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Head-to-head · Appointment Scheduling Software

Chili Piper vs Schedly

  • Updated Oct 2026
  • Both researched from official sources
  • 6 checks side by side
Higher score Chili Piper #26 in Appointment Scheduling Software 6.3/10 Paid ✓ 4 of 5 features Visit Chili Piper
Schedly #40 in Appointment Scheduling Software 5.2/10 Free plan · 7-day trial Free planFree trial✓ 5 of 5 features Visit Schedly

Chili Piper leads on 0 checks, Schedly on 1, and 5 are even. Who comes out ahead on the 6 yes/no, price and count checks where we have data for both products. The editor score weighs everything else too.

Our verdict

  • Highest scoreChili Piper · 6.3/10
  • Free planonly Schedly
  • Free trialonly Schedly
  • Most featuresSchedly · 5 of 5

Chili Piper scores higher on our rubric for appointment scheduling software: 6.3 against 5.2 out of 10; our editors rank them #26 and #40.

Schedly offers free plan; Chili Piper doesn't.

Chili Piper is the better fit for revenue teams needing lead routing. Schedly is the better fit for growing teams with complex routing needs.

  • Chili Piper fits best

    Revenue teams needing lead routing

  • Schedly fits best

    Growing teams with complex routing needs

Advertiser disclosure: iTechGuides is reader-supported. Vendors can pay for top positions in our rankings and for a place on other products' pages, and we may earn a commission when you click some links. Bought places stand at the number bought; this page and our disclosure say so. Paying vendors may get a fuller, more detailed review from our editors, and that review can change their score. How we rank.

Side by side

Feature Chili Piper 6.3/10 Visit ↗ Schedly 5.2/10 Visit ↗
At a glance
Editor score 6.3 5.2
Ranking #26 in Appointment Scheduling Software #40 in Appointment Scheduling Software
Best for Revenue teams needing lead routing Growing teams with complex routing needs
Pricing model Paid Free plan + paid
Starting price $12/user/mo —
Free plan — ✓ (best)
Free trial — 7 days
Deployment Cloud, Browser extension Cloud
Platforms Web, Chrome extension Web
Integrations 16 integrations 11 integrations
Features Chili Piper 4/5 · Schedly 5/5
Booking pages ✓ ✓
Group booking ✓ ✓
Round-robin scheduling ✓ ✓
Automated reminders ✓ ✓
Payment collection Not checked yet ✓ (best)
Specs
Calendar sync Two-way Two-way
Our review
Pros
  • Routes and assigns inbound leads with configurable round-robin rules
  • Syncs two ways with Google Calendar and Office 365
  • Provides CRM write-back, APIs, and AI-assisted qualification
  • Branded booking pages with real-time two-way calendar sync
  • Round-robin, territory-based, and specialty-based routing
  • Payments, recurring appointments, reminders, and group bookings
Cons
  • Routing & Scheduling starts at $1,250 per month
  • ChiliCal standalone requires a minimum of 200 seats
  • ChiliCal standalone excludes AI, orchestration, and routing
  • Free is limited to one user, event type, and calendar connection
  • API access is available on the Pro plan
  • White-label branding and SSO require the Enterprise plan
Our verdict

Chili Piper is appointment scheduling software for B2B revenue teams that need to qualify inbound visitors, route leads, and book meetings with the right representative. It combines booking links, embedded scheduling experiences,…

Read the review →

Schedly is appointment scheduling software for individuals, teams, and service-based businesses. It combines branded booking pages with appointment and service management, calendar synchronization, automated reminders, group appointments,…

Read the review →
  1. Chili PiperAppointment Scheduling Software 6.3Paid
  2. SchedlyAppointment Scheduling Software 5.2Free plan · 7-day trial

Strengths and trade-offs

  • Chili Piper — where it wins

    • Routes and assigns inbound leads with configurable round-robin rules
    • Syncs two ways with Google Calendar and Office 365
    • Provides CRM write-back, APIs, and AI-assisted qualification

    Where it doesn't

    • Routing & Scheduling starts at $1,250 per month
    • ChiliCal standalone requires a minimum of 200 seats
    • ChiliCal standalone excludes AI, orchestration, and routing
  • Schedly — where it wins

    • Branded booking pages with real-time two-way calendar sync
    • Round-robin, territory-based, and specialty-based routing
    • Payments, recurring appointments, reminders, and group bookings

    Where it doesn't

    • Free is limited to one user, event type, and calendar connection
    • API access is available on the Pro plan
    • White-label branding and SSO require the Enterprise plan

Reviewed by iTechGuides Editors · Editorial team · Updated Oct 2026

Last updated · How we research and update