Software · head to head
Calendly vs Chatwork

Calendly
Software
Scheduling automation platform for eliminating back-and-forth
- From
- Free
- Rated
- -

Chatwork
Software
Group chat for global teams, built to replace email with real-time communication
- From
- On request
- Rated
- -
The short version
- Only Calendly has a free tier, so it costs nothing to try first.
- Each has a real cost: Calendly the free plan allows one event type and one calendar connection, so it cannot handle different meeting formats; Chatwork no pricing figures or plan names are shown on the vendor's own homepage; only Sign up for free and Get Started buttons are offered, with pricing details requiring further navigation not present on the fetched page
Where they differ
Only the attributes on which Calendly and Chatwork actually diverge.
Identical on both: user rating (Not yet rated), category (Unknown).
What each one covers
Drawn from each product's published feature list. An absence here means we hold no record of it - not that the product lacks it.
Only in Calendly
- Calendar sync
- Automated scheduling
- Custom availability
- Time zone detection
- Reminder emails
- Buffer time
- Meeting polls
- Embed on website
Only in Chatwork
Nothing recorded that Calendly does not also cover.
What people use each for
The jobs each tool is most often brought in to do.
Calendly
- Sales meetingsnot Chatwork
- Interview schedulingnot Chatwork
- Customer callsnot Chatwork
- Office hoursnot Chatwork
- Webinar registrationnot Chatwork
Chatwork
No use cases recorded yet. See the Chatwork review.
Where each one falls short
Documented limitations, not opinions. Every one is a constraint you would hit in normal use.
Calendly
- The free plan allows one event type and one calendar connection, so it cannot handle different meeting formats
- Automated reminders and multiple calendars need Standard at $10 per seat per month
- Round-robin routing, lead qualification and Salesforce integration require Teams at $16 per seat per month
- SAML single sign-on, audit logs and domain control are Enterprise only, starting at $15,000 a year
- Advertised prices are the annual rates
Chatwork
- No pricing figures or plan names are shown on the vendor's own homepage; only Sign up for free and Get Started buttons are offered, with pricing details requiring further navigation not present on the fetched page
- The homepage highlights 256-bit encryption and ISO27001 certification as its main security claims without stating which plan tier includes them
Pricing, plan by plan
Calendly
Free- FreeFree
- 1 event type
- 1 calendar connection
- Basic confirmation email
- Standard$10/month
- Unlimited event types
- Multiple calendars (up to 6)
- Integrations with HubSpot, Mailchimp, Stripe, PayPal
- Teams$16/month
- All Standard features
- Salesforce integration
- Round-robin meetings
- Enterprise$15000/year
- All Teams features
- Salesforce routing lookup
- Microsoft Dynamics 365
Chatwork
On requestNo published plan breakdown. See the Chatwork review.
Which should you pick?
Choose Calendly if
- You need calendar sync.
- You want to start without paying.
- You work on Web, iOS, Android.
- You also want automated scheduling.
Choose Chatwork if
Nothing in the data separates Chatwork from Calendly on the points above - pick on price and on how each one feels to use.
Questions people ask
- Is Calendly or Chatwork better?
- Neither clearly leads. Calendly starts at Free and Chatwork at On request, and user ratings are close enough to be indistinguishable. Choose on capability and platform support.
- Which is cheaper, Calendly or Chatwork?
- Calendly has a free tier; the other does not. Paid plans start at Free for Calendly and On request for Chatwork.
- Does Calendly or Chatwork run on more platforms?
- Calendly runs on Web, iOS, Android. Chatwork runs on Web.
- Can I use Calendly for free?
- Yes. Calendly has a free tier, so you can try it without paying. Chatwork starts at On request.
- What is Calendly best used for?
- Calendly is most often used for sales meetings, interview scheduling, customer calls, office hours. Of those, sales meetings and interview scheduling are not what Chatwork is typically brought in for.
- What can Calendly do that Chatwork cannot?
- Calendly covers Calendar sync, Automated scheduling, Custom availability, Time zone detection.
Answered from the vendors’ own pages
Calendly: Does the free tier include automatic reminders?
No. The free plan only includes a basic confirmation email when someone books. Automated reminder workflows, SMS reminders, and follow-up sequences require the Standard plan ($10/month or higher).
SourceCalendly: Can I offer multiple meeting types on the free plan?
Only one event type can be active at a time. You can create multiple event types, but only one booking link works simultaneously. Switching between different meeting lengths requires manually activating another event type.
SourceCalendly: Does Calendly work with Apple Calendar and iCloud?
No longer for new users. As of August 20, 2024, new users cannot connect iCloud or Apple Calendar. Existing connections continue to work, but Calendly ended support for new Apple Calendar integrations citing Apple's security changes.
SourceCalendly: What platforms can I use Calendly on?
Calendly is available on Web, iOS, and Android. Browser extensions are available for Safari. There are no dedicated Windows or Mac desktop applications.
SourceCalendly: What does the Standard plan ($10/month) add over free?
Unlimited event types, multiple calendar connections (up to 6), integrations with HubSpot, Mailchimp, Salesforce, Stripe, PayPal, Zapier, and webhooks, plus automated reminders and email sequences.
SourceRelated pages
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