kitio.aiCalendly vs SimplyBook.me
A side-by-side look at pricing plans, free tiers, features, pros and cons, updated for 2026. Calendly starts at $10/mo and SimplyBook.me starts at See pricing page. Check both pricing pages for current plans.
At a glance
Best for
Category
Pricing model
Starting price
Free plan
Made by
Based in
Rating
Key features
- Booking links
- Callie AI assistant (beta)
- Notetaker recaps and action items
- Payments
- Contact management
- Calendar integrations
- Online booking website
- Ask Simply AI assistant
- AI Voice Booking add-on
- Payments and deposits
- Calendar sync
- Zapier integration
| Feature | Calendly | SimplyBook.me |
|---|---|---|
| Best for | Meeting scheduling with an AI assistant and notetaker | Appointment booking system with a chat-based AI assistant |
| Category | Productivity | Productivity |
| Pricing model | Freemium | Freemium |
| Starting price | $10/mo | See pricing page |
| Free plan | Yes | Yes |
| Made by | Calendly | SimplyBook.me |
| Based in | United States | – |
| Rating | No ratings yet | No ratings yet |
| Key features |
|
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Pricing compared
Calendly starts at $10/mo and SimplyBook.me starts at See pricing page. Check both pricing pages for current plans.
Free plan
Cheapest paid plan
Top plan
Free trial
4 plans
Free
Free
- Basic scheduling
- Connect a calendar
Standard
$10/seat/mo billed yearly
- Per seat
- Unlimited event types
- Connect multiple calendars
Teams
$16/seat/mo billed yearly
- Per seat
- Everything in Standard
- Team scheduling tools
Enterprise
Contact sales
- Admin controls
- Custom setup
5 plans
Free
Free
- 50 bookings per month
- Admin app
- WordPress widget
Basic
€13.9/mo
- 100 bookings per month
- Payments, deposits and tips
- Point of sale
Standard
€29.9/mo
- 500 bookings per month
- 15 providers
- SAML SSO
Premium
€59.9/mo
- 2,000 bookings per month
- 30 providers
Enterprise
Custom
- Branded favicon
- Choice of data location
Prices in USD, checked Nov 5, 2026 or later. Plans change often, so confirm on each tool's site before you buy.
Pros and cons
Calendly
- Free plan available
- Invitees do not need a paid seat
- Scheduling, notes and contacts in one tool
- AI features are paid add-ons
- Callie is still in beta
- Seats are required per host
SimplyBook.me
- Free plan with 50 bookings
- Covers many service industries
- Manage setup and bookings by chat
- Booking caps on every plan
- Many features are paid add-ons
- Prices shown in euros
Which one should you choose?
Choose Calendly if you want:
- Free plan available
- Invitees do not need a paid seat
- Scheduling, notes and contacts in one tool
Watch out: ai features are paid add-ons.
Choose SimplyBook.me if you want:
- Free plan with 50 bookings
- Covers many service industries
- Manage setup and bookings by chat
Watch out: booking caps on every plan.
Calendly vs SimplyBook.me FAQ
What is the difference between Calendly and SimplyBook.me?
Calendly: Meeting scheduling with an AI assistant and notetaker. SimplyBook.me: Appointment booking system with a chat-based AI assistant. Both are productivity tools.
Is Calendly or SimplyBook.me cheaper?
Calendly starts at $10/mo and SimplyBook.me starts at See pricing page. Check both pricing pages for current plans.
Do Calendly and SimplyBook.me have free plans?
Calendly: Yes. SimplyBook.me: Yes.
Who makes Calendly?
Calendly is made by Calendly, based in United States.
Who makes SimplyBook.me?
SimplyBook.me is made by SimplyBook.me.
Which should I choose, Calendly or SimplyBook.me?
Choose Calendly if you value free plan available and invitees do not need a paid seat. Choose SimplyBook.me if you value free plan with 50 bookings and covers many service industries.