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10 Denim Shorts to Layer Into Your Transitional Summer-to-Fall Outfits

The cooler months are arriving, but that doesn't mean you can't keep wearing denim shorts.

Photographed by Christopher Fenner for L'OFFICIEL USA Spring 2024 Issue
Photographed by Christopher Fenner for L'OFFICIEL USA Spring 2024 Issue

Even though the colder months are slowly creeping in, we're not ready to tuck our denim shorts into storage just yet. Transitional denim offers the perfect solution, allowing us to keep wearing our favorite summer staples with ease while embracing the season's changing weather. Denim shorts, in particular, can be effortlessly styled for cooler days, offering endless layering possibilities. By pairing denim shorts with cozy knits, tights, and boots, we can all keep our denim shorts in rotation well into the fall season.

As the temperatures drop, it's the perfect time to experiment with your wardrobe and discover new ways to wear your denim shorts. Opting for heavier fabrics, like structured or raw denim, darker washes, and longer cuts that provide warmth without sacrificing style brings a more autumnal feel to your look while still maintaining the casual, laid-back appeal of shorts. 

Transitional denim shorts bring the perfect balance between comfort and style. Wheather you're wearing long bermuda shorts with knee-high boots or pairing high-rise shorts with a chunky sweater for a cozy, layered look, transitional denim shorts offer versatility that stretches far beyond the summer months. So, instead of packing away your favorite pair of denim shorts, get creative with layering and accessorizing, and continue to make denim shorts a key part of your seasonal wardrobe.

Follow along as L'OFFICIEL USA highlights some of our favorite transitional denim shorts perfect for keeping your look effortlessly chic as the colder months begin to settle in.

L'OFFICIEL USA may be compensated and/or receive an affiliate commission if products are purchased through our links.

Agolde

A classic high-rise light wash denim is a timeless piece that everyone needs in their transitional wardrobe. Agolde's Dame Shorts offer a flattering fit with their relaxed high-rise silhouette, bringing a touch of effortless cool to any outfit. No matter the way you style them, these shorts are the perfect go-to for easy, laid-back dressing.

Agolde Dame High-Rise Denim Shorts, $89, Moda Operandi

Model wearing light washed shorts
Loewe

Adorned with the iconic Loewe anagram, these denim shorts bring a luxurious touch to any transitional outfit. Crafted from medium-weight washed cotton denim, they feature a relaxed silhouette that effortlessly balances comfort and style. The subtle anagram embroidery on the front trim elevates the classic denim design, making these shorts a chic choice for off-duty days.

Loewe Anagram Shorts in Denim, $990, Loewe

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The Frankie Shop

The Frankie Shop's Xavier Pleated Bermuda Shorts feature an elegant dark wash denim, perfect to blend into your fall waldrobe. Offering a knee-length cut and structured silhouette, this design proves that even denim shorts can make a chic statement. The clean pleated lines make them easy to style with oversized sweaters or sleek boots, creating a polished look for the cooler months ahead.

The Frankie Shop Xavier Pleated Denim Shorts, $170, Moda Operandi

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Prada

Prada's Denim Bermuda Shorts offer a refined take on casual dressing with their relaxed fit and knee-length cut. Featuring a frayed edge and the iconic Prada logo these shorts showcase Prada's minimalist aesthetic, combining effortless style with a touch of luxury. The classic five-pocket design and subtle fading add a timeless appeal, making them a versatile addition to any wardrobe.

Prada Denim Bermuda Shorts, $1,270, Saks Fifth Avenue

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Rag & Bone

Known for their high-quality denim, Rag & Bone's Mckenna short is designed with a relaxed fit cut with a high-rise, wide-leg silhouette that can be worn all fall long. These versatile shorts are pefect for easy, everyday wear, combining comfort with a polished edge. Crafted in their premium denim, the Mckenna shorts feature subtle fading and classic five-pocket styling, making them a go-to piece for your transitional outfits.

Rag & Bone Mckenna Short, $198, Saks Fifth Avenue

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Slvrlake

Slvrlake's Grace High-Rise Wide-Leg Denim Shorts offer a modern take on timeless denim. Crafted from a light wash premium denim, these shorts feature a flattering high-rise waist and wide-leg silhouette for a relaxed yet chic look. The minimalist design highlights Slvrlake's clean lines and effortless style, making them a versatile staple for your transitional wardrobe. 

Slvrlake Grace High-Rise Wide-Leg Denim Shorts, $249, Saks Fifth Avenue

clothing shorts skirt pants person accessories bag handbag
JW Anderson

Known for his unique touch to all of his designs, JW Anderson brings a fresh twist to denim with the Blue Twisted Workwear Denim Shorts. These eye-catching shorts feature an asymmetrical design and twisted seams, offering a bold take on a classic workwear. The relaxed fit and raw hem create an effortless, edgy look, while the subtle detailing showcases Anderson's signature avant-garde approach. Perfect for those who want to make a statement, these shorts add an artistic flair to any causal wardrobe.

JW Anderson Blue Twisted Workwear Denim Shorts, $270, Ssense

Nili Lotan

For a laid-back take on the denim shorts, Nili Lotan's Russel Denim shorts can be worn from summer to fall with extreme ease. The low-rise, relaxed denim design features a slightly frayed edge that gives these transitional denim shorts a vintage-inspired look. The mid-wash denim makes these easy to pair with everything from a chic button-down to a casual tee. 

Nili Lotan Rusel Denim Short, $350, Nili Lotan

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DL1961

DL1961 takes on a more classic yet timeless approach on the traditional denim short, combining a flattering high-rise waist with a relaxed cut that creates a comfortable silhouette. Its light wash and subtle fading makes these the perfect transitional denim piece, adding a touch of effortless cool to any fall ensemble. 

DL1961 Taylor Ultra High-Rise Denim Shorts, $149, Neiman Marcus

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Coperni

Coperni adds an innovative and contemporary touch to the classic denim short. Featuring a sleek, minimalist design, these shorts are crafted with blue faded denim for a vintage-inspired look with a modern twist. The high-rise waist and clean lines create a flattering, structured silhouette, while adding an effortlessly cool style. These shorts embody Coperni's signature blend of innovation and timeless style, perfect for a transitional wardrobe.

Coperni Blue Faded Denim Shorts, $210, Ssense

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