I've read the Lion, the Witch and the Wardrobe 3 or 4 times. I've been reading it since I was about 8 and it is still enjoyable to re-read every now and then.
Sadly I could read the book just one time because the books were of the library and many people wanted them! But when I will can take them again I will read two, three, four and five times!
I've read it more than 5 times at different points in my life from childhood through to my college years. I'll probably read the book many more times at different stages of my life. It's always been a sort of comfort book to me.
More than five. When I was ten, I got the huge "Chronicles of Narnia" set with Aslan on the cover. I'd read the entire series every week, one book per day. I still to this day. But LWW, ahh, I actually read it twice during each week.