# Microsoft Bookings alternatives: what AI models name instead, September 2026

GTM AI Recommendation Index, September 2026 Edition. 180 of the 216 answers in the 1 category where Microsoft Bookings holds a standing named it neither first nor as an alternative; these are the first choices those answers made. Page: https://gtm-ai-index.com/vendors/microsoft-bookings/alternatives/

## Named instead, most often (every category and segment added)

- Calendly: 89
- Cal.com: 16
- Chili Piper: 16
- HubSpot Meetings: 16
- HubSpot Sales Hub: 5
- RevenueHero: 5

## Meeting scheduling

**Small business**: 65 of 72 answers did not name Microsoft Bookings.

- Calendly: first choice in 39 of those 65
- HubSpot Meetings: first choice in 8 of those 65
- Cal.com: first choice in 7 of those 65
- RevenueHero: first choice in 3 of those 65
- Chili Piper: first choice in 2 of those 65
- HubSpot Sales Hub: first choice in 1 of those 65
- HubSpot's Meeting Scheduler: first choice in 1 of those 65
- Setmore: first choice in 1 of those 65

**Mid-market**: 63 of 72 answers did not name Microsoft Bookings (Microsoft Bookings is #8 of 9 at 0%).

- Calendly: first choice in 32 of those 63
- HubSpot Meetings: first choice in 7 of those 63
- Chili Piper: first choice in 5 of those 63
- Cal.com: first choice in 3 of those 63
- HubSpot Sales Hub: first choice in 3 of those 63
- RevenueHero: first choice in 2 of those 63
- WhenAvailable: first choice in 2 of those 63
- Cal Clear: first choice in 1 of those 63

**Enterprise**: 52 of 72 answers did not name Microsoft Bookings (Microsoft Bookings is #3 of 7 at 11%).

- Calendly: first choice in 18 of those 52
- Chili Piper: first choice in 9 of those 52
- Cal.com: first choice in 6 of those 52
- Google Calendar: first choice in 1 of those 52
- HubSpot Meetings: first choice in 1 of those 52
- HubSpot Sales Hub: first choice in 1 of those 52
- Hubspot Meeting: first choice in 1 of those 52
- Microsoft Outlook Calendar: first choice in 1 of those 52

Published under CC BY 4.0. The output is the models' output; nothing here is a recommendation by the index.