What To Wear With Flare Jeans: Stylish Outfit Ideas

Flare jeans are making a bold and stylish comeback, and they’re here to stay! If you’ve been wondering what to wear with flare jeans or need some stylish outfit ideas, you’re in the right place. Loved for their flattering silhouette and retro-inspired vibe, flare jeans are a versatile wardrobe staple that you can dress up or down for any occasion. Whether you’re new to the trend or rekindling your love for flares, keep reading to discover how to style them for casual days, office looks, and even date nights!

Understanding Flare Jeans

Before we jump into the fun stuff (a.k.a. outfit styling), let's break down the basics of flare jeans.

A Brief History and Evolution

Flare jeans have a rich history rooted in the 1960s and 1970s. They were a symbol of the counterculture movement, and their dramatic bell-bottom shape became an iconic rebellion against mainstream fashion. Since then, they’ve evolved into more modern and wearable designs while still maintaining that vintage charm. Think of them as a nostalgic nod to the past, updated for today’s fashion-forward people.

Types of Flare Jeans

Flare jeans come in various styles, meaning there’s a perfect pair for everyone. Here are the most popular types to add to your wardrobe:

• Kick Flare: A cropped version with a subtle flare that stops near the ankle. Perfect for showing off cute sneakers or your summer pedicure.
• Cropped Flare: Slightly longer and wider than a kick flare, these hit above your ankle for a playful look.
• Relaxed Flare: A loose, laid-back fit through the legs with a dramatic flare at the hem.
• Bootcut: A more subtle flare, great for a sleeker and polished everyday look.

Whichever style you choose, flares are equally fashionable and functional.

The Importance of Creating a Balanced Silhouette

Rocking flare jeans is all about creating the perfect balance in your outfit.

Since the flared silhouette naturally adds volume to the lower half, keep things streamlined up top. Avoid overly baggy tops, as they can overpower your look. Instead, opt for fitted or slightly tailored styles to complement the flare below.

A half-tuck can work wonders—just tuck in the front of your blouse or sweater to define your waist and keep the look polished. You could also cinch your waist with a chic belt to add some shape and tie the outfit together effortlessly.

The key is to highlight your proportions while letting the flare be the star of the show.

Tips for Pairing Footwear with Flare Jeans

Shoes can make or break your look when it comes to flare jeans. Here’s a guide to pairing the right footwear for maximum impact:

1. Heels: They’re the ultimate confidence booster when paired with flares. Whether you prefer stilettos, block heels, or kitten heels, adding height to your outfit will elongate your legs while adding a touch of elegance.
2. Platforms: When you want to channel retro vibes, platforms are the way to go. Try pairing them with light-wash relaxed flares to really lean into the 70s aesthetic.
3. Ankle Boots: Ankle boots are every millennial’s best friend. Go for pointed-toe boots to balance the hemline of your flares or choose chunky lug-sole Chelesa-style boots for a modern edge.
4. Sandals: When the weather warms up, go breezy with flat strappy sandals or wedges. They’re perfect for kick flares or cropped styles that show off your ankles.

Accessorizing Your Flare Jeans

A killer outfit isn’t complete without the right accessories. Here are some quick tips to help you level up your look:

• Belts: A chic belt can define your waist, especially with high-waisted flares. Statement buckles or braided belts add interest without competing for attention.
• Bags: Choose stylish bags to complement your look. A crossbody bag works for casual days, while a structured tote is perfect for office chic. For date nights, go for a sleek clutch.
• Jewelry: Keep it simple with layered necklaces for casual outfits or opt for bold statement earrings to add drama for dressier occasions.

Fabric and Wash Considerations

The details matter when it comes to choosing your perfect pair of flares.

Light Wash vs. Dark Wash

• Light Wash is ideal for casual, relaxed looks and works best for daytime wear.
• Dark Wash offers a sleeker, more refined look, making it versatile for the office or evening outings.

Denim Weight and Distressing

Heavier denim works well for structured winter outfits, while lighter fabrics are more suitable for warmer months. Distressed denim works year-round but it’s often the most comfortable in the summer. Always consider the season when selecting the perfect fabric weight.

Styling Flare Jeans: Outfit Ideas for Every Occasion

Flare jeans are fun to style because they offer endless possibilities. Here’s how to make KanCan denim flares work for every moment in your day-to-day life:

Casual Day Out

Running errands or meeting friends for brunch? Pair your flare jeans with a fitted white tee and a leather jacket for an effortlessly chic vibe.

A cropped sweater works well in cooler weather, giving you a relaxed yet trendy look. Add sneakers to keep it comfortable without sacrificing style.

Office Chic

Yes, you can absolutely wear flare jeans to work! Choose a dark-wash or black pair for a more formal look. Tuck in a button-down shirt and throw on a tailored blazer for a professional and polished finish. Swap your sneakers for block heels or pointed-toe ankle boots to elevate the outfit.

Evening Glam

Heading out for dinner or cocktails? Go full glam by pairing high-waisted flares with a shimmery or satin top. A long, statement trench coat or faux fur jacket adds drama, while strappy heels or platforms complete your night-out look.

Bohemian Vibes

Flare jeans and boho aesthetics are a match made in heaven. Opt for relaxed flares paired with a flowy, printed blouse or a peasant-style top. Layer on long necklaces and add suede ankle boots to channel your inner free-spirit.

Athleisure Twist

Want to merge comfort and style? Combine cropped flares with your favorite oversized sweatshirt or hoodie. Throw on a pair of chunky sneakers and a crossbody bag for an edgy yet laid-back look that’s perfect for casual outings or coffee runs.

Choosing the Best Flares for Your Body Type

Flare jeans are incredibly flattering, but finding the right fit is key.

• Petite Figures benefit from cropped or kick flares paired with heels to elongate the silhouette.
• Curvy Figures look amazing in high-waisted relaxed flares, which accentuate the waist and balance proportions.
• Tall Figures can rock all styles, but trouser flares truly stand out.

Try on different sizes and styles to find the perfect fit that celebrates your shape.

Mastering the Flare Jeans Look

Flare jeans are a timeless trend that combines retro charm with modern versatility. By now, you’ve got plenty of ideas for what to wear with flare jeans and countless stylish outfit ideas to try. From casual brunches to chic evenings, flares open up a world of possibilities for women looking to experiment with their look.

Still haven’t found your dream pair of jeans? Arrow 22 is an online women’s boutique with tops, jeans, shoes, and accessories to refresh your wardrobe all year long. Peruse our site for your next favorite find!