Calendly vs Chili Piper

See how their public offers line up before you choose your own position. Prices stay in the currency, billing schedule, and charged unit each vendor publishes.

Calendly

See full pricing history

USD · US · source: calendly.com

Plan	Pricing	Charged by	Offer type
Free — Free	Free Free	Flat	Standalone · Free
Standard — Add Notetaker & Callie Highlighted	USD 10 monthly · USD 8 / month with annual commitment $10 /seat/mo Billed monthly or Save 17% billed yearly	Seat · $10 /seat/mo	Standalone · Fixed
Teams — Add Notetaker & Callie	USD 16 monthly · USD 13 / month with annual commitment $16 /seat/mo Billed monthly or Save 20% billed yearly	Seat · $16 /seat/mo	Standalone · Fixed

Chili Piper

See full pricing history

USD · US · source: www.chilipiper.com

Plan	Pricing	Charged by	Offer type
Routing & Scheduling	USD 1250 monthly · USD 1250 / month with annual commitment Starts at $1,250 /Month	Flat · Up to 15 seats included, $45/seat/mo after that.	Standalone · Starting at
Experiences Highlighted	USD 3500 monthly · USD 3500 / month with annual commitment Starts at $3,500 /Month	Flat · Up to 30 seats included, $50/seat/mo after that.	Standalone · Starting at
Chili Data Platform	Contact sales Starts at Coming soon	Other	Standalone · Contact sales
ChiliCal standalone	USD 12 monthly $12 / user / month	Seat · Minimum 200 seats	Standalone · Fixed

What each plan includes

Feature names follow each vendor’s own pricing page, so verify the wording before treating them as exact equivalents.

Calendly

Free — Free

Highlights Scheduling: One event type, One calendar connection, One-on-one scheduling

Included
Highlights Customizable booking page: Included
Highlights Browser extension: Included

Standard — Add Notetaker & Callie

Highlights Scheduling: Unlimited event types, Connect multiple calendars, Automations & reminders

Included
Highlights Integrations: Connect Hubspot, Mailchimp, Payments via Stripe and PayPal

Included
Highlights Notetaker: Recordings & transcripts, Shareable meeting recaps

Included
Highlights Callie Beta: Included
Highlights Joins Zoom, Google Meet, Microsoft Teams: Included

Teams — Add Notetaker & Callie

Highlights Scheduling: Everything in Standard, plus Round-robin & team scheduling, Qualify, route, & schedule leads, Centrally managed event types

Included
Highlights Integrations: Connect Marketo, Pardot, Send meetings to Salesforce, SSO security add-on (optional)

Included
Highlights Advanced admin controls: Included

Chili Piper

Routing & Scheduling

What's included Instantly qualify, route and schedule leads from any web form: Included
What's included Automated chat journeys that qualify and route visitors: Included
What's included Inbound lead distribution and round-robin assignment: Included
What's included Route and assign any Salesforce object: Included
What's included SDR-to-AE handoff, without the dropped balls: Included
What's included Funnel analytics: Included
What's included Smart scheduling links for every rep: Included
What's included SSO/SAML: Included
What's included Access to Spam Checker and Meeting Prep Agents: Included
What's included Re-engagement flows for visitors who didn't convert: Included
AI CREDITS AI credits: 45,000 credits included per year

Included
Highlights Seats included: 15 seats

Included
Support Dedicated CSM: Included

Experiences

What's included AI that qualifies, routes, and converts visitors 24/7: Included
What's included Live calling from forms and handoffs, no waiting: Included
What's included Account identification and ABM targeting based on account signals in Chat: Included
What's included User provisioning and admin controls: Included
What's included Access to new agents as they ship: Included
AI CREDITS AI credits: 150,000 credits included per year

Included
Highlights Seats included: 30 seats

Included
Support Dedicated CSM: Included

Chili Data Platform

What's included Upcoming magic: Unknown
AI CREDITS AI credits: Details coming soon

Unknown
Support Dedicated CSM + priority: Included

ChiliCal standalone

Highlights Full ChiliCal feature set: Included
Highlights CRM, calendar & messaging integrations: Included
Highlights Easy upgrade path to Routing & Scheduling or Experiences: Included
Highlights AI credits: No AI credits included

Excluded
Highlights Orchestration or routing: No orchestration or routing

Excluded

How their prices changed

Each dated row shows the public prices observed when that vendor’s pricing page changed.

Calendly

August 27, 2026 Source
- Free — Free: Free
- Standard — Add Notetaker & Callie: USD 10 monthly · USD 8 / month with annual commitment
- Teams — Add Notetaker & Callie: USD 16 monthly · USD 13 / month with annual commitment

Chili Piper

August 27, 2026 Source
- Routing & Scheduling: USD 1250 monthly · USD 1250 / month with annual commitment
- Experiences: USD 3500 monthly · USD 3500 / month with annual commitment
- Chili Data Platform: Contact sales
- ChiliCal standalone: USD 12 monthly
August 27, 2026 Source
- Routing & Scheduling: USD 1250 / month with annual commitment
- ChiliCal Standalone: USD 12 monthly