Yesware vs Chili Piper Pricing (2026)

How do these two stack up on price? Here's what each one costs, what you get, and where the value sits.

Yesware Chili Piper
Starts at $19/mo Custom
Number of plans 4 0
Free plan
Free trial
Pricing model per-seat N/A

Free

$0/mo
  • Basic Email Open Tracking
  • Basic Attachment Tracking
  • 10 Campaign Recipients/Month
  • Meeting Scheduler
  • Weekly Webinar Trainings
  • Email Support

Pro

$19/mo
  • Unlimited Email Open Tracking
  • Unlimited Email Link Tracking
  • Unlimited Attachment Tracking
  • 20 Campaign Recipients/Month
  • Personal Activity Report
  • Recipient Engagement Report
  • Email and Phone Support

Premium

Popular
$45/mo
  • Hide Yesware Branding
  • Unlimited Campaigns
  • Unlimited Teams
  • Shared Templates & Campaigns
  • Team Reporting
  • Centralized Team Billing
  • Customer Success On-Demand

Enterprise

$85/mo
  • Salesforce Inbox Sidebar
  • Salesforce Email Sent Sync
  • Salesforce Email Reply Sync
  • Salesforce Calendar Sync
  • Salesforce Background Sync
  • Bi-Directional Activity Sync
  • Add Contacts to Campaigns
  • Import List Views to Campaigns
  • Salesforce Single Sign-On
  • Trusted IP Ranges

Yesware vs Chili Piper FAQ

Which one is cheaper?
One or both use custom pricing, so it depends on your specific needs.
Can I use either one for free?
Yesware has a free plan. Chili Piper doesn't — you'll need to pay from day one.
How do they charge?
Check each product's pricing page for the latest details on how billing works.
Which one is a better deal?
Depends on what you need. Yesware: Yesware sits in the budget-to-mid tier of the sales engagement space — cheaper than Outreach or Salesloft by a wide margin, and roughly competitive with Mixmax. They're clearly going after SMB sales teams and individual reps who want Gmail/Outlook tracking without committing to an enterprise sales engagement platform.

Keep tabs on both.

We'll monitor pricing changes for Yesware and Chili Piper and let you know when something moves.

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