ShoeBuy offers the Timberland Men's Classic TBL Chukka Boots in Wheat Nubuck Leather for $104.95. Coupon code "HELLOFALL" drops the price to $78.71. With free shipping, that's the lowest total price we could find by $16. They're available medium and wide widths in sizes from 7.5 to 13, but not in all width/size combinations.
H&M offers its H&M Men's Faux Leather Sneakers in Dark Cognac Brown or Black for $17.99 plus $5.95 for shipping. That's $17 off list and the lowest total price we could find. They're available in select sizes from 7.5 to 12.