Automate Basics

Chili Piper vs Calendly vs Cal.com

Pick up to 4 tools and see their free plans, entry prices, platforms and limits in one table. Every fact comes from each vendor's own pages, checked 21 October 2026.

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

Compared on
Chili Piper

From $1,250/mo

Calendly

Free plan · from $10/seat/mo

Cal.com

Free plan · from $12/user/mo

What it isInbound lead routing and instant meeting booking for B2B sales teams, on annual contracts from $15,000 a yearBooking-link scheduler with routing forms, Stripe and PayPal payments, and AI add-ons for notes and emailScheduling with unlimited event types free for one user; its open-source edition now continues as Cal.diy
Free planNo1 event type and 1 calendar connection; one-on-one scheduling, a customizable booking page and the browser extension; no payments1 user; unlimited event types, calendars and bookings; email and SMS notifications; 100+ app integrations; Stripe and PayPal payments; two-way Salesforce and HubSpot sync; no team features
Cheapest paid plan$1,250/mo billed annually (Routing & Scheduling)Chili Piper pricing$10/seat/mo billed annually (Standard)Calendly pricing$12/user/mo billed annually (Teams)Cal.com 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.Shown as $12 per user a month on yearly billing ('Save 25%'); the pricing page does not show the monthly-billed price. Includes 750 Cal.ai credits per member a month.
Free trialNone stated14-day free trial; the account then moves to the Free plan14-day free trial of Teams and Organizations
PlatformsWeb, APIWeb, iOS, Android, Chrome extension, APIWeb, iOS, Android, macOS, Windows, Linux, Browser 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 ZoomInfo100+ integrations, including Zoom, Google Calendar, Outlook, Salesforce, HubSpot, Slack, Stripe, PayPal and Zapier100+ apps, including Zapier, Make, Salesforce, HubSpot, Stripe and PayPal
Open sourceNoNoNo
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
  • Getting unlimited booking links free as a solo user
  • Distributing team meetings with round robin and routing forms
  • Adding scheduling to your own product through the API and embeds
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
  • Round robin, routing forms and removing Cal.com branding need a paid plan, from $12 per user a month billed yearly
  • The pricing page shows only yearly-billed prices
  • Cal.com's own code is no longer open source; the self-hosted Cal.diy edition drops teams, round robin, routing forms and workflows and is recommended for personal, non-production use
Made byChili Piper, Inc.Calendly LLCCal.com, Inc.

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.