If you ask me, high-waist jeans were never out of style, but for many, when the Y2K craze took hold a few years ago, low-rise denim came back with full force, leaving no room for its more timeless, sophisticated counterpart. Jeans that had buttons at the waist instead of the hips were removed – donated, or if their owners thought ahead, put away for a later date – and replaced with trendy styles. Luckily for anyone like me who’s been loyal to denim style, the return of high-rises is coming faster than I predicted, and this spring and summer, all signs are pointing towards a full comeback, which means it’s time to start planning.
When a denim shape arrives or re-enters the scene the most important thing is to think about the shoes that look best with it. You can really wear any top with jeans, but shoes are more difficult to get right, with heel height, toe shape, color, and material all playing a role. If you wear wrong footwear with jeans then the whole outfit falls apart. To keep the process of reincorporating high-waisted jeans into your wardrobe as seamless and painless as possible, I did some digging through Instagram and found the best pairs of shoes with the denim silhouette to come. Scroll down to enjoy the fruits of my labor, and by that I mean, shop the best shoes to wear with high-waist jeans in 2026.
Best Shoes to Wear with High-Waist Jeans
High-waist jeans + flip-flops
In spring and summer, there’s no denim outfit easier than a pair of high-waist vintage jeans and some classic flip-flops. The combo is comfortable, cool and effortless – a perfect trio on a hot day.
High waist jeans + heeled ankle boots
When you’re choosing a longer inseam, always wear heels to avoid awkward bulges at the sides of your jeans. A round-toe pump or mule will work great, but the best option is always a Ankle boots.
High-waisted jeans + ballet flats
When in doubt, always wear high-waist jeans Ballet flats. This is a timeless option that is approved by French girls and is perfect for any day occasion. Tip: To look extra “savvy” in 2026, choose brown jeans, one of the top denim trends of the year.
High-waist jeans + strappy heel sandals
For an easy day-to-night transition, pair high-waisted jeans in a dark or indigo wash with simple, strappy jeans with a slight bootcut shape. Sandals. You are guaranteed to look sophisticated without putting any thought or effort into your outfit.
High-Waisted Jeans + Slingback Flats
Sister to traditional ballet flats, slingback flats have a slightly more elevated look that instantly takes your denim outfit up a notch. The key to pairing them with high-waisted jeans is to find a pair that has a slight crop and a fitted, almost cigarette-like cut, similar to a tailored trouser.
High-Waisted Jeans + Peep-Toe Wedges
Everyone is wearing cool peep-toes wedges Right now à la Alaïa, Khaite, and Totem, and the best ones are pairing them with high-waist jeans. It’s an unbeatable combination that’s guaranteed to get you compliments from every passerby.
High-waist jeans + loafers
I actually have a lot of trouble with styling. Loafers with jeans because you have to find the right denim size that fits perfectly on them so that you don’t look smaller than you are. My trick after several years of trial and error? Find a very straight, very high-waisted pair of vintage-wash jeans that don’t twist at the ankle and a soft, low-profile loafer.
High Waist Jeans + Heeled Slide Sandals
Kitten heel slide sandals may be the #1 shoe choice when it comes to high-waisted jeans this spring and summer. Don’t think too much about it—the pairing just works, no matter what top or light jacket you choose to pair with.
High-waist jeans + western boots
High-waist jeans + heeled thong sandals
Finally, my personal favorite shoes to wear with high-waist jeans are heeled thong sandals. You get all the comforts of flip-flops and the polish of strappy sandals in a minimalist package.
