Calendesk vs Sidekick AI

See how their public offers line up before you choose your own position. Prices stay in the currency, billing schedule, and charged unit each vendor publishes.

Calendesk

See full pricing history

USD · US · source: calendesk.com

Plan	Pricing	Charged by	Offer type
Standard	USD 97 monthly · USD 79 / month with annual commitment $97/month or $79/month billed annually	Flat · per month	Standalone · Fixed
Pro Highlighted	USD 147 monthly · USD 117 / month with annual commitment $147/month or $117/month billed annually	Flat · per month	Standalone · Fixed
Enterprise	Contact sales Custom pricing; contact sales	Flat · per month	Standalone · Contact sales

Sidekick AI

See full pricing history

USD · US · source: www.sidekickai.com

Plan	Pricing	Charged by	Offer type
Hero	Free Free Hero plan	Flat · per month	Standalone · Free
Superhero Highlighted	USD 5 monthly $5 per month	Flat · per month	Standalone · Fixed

What each plan includes

Feature names follow each vendor’s own pricing page, so verify the wording before treating them as exact equivalents.

Calendesk

Standard

Plan card Employees: 5

Included
Plan card Bookings: 750/month

Included
Plan card Websites: 1

Included

Pro

Plan card Employees: 15

Included
Plan card Advanced reminders: Included
Plan card Expanded notifications: Included

Enterprise

Plan card Custom employee capacity: Included
Plan card Custom booking volume: Included
Plan card Enterprise contract: Included

Sidekick AI

Hero

Plan card Connected calendar source: 1

Included
Plan card Scheduling pages: 3

Included
Plan card Unlimited meetings: Included

Superhero

Plan card Unlimited calendar sources: Included
Plan card Unlimited calendars: Included
Plan card Remove Sidekick branding: Included

How their prices changed

Each dated row shows the public prices observed when that vendor’s pricing page changed.

Calendesk

August 27, 2026 Source
- Standard: USD 97 monthly · USD 79 / month with annual commitment
- Pro: USD 147 monthly · USD 117 / month with annual commitment
- Enterprise: Contact sales

Sidekick AI

August 27, 2026 Source
- Hero: Free
- Superhero: USD 5 monthly