Check pants is a fall favorite of mine. They just look so retro and vintage to me, even when they are not. I really like the masculine vibe of checkered trousers. This ones are from In The Style and you can find them here, love the dark grey with a bit of baby blueish light grey, thy are so versatile and can be wore with pretty much everything, from a plain white tee edged up with a leather biker jacket with docs, or even with a shirt and a trench coat for a very elegant and chic look, or with a pair of sneaker and a huge oversized coat for a trendy and kinda sporty look, they can do it all!
As i'm a chilly person, i personally love to match them with a cozy fluffy sweater, if it's high or turtle neck even better. This one is one my new favorites, it's so so soft, love the cut of the sleeves and the oversized fit too, the sweater is from SheIn and you can find it here.