Scheduling & Booking · head to head
Timely vs Chili Piper

Timely
Scheduling & Booking
Smart scheduling software with AI-powered features
- From
- Free
- Rated
- -

Chili Piper
Scheduling & Booking
Meeting scheduling and lead routing for revenue teams
- From
- On request
- Rated
- -
The short version
- Only Timely has a free tier, so it costs nothing to try first.
- Each has a real cost: Timely starter is capped at 20 projects and a maximum of 5 users, at $11 per user per month billed monthly or $9 billed yearly; Chili Piper entry Routing & Scheduling tier costs $1,250/month ($15,000/year) for 15 seats; additional seats cost $45/seat/month on top
Where they differ
Only the attributes on which Timely and Chili Piper actually diverge.
| Attribute | Timely | Chili Piper |
|---|---|---|
| Starting price | Free | On request |
| Free tier | Yes | No |
| Platforms | Web, Ios, Android, Api | Web |
| Founded | 2015 | Unknown |
Identical on both: pricing model (subscription), user rating (Not yet rated), category (Scheduling & Booking).
What each one covers
Drawn from each product's published feature list. An absence here means we hold no record of it - not that the product lacks it.
Only in Timely
- AI-powered scheduling
- Online booking
- Automated reminders
- Staff management
- Client management
- Resource allocation
- Analytics and reporting
- Mobile app
Only in Chili Piper
Nothing recorded that Timely does not also cover.
What people use each for
The jobs each tool is most often brought in to do.
Timely
- Automatic time tracking across apps and websites for billing clientsnot Chili Piper
- Reporting billable hours and monitoring project budgetsnot Chili Piper
- Team capacity planning and timesheet approvalnot Chili Piper
Chili Piper
No use cases recorded yet. See the Chili Piper review.
Where each one falls short
Documented limitations, not opinions. Every one is a constraint you would hit in normal use.
Timely
- Starter is capped at 20 projects and a maximum of 5 users, at $11 per user per month billed monthly or $9 billed yearly
- Premium is capped at a maximum of 50 users, at $20 per user per month billed monthly or $16 billed yearly
- Unlimited users requires the Unlimited plan at $28 per user per month billed monthly or $22 billed yearly
- Capacity management and reporting, overtime and undertime tracking, Azure user management and 50+ currencies are all on the Unlimited plan only
- Team management, budgets and costs, and accounting and project management integrations are excluded from Starter
- The Enterprise plan is contact sales only with no published price
- Tasks is sold as a paid add-on rather than being included
Chili Piper
- Entry Routing & Scheduling tier costs $1,250/month ($15,000/year) for 15 seats; additional seats cost $45/seat/month on top
- Only annual billing is offered; there is no monthly billing option
- ChiliCal Standalone, the cheapest per-seat option at $12/user/month, requires a minimum of 200 seats
Pricing, plan by plan
Timely
Free- FreeFree
- Basic scheduling
- Online booking
- Automated reminders
- Starter$29/month
- Everything in Free
- Staff management
- Customer management
- Professional$69/month
- Everything in Starter
- Advanced analytics
- Marketing tools
Chili Piper
On requestNo published plan breakdown. See the Chili Piper review.
Which should you pick?
Choose Timely if
- You need ai-powered scheduling.
- You want to start without paying.
- You work on Web, Ios, Android, Api.
- You also want online booking.
Choose Chili Piper if
Nothing in the data separates Chili Piper from Timely on the points above - pick on price and on how each one feels to use.
Questions people ask
- Is Timely or Chili Piper better?
- Neither clearly leads. Timely starts at Free and Chili Piper at On request, and user ratings are close enough to be indistinguishable. Choose on capability and platform support.
- Which is cheaper, Timely or Chili Piper?
- Timely has a free tier; the other does not. Paid plans start at Free for Timely and On request for Chili Piper.
- Does Timely or Chili Piper run on more platforms?
- Timely runs on Web, Ios, Android, Api. Chili Piper runs on Web.
- Can I use Timely for free?
- Yes. Timely has a free tier, so you can try it without paying. Chili Piper starts at On request.
- What is Timely best used for?
- Timely is most often used for automatic time tracking across apps and websites for billing clients, reporting billable hours and monitoring project budgets, team capacity planning and timesheet approval. Of those, automatic time tracking across apps and websites for billing clients and reporting billable hours and monitoring project budgets are not what Chili Piper is typically brought in for.
- What can Timely do that Chili Piper cannot?
- Timely covers AI-powered scheduling, Online booking, Automated reminders, Staff management.
Related pages
More on Chili Piper
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