I like to get my visibility from my vest in the darker winter months. They layer up well with no added heat realy.
Then jacket underneath my vest is probably of a similar weight to that second lighter Bontrager jacket and would work well for what you want. This is my do all jacket, its just a second hand running jacket I got for a deal. From 30-70 even higher if it might rain. I just layer things under that and have never had any problems. I almost never use my thicker jacket,(I have used 2 windbreakers) but it just doesnt get as cold here in Oregon as it did in Illinois.

I did add some reflective iron-on tape for more visibility(I don't like to stand out so much off the bike)