Toolradar Benchmark
What scheduling software really costs for a team of 5, 20 and 50 (2026)
Toolradar data: For a team of 20 users, scheduling software costs from $55 a month (Acuity Scheduling Premium, billed annually) to $1,475 (Chili Piper Growth), with a median of $200 across 6 tools, on prices confirmed on each vendor's pricing page on November 4, 2026.
Scheduling software lets clients and colleagues book time on someone's calendar through a link or a booking page, without back-and-forth emails. It is usually sold per user whose calendar takes bookings.
Data as of November 4, 2026. Prices confirmed on vendor pages on November 4, 2026; re-confirmed every few days.
Key findings
- For a team of 5 users, the cheapest confirmed scheduling software is Setmore Pro at $25 a month (billed annually); the median of 6 tools is $50 and the highest is Chili Piper Growth at $1,250.
- For a team of 20 users, the cheapest confirmed scheduling software is Acuity Scheduling Premium at $55 a month (billed annually); the median of 6 tools is $200 and the highest is Chili Piper Growth at $1,475.
- For a team of 50 users, the cheapest confirmed scheduling software is Setmore Pro at $250 a month (billed annually); the median of 5 tools is $500 and the highest is Chili Piper Growth at $2,825.
Source: Toolradar benchmark, prices confirmed on each vendor's US pricing page on November 4, 2026.
6
tools compared under the same method
6 left out, reasons below
$50
median monthly cost for 5 users
$10 per user, n = 6
$200
median monthly cost for 20 users
$10 per user, n = 6
$500
median monthly cost for 50 users
$10 per user, n = 5
How every row is computed
- For each team size, the cheapest paid plan with a published US price in USD that allows that many users. Plans sold only on quote are not counted.
- Monthly billing and annual billing are computed apart; annual is the yearly total divided by 12. A price with no billing term next to it is not counted, except a price per month on a page that offers no yearly billing at all (no monthly or annual switch, no mention of yearly billing), which is counted as month to month.
- Seat minimums, seat packs and user caps are applied, required add-ons and mandatory vendor fees are added, one-time setup fees are shown apart. A free plan is never the cost; whether it covers the team is shown apart.
- Each price is confirmed on the vendor's live page by two AI checkers from different model families, each quoting the page word for word. A price that is not confirmed is left out; a higher plan left out this way is skipped only when, at its last read price, it costs more than the cheapest confirmed plan.
- Not counted: taxes, usage (AI credits, contacts, tickets, overages), plans capped by usage volume (tickets or conversations a month), discounts shown only in the cart, behind a code or for a limited time, and optional add-ons.
- Rows are ordered by computed cost. No score, no rank of our own; sponsored or paid status never changes inclusion or order.
- A confirmation counts for 14 days: a tool not re-confirmed in that time leaves the tables until it is.
What a team of 5 users pays
| Tool | Billed monthly | Billed annually | Per user | How it was counted | Pricing page |
|---|---|---|---|---|---|
| Setmore | not confirmed | $25/mo Pro, $300/yr | $5 | no monthly price confirmed | setmore.comconfirmed Nov 4, 2026 |
| Acuity Scheduling | $34/mo Standard | $27/mo Standard, $324/yr | $5.40 | flat price, up to 6 users included | acuityscheduling.comconfirmed Nov 4, 2026 |
| Calendly | not confirmed | $50/mo Standard, $600/yr | $10 | no monthly price confirmed | calendly.comconfirmed Nov 4, 2026 |
| SavvyCal | $60/mo Basic | $50/mo Basic, $600/yr | $10 | per-seat price x team size | savvycal.comconfirmed Nov 4, 2026 |
| Cal.com | not confirmed | $60/mo Teams, $720/yr | $12 | no monthly price confirmed | cal.comconfirmed Nov 4, 2026 |
| Chili Piper | not confirmed | $1,250/mo Growth, $15,000/yr | $250 | flat price, up to 15 users included; no monthly price confirmed | chilipiper.comconfirmed Nov 4, 2026 |
What a team of 20 users pays
| Tool | Billed monthly | Billed annually | Per user | How it was counted | Pricing page |
|---|---|---|---|---|---|
| Acuity Scheduling | $69/mo Premium | $55/mo Premium, $660/yr | $2.75 | flat price, up to 36 users included | acuityscheduling.comconfirmed Nov 4, 2026 |
| Setmore | not confirmed | $100/mo Pro, $1,200/yr | $5 | no monthly price confirmed | setmore.comconfirmed Nov 4, 2026 |
| Calendly | not confirmed | $200/mo Standard, $2,400/yr | $10 | no monthly price confirmed | calendly.comconfirmed Nov 4, 2026 |
| SavvyCal | $240/mo Basic | $200/mo Basic, $2,400/yr | $10 | per-seat price x team size | savvycal.comconfirmed Nov 4, 2026 |
| Cal.com | not confirmed | $240/mo Teams, $2,880/yr | $12 | no monthly price confirmed | cal.comconfirmed Nov 4, 2026 |
| Chili Piper | not confirmed | $1,475/mo Growth, $17,700/yr | $73.75 | flat price for 15 users, plus 5 extra users; no monthly price confirmed | chilipiper.comconfirmed Nov 4, 2026 |
What a team of 50 users pays
| Tool | Billed monthly | Billed annually | Per user | How it was counted | Pricing page |
|---|---|---|---|---|---|
| Setmore | not confirmed | $250/mo Pro, $3,000/yr | $5 | no monthly price confirmed | setmore.comconfirmed Nov 4, 2026 |
| Calendly | not confirmed | $500/mo Standard, $6,000/yr | $10 | no monthly price confirmed | calendly.comconfirmed Nov 4, 2026 |
| SavvyCal | $600/mo Basic | $500/mo Basic, $6,000/yr | $10 | per-seat price x team size | savvycal.comconfirmed Nov 4, 2026 |
| Cal.com | not confirmed | $600/mo Teams, $7,200/yr | $12 | no monthly price confirmed | cal.comconfirmed Nov 4, 2026 |
| Chili Piper | not confirmed | $2,825/mo Growth, $33,900/yr | $56.50 | flat price for 15 users, plus 35 extra users; no monthly price confirmed | chilipiper.comconfirmed Nov 4, 2026 |
No confirmed figure for 50 users: Acuity Scheduling (no plan that allows 50 users had its price confirmed on this read).
Excluded, and why
- Appointy: The prices we last read were not on its pricing page on November 4, 2026: they may have changed, or the page loads them in a way our readers do not see.
- Doodle: The pricing URL returns a 404 page; no price could be read.
- SimplyBook.me: Its page prints prices our readers could not tie to one plan and one billing option on November 4, 2026 (for example monthly and annual figures run together).
- Square Appointments: Priced per location ($0, $49 and $149 a month per location, unlimited staff calendars), not per user: the cost follows locations, not team size.
- TidyCal: Pro is priced per account ($12 a month or $99 a year) and the page never says how many team members it covers; the other paid plans are one-time AppSumo lifetime deals.
- YouCanBook.me: The page prints one price per plan ($7.20, $10.40, $14.40 a month) without saying if it is the monthly, yearly or two-year rate; the figures match the 20% two-year discount.
What each price leaves out
Plans, add-ons and usage charges not in the figures, tool by tool
- Acuity Scheduling: Enterprise (unlimited calendars): contact the Enterprise team
- Cal.com: Monthly billing: its prices are not shown on the page as read; Enterprise: custom annual pricing, Talk to sales
- Calendly: Enterprise: starts at $15k a year and 50 seats, Talk to sales only; Monthly billing: offered, its prices are not shown on the page as read; Free: one event type, its user limit is not stated on this page; Notetaker and Callie (Standard Plus, Teams Plus): optional, price not shown; SSO security add-on on Teams: optional
- Chili Piper: Enterprise: from 250 seats, volume pricing, Talk to sales; ChiliCal standalone: $12 per user a month with a 200-seat minimum, billing term not stated; Multi-year contracts (2 to 4 years, 15% to 40% off): not counted; AI credits beyond those included (45,000 a year on Growth, 150,000 on Scale): usage
- SavvyCal: Free account: links and meeting polls only, taking bookings needs Basic or Premium; Volume pricing for teams of more than 50 users: on request; Nonprofit, education and student discount (25%): not counted; not confirmed on this read, left out: Premium (annual billing)
- Setmore: Monthly billing: offered, the page shows $12 next to the $5 annual price without saying it is the monthly price; SMS beyond the 500 credits a month per Pro team member: usage; Live Receptionist: separate plan, optional, $99 a month; Enterprise: contact us
Questions
How much does scheduling software cost for a team of 5?
Across 6 tools whose prices Toolradar confirmed on the vendor's pricing page (November 4, 2026), the cheapest paid plan for 5 users costs from $25 a month (Setmore Pro, billed annually) to $1,250 (Chili Piper Growth), median $50 a month, or $10 per user. Taxes, usage and optional add-ons are not included.
How much does scheduling software cost for a team of 20?
Across 6 tools whose prices Toolradar confirmed on the vendor's pricing page (November 4, 2026), the cheapest paid plan for 20 users costs from $55 a month (Acuity Scheduling Premium, billed annually) to $1,475 (Chili Piper Growth), median $200 a month, or $10 per user. Taxes, usage and optional add-ons are not included.
How much does scheduling software cost for a team of 50?
Across 5 tools whose prices Toolradar confirmed on the vendor's pricing page (November 4, 2026), the cheapest paid plan for 50 users costs from $250 a month (Setmore Pro, billed annually) to $2,825 (Chili Piper Growth), median $500 a month, or $10 per user. Taxes, usage and optional add-ons are not included.
Which scheduling software tools were left out of this benchmark?
6 tools were left out: Appointy (The prices we last read were not on its pricing page on November 4, 2026: they may have changed, or the page loads them in a way our readers do not see); Doodle (The pricing URL returns a 404 page; no price could be read); SimplyBook.me (Its page prints prices our readers could not tie to one plan and one billing option on November 4, 2026 (for example monthly and annual figures run together)); Square Appointments (Priced per location ($0, $49 and $149 a month per location, unlimited staff calendars), not per user: the cost follows locations, not team size); TidyCal (Pro is priced per account ($12 a month or $99 a year) and the page never says how many team members it covers; the other paid plans are one-time AppSumo lifetime deals); YouCanBook.me (The page prints one price per plan ($7.20, $10.40, $14.40 a month) without saying if it is the monthly, yearly or two-year rate; the figures match the 20% two-year discount).
About this benchmark
Why it exists. A vendor's page tells you its own price per user. This page applies one method to every tool, under the same conditions, so the totals can be compared: seat minimums, seat packs, user caps and required fees are applied the same way for all.
Independence. Toolradar sells advertising, including sponsored placements on some pages. Sponsored or paid status never changes which tools are included here or their order: inclusion is the list of tools considered (all shown, in the tables or under Excluded) and order is the computed cost. There is no score or rank of our own on this page. See how we rate.
Related. Best scheduling software tools · Scheduling software statistics · All benchmarks
Reuse. Free to reuse under CC BY 4.0 with a link to this page. Cite this: Toolradar, “What scheduling software really costs for a team of 5, 20 and 50”, prices confirmed November 4, 2026, toolradar.com/benchmarks/scheduling-software-cost. Machine-readable: JSON, CSV.