Calendly
Productivity
From$10/user/mo
10 people: $100 a month · $1,200 a year
- Free plan
- Up to 17% off yearly
- No startup credits listed
- 4 plans · priced per user
Calendly vs Microsoft 365: pricing compared
Plans, list prices and what a team of 5, 10 or 25 pays on each, from Surba's catalog of Productivity tools. Updated for 2026.
At a glance
Side by side
Calendly starts at $10/user/mo (Standard) and Microsoft 365 at $8.40/user/mo (Business Basic). For 10 people that's $100 vs $84 a month: Microsoft 365 is $16 a month (16%) cheaper than Calendly on list price.
Microsoft 365
Cheaper for 10 people
From$8.40/user/mo
10 people: $84 a month · $1,008 a year
- No free plan
- Up to 17% off yearly
- No startup credits listed
- 3 plans · priced per user
Plans
Calendly and Microsoft 365 plans
Every plan with a public price, in US dollars.
Calendly
Free
One event type · One calendar connection
Free
Standard
Unlimited event types · Multiple calendars · Automations & reminders
$10/user/mo
Teams
Round-robin scheduling · Lead routing · Managed event types
$16/user/mo
Enterprise
Starts at $15k/yr, 50+ seats · SSO & SAML · Audit log
$1,250/user/mo
Standard $10 and Teams $16 per seat/mo billed yearly ('Save 17%' / 'Save 20%'); monthly rates not shown.
Prices from Calendly's pricing page, checked 26 Oct 2026.
Microsoft 365
Business Basic
Web & mobile Office apps · Teams, Exchange email · 1 TB OneDrive
$8.40/user/mo
Business Standard
Desktop Office apps · Teams & business email
$16.80/user/mo
Business Premium
Advanced security · Device management
$26.40/user/mo
Monthly subscription prices; paid yearly $7 / $14 / $22 per user/mo (post July 2026 update). Up to 300 users. Copilot bundles cost more. Page timed out; figures from microsoft.com search snippets.
Prices from Microsoft 365's pricing page, checked 26 Oct 2026.
Team cost
What each costs your team
Entry paid plans, per month and per year at list price.
| Team | Calendly (Standard) | Microsoft 365 (Business Basic) | Difference |
|---|---|---|---|
| 5 people | $50/mo$600/yr a year | $42/mo$504/yr a year | Microsoft 365 $8 less a month |
| 10 people | $100/mo$1,200/yr a year | $84/mo$1,008/yr a year | Microsoft 365 $16 less a month |
| 25 people | $250/mo$3,000/yr a year | $210/mo$2,520/yr a year | Microsoft 365 $40 less a month |
Calendly is priced per user. Microsoft 365 is priced per user. Per-user prices are multiplied by the team; per-plan prices aren't. Before tax; yearly discounts not applied.
FAQ
Calendly vs Microsoft 365: questions
Which is cheaper, Calendly or Microsoft 365?
Calendly starts at $10/user/mo (Standard) and Microsoft 365 at $8.40/user/mo (Business Basic). For 10 people that's $100 vs $84 a month: Microsoft 365 is $16 a month (16%) cheaper than Calendly on list price. Compare features too: the cheaper plan isn't always the closer match.
Do Calendly and Microsoft 365 have free plans?
Calendly has a free plan (Free). Microsoft 365 has no free plan in Surba's catalog.
Are Calendly and Microsoft 365 cheaper if you pay yearly?
Calendly lists up to 17% off yearly billing. Microsoft 365 lists up to 17% off yearly billing.
More comparisons
Other Productivity comparisons
Paying for Calendly or Microsoft 365? Track it in Surba.
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