Cal.com vs Chili Piper

Cal.com9.1Visit Chili Piper8.3Visit

Higher score Cal.com #2 in Sales Appointment Scheduling Software 9.1/10 Free plan · 14-day trial Free planFree trial✓ 1 of 5 features Visit Cal.com

vs

Chili Piper #5 in Sales Appointment Scheduling Software 8.3/10 Paid ✓ 1 of 5 features Visit Chili Piper

• Cal.com fits best

  Teams that need flexible scheduling and routing

• Chili Piper fits best

  Revenue teams needing advanced lead routing

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Side by side

Feature	Cal.com 9.1/10 Visit ↗	Chili Piper 8.3/10 Visit ↗
At a glance
Editor score	9.1	8.3
Ranking	#2 in Sales Appointment Scheduling Software	#5 in Sales Appointment Scheduling Software
Best for	Teams that need flexible scheduling and routing	Revenue teams needing advanced lead routing
Pricing model	Free plan + paid	Paid
Starting price	$12/user/mo	$12/user/mo
Free plan	✓ (best)	—
Free trial	14 days	—
Deployment	Cloud, Self-hosted, Desktop, Mobile, Browser extension	Cloud, Browser extension
Platforms	Web, Windows, macOS, Linux, iOS, Android, Chrome extension	Web, Chrome extension
Support	Email, Docs	Email, Tickets, Live chat, Community, Docs
Compliance	SOC 2, ISO 27001, GDPR, HIPAA, SSO/SAML, 2FA	SOC 2, ISO 27001, GDPR, SSO/SAML
Integrations	100+ integrations	16 integrations
Built for	Solo, Small business, Mid-market, Enterprise	Mid-market, Enterprise
Features Cal.com 1/5 · Chili Piper 1/5
Qualification forms	Not checked yet	Not checked yet
Round-robin routing	Not checked yet	Not checked yet
Lead routing	Not checked yet	Not checked yet
CRM integrations	Not checked yet	Not checked yet
Automated reminders	✓	✓
Specs
Meeting types	Not checked yet	Not checked yet
Included team seats	Not checked yet	Not checked yet
Our review
Pros	Free plan includes unlimited event types and calendars. Teams adds round-robin scheduling, routing forms, and booking analytics. Supports hosted use, self-hosting, APIs, and 100+ integrations.	Offers round-robin, group, personal, and ownership-based booking links Syncs Google Calendar and Office 365 two ways, with email and SMS reminders Connects CRM write-back and Salesforce with routing and meeting analytics
Cons	Paid self-serve plans are billed annually per user. Organizations costs $28 per user per month on annual billing. Enterprise pricing is custom rather than a published fixed price.	No free plan; the $12 monthly option excludes AI credits and routing Routing & Scheduling starts at $1,250 per month on annual billing AI web experiences start at $3,500 per month on annual billing
Our verdict	Cal.com provides scheduling software for individuals, teams, organizations, and developers. Its booking pages let people publish and embed appointment availability, while calendar synchronization and conflict checking help coordinate… Read the review →	Chili Piper combines appointment scheduling with lead qualification and routing for revenue teams, particularly mid-market and enterprise organizations that need to get prospects to the right people. Booking links support personal, group,… Read the review →

Strengths and trade-offs

• Cal.com — where it wins

  • Free plan includes unlimited event types and calendars.
  • Teams adds round-robin scheduling, routing forms, and booking analytics.
  • Supports hosted use, self-hosting, APIs, and 100+ integrations.

  Where it doesn't

  • Paid self-serve plans are billed annually per user.
  • Organizations costs $28 per user per month on annual billing.
  • Enterprise pricing is custom rather than a published fixed price.

• Chili Piper — where it wins

  • Offers round-robin, group, personal, and ownership-based booking links
  • Syncs Google Calendar and Office 365 two ways, with email and SMS reminders
  • Connects CRM write-back and Salesforce with routing and meeting analytics

  Where it doesn't

  • No free plan; the $12 monthly option excludes AI credits and routing
  • Routing & Scheduling starts at $1,250 per month on annual billing
  • AI web experiences start at $3,500 per month on annual billing

• Cal.com9.1/10 · Free plan · 14-day trial

  Flexible scheduling with a free tier, team routing, payments, and self-hosting.

  Visit Cal.comFull verdict →
• Chili Piper8.3/10 · Paid

  Combines meeting booking with lead qualification and routing, but advanced tiers are costly.

  Visit Chili PiperFull verdict →