Chocolatey
Windows package manager with 10,000+ packages, enterprise features, and PowerShell-based installation scripts.
Our Verdict
The default Windows package manager for ops and CI, with caveats around rate limits and quality.
Pros
- Largest Windows package catalog by far
- PowerShell scripting gives maximum flexibility
- Enterprise tier offers self-hosted repo and licensing
- Automates installs in CI and imaging workflows
Cons
- Free tier has rate limits that catch CI by surprise
- Package quality varies since many are community-maintained
- Security review on community packages is uneven
- Enterprise features gated behind paid plans
When to Use Chocolatey
Good fit if you need
- Automated Windows dev environment setup via scripts
- Enterprise software provisioning with package approval
- CI runner setup: install tools with one choco command
- Manage 10,000+ Windows packages from a central repo
Pricing
Price wrong?Chocolatey Pricing
- Pricing Model
- freemium
- Free Tier
- Yes
- Entry Price
- β
- Enterprise Available
- No
- Transparency Score
- β
Beta β estimates may differ from actual pricing
Estimated Monthly Cost
$25
Estimated Annual Cost
$300
Estimates are approximate and may not reflect current pricing. Always check the official pricing page.
Project Health
Health Score
10
13 days
52d
511
0d
NOASSERTION
Last checked: 2026-04-21
Lock-in Assessment
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