Software · head to head
Calendly vs Microsoft To Do
Calendly
Software
Scheduling automation platform for eliminating back-and-forth
- From
- Free
- Rated
- -
The short version
- They diverge on capability: Calendly covers Calendar sync, Microsoft To Do covers My Day suggestions.
Where they differ
Only the attributes on which Calendly and Microsoft To Do actually diverge.
| Attribute | Calendly | Microsoft To Do |
|---|---|---|
| Pricing model | Unknown | free |
| Platforms | Web, iOS, Android | Web, Ios, Android, Windows, Macos |
| Founded | 2013 | 1975 |
Identical on both: starting price (Free), free tier (Yes), 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 Microsoft To Do
- My Day suggestions
- List sharing
- Steps
- Due dates
- Reminders
- Microsoft 365
- Microsoft Teams
- Cortana
Both cover
- Outlook
What people use each for
The jobs each tool is most often brought in to do.
Calendly
- Sales meetingsnot Microsoft To Do
- Interview schedulingnot Microsoft To Do
- Customer callsnot Microsoft To Do
- Office hoursnot Microsoft To Do
- Webinar registrationnot Microsoft To Do
Microsoft To Do
- Schedulingnot Calendly
- Appointment bookingnot Calendly
- Time trackingnot Calendly
- Resource managementnot Calendly
- Team coordinationnot 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
Microsoft To Do
Nothing recorded yet. See the Microsoft To Do review.
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
Microsoft To Do
Free- FreeFree
- Unlimited tasks
- My Day
- List sharing
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 Microsoft To Do if
- You need my day suggestions.
- You want to start without paying.
- You work on Web, Ios, Android, Windows, Macos.
- You also want list sharing.
Questions people ask
- Is Calendly or Microsoft To Do better?
- Neither clearly leads. Calendly starts at Free and Microsoft To Do at Free, and user ratings are close enough to be indistinguishable. Choose on capability and platform support.
- Which is cheaper, Calendly or Microsoft To Do?
- Calendly starts at Free and Microsoft To Do at Free.
- Does Calendly or Microsoft To Do run on more platforms?
- Calendly runs on Web, iOS, Android. Microsoft To Do runs on Web, Ios, Android, Windows, Macos.
- Can I use Calendly for free?
- Both have a free tier, so you can try either at no cost before committing.
- 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 Microsoft To Do is typically brought in for.
- What can Calendly do that Microsoft To Do cannot?
- Calendly covers Calendar sync, Automated scheduling, Custom availability, Time zone detection. Microsoft To Do covers My Day suggestions, List sharing, Steps, Due dates. Both handle Outlook.
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
More on Microsoft To Do
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