Softwr

Scheduling · head to head

Calendly vs Timely

Calendly logo

Calendly

Scheduling

Scheduling automation platform for eliminating back-and-forth

From
Free
Rated
-
Full reviewWebsite
Timely logo

Timely

Scheduling

Smart scheduling software with AI-powered features

From
$11/month
Rated
-
Full reviewWebsite

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; Timely starter is capped at 20 projects and a maximum of 5 users, at $11 per user per month billed monthly or $9 billed yearly
  • They diverge on capability: Calendly covers Calendar sync, Timely covers AI-powered scheduling.
  • Prices and features above were last checked on 30 August 2026.

Where they differ

Only the attributes on which Calendly and Timely actually diverge.

Attributes where Calendly and Timely differ
AttributeCalendlyTimely
Starting priceFree$11/month
Pricing modelUnknownsubscription
Free tierYesNo
PlatformsWeb, iOS, AndroidWeb, Ios, Android, Api
Founded20132015

Identical on both: user rating (Not yet rated), category (Scheduling).

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 Timely

  • AI-powered scheduling
  • Online booking
  • Automated reminders
  • Staff management
  • Client management
  • Resource allocation
  • Analytics and reporting
  • Mobile app

Both cover

  • Google Calendar
  • Slack
  • Stripe

What people use each for

The jobs each tool is most often brought in to do.

Calendly

  • Sales meetingsnot Timely
  • Interview schedulingnot Timely
  • Customer callsnot Timely
  • Office hoursnot Timely
  • Webinar registrationnot Timely

Timely

  • Team time tracking for professional servicesnot Calendly
  • Project billing and utilization reportingnot Calendly
  • Workforce capacity planningnot Calendly
  • Multi-team time management across currenciesnot Calendly

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

Timely

  • Starter is capped at 20 projects and a maximum of 5 users, at $11 per user per month billed monthly or $9 billed yearly
  • Premium is capped at a maximum of 50 users, at $20 per user per month billed monthly or $16 billed yearly
  • Unlimited users requires the Unlimited plan at $28 per user per month billed monthly or $22 billed yearly
  • Capacity management and reporting, overtime and undertime tracking, Azure user management and 50+ currencies are all on the Unlimited plan only
  • Team management, budgets and costs, and accounting and project management integrations are excluded from Starter
  • The Enterprise plan is contact sales only with no published price
  • Tasks is sold as a paid add-on rather than being included

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

Timely

$11/month
  • Starter$11/month
    • Up to 5 users
    • Up to 20 projects
    • Basic time tracking
  • Premium$20/month
    • Up to 50 users
    • Unlimited projects
    • All Starter features
  • Unlimited$28/month
    • Unlimited users
    • Unlimited projects
    • All Premium features
  • Enterprise$null/month
    • Custom pricing
    • All features

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.
Calendly review

Choose Timely if

  • You need ai-powered scheduling.
  • You work on Web, Ios, Android, Api.
  • You also want online booking.
Timely review

Questions people ask

Is Calendly or Timely better?
Neither clearly leads. Calendly starts at Free and Timely at $11/month, and user ratings are close enough to be indistinguishable. Choose on capability and platform support.
Which is cheaper, Calendly or Timely?
Calendly has a free tier; the other does not. Paid plans start at Free for Calendly and $11/month for Timely.
Does Calendly or Timely run on more platforms?
Calendly runs on Web, iOS, Android. Timely runs on Web, Ios, Android, Api.
Can I use Calendly for free?
Yes. Calendly has a free tier, so you can try it without paying. Timely starts at $11/month.
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 Timely is typically brought in for.
What can Calendly do that Timely cannot?
Calendly covers Calendar sync, Automated scheduling, Custom availability, Time zone detection. Timely covers AI-powered scheduling, Online booking, Automated reminders, Staff management. Both handle Google Calendar, Slack, Stripe.

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).

Source
Timely: Does Timely offer a free trial?

Yes, Timely provides 14 days of full feature access without requiring a credit card.

Source
Calendly: 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.

Source
Timely: What annual discounts does Timely offer?

Annual billing discounts range from 20% to 22% off monthly prices. Starter saves 20%, Premium saves 21%, and Unlimited saves 22% when billed yearly.

Source
Calendly: 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.

Source
Timely: Can I add team members to the Starter plan?

Starter plan supports a maximum of 5 users. For larger teams, Premium supports up to 50 users and Unlimited supports unlimited users.

Source
Calendly: 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.

Source
Timely: What is the cost of Timely's Tasks feature add-on?

The Tasks feature starts at $5 per person per month and is available across all Timely plans.

Source
Calendly: 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.

Source
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