Chili Piper vs SimplyBook.me
Chili Piper and SimplyBook.me are both scheduling & calendar tools. Chili Piper is aimed at enterprise and small businesses, while SimplyBook.me is aimed at small businesses and freelancers. Only SimplyBook.me has a free plan.
Inbound lead routing and instant meeting booking for B2B revenue teams
Online booking system with payments and POS for service businesses
| Pricing | Paid · $1250 | Freemium |
| Starting price | $1250/mo | Not published |
| Free plan | No | Yes |
| Free trial | — | 14 days |
| Built for | Enterprise, Small businesses | Small businesses, Freelancers |
| Platforms | web | web, ios, android |
| Country | US · 2016 | CY · 2009 |
| Rating | — | — |
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).
Choose SimplyBook.me if
Small and mid-sized appointment-based service businesses that want booking, payments, memberships and light POS in one tool.
- Very broad feature set for a booking tool at this price
- Free plan is permanent, not just a trial
- Payments, POS and memberships remove the need for separate tools
Look elsewhere if: Knowledge workers who only need a meeting link or solo users who want the simplest setup (Calendly, Acuity Scheduling).
Chili Piper vs SimplyBook.me pricing
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
SimplyBook.me
- Free€050 bookings/mo, 1 provider, 1 custom feature
- Basic€13.9/mo€11.9/mo billed annually; 100 bookings, 5 providers
- Standard€29.9/mo€24.9/mo billed annually; 500 bookings, 15 providers
- Premium€59.9/mo€49.9/mo billed annually; 2,000 bookings, 30 providers
- EnterpriseCustomCustom booking volume and providers; contact sales
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
SimplyBook.me · Key features
- Mobile-optimised booking website plus embeddable widget for your own site
- Multi-provider and multi-location calendars with service-level rules
- Online payments via Stripe, PayPal, Square, Apple Pay and Google Pay
- Point-of-sale module with Tap to Pay, QR codes and payment links
- Booking through Google, Facebook, Instagram and a branded client app
- Packages, memberships, gift cards, coupons and loyalty as add-on features
Cons
- Admin panel is cluttered and has a learning curve
- Monthly booking caps force upgrades for busy businesses
- SMS credits, custom domain and SMS gateway cost extra
Chili Piper vs SimplyBook.me: FAQ
Do Chili Piper and SimplyBook.me have a free plan?
Chili Piper has no free plan. SimplyBook.me has a free plan.