Calendly charges US$16 a seat for round robin; Microsoft 365 includes Bookings

01What five people pay, and where the price jumps

We priced a five-person team on the cheapest published plan of each tool that lets all five take bookings, on annual billing. Calendly Standard is US$10 a seat and covers collective and group meetings; Teams, at US$16, adds round robin, routing forms and the Salesforce connection.¹ OnceHub’s Schedule plan is US$10 a seat and its Route plan, the first with round-robin distribution, is US$19.² Acuity Scheduling prices by account rather than seat: US$27 a month for up to six staff calendars on Standard.³ Setmore Pro is US$5 a user on annual pricing.⁴

Two of these change the answer for a small team. Setmore’s free plan covers up to four users, so a four-person front desk pays nothing at all.⁴ Acuity’s account pricing gets cheaper per head as the team grows: Starter is US$16 a month for one calendar, and Premium is US$55 for up to 36, which is about US$1.53 a calendar when every slot is used.³ Per-seat list prices stay flat per head as a team grows; account-priced ones fall.

02Group scheduling is four jobs, and only one is expensive

The 2023 list mixed tools that do different things. Doodle and When2meet find a time a fixed group can all make. Calendly and OnceHub route an outside caller to the right person. Acuity, SimplyBook.me and Setmore run a service business’s diary. Read the pricing pages side by side and four distinct jobs emerge, and the price climbs only at the last.

Round robin costs more because it is the feature a revenue team buys. Calendly bundles it with routing forms that qualify a lead before the meeting and with the Salesforce connection that records it.¹ OnceHub names its tier after the job: Route.² A clinic or a training firm rarely needs any of that; a sales team with inbound leads usually does.

03What happened to the ten tools we named in 2023

Several of the 2023 names were already out of date when we wrote them. ScheduleOnce, fourth on that list, had been renamed four years earlier: the company’s own timeline records that in 2019 “ScheduleOnce officially became OnceHub”.⁸ Acuity Scheduling now describes itself as “a Squarespace Company”.³ YouCanBook.me shows a Free, Individual, Professional and Team plan, with round robin only on Team, but every price on the page reads “$0 / month” beside a contact-sales button.⁹

04Check the suite you already own first

Microsoft Bookings is included in Microsoft 365 Business Basic, Business Standard, Business Premium, E3, E5, the F plans and Teams Essentials. Its Shared Bookings mode lets a team publish booking pages, add staff members and set services, hours and availability; its Personal Bookings mode is a one-person booking link.⁶ Business Basic moved from US$6 to US$7 a user a month on 1 July 2026.⁷ For a support desk or a branch that wants customers to book a slot with whoever is free, that is often enough, and it is already paid for.

Before comparing brands, four questions settle most decisions:

1. Who books? Colleagues booking each other need nothing beyond the calendar you have. Customers booking you need a public page, reminders and a record of who booked.
2. How many hosts per meeting? One host is the free or entry tier almost everywhere. Several hosts who must all attend is collective scheduling, US$10 a seat on Calendly. One host chosen from several is round robin, the expensive step.¹
3. Does the booking feed a CRM? If the meeting must land in Salesforce with the lead’s answers attached, budget for the routing tier for the people who take those calls.
4. How big will it get? Calendly’s Enterprise plan starts at US$15,000 a year and 50 seats; SimplyBook.me’s free plan stops at one provider and 50 bookings a month. Price the plan you will be on in a year, not the one you start on.¹⁵

Where it falls short is the revenue-team work in section 2: qualifying a lead with a routing form and writing the meeting to Salesforce. That is the case for a Calendly Teams or OnceHub Route seat, and it applies to the handful of people who take inbound sales calls. Google Workspace has appointment schedules too; Google says some features require an eligible paid subscription, but its help page does not list which.¹⁰