Yes they can, and they have. However, it won't happen over night, and you need a large beginning population for it to be successful.
The first few years will see a lot of carnage as the slow domesticated layers are picked off to leave only those who are more savvy and fleet of foot (er wing).
Those that are more game type will begin to take root. Over subsequent years, you will have a small feral colony that will be lean, mean, and better adapted.
But if you take a small bunch of layers, they would be wiped out before they could take hold.
Winter does not have as much to do with it as numbers and general environmental conditions. Many chickens survive free ranging in cold climates.
The ability to fly and hide have a lot to do with it. And the ability to brood. Those things would have to be recaptured by the colony.
What kind of local predators obviously would make a difference as well. Also, if there is a native population to breed into would speed success up.
Certain areas (generally warmer climates as chickens are better suited to heat) have had local populations go feral. (See links below).
Chile is a good example of domesticated fowl co-mingling with native fowl. Hawaii is another example.
So how well your colony survives will depend upon the original numbers, diversity in genes, general environmental conditions, local predator levels, any natural native fowl, and time.
LofMc
http://www.nature.com/news/when-chickens-go-wild-1.19195
http://www.hobbyfarms.com/how-to-get-rid-of-feral-chickens/