4 Ways To Style High-Waisted Baggy Jeans For Fall

High-waisted baggy jeans are the perfect fall staple that blends comfort with style, offering an easygoing yet chic vibe. Their relaxed fit allows for endless versatility, and they can be dressed up or down depending on the occasion. Whether you’re heading out for a casual weekend brunch or need a stylish fit for a day at the office, here’s how to make the most of high-waisted baggy jeans this fall. —Ashley Harris

Casual Chic with Turtlenecks

Baggy jeans paired with a cozy, turtleneck sweater creates the ultimate relaxed fall outfit. Opt for neutral tones or rich autumn shades like rust or forest green to match the season’s colour palette. Tuck the front of your sweater into your jeans for a polished yet effortless look.

Pick Up the Look: Silver Jeans V-Front High Rise Wide Leg Jeans ($108)

These jeans feature a unique v-front detail that adds a fun twist to the classic high-waisted fit. Pair them with a turtleneck and finish with heeled boots for a cozy chic vibe.

Add Structure with a Trench Coat

To elevate your look, layer your baggy jeans with a structured trench coat. This outfit combination strikes the perfect balance between laid-back and professional, ideal for transitional weather. Pair with an oversized blouse and sweater vest for a fashion-forward, boxy look.

Pick Up the Look: Frank & Oak The Wide Leg High Waist ($129)

These wide-leg high-waisted jeans from Frank & Oak are great for pairing with a trench coat. The sleek dark wash keeps the outfit polished while maintaining the comfort of the baggy style.

Feminine with a Tucked Blouse

Create an easy, feminine look by tucking a billowy blouse into your baggy jeans. The juxtaposition of the flowy top with the structured, high-waisted bottoms gives you a chic, put-together look without much effort. Choose silky blouses in muted tones or playful prints to add a touch of elegance.

Pick Up the Look: RW&Co Long High-Waisted Wide Leg Jeans ($100)

These RW&Co jeans offer a sleek wide-leg fit with a high waist that’s perfect for tucking in a blouse. Pair them with flats or block heels for a sophisticated daytime look.

Elevate with Button Ups

High-waisted baggy jeans and a button-up shirt combo make for a stylish fall outfit. Pair your jeans with a long coat or an oversized faux-fur jacket to play with textures and proportions.

Pick Up the Look: H&M Wide Ultra High Jeans ($45)

These H&M jeans are a budget-friendly staple that works well with button-ups. The ultra-high waist ensures you stay warm, and the wide leg adds drama to any look.