Unpacking Software Livestream

Join our monthly Unpacking Software livestream to hear about the latest news, chat and opinion on packaging, software deployment and lifecycle management!

Learn More

Chocolatey Product Spotlight

Join the Chocolatey Team on our regular monthly stream where we put a spotlight on the most recent Chocolatey product releases. You'll have a chance to have your questions answered in a live Ask Me Anything format.

Learn More

Chocolatey Coding Livestream

Join us for the Chocolatey Coding Livestream, where members of our team dive into the heart of open source development by coding live on various Chocolatey projects. Tune in to witness real-time coding, ask questions, and gain insights into the world of package management. Don't miss this opportunity to engage with our team and contribute to the future of Chocolatey!

Learn More

Calling All Chocolatiers! Whipping Up Windows Automation with Chocolatey Central Management

Webinar from
Wednesday, 17 January 2024

We are delighted to announce the release of Chocolatey Central Management v0.12.0, featuring seamless Deployment Plan creation, time-saving duplications, insightful Group Details, an upgraded Dashboard, bug fixes, user interface polishing, and refined documentation. As an added bonus we'll have members of our Solutions Engineering team on-hand to dive into some interesting ways you can leverage the new features available!

Watch On-Demand
Chocolatey Community Coffee Break

Join the Chocolatey Team as we discuss all things Community, what we do, how you can get involved and answer your Chocolatey questions.

Watch The Replays
Chocolatey and Intune Overview

Webinar Replay from
Wednesday, 30 March 2022

At Chocolatey Software we strive for simple, and teaching others. Let us teach you just how simple it could be to keep your 3rd party applications updated across your devices, all with Intune!

Watch On-Demand
Chocolatey For Business. In Azure. In One Click.

Livestream from
Thursday, 9 June 2022

Join James and Josh to show you how you can get the Chocolatey For Business recommended infrastructure and workflow, created, in Azure, in around 20 minutes.

Watch On-Demand
The Future of Chocolatey CLI

Livestream from
Thursday, 04 August 2022

Join Paul and Gary to hear more about the plans for the Chocolatey CLI in the not so distant future. We'll talk about some cool new features, long term asks from Customers and Community and how you can get involved!

Watch On-Demand
Hacktoberfest Tuesdays 2022

Livestreams from
October 2022

For Hacktoberfest, Chocolatey ran a livestream every Tuesday! Re-watch Cory, James, Gary, and Rain as they share knowledge on how to contribute to open-source projects such as Chocolatey CLI.

Watch On-Demand

The Package Manager for Windows

Modern Software Automation

The Package Manager for Windows

Modern Software Automation

The Package Manager for Windows

Modern Software Automation

The Package Manager for Windows

The Package
Manager for Windows

Modern Software Automation

Proactively manage the complete lifecycle
of your software packages

Packaging Tools

Chocolatey for Business offers Package Creation, Package Internalizer, Package Audit, Package Synchronizer, Self-Service Installer.

Complete Software Management

Chocolatey for Business provides improved security, enhanced productivity features, and enables enhanced visibility.

Chocolatey for Business

Chocolatey for Business (C4B) has helped hundreds of system admins save time, reduce downtime, and accelerate deployment.

Explore Chocolatey for Business

We wanted to make sure our user experience was seamless. We wanted to provide a service, software, configuration- without user intervention, without restarts...

Chocolatey allowed our engineers to build the products, to build the pipeline and deliver just that.

Ryan de Temple at Yelp


Package Builder

Generate Software Packages in Seconds

Automatically creates high-quality packages in seconds, supporting various installer types and eliminating the time-consuming and inconsistent process of manual package creation.

Package Audit

Comprehensive Software Audit

Gain insights on software installation history, identify out-of-date software, and target package upgrades for the next scheduled maintenance window.

Package Reducer

Automatically Optimize Your Deployments

Optimizes Chocolatey's use of system space by substantially reducing package size and enabling automatic self-cleanup after package installation, resulting in a minimized footprint on endpoints.

Chocolatey Central Management

Real-Time Insights and Deployments

Provides organizational-level software visibility, allowing users to quickly see all software packages and deployments, generate reporting in PDF and Excel formats, and securely manage endpoints, all through an easy-to-use web interface.

Package Internalizer

Convert Community Packages to 100% Offline & Reliable Use

Enables the use of over 7,500 existing Chocolatey packages without relying on external sources, by downloading the package and all its remote resources, recompiling it to use those resources internally, and providing the option to host packages on private internal repositories.

Package Synchronizer

Improve Accuracy & Simplify Software Management

Brings all software installed in Programs & Features under Chocolatey management, ensures accurate inventory, auto-synchronization, and enables consistent management and tracking of all software on a system, even if it doesn't have a native installation visible in system installation.

Seamless Integration

Chocolatey Integrates with nearly everything, whether through a custom integration or through simple PowerShell/batch scripts.

Puppet Puppet
Chocolatey Software
Sonotype Nexus Sonotype Nexus
JFrog Artifactory JFrog Artifactory
SaltStack SaltStack
Chef Chef
Octopus Deploy

Simple Pricing That Scales

Chocolatey for Business Annual Subscription Prices

More than 50,000 Nodes? Reach out for a quote, we'd be happy to assist!

Support Type

Additional Pricing Options


500-1,999 Nodes at $16.60 Per Node

Get Started Purchase Now

What's Included

300-50,000 Nodes

  • Standard Support
  • Intro Call and Demo
  • 8 Cases Per Month
  • 4 (Negotiable) Technical Contacts
  • 24/7 Support
  • Response Times
    • P1: 3 Business
    • P2: 6 Business
    • P3: 12 Business


* Sales tax / VAT not included, but may be required. Have more questions? Visit our FAQ or reach out.

"Truly a revolutionary solution to a problem that has plagued Windows since inception."

  • The I.T. department staff at P.R.I.D.E., Inc. were early adopters of Chocolatey and the product had become an integral part of processes. Chocolatey improves our efficiency, increases consistency across workstations, and provides easy access to software that is vital to our engineers daily workflow. Truly a revolutionary solution to a problem that has plagued Windows since inception.


    Keith Davis

    IT Director at P.R.I.D.E

  • Chocolatey has gone from a convenience to a necessity. It has helped us automate third party software updates, which has improved end user experiences and our on-site security. It has saved time by reducing the volume of calls to our help desk for simple issues like Flash Player updates, so we can focus on other issues. Chocolatey has helped us wrangle all of the applications we use into one manageable and automation friendly interface.

    The Sage Colleges

    Alex Markessinis

    Senior Network Administrator at The Sage Colleges

  • We were looking for an efficient and seamless way to deploy software on servers and workstations without hindering user experience. Chocolatey has definitely helped us a great deal with automated deployments. The package builder is also a great way of creating custom install packages for business-specific software. Overall it has saved us a lot of time and hassle.


    The Tricore Team


  • In the SMB market we just don't have the resources to dedicate an entire FTE to managing a complex configuration management tool. As a result, these types of monumental products tend to fail monumentally. Chocolatey is allowing us to leverage modular DevOps practices in a much more economical way. It’s well worth investing in Chocolatey for Business, which provides the extra tooling we need to realize our DevOps goals faster.

    The J. Craig Venter Institute

    Dave Negrotto

    TSenior Manager, IT at The J. Craig Venter Institute

  • Massive reduction in effort
  • Improved speed of deployment
  • High reliability
  • Comprehensive reporting

Experience Chocolatey

Experience Chocolatey

Schedule A Demo Get Started