Your issue is that you are never compiling the 32-bit component of wine which is required for a vast majority of software that is run in wine. This is what I got out of a conversation with Scott Ritchie (package maintainer of wine in Ubuntu) a few weeks ago and how I build wine. ~/wine-git - git source ~/wine32 - out-of-tree build directory for 32 bit components ~/wine64 - out-of-tree build directory for 64 bit components # Compile the 64 bit components cd ~/wine64 ../wine-git/configure --enable-win64 make # Compile the 32 bit components # Do this from a separate amd64 chroot since multiarch isn't mature enough in the current Pangolin beta to allow all the dev packages for wine in both archs to be installed simultaneously cd ~/wine32 ../wine-git/configure --with-wine64=../wine64 make If you would like to go one step further and build packages, you should package the 32 bit components and 64 bit components separately and then create a dependency between the two packages.