Choosing the right meeting scheduler can significantly impact your sales and marketing workflows. With dozens of options on the market, three tools consistently stand out: Calendly, Chili Piper, and HubSpot Meetings. But which one is right for your team? Here’s a detailed comparison to help you make an informed decision.
Ease of Use
Calendly excels with its intuitive interface and seamless setup. Even non-technical users can get up and running within minutes. It’s ideal for individuals, SMBs, and growth-stage teams that want a no-fuss experience.
Chili Piper, on the other hand, has a steeper learning curve. It’s built for power users and revenue ops teams, so expect complexity. You’ll likely need support or technical help to configure routing, rules, and workflows fully.
HubSpot Meetings falls in the middle. It’s reasonably simple to use, especially if you’re already inside the HubSpot ecosystem. However, non-HubSpot users won’t benefit as much.
Winner: Calendly for speed and simplicity.
Routing by Logic
When it comes to lead routing, Chili Piper leads the pack. Its advanced logic can route leads based on territory, rep availability, product line, lead score, and more. This is why it’s a favorite of high-volume SDR teams.
Calendly supports routing through its Routing Forms feature, which enables conditional logic, allowing users to be directed based on their answers to custom questions. It’s powerful enough for most SMBs but lacks the depth that large enterprise sales teams might require.
HubSpot Meetings offers minimal routing logic. You can assign meeting links to different reps, but there’s no conditional routing unless you build complex workflows inside HubSpot CRM.
Winner: Chili Piper for robust logic and control.
Native CRM Integration
Calendly integrates with a wide range of CRMs, including Salesforce, HubSpot, Pipedrive, Zoho, and others. It also works seamlessly with calendar tools, video platforms, and email automation tools.
Chili Piper is designed to work best with Salesforce. If you’re not a Salesforce shop, you might miss out on its best features or face integration limitations.
HubSpot Meetings is tightly integrated with HubSpot CRM, which is great if you’re fully committed to HubSpot. But it offers limited or no native integration beyond that ecosystem.
Winner: Calendly for CRM flexibility.
Pricing
Calendly offers a freemium model, with the top features included in the free tier. Upgraded plans include additional integrations, routing, and branding, while the core remains accessible for startups and mid-sized teams.
Chili Piper is positioned for enterprise users and comes at a premium. Expect pricing that reflects the advanced features and routing capabilities of this product.
HubSpot Meetings is technically “free,” but only within paid tiers of HubSpot CRM. If you’re not already using HubSpot, it doesn’t stand alone well as a scheduling tool.
Winner: Calendly for flexibility and affordability.
Best For
Use Calendly if you need an easy and flexible solution that integrates with multiple tools. It’s perfect for SMBs, consultants, marketing teams, and sales reps who want autonomy and speed.
Choose Chili Piper if you have a complex sales org, use Salesforce, and need ironclad routing logic with tight control over lead distribution and response time.
Go with HubSpot Meetings only if you’re already deeply embedded in the HubSpot ecosystem. Otherwise, it’s limited in flexibility and integration potential.
Verdict
- Calendly wins on usability, CRM versatility, and pricing.
- Chili Piper excels in routing, but is particularly well-suited for teams that heavily utilize Salesforce.
- HubSpot Meetings works if you’re committed to the HubSpot platform, but it offers less routing and integration power.
| Feature | Calendly | Chili Piper | HubSpot Meetings |
| Ease of Use | Very Easy | Complex | Easy |
| Routing by Logic | Some | Advanced | Limited |
| Native CRM Integration | Many | Salesforce | HubSpot only |
| Pricing | Freemium | Expensive | Included w/HubSpot |
| Best For | SMB to Mid-Market | Enterprise SDR teams | HubSpot-native users |
FAQs
Which meeting scheduler is the easiest to set up for non-technical users?
Calendly is the easiest to use. It has an intuitive setup process and a user-friendly interface. Non-technical users can launch and customize their scheduling in minutes.
Can I use lead routing with all three tools?
Chili Piper offers the most advanced lead routing capabilities. Calendly supports basic routing via Routing Forms. HubSpot Meetings has limited native routing and relies heavily on HubSpot workflows.
Do all three tools integrate with Salesforce?
Chili Piper is specifically designed for Salesforce users and provides a deep level of integration. Calendly also integrates with Salesforce, though not as natively. HubSpot Meetings does not support Salesforce and only integrates with HubSpot CRM.
Is HubSpot Meetings free to use?
HubSpot Meetings is free only if you’re already using the paid version of HubSpot CRM. It is not a standalone free scheduler like Calendly’s freemium plan.
Which tool is best for enterprise sales teams?
Chili Piper is ideal for enterprise teams using Salesforce that need complex routing logic and high-volume lead management. Calendly can work at scale, but is better suited for SMB to mid-market teams.
