Nordstrom Rack offers the Cole Haan Men's Benton Welt Chukka Boots in Brown for $75 with free shipping. That's $175 off and the best price we could find. They're available in select regular and wide sizes 7 to 13.
Cole Haan offers its Cole Haan Men's Connery Moc Chukka Boots in Barley or Black for $99.95. Coupon code "SAVE" drops it to $69.97. With $5 for shipping, that's tied with our April mention as the lowest price we've seen. (It's the best deal now by $30.) They're available in select sizes from 7 to 9.5. Deal ends May 29.
Virtual Exchanges via eBay offers the Cole Haan Men's Judson Winter Boots for $99.99 with free shipping. That's the lowest price we could find by $50. They're available in select sizes from 7.5 to 11.5 13.