Cheapest · Scheduling agents · Prices checked October 21, 2026 to October 23, 2026
Cheapest AI scheduling assistants (2026): 14 sorted by real price
14 AI scheduling assistants sorted by price, cheapest first, using only the prices each vendor publishes, with the plan name, the source and the date we checked it. 5 have a free plan. Sorted by price only, never by payment.
Quick answer
- Cheapest: Calendar0, whose lowest listed monthly plan is Pro (yearly): $8/mo (billed $96 yearly; unlimited chats, notes on every recording).
- Next cheapest: SkedPal (Core: $9.95/mo (billed annually; 21-day scheduling window, 1 calendar sync)), Calendly (Standard: $10/seat/mo).
- Free plan: Calendar0, Calendly, Cal.com, Skej, Blockit.
- Per user: Motion, Reclaim.ai, Calendly, Cal.com, Skej, Morgen and Chili Piper price per user or seat on at least one plan.
- Prices checked: October 21, 2026 to October 23, 2026, on each vendor's own pricing page.
AI scheduling assistants by price
| # | Product | Lowest listed monthly plan | Free plan | All plans | Checked | Source |
|---|---|---|---|---|---|---|
| 1 | Calendar0 | Pro (yearly): $8/mo (billed $96 yearly; unlimited chats, notes on every recording) | Free: $0 |
| October 23, 2026 | Source |
| 2 | SkedPal | Core: $9.95/mo (billed annually; 21-day scheduling window, 1 calendar sync) | No |
| October 23, 2026 | Source |
| 3 |  Calendly | Standard: $10/seat/mo | Free: $0 |
| October 21, 2026 | Source |
| 4 | Morgen | Team (yearly): $10/seat/mo (billed yearly, minimum 2 seats) | No |
| October 22, 2026 | Source |
| 5 |  Reclaim.ai | Starter: $10/seat/mo (for small teams) | No |
| October 21, 2026 | Source |
| 6 |  Cal.com | Teams: $12/user/mo (billed yearly) | Free: $0 |
| October 21, 2026 | Source |
| 7 |  Skej | Pro: $15/user/mo (billed yearly) | Free Forever: $0 |
| October 21, 2026 | Source |
| 8 | Sunsama | Pro (yearly): $17/mo (billed yearly; 14-day free trial) | No |
| October 21, 2026 | Source |
| 9 |  Akiflow | Pro yearly: $19/mo (billed yearly) | No |
| October 21, 2026 | Source |
| 10 |  Motion | Pro AI: $19/seat/mo | No |
| October 21, 2026 | Source |
| 11 |  Howie | Team: $25/mo (starts with $25 in free credits) | No |
| October 21, 2026 | Source |
| 12 |  Vimcal | Vimcal: $35/mo ($25 billed yearly) | No |
| October 21, 2026 | Source |
| 13 | Blockit | Lite: $83/mo (billed $999/yr) | Free: $0 |
| October 21, 2026 | Source |
| 14 | Chili Piper | Routing & Scheduling: from $1,250/mo (up to 15 seats, then $45/seat/mo; 45,000 AI credits a year) | No |
| October 23, 2026 | Source |
How we sorted: the lowest monthly price printed on each vendor's pricing page, cheapest first; products that only publish usage, yearly or quote pricing come last. Prices are copied from each vendor's public pricing page on the date shown; plan names and billing notes (per seat, billed yearly) are kept as the vendor writes them. "not published" or "Contact sales" means the vendor doesn't publish a price; we don't guess. Prices change; confirm with the vendor.
All 14, cheapest first
Scheduling agents →-
SchedulingFree tier
Calendar0
AI calendar that combines Google, Outlook and iCloud and adds meetings from one line of text.
SubscriptionFree; Pro $8/mo (billed yearly)
-
Scheduling
SkedPal
AI calendar that turns a to-do list into a schedule based on priorities and time maps.
Subscription$9.95/mo (billed yearly)
-
SchedulingFree tier
Calendly
Booking pages and routing for meetings, now with an AI notetaker and an AI scheduling assistant.
Per seatFree; Standard $10/seat/mo
-
Scheduling
Morgen
Calendar and task app with an AI planner that time-blocks your day across calendars and task tools.
Subscription$15/mo (billed yearly)
-
Assistants
Reclaim.ai
An AI calendar assistant for Google Calendar and Outlook that schedules meetings, tasks, habits and focus time.
Per seat · 2 use cases$10/seat/mo
-
SchedulingFree tier
Cal.com
Open-source scheduling with booking pages, routing forms and AI phone agents; can be self-hosted.
Per seatFree; Teams $12/user/mo (yearly)
-
SchedulingFree tier
Skej
An AI scheduling assistant you CC on email; it finds times and books meetings for you.
Per seatFree; Pro $15/user/mo (yearly)
-
Scheduling
Sunsama
A daily planner that pulls tasks and calendar events into one place and helps you plan a realistic day, with AI-assisted planning.
Subscription$17/mo (billed yearly)
-
Scheduling
Akiflow
A planner that pulls tasks from your apps into one inbox and time-blocks them on your calendar, with an AI assistant.
Subscription$34/mo
-
Assistants
Motion
An AI planner that schedules your tasks and projects into your calendar automatically.
Per seat$19/seat/mo
-
Assistants
Howie
An email-based scheduling assistant: copy it on a thread and it finds times and books the meeting.
Subscription$25/mo
-
Scheduling
Vimcal
A fast calendar app for busy people and assistants, with AI scheduling help and shared availability.
Subscription$35/mo
-
SchedulingFree tier
Blockit
A scheduling agent you copy into an email or Slack thread; it works out a time across time zones and sends the calendar invite.
SubscriptionFree; Lite $83/mo (billed yearly)
-
Scheduling
Chili Piper
Website conversion platform whose AI agents qualify inbound leads, route them and book sales meetings around the form fill.
Subscription$1,250/mo
FAQ
What is the cheapest AI scheduling assistant in 2026?
Of the 14 AI scheduling assistants we list with verified pricing, the cheapest by listed monthly price is Calendar0, whose lowest listed monthly plan is Pro (yearly): $8/mo (billed $96 yearly; unlimited chats, notes on every recording), checked October 23, 2026. With a free plan: Calendar0, Calendly, Cal.com, Skej and Blockit. Cheapest isn't always best value: compare what each plan includes.
Is there a free AI scheduling assistant?
Yes. Calendar0: yes. Its Free plan is $0 (100 assistant chats, 3 recordings with AI notes), checked October 23, 2026. Calendly: yes. Its Free plan is $0, checked October 21, 2026. Cal.com: yes. Its Free plan is $0 (individuals), checked October 21, 2026. Skej: yes. Its Free Forever plan is $0, checked October 21, 2026. Blockit: yes. Its Free plan is $0 (limited meetings), checked October 21, 2026.
How much does an AI scheduling assistant cost per month?
The lowest listed monthly plans run from $8/mo (Calendar0) to $1,250/mo (Chili Piper) across the 14 that print a monthly price. Prices checked October 21, 2026 to October 23, 2026.
Are these prices per user?
Some are. Motion, Reclaim.ai, Calendly, Cal.com, Skej, Morgen and Chili Piper price at least one plan per user or seat, so multiply by your team size. The others print a flat monthly price. Several also print a lower price for yearly billing; the table keeps the vendor's wording.
Can a vendor pay to be listed as cheaper?
No. The order is by price only, from each vendor's public pricing page on the date shown. Paid placements on AITeamGuide are always labelled "Sponsored" or "Featured" and never change this order.
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