Calendly vs Microsoft Bookings

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

Compared on	Calendly Free plan · from $10/seat/mo VisitRemove	Microsoft Bookings Free trial · from $5.40/user/mo VisitRemove
What it is	Booking-link scheduler with routing forms, Stripe and PayPal payments, and AI add-ons for notes and email	Booking pages inside Microsoft 365 with Teams meeting links; included in business plans, not sold on its own
Free plan	1 event type and 1 calendar connection; one-on-one scheduling, a customizable booking page and the browser extension; no payments	No
Cheapest paid plan	$10/seat/mo billed annually (Standard)Calendly pricing	$5.40/user/mo billed annually (Microsoft 365 Business Basic (no Teams))Microsoft Bookings pricing
What it covers	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.	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.
Free trial	14-day free trial; the account then moves to the Free plan	One-month free trial of Microsoft 365 business plans; a credit card is required
Platforms	Web, iOS, Android, Chrome extension, API	Web, API
Integrations (vendor's figure)	100+ integrations, including Zoom, Google Calendar, Outlook, Salesforce, HubSpot, Slack, Stripe, PayPal and Zapier	Not stated
Open source	No	No
Good for	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	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
Watch out for	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	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
Made by	Calendly LLC	Microsoft Corporation

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.