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Cal.com vs Chili Piper

Cal.com and Chili Piper are both scheduling & calendar tools. Cal.com is aimed at freelancers and small businesses, while Chili Piper is aimed at enterprise and small businesses. Cal.com costs less, from $12/mo versus $1250/mo for Chili Piper. Only Cal.com has a free plan.

Cal.com

Open-source scheduling infrastructure

Chili Piper

Inbound lead routing and instant meeting booking for B2B revenue teams

PricingOpen source · $12Paid · $1250
Starting price$12/mo$1250/mo
Free planYesNo
Free trial14 days—
Built forFreelancers, Small businessesEnterprise, Small businesses
Platformswebweb
CountryUS · 2021US · 2016
Rating——

Choose Cal.com if

Individuals, startups and developers who want a free or embeddable scheduler and value open source.

  • Free tier is more generous than Calendly
  • Open source; self-host or embed
  • Rapid feature development

Look elsewhere if: Teams that need deep Salesforce routing and enterprise support today, or who prefer a fully managed, battle-tested brand.

Choose Chili Piper if

B2B revenue teams with meaningful inbound demand and complex routing rules in Salesforce or HubSpot.

  • Dramatically shortens speed-to-lead on inbound demo requests
  • Deep Salesforce and HubSpot routing logic
  • Handles complex territory and account ownership rules

Look elsewhere if: Freelancers and small teams who just need booking links (Calendly, SavvyCal, Cal.com).

Cal.com vs Chili Piper pricing

Cal.com

  • Free$01 user, unlimited event types and calendars
  • Teams$12/user/moBilled yearly; round robin, routing forms, no branding
  • Organizations$28/user/moBilled yearly; sub-teams, SAML SSO, SCIM
  • EnterpriseCustomSLA, dedicated database, HRIS integrations

Chili Piper

  • Routing & Scheduling$1,250/mo$15,000/yr; 15 seats, extra seats $45/mo, annual only
  • Experiences$3,500/mo$42,000/yr; 30 seats, AI chat, ABM targeting
  • ChiliCal$12/user/moStandalone scheduling; minimum 200 seats

Cal.com · Key features

  • Unlimited event types and bookings on the free plan
  • Round-robin, collective and managed team events
  • Routing forms, workflows and booking questions
  • Cal Video plus Zoom, Meet, Teams integrations
  • Platform APIs and embeddable atoms for building scheduling into apps
  • Self-hostable open-source core

Cons

  • UI polish and reliability occasionally trail Calendly
  • Self-hosting is non-trivial at scale
  • Some enterprise features require paid license

Chili Piper · Key features

  • Form Concierge that qualifies form fills and books meetings instantly
  • Chat AI that qualifies visitors and schedules meetings 24/7
  • Routing by CRM ownership, territory, round robin and ICP score
  • Handoff for SDRs booking on AE calendars with fairness rules
  • Distro for routing leads from webinars, events and content
  • Concierge Live and Handoff Live for instant calls from forms

Cons

  • Entry plan costs $15,000 per year with annual billing only
  • No free plan or self-serve trial
  • Too complex and expensive for simple scheduling needs

Cal.com vs Chili Piper: FAQ

Which is cheaper, Cal.com or Chili Piper?

Cal.com starts at $12/mo and Chili Piper at $1250/mo. Both prices are checked on the vendors' own pricing pages.

Do Cal.com and Chili Piper have a free plan?

Cal.com has a free plan. Chili Piper has no free plan.

Not sure yet?