Bookwhen 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.

Bookwhen

See full pricing history

USD · US · source: bookwhen.com

Plan	Pricing	Charged by	Offer type
Lite	USD 16 monthly · USD 13.333333 / month with annual commitment $ 16 per month	Flat · per month	Standalone · Fixed
Standard	USD 29 monthly · USD 24.166667 / month with annual commitment $ 29 per month	Flat · per month	Standalone · Fixed
Plus	USD 59 monthly · USD 49.166667 / month with annual commitment $ 59 per month	Flat · per month	Standalone · Fixed
Enterprise	Contact sales Contact Us	Other	Standalone · Contact sales
Free	Free $ 0 forever	Flat · forever	Standalone · Free

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.

Bookwhen

Lite

Highlights 300 bookings / month: Included
Highlights 2 team members: Included
Highlights 1 booking page: Included
Highlights Unlimited locations & classes: Included
Highlights Payments & Discounts: Included
Highlights Ticket transfers: Included
Highlights Website integration (iframe or API): Included
Highlights Online Events: Included
Highlights Zoom integration: Included
Highlights Online support: Included

Standard

Highlights 800 bookings / month: Included
Highlights 5 team members: Included
Highlights 3 booking pages: Included
Highlights Unlimited locations & classes: Included
Highlights Payments & Discounts: Included
Highlights Ticket transfers: Included
Highlights Website integration (iframe or API): Included
Highlights Memberships: Included
Highlights Reminder emails: Included
Highlights Waiting list: Included
Highlights Vouchers: Included
Highlights Passes: Included
Highlights Online Events: Included
Highlights Zoom integration: Included
Highlights Attendance tracking: Included
Highlights Post-event Emails: Included
Highlights YouTube & Vimeo integration: Included
Highlights Online support: Included

Plus

Highlights 1800 bookings / month: Included
Highlights 10 team members: Included
Highlights 6 booking pages: Included
Highlights Unlimited locations & classes: Included
Highlights Payments & Discounts: Included
Highlights Ticket transfers: Included
Highlights Website integration (iframe or API): Included
Highlights Memberships: Included
Highlights Reminder emails: Included
Highlights Waiting list: Included
Highlights Vouchers: Included
Highlights Passes: Included
Highlights Online Events: Included
Highlights Zoom integration: Included
Highlights Attendance tracking: Included
Highlights Post-event Emails: Included
Highlights YouTube & Vimeo integration: Included
Highlights Online & phone support: Included

Enterprise

Highlights Bespoke plans: Included
Highlights Franchisor system: Included
Highlights Re-seller accounts: Included
Highlights Class search portals: Included

Free

Highlights 50 bookings / month: Included
Highlights 1 team member: Included
Highlights 1 booking page: Included
Highlights Free events only: Included
Highlights Website integration (iframe or API): 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.

Bookwhen

August 27, 2026 Source
- Lite: USD 16 monthly · USD 13.333333 / month with annual commitment
- Standard: USD 29 monthly · USD 24.166667 / month with annual commitment
- Plus: USD 59 monthly · USD 49.166667 / month with annual commitment
- Enterprise: Contact sales
- Free: Free
August 27, 2026 Source
- Free — free: Free
- Lite — paid: USD 16 monthly · USD 16 / month with annual commitment
- Standard — paid: USD 29 monthly · USD 29 / month with annual commitment
- Plus — paid: USD 59 monthly · USD 59 / 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