So im trying to work out how to best tackle this. I currently have a Django web app working successfully on a dedicated server running Linux as the OS. I am looking at migrating the Django web app to a Windows Server 2022 under a VM as Linux is not officially supported at my place of employment when it comes to support ect. My issue is I have never tried building Django on a windows OS and from the forums I have read on stack overflow it is apparently not straight forward and has a lot challenges during deployment. What is the best option ?

1. Set up the Django web app on the windows OS 2022 host and hope it works.
2. Install Docker in windows and create the Django container ( I have little to no experience with Docker but happy to learn keeping configurations simple)

Also , the Windows Server 2022 although will be patched automatically it will not have external internet access which is fine as the web app is for use internally however my concern is how straight forward is it to install my packages offline via pip ? I know packages can be downloaded offline but my concern is dependencies requirements during offline package installs. The current Django on the Linux server is using virtualenv with all packages in there so is it simple/easy transferring everything across from the virtualenv ?