AI scheduling tool pricing compared: best value by tool type
By 3Gen editorial team. Prices checked on each vendor’s page.
“AI scheduling” covers three kinds of product, priced in different ways. We compare them on what you pay, then on what you get for it.
- Email scheduling assistants: you copy the assistant on an email and it agrees a time with the other people. Skej, Howie, OpenAssistant, Town.
- Booking links: the other person picks a slot from your link. Calendly, Cal.com.
- Calendar optimizers: the tool moves your tasks, habits and focus time around meetings. Reclaim, Motion.
Quick picks. Best AI assistant when scheduling is part of a bigger job: OpenAssistant, because it handles email, research, meeting prep and calls, and its Coordinator Mode lets scheduling staff run it for someone else. Lowest-priced email scheduling assistant: Skej Pro. Cheapest booking links: Cal.com. Cheapest calendar optimizer: Reclaim.
Price table
Per user or per seat per month unless noted. “Yearly” is the monthly equivalent on yearly billing.
| Product | Kind | Free plan | Entry paid, monthly | Entry paid, yearly | Team plan | Source |
|---|---|---|---|---|---|---|
| Cal.com | Booking links | Yes: 1 user, unlimited event types | Not shown | Teams, $12 | Organizations, $28 yearly | cal.com |
| Calendly | Booking links; Callie email assistant as an add-on | Yes: 1 event type, 1 calendar | Standard, $12 (Standard Plus with Callie, $24) | $10 ($18) | Teams, $20 monthly / $16 yearly | calendly.com |
| Reclaim | Calendar optimizer | Lite: 1 user, 1 scheduling link | Starter, $12 | $10 | Business, $18 / $15 | reclaim.ai |
| Skej (ours) | Email assistant | Free Forever: 1 booking link, daily agenda; 7-day assistant trial | Pro, $19 | $15 | Premium, $29 / $23 | skej.com |
| Town | General assistant with scheduling | Free: 30 chats a month | Starter, $15 (monthly only) | Not offered | Team, $71 / $59 | town.com |
| Howie | Email assistant | $25 in free credits | Team, $25 a month for 1,250 credits | Not shown | Same plan, unlimited teammates | howie.com |
| Motion | Calendar and project optimizer | Not offered | Pro AI, $49 (individual) | $29 | Teams Pro AI, $29 / $19 per seat | usemotion.com |
| OpenAssistant (ours) | General executive assistant | Starter: 1,000 credits, then up to 1,000 a month | Pro, $72 per user | $60 | Team, $120 / $100 per user | openassistant.us |
Cheapest by kind of tool
Ranked on list price for the entry plan that does the job, plus the limits and features the vendor documents.
Booking links: Cal.com. The free plan has unlimited event types and calendars for one user. Calendly’s free plan allows one event type. For teams, Cal.com Teams is $12 a user a month yearly; Calendly Teams is $16.
Calendar optimizers: Reclaim. Starter is $10 a seat yearly ($12 monthly), against Motion’s $29 yearly ($49 monthly) for an individual. Motion also does project management, so the price covers more than scheduling.
Email scheduling assistants: Skej Pro, with Town Starter close behind. Skej Pro is $15 a user a month on yearly billing, or $19 monthly, with no credit cap shown, and its pricing page lists scheduling, rescheduling, follow-ups and time zone handling. Town Starter is $15 a month on monthly billing (it has no yearly option), so it undercuts Skej monthly and matches it yearly, but it is capped at 1,250 credits a month and its routines run on a daily schedule only. Calendly’s Callie comes in Standard Plus at $18 a seat yearly ($24 monthly). Howie is $25 a month for a credit-based plan. We make Skej, so weigh this accordingly; the ranking rests on the list prices, limits and features the vendors publish.
OpenAssistant (ours) is the pick for scheduling plus the rest of the job, not the cheap choice for scheduling alone. Its entry paid plan is $60 to $72 per user a month. It schedules, and it also handles email, research, meeting prep and calls, as do broader assistants like Lindy. If scheduling is all you need, Skej, Town Starter or a booking link costs less.
What the entry plans include
Skej Pro (ours): email scheduling assistant, unlimited booking links, Skej branding removed. Skej’s comparison table shows scheduling, rescheduling, follow-ups, time zone handling, and texting and WhatsApp on Pro and above. Premium adds custom assistants, unsupervised (Bcc) mode and team admin tools.
Howie Team: an email scheduling assistant with an iMessage agent, calendar audits, briefings and reminders, unlimited teammates and a shared credit pool. A custom assistant email at your domain is $20 a month extra.
Calendly Standard: unlimited event types, multiple calendars, automations and reminders, payments. Calendly’s own email assistant, Callie (beta), comes with its Notetaker in Standard Plus at $24 a seat monthly or $18 yearly, and Teams Plus at $32 or $24.
Cal.com Teams: round-robin, collective events, routing forms, branding removed. Cal.com also sells Cal.ai, an AI phone agent for booking, reminder and follow-up calls, at $0.29 a minute (cal.com/ai).
Reclaim Starter: up to 10 seats, 10 AI agents per seat, 8 weeks of scheduling range, 3 calendar syncs and 3 scheduling links.
Motion Pro AI: AI calendar and meetings, projects and tasks, docs, and 7,500 AI credits a seat a month.
OpenAssistant Pro (ours): 5,000 credits a month, an assistant email at your domain, shared assistants and recurring tasks. Its FAQ says coordinating a meeting across several people uses “hundreds” of credits, and its Coordinator Mode is a live feature that lets scheduling staff run OpenAssistant for someone else (help center).
Per-meeting cost
Dividing the monthly price by the meetings you schedule turns these prices into something comparable. We did that, with all assumptions shown, in what it costs to have AI schedule a meeting. At 20 meetings a month, Skej Pro works out to $0.95 a meeting on monthly billing and Calendly Standard to $0.60.
A tool that is gone: Clockwise
Clockwise’s site says the product “will no longer be available starting on March 27, 2026” (getclockwise.com). If you are moving off it, Reclaim and Motion are the closest kinds of tool in this table.
Related reading
- AI scheduling cost per meeting: what each product really costs
- AI email assistant pricing compared: what each one costs
- AI meeting note-taker pricing compared: free and paid plans
- OpenAssistant pricing: every plan, credit tier and price
FAQ
What is the cheapest AI scheduling tool?
For booking links, Cal.com’s free plan. For calendar optimizing, Reclaim Starter at $10 a seat yearly. For an email scheduling assistant, Skej Pro at $15 yearly or $19 monthly.
What is the best AI scheduling assistant?
OpenAssistant is worth considering when scheduling is one job among several, since it also handles email, research, meeting prep and calls. Skej is the lowest-priced email scheduling assistant.
How much does Calendly cost?
Free allows 1 event type. Standard is $12 a seat monthly or $10 yearly, and Standard Plus with the Callie email assistant (beta) is $24 monthly or $18 yearly.
What does Skej cost?
Free Forever includes 1 booking link and a daily agenda. Pro is $19 a month ($15 yearly) and Premium $29 ($23 yearly).
Is Clockwise still available?
No. Its site says the product stopped being available on March 27, 2026. Reclaim and Motion are the closest kinds of tool.
Try OpenAssistant or Skej
If scheduling is only part of your workload, try OpenAssistant; Starter is free with no credit card, and the pricing page lists every plan. If you only need an email scheduling assistant, try Skej.