Meeting schedulers
Ken is our productCalendly vs Microsoft Bookings: Which Is Better in 2026?
Pick Bookings if your company already pays for Microsoft 365 Business, since it is included and runs inside Outlook and Teams. Pick Calendly if you need a free plan, payments at booking, routing forms or native HubSpot and Salesforce integrations.
Ken is our product. Every fact about other tools comes from their public pages on the date shown.
The Verdict
Calendly or Microsoft Bookings?
Ken's view, from each vendor's public pages checked Oct 17, 2026.
Pick Calendly if
- You need to collect payment when someone books.
- Bookings should land in HubSpot or Salesforce through a native integration.
- Your team needs routing forms and round robin with equal distribution.
- You want a free plan without a Microsoft 365 license.
Pick Microsoft Bookings if
- Your company already pays for Microsoft 365 Business Basic or higher.
- Your staff work in Outlook and Teams and want booking inside those apps.
- You run group services where several staff meet several customers at once.
At a Glance
In short Of the 10 features below, Calendly has 8 and Microsoft Bookings has 1 in full, from each vendor's public pages checked Oct 17, 2026.
| Feature | Calendly | Microsoft Bookings |
|---|---|---|
| Free plan | Yes - 1 event type, 1 calendar connection | No - 1-month Microsoft 365 trial |
| Round-robin and collective team meetings | Yes - round robin on Teams, $16 per seat a month billed yearly; collective from Standard | Partial - a random available staff member with no equal distribution, or all assigned staff for group services |
| Routing to the account or CRM owner | Yes - HubSpot owner lookup on Teams; Salesforce lookup on Enterprise only | No |
| Inbound routing forms | Yes - Teams plan and up, also from HubSpot, Marketo or Pardot forms | No - custom questions per service, no answer-based routing |
| Website embed | Yes - inline, pop-up text or pop-up widget on every plan | Yes - iframe embed |
| No vendor branding on booking pages | Yes - Standard plan and up | Partial - your logo and colors on shared booking pages |
| Booking pages on your own domain | No - booking links stay on calendly.com | No - pages stay on outlook.office365.com; admins can set the mailbox domain in the URL |
| CRM sync (HubSpot or Salesforce) | Yes - HubSpot from Standard, Salesforce from Teams | Partial - Power Automate connector, up to 5 flows per booking mailbox |
| Collect payment at booking | Yes - Stripe and PayPal, Standard plan and up | No - no payment support |
| Bookings tied to outbound campaigns | Partial - UTM parameters only | Partial - campaign ID in the page URL only |
Rows are the features buyers compare in meeting schedulers. Sources are listed at the end of the page.
How Much Do Calendly and Microsoft Bookings Cost?
In short Calendly's lowest paid plan is Standard, $12 per seat a month ($10 billed yearly). Microsoft Bookings's lowest paid plan is Microsoft 365 Business Basic, $8.40 per seat a month ($7 billed yearly).
| Tool | Plan | Monthly | Billed yearly (per month) | Unit |
|---|---|---|---|---|
| Calendly | Free | $0 | $0 | Flat |
| Includes1 event type; 1 calendar connection; Unlimited one-on-one meetings; Customizable booking page | ||||
| Calendly | Standard | $12 | $10 | Per seat |
| IncludesUnlimited event types; 6 calendar connections; Collective and group event types; HubSpot, Stripe and PayPal integrations; Remove Calendly branding | ||||
| Calendly | Standard Plus | $24 | $18 | Per seat |
| IncludesEverything in Standard; Notetaker recordings, transcripts and recaps; Callie AI email scheduling assistant (beta) | ||||
| Calendly | Teams | $20 | $16 | Per seat |
| IncludesRound robin event types; Routing forms with HubSpot owner lookup; Salesforce, Marketo and Pardot integrations; Admin-managed event types | ||||
| Calendly | Teams Plus | $32 | $24 | Per seat |
| IncludesEverything in Teams; Notetaker and Callie; Advanced admin controls | ||||
| Calendly | Enterprise | Contact sales | Contact sales | Custom |
| IncludesStarts at $15,000 a year; 50 seats minimum; Routing with Salesforce lookup; SSO, SAML and domain control | ||||
| Microsoft Bookings | Microsoft 365 Business Basic | $8.40 | $7 | Per seat |
| IncludesBookings, Planner and Forms; Web and mobile Word, Excel, PowerPoint and Outlook; Microsoft Teams; Up to 300 users | ||||
| Microsoft Bookings | Microsoft 365 Business Standard | $16.80 | $14 | Per seat |
| IncludesBookings, Planner and Forms; Desktop, web and mobile Office apps; Microsoft Teams with webinars; Up to 300 users | ||||
| Microsoft Bookings | Microsoft 365 Business Premium | $26.40 | $22 | Per seat |
| IncludesBookings, Planner and Forms; Desktop, web and mobile Office apps; Device management with Intune and Defender for Business; Up to 300 users | ||||
Prices in USD from each vendor's pricing page: Calendly checked Oct 17, 2026, Microsoft Bookings checked Oct 17, 2026.
- Calendly: Enterprise: contact sales. Starts at $15,000 a year with 50 seats, sold in USD only.
- Calendly: Every host who connects a calendar needs a paid seat; invitees do not.
- Calendly: 14-day trial; at the end the account drops to the Free plan.
- Microsoft Bookings: Bookings is not sold alone. It comes with Microsoft 365 Business Basic, Business Standard and Business Premium.
- Microsoft Bookings: Bookings also comes with Microsoft 365 and Office 365 enterprise, education, frontline and government plans, and with Teams Essentials and Teams Premium.
- Microsoft Bookings: Annual prices are for a yearly subscription paid yearly; monthly prices are for a monthly subscription.
What Are the Key Differences Between Calendly and Microsoft Bookings?
In short 6 differences that change which tool fits, each from the vendors' own pages.
| Topic | Calendly | Microsoft Bookings |
|---|---|---|
| How you buy it | Free plan, then per seat from $10 a month billed yearly | Included with Microsoft 365 plans such as Business Basic at $7 per user a month paid yearly, and with Teams Essentials; not sold alone |
| Free plan | Yes, 1 event type | No; a 1-month Microsoft 365 trial that needs a card |
| Payments at booking | Stripe and PayPal from Standard | None; Microsoft says you cannot link a payment option |
| Team scheduling | Round robin on Teams, by availability or equal distribution | A random available staff member without equal distribution, or all assigned staff for group services |
| CRM | HubSpot from Standard, Salesforce from Teams | No native integration; Power Automate connector, up to 5 flows per booking mailbox, or Graph APIs |
| Booking page address | calendly.com | outlook.office365.com |
Calendly vs Microsoft Bookings FAQ
Is Microsoft Bookings free?
There is no separate fee if you already have Microsoft 365 Business Basic, Standard or Premium, or another plan that includes it. It is not sold alone and has no free plan, and the Microsoft 365 trial lasts 1 month and needs a card.
Can Microsoft Bookings take payments?
No. Microsoft's FAQ says you cannot link a payment option to Bookings. Calendly collects payment through Stripe or PayPal from its Standard plan.
Does Microsoft Bookings integrate with Salesforce or HubSpot?
Not natively. Bookings connects to other systems through a Power Automate connector, limited to 5 flows per booking mailbox, or through Graph APIs. Calendly has a native HubSpot integration from Standard and Salesforce from Teams.
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Related
Sources
Changelog
- Page published.