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SPECIFICTION
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Chocolatey vs Fleet

Chocolatey

chocolatey.org

Fleet

fleetdm.com

Side by side

FigureChocolateyFleet
Price from$1.50/mo$7/mo
Free planYesYes
Free trial——
Open source—Yes
Web—Yes
WindowsYesYes
macOSYesYes
LinuxYesYes
iOS—Yes
Android—Yes
API—Yes
Self-hosted—Yes
Plans published44
Spec score · Application Deployment Software9.1 (#1)9.1 (#2)
Founded20112020
Tool integrationsChocolatey integrates through custom integrations or PowerShell and batch scripts.Official integrations include Okta, Snowflake, Tines, runZero, Active Directory, Ansible, AWS, Azure, Chef, Elastic, GitHub, GitLab, Splunk, Jira, Munki, Puppet, Salt, Vanta, DigiCert, and Smallstep.

Plans

Chocolatey

  • Open SourceFree
  • Pro$96 a year
  • Business (C4B)$18 a year
  • Chocolatey for Business PerpetualPriced on request

Chocolatey pricing →

Fleet

  • FreeFree
  • FreeFree
  • Premium$7 a month
  • CustomPriced on request

Fleet pricing →

In their own words

Chocolatey

Chocolatey has no write-up on Specifiction yet; its figures are above.

Visit chocolatey.org

Fleet

Fleet is an open-core platform for managing endpoints: IT teams can configure, update, and secure devices across macOS, Windows, Linux, iOS, iPadOS, Android, and ChromeOS. Its live device connection supports reports and audit logs for near-instant visibility. Fleet offers a catalog of maintained apps, automatic remediation for devices that fall out of compliance, and self-service access to approved software. Administrators can enforce FileVault, BitLocker, and LUKS2 encryption, remotely lock or wipe devices, and run checks against CIS benchmarks, SOC 2, ISO, or custom baselines. It can run on-premises, in the cloud, or in air-gapped environments; Free and Premium list self-hosting. Workflows can use the REST API, webhooks, or fleetctl, and integrations include tools such as Okta, Jira, and GitHub. The source code is public, and Fleet says its free version will always remain free. Free costs nothing and has no support. Premium is $7.00 per host per month; managed cloud is currently available only to customers with 700+ hosts.

Visit fleetdm.com