Can't find choco.exe after upgrading Chocolatey CLI using the MSI

[o-l-a-v]

Checklist

• I have verified this is the correct repository for opening this issue.
• I have verified no other issues exist related to my problem.
• I have verified this is not an issue for a specific package.
• I have verified this issue is not security related.
• I confirm I am using official, and not unofficial, or modified, Chocolatey products.

What You Are Seeing?

Seems upgrading Chocolatey with MSI breaks Chocolatey.

Installing Chocolatey with MSI using Winget => choco outdated from CMD works fine.

• winget install --silent --id Chocolatey.Chocolatey --version 2.1.0

Upgrading Chocolatey with MSI using Winget => choco outdated from CMD gives Cannot find file at '../choco.exe' (C:\ProgramData\chocolatey\choco.exe). This usually indicates a missing or moved file..

• winget upgrade --silent --id Chocolatey.Chocolatey

What is Expected?

Chocolatey example command choco outdated should work just fine after upgrading Chocolatey with Winget / MSI.

How Did You Get This To Happen?

Start fresh

Uninstall Chocolatey if present. Manually remove the directory %ProgramData%\chocolatey and environment variable ChocolateyLastPathUpdate which the MSI uninstaller leaves behind. And remove %ProgramData%\chocolatey\bin from the PATH environment variable.

Install a version of Chocolatey that can be upgraded.

C:\Windows\System32>winget install --silent --id Chocolatey.Chocolatey --version 2.1.0
Found Chocolatey [Chocolatey.Chocolatey] Version 2.1.0
This application is licensed to you by its owner.
Microsoft is not responsible for, nor does it grant any licenses to, third-party packages.
Downloading https://github.com/chocolatey/choco/releases/download/2.1.0/chocolatey-2.1.0.0.msi
  ██████████████████████████████  5.84 MB / 5.84 MB
Successfully verified installer hash
Starting package install...
Successfully installed

C:\Windows\System32>

From Winget logs I see that chocolatey-2.1.0.0.msi was installed with /quiet /norestart.

%ProgramData%\chocolatey after installer is done.

Test that choco works from CMD

Open a new CMD window, to get the changes in environmental variables after the installer finished.

PS C:\Users\olav.birkeland> choco outdated
Chocolatey v2.1.0
2 validations performed. 1 success(es), 1 warning(s), and 0 error(s).

Validation Warnings:
 - A pending system reboot request has been detected, however, this is
   being ignored due to the current command being used 'outdated'.
   It is recommended that you reboot at your earliest convenience.

Outdated Packages
 Output is package name | current version | available version | pinned?

chocolatey|2.1.0|2.2.0|false

Chocolatey has determined 1 package(s) are outdated.
PS C:\Users\olav.birkeland>

Upgrade Chocolatey with Winget

C:\Windows\System32>winget upgrade --silent --id Chocolatey.Chocolatey
Found Chocolatey [Chocolatey.Chocolatey] Version 2.2.0.0
This application is licensed to you by its owner.
Microsoft is not responsible for, nor does it grant any licenses to, third-party packages.
Downloading https://github.com/chocolatey/choco/releases/download/2.2.0/chocolatey-2.2.0.0.msi
  ██████████████████████████████  5.85 MB / 5.85 MB
Successfully verified installer hash
Starting package install...
Successfully installed

C:\Windows\System32>

From Winget logs I see that chocolatey-2.2.0.0.msi was installed with /quiet /norestart.

%ProgramData%\chocolatey after installer is done:

Test that choco works from CMD

Open a new CMD

PS C:\Users\olav.birkeland> choco outdated
Cannot find file at '../choco.exe' (C:\ProgramData\chocolatey\choco.exe). This usually indicates a missing or moved file.
PS C:\Users\olav.birkeland>

System Details

• Operating System: 10.0.22621.0
• Windows PowerShell version: Not applicable.
• Chocolatey CLI Version: 2.1.0.0 to 2.2.0.0
• Chocolatey Licensed Extension version:
• Chocolatey License type:
• Terminal/Emulator: cmd.exe, powershell.exe

Installed Packages

Not relevant.

Output Log

Not relevant.

Additional Context

No response

[pauby]

The Chocolatey CLI MSI is for install only. Upgrades are not supported.

The expectation is that you use the MSI to install Chocolatey CLI and then use Chocolatey CLI to upgrade Chocolatey CLI.

[o-l-a-v]

Fair enough. But installing v2.2.0.0 over v2.1.0.0 should then either fail (exitcode != 0), or at least not break Chocolatey, don't you agree?

[pauby]

I was about to update that previous comment when you replied 😄

I was going to say 'But those missing files doesn't seem right'.

[o-l-a-v]

Ah, yeah I agree. :) It's easy to reproduce, either with Winget or msiexec directly, so it's hopefully possible to figure out what happens.

Winget has no way to tell it that a package is not upgradable (as in a whether a newer version can be installed over an older version), as far as I know. I'll create an issue over at winget-cli to discuss that with them.

[pauby]

I confirm those files are missing on the upgrade from 2.1.0 to 2.2.0. The problem also appears going from 2.0.0 to 2.1.0 so this isn't new behaviour.

[choco-bot]

🎉 This issue has been resolved in version 2.2.1 🎉

The release is available on:

• GitHub Release
• Chocolatey Package

Your GitReleaseManager bot 📦🚀