How do I install Chocolatey packages behind a proxy on Windows 2012 R2 Core?

Question

I am currently using Chocolatey in conjunction with Ansible to roll out a number of applications to a mixed Windows/Linux environment.

All the Windows machines, bar one are running as server core installations, and for all the machines except the one with a GUI installed, Chocolatey will not install any applications as it fails to use the proxy.

I have set the proxy environment variables using netsh:

PS C:\Windows\system32> netsh winhttp show proxy

Current WinHTTP proxy settings:

Proxy Server(s) :  http://aaa.bbb.ccc.ddd:3128
Bypass List     :  <local>;localhost;127.0.0.1;172.16.*;192.168.*;*.domain.local;

Also in %APPDATA%\NuGet\NuGet.Config

<?xml version="1.0" encoding="utf-8"?>
<configuration>
  <config>
    <add key="HTTP_PROXY" value="http://aaa.bbb.ccc.ddd:3128" />
  </config>
</configuration>

However, when Powershell scripts scripts call $webclient = new-object System.Net.WebClient the proxy element of this object returns nothing:

PS C:\Windows\system32> $webclient = new-object System.Net.WebClient
PS C:\Windows\system32> $webclient.Proxy

Credentials
-----------

I've found that if I manually force the code within functions/Get-Headers.ps1 and functions/Get-webFiles.ps1 to use the proxy then the installs work, however this is not a great workaround to the problem as my Ansible tasks are now fixed to a specific version of chocolatey where I know the workaround works.

Does anyone have any other ideas/solutions to try?

Answer 1

Choco series 0.9.9+ was a total rewrite and hasn't implemented all the things yet, including proxy support out of what you set in IE.

Watch issue https://github.com/chocolatey/choco/issues/243 to know when it available again.

Update: proxy support is in Chocolatey now - see https://github.com/chocolatey/choco/wiki/Proxy-Settings-for-Chocolatey

Answer 2

I tried this in November 2018:

So, three steps are needed to install and run chocolatey:

1. You need to go and manually download the installation file from:

   https://chocolatey.org/install.ps1

2. You need to either: a. edit the ps1 file OR
   b. your environmental variables.

You need to have the following variables:

    $env:chocolateyProxyLocation = "http://USER:PASSWORD@http://USER:PASSWORD@IP_ADDRESS:PORT
    $env:chocolateyProxyUser = "USER"
    $env:chocolateyProxyPassword  =  "PASSWORD"

   THEY MUST BE AS THEY ARE ABOVE with USER:PASSWORD@PROXY_LOCATION:PORT format.

3. You must call the install.ps1 file. You can call it either from Windows-PowerShell ISE or from the CommandLine

You must call your local script!!! Not the online one, e.g.:

file:///E:/softwares/chocolate_install_script/install.ps1

Call the following:

C:\WINDOWS\system32>@"%SystemRoot%\System32\WindowsPowerShell\v1.0\powershell.exe" -NoProfile -InputFormat None -ExecutionPolicy Bypass -Command "iex ((New-Object System.Net.WebClient).DownloadString('file:///E:/softwares/chocolate_install_script/install.ps1'))" && SET "PATH=%PATH%;%ALLUSERSPROFILE%\chocolatey\bin"

4. And everything will work if you run this with admin provileges

After, you will need to do:

choco config set proxy http://USER:PASSWORD@IP_ADDRESS:PORT
choco config set proxyUser bob
choco config set proxyPassword 123Sup#rSecur3

Answer 3

This below completely solved this problem...

Kindly follow this link below to resolve this issue. https://duanenewman.net/blog/post/installing-chocolatey-behind-a-corporate-proxy/

However, for future sake this is the code beneath.

@powershell -NoProfile -ExecutionPolicy Unrestricted -Command "[Net.WebRequest]::DefaultWebProxy.Credentials = [Net.CredentialCache]::DefaultCredentials; iex ((New-Object Net.WebClient).DownloadString('https://chocolatey.org/install.ps1'))" && SET PATH=%PATH%;%systemdrive%\chocolatey\bin

Just copy and paste the above code to your CMD which you run as an administrator. And that's all. Thanks to Duane Newman for the originality of the code

Answer 4

run this first

choco config set proxy http://proxy_host:proxy_port