Cheapest scheduling software for 20 users
At 20 seats the cheapest overall (free plans included) is Square Appointments Free at $0/month. 1 vendor has a $0 plan that fits. The cheapest paid plan is Square Appointments Plus at $49/month.
Last checked 2026-10-18 on the official pages.
Annual billing: all vendors
Cheapest fitting plan per vendor, free plans included, per month, 100 bookings a month.
| Vendor and cheapest fitting plan | Price basis | Monthly total | Annual total (×12) | Note |
|---|---|---|---|---|
| Square Appointments Free monthly price | flat per location (1 location assumed): $0 | $0 | $0 | Unlimited staff calendars; card processing 2.6% + 15¢ in person, 3.3% + 30¢ online |
| SimplyBook.me Premium | flat per account: $49.90 | $49.90 | $598.80 | 30 providers, 2,000 bookings |
| Acuity Scheduling Premium | flat per account: $55 | $55 | $660 | Up to 36 calendars |
| Setmore Pro | per user: $5 × 20 | $100 | $1,200 | Unlimited users, SMS reminders, 2-way calendar sync |
| Zoho Bookings Basic | per user: $6 × 20 | $120 | $1,440 | 1 workspace |
| Calendly Standard | per seat: $10 × 20 | $200 | $2,400 | Unlimited event types, 6 calendars |
| SavvyCal Basic | per user: $10 × 20 | $200 | $2,400 | Unlimited calendars and links, team scheduling |
| Cal.com Teams | per user: $12 × 20 | $240 | $2,880 | Round-robin, routing forms |
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Monthly billing: all vendors
| Vendor and cheapest fitting plan | Price basis | Monthly total | Annual total (×12) | Note |
|---|---|---|---|---|
| Square Appointments Free | flat per location (1 location assumed): $0 | $0 | $0 | Unlimited staff calendars; card processing 2.6% + 15¢ in person, 3.3% + 30¢ online |
| SimplyBook.me Premium | flat per account: $59.90 | $59.90 | $718.80 | 30 providers, 2,000 bookings |
| Acuity Scheduling Premium | flat per account: $69 | $69 | $828 | Up to 36 calendars |
| Zoho Bookings Basic | per user: $8 × 20 | $160 | $1,920 | 1 workspace |
| Calendly Standard | per seat: $12 × 20 | $240 | $2,880 | Unlimited event types, 6 calendars |
| SavvyCal Basic | per user: $12 × 20 | $240 | $2,880 | Unlimited calendars and links, team scheduling |
| Setmore Pro | per user: $12 × 20 | $240 | $2,880 | Unlimited users, SMS reminders, 2-way calendar sync |
| Cal.com Teams | per user: $16 × 20 | $320 | $3,840 | Round-robin, routing forms |
Cheapest paid plan, annual billing
$0 plans left out.
| Vendor and cheapest fitting plan | Price basis | Monthly total | Annual total (×12) | Note |
|---|---|---|---|---|
| Square Appointments Plus monthly price | flat per location (1 location assumed): $49 | $49 | $588 | Per location; online card rate 2.9% + 30¢ |
| SimplyBook.me Premium | flat per account: $49.90 | $49.90 | $598.80 | 30 providers, 2,000 bookings |
| Acuity Scheduling Premium | flat per account: $55 | $55 | $660 | Up to 36 calendars |
| Setmore Pro | per user: $5 × 20 | $100 | $1,200 | Unlimited users, SMS reminders, 2-way calendar sync |
| Zoho Bookings Basic | per user: $6 × 20 | $120 | $1,440 | 1 workspace |
| Calendly Standard | per seat: $10 × 20 | $200 | $2,400 | Unlimited event types, 6 calendars |
| SavvyCal Basic | per user: $10 × 20 | $200 | $2,400 | Unlimited calendars and links, team scheduling |
| Cal.com Teams | per user: $12 × 20 | $240 | $2,880 | Round-robin, routing forms |
Cheapest paid plan, monthly billing
| Vendor and cheapest fitting plan | Price basis | Monthly total | Annual total (×12) | Note |
|---|---|---|---|---|
| Square Appointments Plus | flat per location (1 location assumed): $49 | $49 | $588 | Per location; online card rate 2.9% + 30¢ |
| SimplyBook.me Premium | flat per account: $59.90 | $59.90 | $718.80 | 30 providers, 2,000 bookings |
| Acuity Scheduling Premium | flat per account: $69 | $69 | $828 | Up to 36 calendars |
| Zoho Bookings Basic | per user: $8 × 20 | $160 | $1,920 | 1 workspace |
| Calendly Standard | per seat: $12 × 20 | $240 | $2,880 | Unlimited event types, 6 calendars |
| SavvyCal Basic | per user: $12 × 20 | $240 | $2,880 | Unlimited calendars and links, team scheduling |
| Setmore Pro | per user: $12 × 20 | $240 | $2,880 | Unlimited users, SMS reminders, 2-way calendar sync |
| Cal.com Teams | per user: $16 × 20 | $320 | $3,840 | Round-robin, routing forms |
Monthly total = price × seats for per-seat plans, the flat account price for the others. A seat is a user, staff calendar, provider or location, depending on the vendor; Square Appointments is priced per location and one location is assumed. Plans are skipped when they hold fewer seats or fewer bookings a month than needed (static pages assume 100 bookings a month). Annual = per-month price billed annually; monthly price = no annual price published, so the monthly price is used. “Cheapest overall” includes $0 plans; “cheapest paid” leaves them out. Ties go to the lower list price, then plan order. Enterprise plans (Calendly, Cal.com) are not tracked. Prices are USD, before tax. Affiliate status is never used.
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Frequently asked questions
What is the cheapest scheduling software for 20 users?
At 20 seats the cheapest overall (free plans included) is Square Appointments Free at $0/month. 1 vendor has a $0 plan that fits. The cheapest paid plan is Square Appointments Plus at $49/month. Annual billing, 100 bookings a month.
Is there a free scheduling plan for 20 users?
Yes: Square Appointments Free fit 20 seats and 100 bookings a month.
What does scheduling software cost for 20 users on monthly billing?
With monthly billing the cheapest overall is Square Appointments Free at $0/month and the cheapest paid plan is Square Appointments Plus at $49/month.
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