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Calendly vs Microsoft Teams: Pricing Comparison 2026

Side-by-side pricing comparison of Calendly and Microsoft Teams. See all plans, features, and costs at a glance.

Bottom line: Calendly starts at Custom pricing and Microsoft Teams starts at $4/mo. Compare all 8 pricing tiers side by side.

Last updated: March 16, 2026

Data compiled by Arthur Jacquemin
Updated March 16, 2026
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Calendly vs Microsoft Teams: Quick Pricing Facts

FeatureCalendlyMicrosoft Teams
Starting PriceCustom pricing$4/mo
Number of Plans53
Free TierNoNo
Pricing Modelfreemiumper-seat
Annual DiscountN/AN/A

Calendly and Microsoft Teams are both priced at Custom pricing, making them equally accessible Communication tools. Together they offer 8 pricing plans with 65 features compared, so the best choice comes down to which features match your needs.

Calendly uses freemium pricing while Microsoft Teams uses per-seat pricing, which may affect your total cost at scale.

Review the detailed tier-by-tier comparison above to see exactly which features are included at each price point and find the best fit for your Communication needs.

Pricing Plans
Calendly
Calendly
Try it free
Microsoft Teams
Microsoft Teams
Try it free
Tier 1
Product
Custom pricing
Includes
  • Scheduling automation
  • Meeting Notetaker
  • Customizable availability
  • Mobile apps
  • Browser extensions
  • Meeting routing
  • Event Types
  • Email & website embeds
  • Reminders & follow-ups
  • Meeting polls
  • Analytics
  • Admin management
Start with Product
Microsoft Teams EssentialsPopular
$4/monthCheapest
Includes
  • Chat, call, and video conferencing
  • Real-time collaboration with file sharing, tasks, and polling
  • Team meeting recordings with transcripts and live captions (English)4
  • 10 GB of cloud storage per user
  • Data encryption for meetings, chats, calls, and files
  • Anytime phone and web support
Start with Microsoft Teams Essentials
Tier 2
Integrations
Custom pricing
Includes
  • Google ecosystem
  • Microsoft ecosystem
  • Calendars
  • Video conferencing
  • Payments
  • Sales & CRM
  • Recruiting & ATS
  • Email messaging
  • Embed Calendly
  • Analytics
  • API & connectors
  • Security & compliance
Start with Integrations
Microsoft 365 Business Basic
$6/monthCheapest
Includes
  • Identity and access management for up to 300 users
  • Web and mobile versions3 of Word, Excel, PowerPoint, and Outlook apps
  • Custom business email (you@yourbusiness.com)
  • 1 TB of cloud storage per user
  • 10+ additional apps for your business needs (including Microsoft Bookings, Planner, and Forms)
  • AI chat experience with web grounding, writing assistance, data analysis, and access to agents5
  • Automatic spam and malware filtering
Start with Microsoft 365 Business Basic
Tier 3
Calendly
Custom pricing
Includes
  • Pricing
  • Product overview
  • Solutions
  • For individuals
  • For small businesses
  • For large companies
  • Compare
  • Security
  • Sign up for free
  • Talk to sales
  • Get a demo
Start with Calendly
Microsoft 365 Business Standard
$13/monthCheapest
Includes
  • Desktop, web, and mobile versions3 of Word, Excel, PowerPoint, Outlook, and other apps
  • Webinars with attendee registration and reporting
  • Collaborative workspaces to co-create using Microsoft Loop
  • Video editing and design tools with Microsoft Clipchamp
Start with Microsoft 365 Business Standard
Tier 4
Resources
Custom pricing
Includes
  • Help center
  • Resource center
  • Blog
  • Customer stories
  • Calendly community
  • Developer tools
  • Release notes
Start with Resources
—
Tier 5
Company
Custom pricing
Includes
  • About us
  • Leadership
  • Careers We’re hiring!
  • Newsroom
  • Become a partner
  • Contact us
Start with Company
—

Swipe to compare plans →

Calendly

Scheduling automation platform for meetings

View all Calendly plans

Microsoft Teams

Team collaboration hub with chat, meetings, and file sharing

View all Microsoft Teams plans

What Reviewers Say

Our Pick

Calendly

Calendly offers 5 tiers vs 3.

Based on pricing data only. Review the full comparison below for your specific needs.

Best value: Calendly

Try Calendly free

Which Should You Choose?

Choose Calendly if:

  • •You need 5 pricing tiers for flexible team sizing—more options mean less overpaying for features you don't need
  • •You want more features built-in—Calendly offers 31 additional features across its plans
  • •Your team needs custom enterprise pricing—Calendly offers negotiated terms for large deployments

Choose Microsoft Teams if:

  • •You prioritize Microsoft Teams's user experience and interface over price (both tools are similarly priced)
  • •You want Microsoft Teams's approach to incremental feature unlocking across its 3 pricing tiers
  • •Microsoft Teams's focused feature set keeps your team in control without tool bloat

Calendly and Microsoft Teams offer competitively positioned plans [1], with Calendly starting at Custom pricing and Microsoft Teams at $4/mo. This pricing similarity means value differentiation comes down to feature alignment rather than cost. Calendly provides 5 pricing tiers versus Microsoft Teams' 3 options, which affects your flexibility and cost-per-tier efficiency as your team scales and usage increases. Feature-wise, Calendly offers 48 total features across its tiers, while Microsoft Teams provides 17. Map your required features to each tier to determine which tool delivers the capabilities you need at your target price point. With similar pricing, your final decision should prioritize feature requirements, integration ecosystem, and hands-on user experience testing. Request demos or activate trials with both vendors to validate long-term fit before committing to annual contracts.

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Frequently Asked Questions: Calendly vs Microsoft Teams

How many pricing plans does Calendly have vs Microsoft Teams?
Calendly offers 5 pricing plans, while Microsoft Teams offers 3 plans. More plans typically means more flexibility to match your exact needs and budget.
What is the most popular Microsoft Teams plan?
The Microsoft Teams Essentials plan is Microsoft Teams' most popular tier, priced at $4/mo. Key features include Chat, call, and video conferencing, Real-time collaboration with file sharing, tasks, and polling, Team meeting recordings with transcripts and live captions (English)4.
Does Calendly or Microsoft Teams offer custom enterprise pricing?
Calendly offers a custom-priced enterprise tier for larger teams. Microsoft Teams lists all its pricing publicly.
What pricing models do Calendly and Microsoft Teams use?
Calendly uses a freemium pricing model, while Microsoft Teams uses per-seat pricing. The right model depends on your team size and usage patterns.
How do Calendly and Microsoft Teams compare for Communication?
Both Calendly and Microsoft Teams are Communication tools. Calendly offers 5 plans starting at Custom pricing, while Microsoft Teams offers 3 plans starting at $4/mo. Review the feature breakdowns above to see which better fits your Communication needs.

Sources

  1. Calendly Official Pricing— Vendor pricing page
  2. Microsoft Teams Official Pricing— Vendor pricing page

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