Calendar.com vs Microsoft Outlook Calendar

Calendar.com brings calendars, scheduling, contacts, analytics, and automation together in a service for individuals and teams. It supports shared calendars, two-way sync, time blocking, and booking links with time-zone-aware availability. Users can schedule one-on-one, group, round-robin, multi-host, and one-off meetings, and teams can coordinate through shared availability and booking-routing rules. Connections include Google, Outlook, iCloud, Exchange, CalDAV, and native calendars. More than 40 integrations are listed for automation; video options include Zoom, Microsoft Teams, Google Meet, Webex, and GoTo Meeting. The service is available on the web, iOS, Android, through an API, and as Chrome and Edge extensions. Individuals can use it free forever. Standard is $20 a month for up to 10 users, and Pro is $30 a month for up to 30. Enterprise has custom pricing and is described for teams of 30 or more. Teams can try it for 14 days; annual billing advertises a 20% saving.

Microsoft Outlook Calendar provides calendar and email access through web, desktop, and mobile apps, including iOS and Android. Outlook Free includes email and calendar, 15 GB of mailbox storage, 5 GB of cloud storage, and core security features such as spam filters. Shared calendars and video meeting support are listed. Outlook can connect Outlook.com, Gmail, Yahoo!, iCloud, and other mail services, and scans links and attachments for threats. Focused inbox, sweep, snooze, and flags help organize email, while access to Word, Excel, PowerPoint, and OneDrive files is also included. Copilot can draft messages and help adjust tone, length, and clarity, but in Outlook it currently works with outlook.com, hotmail.com, live.com, and msn.com addresses. Microsoft 365 Personal costs $9.99 a month, billed monthly, and includes 1 TB of storage and use on five devices. Personal, Family, and Premium offer a one-month free trial, and paid Microsoft 365 plans include ongoing support. Subscriptions renew automatically unless canceled in the Microsoft account.