I've found the problem with the packages that fail to install. Both Wine
and Chrome debs contain a "data.tar.lzma", but GDebi only checks for gz
and bz2 file extensions. I don't know anything about deb packages, so
maybe the packages don't conform to the specification, but GDebi should
be able to open these packages anyway.

How to fix:

In the file 
/usr/lib/pymodules/python2.6/debian_bundle/debfile.py

change on line 29
PART_EXTS = ['gz', 'bz2']   # possible extensions
to
PART_EXTS = ['gz', 'bz2', 'lzma']   # possible extensions

-- 
gdebi-gtk crashed with DebError in compressed_part_name()
https://bugs.launchpad.net/bugs/407198
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