Microsoft Bookings vs Calendly

Written head to head: Calendly vs Microsoft Bookings, with when to choose each side.

Compared on	Microsoft Bookings Free trial · from $5.40/user/mo VisitRemove	Calendly Free plan · from $10/seat/mo VisitRemove
What it is	Booking pages inside Microsoft 365 with Teams meeting links; included in business plans, not sold on its own	Booking-link scheduler with routing forms, Stripe and PayPal payments, and AI add-ons for notes and email
Free plan	No	1 event type and 1 calendar connection; one-on-one scheduling, a customizable booking page and the browser extension; no payments
Cheapest paid plan	$5.40/user/mo billed annually (Microsoft 365 Business Basic (no Teams))Microsoft Bookings pricing	$10/seat/mo billed annually (Standard)Calendly pricing
What it covers	Annual subscription that auto-renews, for 1 to 300 users. Business Basic with Teams, which Bookings uses for online meetings, is $7.00. Monthly-commitment billing is offered, but its price is not shown on the plans page.	Unlimited event types, multiple calendar connections, automations and reminders, HubSpot and Mailchimp, Stripe and PayPal payments. Seats are needed only for people who connect calendars and host meetings, not for invitees.
Free trial	One-month free trial of Microsoft 365 business plans; a credit card is required	14-day free trial; the account then moves to the Free plan
Platforms	Web, API	Web, iOS, Android, Chrome extension, API
Integrations (vendor's figure)	Not stated	100+ integrations, including Zoom, Google Calendar, Outlook, Salesforce, HubSpot, Slack, Stripe, PayPal and Zapier
Open source	No	No
Good for	Organisations already on Microsoft 365 that want booking pages at no extra cost Booking customer appointments that run as Teams meetings Letting staff publish a personal booking page next to their Outlook calendar	Sharing a booking link so clients and prospects pick a free time Taking payment when someone books a session Routing inbound leads to the right sales rep with round robin
Watch out for	Not sold on its own: it needs an eligible Microsoft 365 or Office 365 subscription No payment support: Microsoft's FAQ says you cannot link a payment option When customers choose any staff member, Bookings assigns staff at random, with no way to ensure equal distribution or cap assignments	Free plan: 1 event type and 1 calendar connection, with no payments Round robin, team scheduling and routing forms need Teams, from $16 per seat a month billed yearly Notetaker and Callie come only with the Plus plans, are available only in English, and Callie is in beta
Made by	Microsoft Corporation	Calendly LLC

Entry prices are the cheapest paid plan, as each vendor publishes it; “What it covers” says what that price is per (a user, a channel, a brand, a number of contacts). The sources are listed on each tool's page.

Every tool in scheduling and booking tools is on its category page, with the written head-to-heads on Compare.