Chili Piper vs Calendly

Written head to head: Calendly vs Chili Piper, with when to choose each side.

Compared on	Chili Piper From $1,250/mo VisitRemove	Calendly Free plan · from $10/seat/mo VisitRemove
What it is	Inbound lead routing and instant meeting booking for B2B sales teams, on annual contracts from $15,000 a year	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	$1,250/mo billed annually (Routing & Scheduling)Chili Piper pricing	$10/seat/mo billed annually (Standard)Calendly pricing
What it covers	$15,000 a year, billed annually; 15 seats included, then $45 per seat a month; 45,000 AI credits a year. Multi-year contracts get 15% (2 years), 25% (3 years) or 40% (4 years) off.	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	None stated	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)	Salesforce, HubSpot, Google and Outlook calendars, Slack, Microsoft Teams, Marketo, 6sense, Bombora, Gong Engage, Salesloft, Outreach, Clay, Apollo and ZoomInfo	100+ integrations, including Zoom, Google Calendar, Outlook, Salesforce, HubSpot, Slack, Stripe, PayPal and Zapier
Open source	No	No
Good for	Booking demo requests the moment a web form is submitted Routing inbound leads to the right rep in Salesforce Handing meetings from SDRs to account executives	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	No free plan or self-serve trial; plans are sold after a demo Annual billing only; the pricing FAQ says monthly billing is not available The entry plan costs $15,000 a year, and ChiliCal on its own needs at least 200 seats	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	Chili Piper, Inc.	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.