I can only test Ubuntu 18.04.03 LTS 64 bit against a Windows 10 system. The file browser uses gvfs-smb which is a virtual file system to connect to the Window CIFS. I could transfer a 10 MB file no problem between the two systems.
From the output of the following command I am running 1.36.1-0ubuntu1
sudo apt-cache show gvfs-backends
It is possible there is a bug that is causing the problem.
https://bugs.launchpad.net/ubuntu/+s...s/+bug/1794744
I have not dug that deep to see if it related to your problem but at least it is a starting point.