Woven Italian wool suit,
$469 by Suitsupply
When it comes to buying your year-round suit, your aim should be to spring for the best you can afford. But when you're looking for some variety or simply some one-season suits for cooler weather, that's when you want to score one for a bargain. The key is finding options cut from quality material with a decent fit and finish. Thankfully, there are a slew of seasonal styles—from Suitsupply's Italian wool and Club Monaco's corduroy to Micah Cohen's take on a classic wool flannel—that all ring in under $500.