29 Comfortable J.Crew Items to Wear With Jeans and Leggings

Every single time I try something on from J.Crew, I can’t get over how comfortable it is. I don’t know if I just gravitate toward its most comfortable pieces or if everything they make is comfortable, but it never lets me down. And the best part is that its prices are affordable and there are tons of chic items to choose from that fit the comfort bill.

I don’t know about you, but I wear jeans and leggings a lot, but girl cannot live on jeans and leggings alone, so I’m always on the lookout for cute pieces to wear with them. More often than not lately, I find them hiding in plain sight at J.Crew. And because I’m in no mood to gatekeep, I’m here to share my most recent finds with you. Each one of these comfortable items (from jackets to shoes) would pair perfectly with jeans and leggings, so scroll to shop to your comfort-loving heart’s delight.

Such a good color combo.

I’m in love with these.

The details on this are top-notch.

Hello, spring.

This is as essential as basics get.

This is a great use of cashmere.

J.Crew shoppers are obsessed with this sweater blazer.

This looks cloud-like.

Cashmere sweaters that are this affordable don’t come around every day.

What doesn’t this go with?

Ballet flats or bust.

It doesn’t get more comfortable than this.

It’s giving English countryside.

These should fulfill your retro sneaker needs.

This color is about to be everywhere.

So good.

Cotton sweaters are great year-round.

I’d personally pair this with light-wash jeans.

The ring zipper is a luxe touch.

I love a logo baseball cap.

It’s rare that fleece jackets look this polished.

Looking at this makes me happy.

Comfortable and very essential.

J.Crew does ribbed tees so well.

It’s still winter, my friends.

Cozy

This will be good to have on hand when the weather sucks.

These lightweight hoops are indeed comfortable.

Love the styling here.

Next up, 7 simple 2023 trends that’ll make your outfits so much better.