Okay I am a smoker (Please do not attack me for being a pregnant smoker, I have cut back quite a lot).
Ciggerettes are a huge expense, especially if he is smoking a pack a day. Winfield, is as you say, quite expensive! Try suggesting he buy 50g packets of rolling tobacco, it is not as convieniant (which makes you smoke less) and last a lot longer. If he prefers tailor-mades then suggest he goes to the local tobacconist and buy a tailor-made machine (it comes with the tailor-made outside and a little thing that allows you to push tobacco into them). Also John Player Special seems to be one of the cheapest tobaccos at the moment, so maybe ask if he would be willing to try it?

Sorry I could not be of much more help.