High-waisted jeans have proven they’re more than just a fleeting trend—they’re a wardrobe mainstay. Loved for their flattering fit and vintage-inspired silhouette, they’ve outlasted dozens of denim fads and continue to reign in 2025. Whether you’re loyal to classic skinny styles, wide-leg cuts, or the ever-popular mom jeans, high-waisted denim offers a versatile base for endless outfit combinations.
But even the best jeans can fall flat without the right shoes to anchor the look. And in today’s ever-evolving fashion landscape, staying on-trend means knowing how to pair your go-to denim with the footwear of the moment. From chunky sneakers to minimalist mules and everything in between, the right shoe can completely transform your high-waisted jeans—elevating them from basic to fashion-forward.
The key? Balancing proportions, textures, and vibes. Whether you’re dressing for brunch, errands, or a night out, there’s a perfect shoe pairing to suit every wash and cut. Ahead, we’re breaking down the best footwear to style with high-waisted jeans in 2025—because great denim deserves equally great shoes.
1. Slimline Athletic Sneakers
In 2025, athletic sneakers have taken on a sleek and minimalistic form. These streamlined sneakers, characterized by their tonal palettes in beige, soft grey, or white, offer both style and comfort. Perfect for the fashion-forward urbanite, they effortlessly elevate your look when paired with tapered or barrel-leg high-waisted jeans.
Think of them as the ideal blend of sporty functionality and modern sophistication. With subtle accents, these sneakers manage to capture attention without overwhelming the outfit. Whether you’re hitting the city streets or attending a casual brunch, these kicks are your go-to choice.
The appeal lies in their ability to seamlessly integrate into various personal styles, making them indispensable in any shoe collection this year.
2. Kitten-Heel Mules
Kitten-heel mules are enjoying a significant resurgence in 2025. Their sculptural and mesh styles bring a touch of elegance to any ensemble. When paired with cropped or ankle-length high-waisted jeans, they create a sleek, feminine silhouette that’s hard to resist.
The charm of these mules lies in their delicate balance between comfort and style. The kitten heel offers just the right amount of lift, making them versatile for both daytime and evening wear.
It’s their ability to add a polished edge to casual or more refined outfits that makes them an intriguing choice for fashion enthusiasts seeking subtle sophistication.
3. Loafers with a Lug Sole
The loafer trend of 2025 is all about refinement with an edge. These high-shine leather loafers boast a square toe and a subtle lug sole, making them a perfect match for straight or wide-leg high-waisted jeans.
Their appeal is in the contemporary twist they bring to a classic silhouette, offering a bold statement without being overtly dramatic. The combination of the polished leather and rugged sole provides a unique juxtaposition that captivates.
These loafers redefine versatility, seamlessly transitioning from a professional setting to a more relaxed social scene, embodying both elegance and rugged charm.
4. Sculptural Wedges
Wedges have made a comeback with a sculptural twist in 2025. Featuring geometric heels and a mix of materials, these wedges add an artistic flair to any outfit. They pair flawlessly with relaxed-fit high-waisted jeans, especially when combined with a structured blazer.
The charm of these wedges lies in their ability to transform a simple outfit into a statement. Their unique design captures the eye and makes them a focal point of any stylish ensemble.
Ideal for those who appreciate architectural aesthetics, these wedges offer both comfort and a touch of avant-garde elegance, making them a standout choice for any fashionista.
5. Ballet Flats (with a Twist)
Ballet flats have returned to the spotlight but with exciting twists. This 2025 iteration features pointed toes and Mary Jane straps, combining classic elegance with a modern edge. Perfectly suited to vintage-wash high-waisted jeans, they offer a charmingly chic look.
The unique design elements add a playful touch to an otherwise classic shoe, ensuring they stand out in any wardrobe. These flats are not just about looks; their comfort makes them ideal for daily wear.
For anyone looking to add a nostalgic yet contemporary flair to their ensemble, these ballet flats deliver both versatility and style with ease.
6. Square-Toe Ankle Boots
Square-toe ankle boots are the shoe of choice for 2025. Their clean shaft and block heel provide a sharp look that complements high-waisted flares or slim jeans tucked in, creating an effortlessly sleek profile.
These boots bring an assertive sophistication to any ensemble, making them ideal for those who appreciate bold, modern designs. Their structured form enhances the leg line, making them a flattering choice for many.
The combination of angular design and comfort makes these boots not only a fashion statement but also a practical addition to any shoe collection, perfect for navigating both cityscapes and casual settings.
7. Tabi Flats
2025 brings a contemporary wave with split-toe Tabi flats. These shoes add an edge to high-waisted denim, particularly in dark-wash or pleated styles, making them a favorite for fashion-forward individuals.
Their retro vibe is balanced with modern elements, creating a unique hybrid that draws the eye. The split toe adds a boldness to the classic ballet flat silhouette, making these shoes a conversation starter.
With their captivating blend of past and present, these Tabi flats are perfect for those looking to make a statement while embracing the comfort of a chunky sole.
8. Minimalist Flip-Flop Heels
The ’90s-inspired flip-flop heel makes a luxurious return in 2025, now seen in materials like luxe leather or satin. Paired with high-waisted jeans and a slinky corset or sheer top, these heels add just the right amount of fashion-forward flair.
Their minimalist design brings a touch of elegance, perfect for both casual beach outings and more refined evening events. The juxtaposition of simplicity and luxury makes them a standout choice.
For anyone wanting to add a hint of nostalgic glamour to their wardrobe, these flip-flop heels are the perfect blend of comfort and style, embodying the playful spirit of the ’90s.