Microsoft 365 organizations

Microsoft Bookingsas a Calendly alternative

Check your existing Microsoft subscription before buying another scheduler.

Revised September 16, 2026 · Documentation-based comparison

When Microsoft Bookings is worth considering

Microsoft Bookings should be an early check for an organization already using Microsoft 365. An eligible existing subscription may cover the scheduler without another separate purchase.

This is a bundled subscription benefit, not a standalone free plan. Verify eligibility and any organization settings with the person who manages Microsoft 365, then test the customer-facing experience.

The tradeoff

Included with eligible subscriptions, rather than a standalone free product.

Free plan and pricing

No standalone free plan. Bookings is included at no extra cost with an eligible Microsoft 365 or Office 365 subscription.

Microsoft 365 Business

Included with Business Basic, Business Standard, or Business Premium

  • Web-based booking page
  • Outlook calendar sync
  • Email and SMS notifications
  • Microsoft Teams online meetings
  • Personal and Shared Bookings
  • Bookings app in Teams and Outlook

Microsoft 365 Enterprise

Included with A3, A5, E1, E3, E5, F1, F3 (and Office 365 G1/G3/G5)

  • All small-business Bookings features
  • Bookings API in Microsoft Graph
  • Group bookings
  • Custom fields in customer data collection
  • Booking page access control (tenant-only)

Selected plan details checked September 16, 2026. USD where a numeric price is shown. Billing frequency, seats, taxes, and add-ons can change the total.

Microsoft Bookings official plan details

What to test before switching

Use a real booking scenario rather than a feature checklist alone. For Microsoft Bookings, start with these checks:

  1. Confirm that the organization’s subscription and settings allow the intended booking workflow.
  2. Check staff availability against the Outlook calendars in use.
  3. Book as an external guest and check the invitation and online meeting details.

Then test cancellations and rescheduling from a separate guest account. Confirm the old appointment is handled correctly and that the guest receives clear instructions.

When to keep Calendly

If your existing setup already meets these requirements, weigh the improvement against the work of replacing booking links, embeds, and integrations. Keep a plan for managing appointments created in the old system.

Use the switching checklist