Stove Pipe Jeans Look Best With These 4 Chic Shoe Pairings

It’s official: Stove pipe jeans are becoming the denim silhouette of 2026. Keeping your baggy style out of the spotlight and slimming your legs, these high-rise jeans offer an elegant, timeless and sophisticated alternative. A slim, tailored cut reminiscent of the ’90s, it naturally looks a little smarter than the looser silhouettes that have dominated in recent seasons.

That refined quality is what makes stovepipe jeans a win for minimalists. Easily paired with wardrobe staples, it creates a look that feels streamlined and purposeful rather than plain. After a few seasons of neglect, this silhouette is back with aplomb. While I welcome this silhouette back into my rotation, I’ve been focusing on one important question. It’s all about which shoes make you look the best.

If you’re ready to reintroduce stovepipe jeans to your everyday outfit, start with these chic shoe combinations.

1. Ballet shoes

Style notes: Paying homage to ’90s minimalism, stove pipe jeans and ballet flats recreate the chic two-piece formula that defined the ’90s. A streamlined silhouette that lengthens the legs maintains a sophisticated feel, while ballet flats add a soft femininity that balances out the more utilitarian vibe of structured denim. A practical yet chic pairing that is as relevant now as it was then.

Shop Stove Pipe Jeans + Ballet Flats:

reform

Cynthia high-rise straight jeans

Reformation’s Cynthia jeans are a fashion insider’s favorite. Buy while it’s on sale.

In my opinion, every great wardrobe starts with black ballet shoes.

marks and spencer

mom high waist jeans

UK sizes 6-24 and 5 different leg lengths.

jolin ballet flats

wandering shoemaker

jolin ballet flats

Pair it with stovepipe jeans or with a knee-grazing skirt.

2. Pointed toe boots

Influencer @claradirhauge wears a black jumper, dark wash stove pipe jeans, and pointed-toe boots.

Style notes: While winter still remains, pointed toe Boots are the perfect partner for stovepipe jeans. The sharp silhouette makes your legs look longer without compromising the clean lines of the denim, creating a calming style. Style a blank canvas, elevate it with a silky blouse for a night out, and keep it casual during the day with a chunky knit.

Buy Stovepipe Jeans + Pointed Toe Boots:

H&M

slim straight high jeans

Honestly, these look more expensive than they actually are.

These also come in four other shades.

reform

robbie ankle boots

The sock boots trend is likely to be a hot topic this winter.

3. Loafers

Influencer @cocoschiffer is wearing blue stove pipe jeans, brown leather loafers, a white t-shirt, and a brown button-down.

Style notes: Loafers are recommended for days when you want to wear jeans but don’t want to look sloppy. With baggy denim, you’ll work overtime to polish it, but with stovepipe jeans, it’ll feel completely natural. The slim cut complements the loafer’s classic shape, creating a smart look with little effort.