan

Strengths and trade-offs

  • Microsoft Outlook — where it wins

    • Free account includes core scheduling, sharing, and recurring events
    • Supports Teams, Zoom, Webex, Google Calendar, and more
    • Works across web, Windows, macOS, iOS, and Android

    Where it doesn't

    • Personal booking pages have separate licensing requirements
    • Advanced Outlook capabilities require Microsoft 365 subscriptions
    • Cloud storage and Outlook access vary by plan
  • Proton Calendar — where it wins

    • End-to-end encryption for calendar events
    • Free plan includes recurring events and invitations
    • Booking pages, sharing, and Proton Meet links

    Where it doesn't

    • External calendar synchronization is one-way
    • Narrower integration set than general-purpose calendars
    • Calendar is bundled with Proton Mail plans
  • Microsoft Outlook9.2/10 · Free plan · 30-day trial

    A flexible calendar choice for people and teams already working in Microsoft’s ecosystem.

    Visit siteFull verdict →
  • Proton Calendar8.8/10 · Free plan

    A privacy-focused calendar with free scheduling tools and limited two-way sync.

    Try Proton CalendarFull verdict →

More comparisons

Reviewed by iTechGuides Editors · Editorial team · Updated Oct 2026

Last updated · How we research and update