Calendly vs Microsoft Bookings
Entry paid: Calendly $12 · Microsoft Bookings $0. Free forever: Calendly yes · Microsoft Bookings yes.
At a glance
| Feature | Calendly | Microsoft Bookings |
|---|---|---|
| Entry monthly | $12 | $0 |
| Entry annual /mo | $10 | $0 |
| Entry plan | Standard | Included with M365 (no standalone) |
| Seats model | Per user | Per user |
| Forever free | Yes | Yes |
| Trial | Not listed | Not listed |
| Fees / notes | Not listed (optional Stripe/PayPal at booking — processor rates apply) | Not listed |
| Processor | Stripe / PayPal when enabled | Not applicable / Microsoft payments ecosystem |
| Category | scheduling | scheduling |
All plans
Calendly
| Plan | Mo | Yr/mo |
|---|---|---|
| Free | $0 | $0 |
| Standard | $12 | $10 |
| Teams | $20 | $16 |
| Enterprise | — | — |
Microsoft Bookings
| Plan | Mo | Yr/mo |
|---|---|---|
| Included with M365 (no standalone) | $0 | $0 |
Gotchas
Calendly
- Invitees do not need seats; only calendar hosts do.
- Enterprise floor is $15k/yr — not a per-seat retail SKU.
- No public affiliate program (Oct 2026) — ListCost links are official + UTM.
Microsoft Bookings
- Not a free forever consumer app — requires eligible M365 license.
- Feature set trails Calendly Teams for CRM routing.
- Marketing pages may 403 bots; service description is the cite.
FAQ
How much is Calendly vs Microsoft Bookings?
Calendly entry plan starts around $10/mo (best available monthly or annual-equivalent); Microsoft Bookings around $0/mo. Seat count often dominates — use the calculator on the scheduling hub.
Does Calendly or Microsoft Bookings have a free plan?
Calendly: yes — forever-free / $0 incremental available. Microsoft Bookings: yes — forever-free / $0 incremental available. Trials: Calendly Not listed days · Microsoft Bookings Not listed days.
Do seats or the sticker plan matter more?
For per-user tools (Calendly, Cal.com, SavvyCal, OnceHub, Doodle Team), seats multiply the bill. Flat tools (Acuity, SimplyBook, TidyCal Pro) stay flat until you hit plan limits. We show published seat billing when vendors list it.