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Beta. Plan prices come only from official pricing pages, in USD per month, before tax. A seat is a user, staff calendar, provider or location, depending on the vendor.
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Cheapest scheduling software for 5 users

At 5 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 SimplyBook.me Basic at $11.90/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 planPrice basisMonthly totalAnnual total (×12)Note
Square Appointments Free monthly priceflat per location (1 location assumed): $0$0$0Unlimited staff calendars; card processing 2.6% + 15¢ in person, 3.3% + 30¢ online
SimplyBook.me Basicflat per account: $11.90$11.90$142.805 providers, 100 bookings
Setmore Proper user: $5 × 5$25$300Unlimited users, SMS reminders, 2-way calendar sync
Acuity Scheduling Standardflat per account: $27$27$324Up to 6 calendars
Zoho Bookings Basicper user: $6 × 5$30$3601 workspace
Calendly Standardper seat: $10 × 5$50$600Unlimited event types, 6 calendars
SavvyCal Basicper user: $10 × 5$50$600Unlimited calendars and links, team scheduling
Cal.com Teamsper user: $12 × 5$60$720Round-robin, routing forms

Try Setmore ↗ (affiliate link)

Try SimplyBook.me ↗ (affiliate link)

Disclosure: Links marked “affiliate link” (SimplyBook.me, Setmore) earn ScheduleCost a commission if you sign up, at no cost to you. Prices, totals and rankings are calculated the same way for every vendor and never depend on affiliate status.

Monthly billing: all vendors

Vendor and cheapest fitting planPrice basisMonthly totalAnnual total (×12)Note
Square Appointments Freeflat per location (1 location assumed): $0$0$0Unlimited staff calendars; card processing 2.6% + 15¢ in person, 3.3% + 30¢ online
SimplyBook.me Basicflat per account: $13.90$13.90$166.805 providers, 100 bookings
Acuity Scheduling Standardflat per account: $34$34$408Up to 6 calendars
Zoho Bookings Basicper user: $8 × 5$40$4801 workspace
Calendly Standardper seat: $12 × 5$60$720Unlimited event types, 6 calendars
SavvyCal Basicper user: $12 × 5$60$720Unlimited calendars and links, team scheduling
Setmore Proper user: $12 × 5$60$720Unlimited users, SMS reminders, 2-way calendar sync
Cal.com Teamsper user: $16 × 5$80$960Round-robin, routing forms

Cheapest paid plan, annual billing

$0 plans left out.

Vendor and cheapest fitting planPrice basisMonthly totalAnnual total (×12)Note
SimplyBook.me Basicflat per account: $11.90$11.90$142.805 providers, 100 bookings
Setmore Proper user: $5 × 5$25$300Unlimited users, SMS reminders, 2-way calendar sync
Acuity Scheduling Standardflat per account: $27$27$324Up to 6 calendars
Zoho Bookings Basicper user: $6 × 5$30$3601 workspace
Square Appointments Plus monthly priceflat per location (1 location assumed): $49$49$588Per location; online card rate 2.9% + 30¢
Calendly Standardper seat: $10 × 5$50$600Unlimited event types, 6 calendars
SavvyCal Basicper user: $10 × 5$50$600Unlimited calendars and links, team scheduling
Cal.com Teamsper user: $12 × 5$60$720Round-robin, routing forms

Cheapest paid plan, monthly billing

Vendor and cheapest fitting planPrice basisMonthly totalAnnual total (×12)Note
SimplyBook.me Basicflat per account: $13.90$13.90$166.805 providers, 100 bookings
Acuity Scheduling Standardflat per account: $34$34$408Up to 6 calendars
Zoho Bookings Basicper user: $8 × 5$40$4801 workspace
Square Appointments Plusflat per location (1 location assumed): $49$49$588Per location; online card rate 2.9% + 30¢
Calendly Standardper seat: $12 × 5$60$720Unlimited event types, 6 calendars
SavvyCal Basicper user: $12 × 5$60$720Unlimited calendars and links, team scheduling
Setmore Proper user: $12 × 5$60$720Unlimited users, SMS reminders, 2-way calendar sync
Cal.com Teamsper user: $16 × 5$80$960Round-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.

Other team sizes: 1 user · 2 users · 3 users · 10 users · 15 users · 20 users · 25 users · 50 users · calculator

Frequently asked questions

What is the cheapest scheduling software for 5 users?

At 5 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 SimplyBook.me Basic at $11.90/month. Annual billing, 100 bookings a month.

Is there a free scheduling plan for 5 users?

Yes: Square Appointments Free fit 5 seats and 100 bookings a month.

What does scheduling software cost for 5 users on monthly billing?

With monthly billing the cheapest overall is Square Appointments Free at $0/month and the cheapest paid plan is SimplyBook.me Basic at $13.90/month.