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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: July 2, 2026

Data compiled by Arthur Jacquemin
Updated July 2, 2026
Try Calendly freeTry Microsoft Teams freePrice updated todayPrice updated 3d ago
Best Value

Calendly - Calendly for specialized scheduling; Teams if Microsoft 365 Bookings meets your needs.

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 68 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 free
Microsoft Teams
Microsoft Teams
Try free
Tier 1
Product
Custom pricing
Includes
  • Scheduling automation
  • Meeting Notetaker
  • Contacts
  • Payments
  • 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
  • Payment processors
  • 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
  • Learning hub
  • 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
-

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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 for specialized scheduling; Teams if Microsoft 365 Bookings meets your needs.

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

Try Calendly free

Which Should You Choose?

Choose Calendly if:

  • •You need a specialized booking tool for external inbound scheduling
  • •You want professional booking flows without Microsoft 365 lock-in
  • •Your primary need is the scheduling workflow

Choose Microsoft Teams if:

  • •You need a full collaboration platform with chat, video, and documents
  • •You're in the Microsoft 365 ecosystem
  • •Your team needs unified communication, not just scheduling

Microsoft Teams is a full collaboration suite. Calendly is a focused scheduling tool. Teams has a Bookings feature, but Calendly's scheduling workflows are more sophisticated for external booking. Many Microsoft-centric organizations use Calendly alongside Teams because Bookings is limited. The choice depends on whether Teams' built-in feature is sufficient.

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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.
AI Recommendations

Sources

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

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