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Chocolatey Reviews

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Reviews
AB

Angel Leonardo B

April 27, 2026 Source: G2.com
Chocolatey Makes Windows Software Management Fast, Clean, and Consistent
What do you like best about Chocolatey?
What I like most about Chocolatey is how much it simplifies software management on Windows.
What do you dislike about Chocolatey?
Recommendations to others considering Chocolatey?
Instead of manually downloading and installing programs one by one, you can install, update, and remove apps with simple commands. That’s especially useful when setting up a new machine or maintaining multiple systems.
What problems is Chocolatey solving and how is that benefiting you?
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JM

John M

November 17, 2025 Source: G2.com
This benefits me by saving time, simplifying maintenance, and making it easier to keep everything up to date securel Effortless Software Management with Robust Automation and Security
What do you like best about Chocolatey?
Chocolatey makes software management simple and efficient. It automates installs and updates with one command, saves time, ensures consistency across systems, and integrates well with enterprise tools. Plus, it offers a huge package library and strong security features for organisations.
What do you dislike about Chocolatey?
Many community packages aren’t maintained regularly, which can lead to security risks and broken installs.
What problems is Chocolatey solving and how is that benefiting you?
Chocolatey solves the problem of manual, time-consuming software installs and updates. It automates deployments, ensures consistency across systems, and reduces human error.
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VS

Verified User in Information Technology and Services

July 9, 2025 Source: G2.com
Consistent and secure deployments
What do you like best about Chocolatey?
With Chocolatey, we can reliably reproduce software setups across multiple machines. Its command-line interface makes it easy to script the installation of key tools—like statistical packages and database connectors. Thanks to both official sources and a broad public catalog, we can quickly deploy everything from R and Python to PostgreSQL.
What do you dislike about Chocolatey?
In earlier versions, some packages would cause issues if not closely monitored. But since the latest updates to Chocolatey, I’ve noticed clear improvements—choco upgrade all now runs more smoothly and reliably.
What problems is Chocolatey solving and how is that benefiting you?
By simplifying and standardizing update and installation processes, Chocolatey helps strengthen the security of our analytical environment. This reduces vulnerability risks and supports compliance with institutional security policies. With a consistent system in place, we minimize version mismatches and compatibility issues, allowing us to focus more on data analysis and less on technical overhead.
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FR

Fabian R

May 13, 2024 Source: G2.com
chocolatey
What do you like best about Chocolatey?
its diversity of programs available for any work that is required
What do you dislike about Chocolatey?
At the moment, I haven't found anything I don't like.
What problems is Chocolatey solving and how is that benefiting you?
I haven't encountered any problems so far.
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VD

Verified User in Program Development

June 9, 2023 Source: G2.com
Updates at the push of a button
What do you like best about Chocolatey?
The big deal with software is: If you use it, update it. If you do not use it, remove it. - there is no in-between. Security fixes to a lot of things are so important. It's basically like an app store that allows you to install a machine (thanks to import/export) while being out grabbing lunch.
What do you dislike about Chocolatey?
As I only use the community version, I miss things like automation and reporting and shipping the logs of the action taken to syslog or anything.
What problems is Chocolatey solving and how is that benefiting you?
Installing software on my client PCs that are not Linux can be tricky. With Chocolatey, it all went down to a one-liner.
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LL

Lucas L

May 19, 2023 Source: G2.com
easy installation from the terminal
What do you like best about Chocolatey?
the large number of modules available and the commands used are very explicit and simple, very similar to sudo in linux and save you many clicks to install versions of certain dependencies.
What do you dislike about Chocolatey?
the initial configuration can become complicated and tedious since in windows there are often problems with the operating system environment variables and in some cases the errors can be confusing.
What problems is Chocolatey solving and how is that benefiting you?
solves the problem of not being able to install modules or dependencies in windows from the terminal and really already has a lot of resources for most of the dependencies you want.
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PK

Pranav K

March 15, 2023 Source: G2.com
Robust package Installer/Manager
What do you like best about Chocolatey?
-Very user-friendly, 5-10 minutes of tutorial, and you are good to go.
What do you dislike about Chocolatey?
-Allows you to install packages in one line of code
Recommendations to others considering Chocolatey?
-Most importantly, you can install Kubernetes and Minikube using Chocolatey, so setting up your new joiners laptop is easy.
What problems is Chocolatey solving and how is that benefiting you?
Nothing much to say here apart from that it doesn't have all the packages and is less reliable when it comes to Scheduling an auto-install/update
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PD

Pavel D

October 2, 2019 Source: G2.com
The top product used with an every day pleasure
What do you like best about Chocolatey?
Awesome experience using a product that makes it easy to install a various range of tools
What do you dislike about Chocolatey?
Nothing at all, in general I like products that satisfy my user needs so I am really interested in the ones to which I don't really find issues.
What problems is Chocolatey solving and how is that benefiting you?
I am easily installing my majority of used tools on my pc.
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BK

Benjamin K

August 12, 2019 Source: G2.com
Solid packaging platform for application deployment personnel
What do you like best about Chocolatey?
Chocolatey offers version control for our env as well as a simplification of deploying software to non-admin users. It provides a well developed GUI interface for users and a solid cmd line for more technical users.
What do you dislike about Chocolatey?
Recommendations to others considering Chocolatey?
One of the better things it offers is powershell scripting, you can follow the chocolatey rules, or just use it to deploy a powershell script when needed. It has a stdlib which has it's own functions, or you can write your own - which my org has. We use chocolatey for mass deployment and version control in my company.
What problems is Chocolatey solving and how is that benefiting you?
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SS

Stefan S

May 19, 2023 Source: G2.com
Chocolatey packet manager fpr Powershell
What do you like best about Chocolatey?
I can install certain software packages on windows with 1 command.
What do you dislike about Chocolatey?
There is not really anything I dislike..
What problems is Chocolatey solving and how is that benefiting you?
If you need software, one address: chocolatey.
Read more

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