Calendly vs Chili Piper
What each one’s own pages state, side by side. Every value is a quote AirStack found on that product’s pages; “Not observed” means AirStack has not found it on that product’s pages.
| Calendly | Chili Piper | |
|---|---|---|
| What it says it does | Meeting Scheduling Software and AI Meeting Tools | Calendly calendly.com | Agents that turn your traffic into pipeline chilipiper.com |
| Starting at | $10 Standard · per user / month | $12 ChiliCal standalone · per user / month |
| Platforms | browser extension, mobile app calendly.com | Not observed |
| Integrations | Analytics, Google Calendar, Meet, Hubspot, Mailchimp, PayPal, Stripe, Marketo, Pardot, Google Meet, Microsoft Teams, Zoom, Google, Office 365, Outlook, Zapier, Google Analytics, Meta Pixel, Gmail, Salesforce, Microsoft Dynamics 365, Power Automate, Teams, Claude, ChatGPT, Typeform, LinkedIn, Slack, Microsoft Teams Chat calendly.com | Clay, HubSpot, Salesforce chilipiper.com |
| Compliance | SOC 2 calendly.com | CCPA, GDPR, ISO 27001, SOC 2 chilipiper.com |
| Free plan | Yes calendly.com | Not observed |
| Plans | Enterprise, Free, Standard, Teams calendly.com | Enterprise, Growth, Scale, Standalone ChiliCal chilipiper.com |
| Pricing basis | Not observed | All plans are billed annually. chilipiper.com |
Where they differ
- Calendly’s pages state a free plan; AirStack has not found that on Chili Piper’s pages.
- Chili Piper claims GDPR on its own pages; Calendly’s pages read by AirStack do not mention it.
- Chili Piper claims ISO 27001 on its own pages; Calendly’s pages read by AirStack do not mention it.
Prices are list prices as written on each pricing page; check them before you buy. Nothing here is a ranking or a recommendation.