As well as any black shoes go with jeans. In the last week or so I've worn my very dark brown chelsea boots (current model, $100 from Lands' End) with jeans and a sweater, cords and a sportcoat, and a gray flannel suit. I'd pick up a pair in black, but I don't need them. The leather isn't great, but they're fine (they compare well to Cole Haan) and for the money that's all I can ask.
What's the leather like on those? I think the shoes I picked up would go as well as those would, but those look interesting.