Shoes To Wear With Flare Jeans

Flare jeans are one of those jean styles that instantly make an outfit feel more intentional. I love how flattering they are through the hips and thighs, how they visually lengthen the legs, and how easily they can be dressed up or down depending on the shoes you choose. Whether you’re creating a casual outfit for everyday wear or styling a more elevated flare jeans outfit for dinner or date night, the right shoes completely change the look.

That said, choosing shoes to wear with flare jeans can feel a little tricky. The wider leg opening, longer inseam, and different rises, from high rise to cropped flares, mean not every shoe works the same way. Today, I’m sharing a roundup of shoes to wear with flare jeans so you can confidently style them for different occasions, seasons, and outfit formulas.

What Shoes To Wear With Flare Jeans

This post is designed to help you style flare jeans effortlessly, no matter your personal style or where you’re headed. I’ll walk through what flare jeans are, whether they’re still in style, which shoes work best with different flare silhouettes, and how to put together complete outfits. From casual outfit ideas to polished looks with high heels, you’ll have plenty of inspiration for styling flare jeans in a way that feels modern and wearable.

What Are Flare Jeans

Flare jeans are a denim silhouette that fits closer through the waist and thighs before gradually widening from the knee down. Unlike straight legged or straight leg jean styles that fall straight from hip to hem, flare jeans create movement and balance by widening at the bottom.

What makes flare jeans unique is their ability to visually elongate the legs, especially when paired with the right shoes. They’re often confused with bootcut and flare jeans, but bootcut styles have a subtler opening meant to fit over boots, while true flares have a more dramatic shape. You’ll also see variations like high rise flares, cropped flares, and vintage-inspired designs pulled from runway references and even moments seen on Getty Images and pop culture icons like Kendrick Lamar.

Are Flare Jeans In Style

Yes, flare jeans are absolutely in style. While skinny jeans and straight leg jean styles still have their place, flare jeans have become a go-to option for creating a balanced, elevated silhouette. They’re especially popular alongside wide leg jeans and cropped flares, offering a flattering alternative that works across seasons.

Modern flare jeans feel updated through cleaner washes, higher rises, and thoughtful tailoring, making them easy to wear with both casual and dressier pieces. Styling flare is less about trends and more about proportion, which is why choosing the right shoes is key.

What Shoes Go With Flare Jeans

Platform Heels

Platform heels are one of my favorite shoes to wear with flare jeans. The added height balances the wider hem and allows the jeans to skim the floor without dragging. They work especially well with high rise flares and longer inseams, creating a leg-lengthening effect.

Pointed Toe Heels

Pointed toe heels are perfect when you want a polished flare jeans outfit. The sharp toe contrasts beautifully with the soft flare, keeping the look refined. I love these for evenings out or when I want my outfit to feel a little more elevated without going overly dressy.

Ankle Boots

Ankle boots are incredibly versatile and easy to wear with flare jeans, especially in fall and winter. Look for styles with a slight heel so the hem doesn’t overwhelm the shoe. They’re ideal for everyday wear and pair beautifully with structured layers.

Chunky Sneakers

For a more relaxed, casual outfit, chunky sneakers are a great option. They add contrast to flare jeans and work well with cropped flares or slightly shorter inseams. This combination feels modern and effortless while still being comfortable.

Loafers

Loafers are a chic choice for polished daytime outfits. They pair best with cropped flares or flare jeans that hit just above the ground. This is a great alternative to skinny jeans or straight legged styles if you want something fresh but still classic.

Block-Heel Sandals

Block-heel sandals are perfect for warmer months and transitional outfits. The sturdy heel complements wide leg jeans and flare silhouettes without feeling too delicate. They’re ideal for brunch, casual dinners, or vacations.

How To Style Flare Jeans

Flare Jeans + Leather Jacket + Pointed Toe Heels

This is one of my favorite outfit formulas. A leather jacket adds structure, pointed toe heels keep the look sleek, and flare jeans soften the overall silhouette. It’s an easy way to elevate a flare jeans outfit for evening.

Cropped Flares + Sneakers + Simple Tee

Cropped flares paired with chunky sneakers and a fitted tee create a modern, casual outfit that’s perfect for errands or travel days. This combination feels relaxed but still intentional.

High Rise Flares + Knit Sweater + Platform Heels

High rise flare jeans paired with platform heels and a soft knit sweater are flattering and comfortable. This look works well for fall and winter when you want warmth without sacrificing style.

Flare Jeans + Button-Down + Loafers

This polished look is ideal for daytime or casual work settings. The loafers keep things refined, while the flare jeans add movement and interest compared to straight leg jeans.

Flare Jeans + Tank + Block Heels

For warmer weather, pair flare jeans with a simple tank and block-heel sandals. It’s an easy outfit that works for everything from lunch dates to casual evenings out.

When building your wardrobe, it’s helpful to think about flare jeans alongside other jean styles like straight legged, skinny jeans, and wide leg jeans so you can rotate silhouettes based on your outfits and shoes. If you’re looking for more denim-focused styling tips, be sure to read my guide on what shoes to wear with wide leg pants for even more inspiration.

Flare jeans are timeless, flattering, and incredibly versatile when styled thoughtfully. With the right shoes to wear, they can become one of the hardest-working pieces in your closet.

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