What about Timberland Shoes:
"Very Comfortable - I was looking for a casual shoe that looked good and was comfortable to wear. I found what I was looking for when I purchased the Timberlands Oxford. Great shoe for the money!!"
"These Timberland Shoes are Wonderful! These monk straps are the most comfortable walking shoes I've ever owned. I love monk straps and these look good with slacks as well as dresses/skirts with tights. I like these so much I will probably buy another pair soon as a backup. I have a hard time finding shoes I like because I have a hard to fit foot (high instep, somewhat wide foot). I bought a medium and they fit well because they gave enough room through the toe/foot. Thank you so much for this website!"
"Love This Tiemberland Shoes. This shoe is a great walking shoe, one of the best city hikers I've ever owned. Warm, comfy, good tread. This is my second pair, not because the first is worn out, I'm just afraid I won't find this again when it does wear out. Looks great with jeans or cords or even a skirt with black hose for a casual look. First pair is 3 months old and still not worn out after wearing almost every day. I had a blister on one foot at first, but the shoe broke-in after a week or so. Just buy it!"

Popular Timberland Styles: Classic Premium Boots, Premium Monthly Vintage, Kia Wah Bay, Block Island Oxford, Classic Boat 2 Eye, Desant Slip-On, Euro Hiker Vent Tech III, Gatcher 2-Eye Boat, Holston Backstrap, Jardims Ox, Makossa Thong, Palladian Venetian, Rhodes Chelsea, Seaview Ox, Roll Top Platinum