Scheduling · head to head
Chili Piper vs Timely

Chili Piper
Scheduling
Meeting scheduling and lead routing for revenue teams
- From
- $1250/month
- Rated
- -

Timely
Scheduling
Smart scheduling software with AI-powered features
- From
- $11/month
- Rated
- -
The short version
- Each has a real cost: Chili Piper no free tier available; 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
- Prices and features above were last checked on 30 August 2026.
Where they differ
Only the attributes on which Chili Piper and Timely actually diverge.
| Attribute | Chili Piper | Timely |
|---|---|---|
| Starting price | $1250/month | $11/month |
| Platforms | Web | Web, Ios, Android, Api |
| Founded | Unknown | 2015 |
Identical on both: pricing model (subscription), free tier (No), user rating (Not yet rated), category (Scheduling).
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 Chili Piper
Nothing recorded that Timely does not also cover.
Only in Timely
- AI-powered scheduling
- Online booking
- Automated reminders
- Staff management
- Client management
- Resource allocation
- Analytics and reporting
- Mobile app
What people use each for
The jobs each tool is most often brought in to do.
Chili Piper
- Lead routing and scheduling for sales teamsnot Timely
- AI-powered lead qualificationnot Timely
- Sales acceleration with automated workflowsnot Timely
Timely
- Team time tracking for professional servicesnot Chili Piper
- Project billing and utilization reportingnot Chili Piper
- Workforce capacity planningnot Chili Piper
- Multi-team time management across currenciesnot Chili Piper
Where each one falls short
Documented limitations, not opinions. Every one is a constraint you would hit in normal use.
Chili Piper
- No free tier available
- Minimum annual billing required (no monthly option)
- Routing & Scheduling has fewer seats (15) than Experiences (30)
- ChiliCal requires minimum 200 seats for viability
- Experiences plan does not include basic scheduling features alone
- Multi-year contracts can lock in customers
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
Pricing, plan by plan
Chili Piper
$1250/month- Routing & Scheduling$1250/month
- Web form qualification and routing
- Automated chat journeys
- Lead distribution
- Experiences$3500/month
- All Routing & Scheduling features
- 24/7 AI visitor engagement
- Live calling from forms
- ChiliCal Standalone$12/user/month
- Smart scheduling with CRM/calendar/messaging integrations
- No AI credits or orchestration included
- Minimum 200 seats required
- Chili Data Platform$null/custom
- Coming soon
- Custom terms available for enterprise scoping
Timely
$11/month- Starter$11/month
- Up to 5 users
- Up to 20 projects
- Basic time tracking
- Premium$20/month
- Up to 50 users
- Unlimited projects
- All Starter features
- Unlimited$28/month
- Unlimited users
- Unlimited projects
- All Premium features
- Enterprise$null/month
- Custom pricing
- All features
Which should you pick?
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.
Choose Timely if
- You need ai-powered scheduling.
- You work on Web, Ios, Android, Api.
- You also want online booking.
Questions people ask
- Is Chili Piper or Timely better?
- Neither clearly leads. Chili Piper starts at $1250/month and Timely at $11/month, and user ratings are close enough to be indistinguishable. Choose on capability and platform support.
- Which is cheaper, Chili Piper or Timely?
- Chili Piper starts at $1250/month and Timely at $11/month.
- Does Chili Piper or Timely run on more platforms?
- Chili Piper runs on Web. Timely runs on Web, Ios, Android, Api.
- What is Chili Piper best used for?
- Chili Piper is most often used for lead routing and scheduling for sales teams, ai-powered lead qualification, sales acceleration with automated workflows. Of those, lead routing and scheduling for sales teams and ai-powered lead qualification are not what Timely is typically brought in for.
- What can Chili Piper do that Timely cannot?
- Timely covers AI-powered scheduling, Online booking, Automated reminders, Staff management.
Answered from the vendors’ own pages
Chili Piper: What does the Routing & Scheduling plan at $1,250/month include?
It includes 15 user seats, 45,000 AI credits annually, lead routing and qualification, web form scheduling, Salesforce routing, and automated chat journeys. Additional users cost $45 per seat per month.
SourceTimely: Does Timely offer a free trial?
Yes, Timely provides 14 days of full feature access without requiring a credit card.
SourceChili Piper: How much does the Experiences tier cost and what does it add?
The Experiences plan starts at $3,500 per month for 30 included seats and adds 24/7 AI qualification, live calling from forms, and account identification to all lower-tier features. Extra seats are $50 per month each.
SourceTimely: What annual discounts does Timely offer?
Annual billing discounts range from 20% to 22% off monthly prices. Starter saves 20%, Premium saves 21%, and Unlimited saves 22% when billed yearly.
SourceChili Piper: Does Chili Piper offer discounts for longer billing periods?
Yes, multi-year discounts are available: 15% for 2-year terms, 25% for 3 years, and 40% for 4 years. Volume and multi-year discounts stack automatically.
SourceTimely: Can I add team members to the Starter plan?
Starter plan supports a maximum of 5 users. For larger teams, Premium supports up to 50 users and Unlimited supports unlimited users.
SourceChili Piper: What is ChiliCal standalone and does it have different pricing?
ChiliCal is a standalone calendar integration product priced at $12 per user per month with a 200-seat minimum purchase, making it unavailable for smaller teams.
SourceTimely: What is the cost of Timely's Tasks feature add-on?
The Tasks feature starts at $5 per person per month and is available across all Timely plans.
SourceRelated pages
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