The Best Fall Shoes for Every Occasion

As the season of crisp air and vibrant foliage arrives, step into fall with luxe footwear. From stylish flats and chic loafers to bold block heels and versatile boots, this season’s must-have shoes elevate all your most anticipated fall looks.

The Timeless Appeal of Flats

Elegant, comfortable, and effortlessly feminine, flats remain a staple in any fall wardrobe. Whether you’re at the office or a sophisticated evening out, our collection of flats, crafted from luxurious materials like quilted leather and zebra-printed calf hair, adds a touch of refinement to any outfit. Plus, they ensure comfort from morning until night with added support and a slip-on design.

When to Wear Flats

Flats are the epitome of versatility, easily pairing with various fall ensembles. Match them with a structured shirt dress in warm tones for a chic, seasonal look, complemented by a suede bag for added texture. Swap out your usual sneakers or sandals for ballet flats in brown leather when donning your favorite denim for a polished yet comfortable outfit.

Elevating Your Style with Flats

Flats are a perfect partner for denim. Opt for a classic jeans-and-tee ensemble, and trade your usual sneakers for flats to instantly elevate your look with understated elegance.

Where Loafers Shine

Loafers are a natural fit for the office. Pair a sleek leather penny loafer with tailored trousers and a silk blouse for a timeless professional look. Or, pair with a flowing midi skirt and a sharp blazer for a chic contrast.

Modern Ways to Wear Loafers

Loafers are as relevant today as ever, and there are plenty of contemporary ways to wear them. Pair with a casual dress and socks for a trendy twist or jeans, shorts, or elevated loungewear for a stylish, laid-back vibe.

The Allure of Block Heels

Sturdy yet stylish, block heels offer the perfect blend of elegance and comfort. Their versatile silhouette makes them a must-have for any fall occasion, from dinner dates to holiday parties.

When to Wear Block Heels

Block heels elevate your outfit for various events, including weddings and professional gatherings. Their added comfort makes them ideal for formal and casual settings, whether toasting at a wedding or strolling through a farmer’s market.

How to Style Block Heels

Be chic in 30 seconds when pairing with a flowing maxi dress for office days. Linen pants and a lightweight sweater are perfect for pairing with your block heels for a weekend brunch date. Denim and even super-casual closet staples work well with this slightly sturdier, easy-going heel style.

The Versatility of Boots

No fall shoe collection would be complete without boots to tackle style and weather. From classic tall riding boots to adaptable heeled booties, boots are the quintessential fall footwear.

Styling Boots for Every Occasion

Just like loafers and block heels, boots offer endless styling possibilities. For the office, pair short boots with tailored trousers and a crisp button-down or feminine skirts and dresses. Flat-heeled boots also add a polished finish to leggings and sweaters.

Men’s Fall Footwear Essentials

As fall arrives, men’s footwear is crucial in completing the season’s stylish looks, from classic boots and sleek loafers to versatile sneakers and more.

Key Styles for Men This Fall

Our men’s footwear brief digs into our foundational footwear edit featuring exceptional essentials of the season. Leather loafers add timeless and effortless elegance in both work and evening settings, and moccasins offer a laid-back iteration with all the ease of loafers. Leather sneakers also earn their place in any men’s fall footwear lineup, providing modern comfort and style ideal for casual Fridays or laid-back weekends. The weather-wise boot styles like Chukka and lace-up boots offer a sturdy, rugged edge suited to outdoor activities and casual fall ensembles.

Styling Tips for Men

Lean into staples like Chukka boots and pair them with slim-fit chinos or dark denim and a blazer for a modern look. Leather loafers complement tailored trousers for the office or dark jeans and a knit sweater for casual refinement. A pair of sneakers works with chinos or jeans in equal measure. Add a bomber jacket for a relaxed style. For more rugged appeal, lace-up boots bring a functional finish to straight-leg jeans, flannel shirts, or cargo pants and sweaters.

See all the men’s fall shoe styles in our collection at J.McLaughlin.

Whatever the occasion or your taste, trust the exceptional and of-the-moment men’s and women’s fall footwear at J.McLaughlin to see you through the season in style. Whether dressing up for work, heading out for a casual weekend, or attending special events, the right shoes can elevate any outfit.

For more seasonal inspiration, see our Pre-Fall Trend Report, which features seasonless dresses, chic prints, cozy sweaters, and the denim of your dreams.