In the Market for Sneakers

Hey guys! I'm in the market for new sneakers. I find Stan Smith's uncomfortable and want to shake things up. I have chukkas that I wear to work but want something for the weekend, etc. Would high-top, black Converse Chuck Taylor's go with dark wash 501s and brown, beige and olive chinos? Can anyone ID the two pairs of adidas sneakers in these photos? I'm considering something like them too. Also, if you guys have any sneaker recommendations below $100, please share. Thanks!