The 12 Best Oversized Pants For Breezy Dressing

Every product on this page was chosen by a Harper’s BAZAAR editor. We may earn commission on some of the items you choose to buy.

The Wardrobe Staple

Frankie Shop Tansy Pleated Twill Trousers

The Wardrobe Staple

Frankie Shop Tansy Pleated Twill Trousers

“There is a difference between oversized and baggy. The silhouette is roomy but remains sharp, like our pants that look borrowed from the men’s closet, but the pleated tabs give a nice waistline,” Drevet says.

The brand’s Tansy trousers look as good when worn with a simple white tank as they do with a matching oversized blazer. These also come in a fresh pink pinstripe if you’re looking to add some subtle color into your rotation.

The Modern Art Print

Proenza Schouler Painted Stripe Pants

Painted Stripe Pants

The Modern Art Print

Proenza Schouler Painted Stripe Pants

Proenza Schouler gives us the abstract art inspired pants of our dreams in a super relaxed fit. With the vibrant green and black stripe print, these pants will look chic everywhere from the farmer’s market to a buzzy gallery-opening.

The Silky Trouser

CO High-Waist Wide Leg Trouser in Silk Cady

High-Waist Wide Leg Trouser in Silk Cady

The Silky Trouser

CO High-Waist Wide Leg Trouser in Silk Cady

These high-waisted, deep-green trousers boast a loose fit from the hip down to the hem. This airy wide-leg silhouette feels both sophisticated and uncomplicated.

The Perfect Y2K-Esque Baggy Denim

AGOLDE The Low Slung Baggy Organic Wide-Leg Jeans

The Low Slung Baggy Organic Wide-Leg Jeans

The Perfect Y2K-Esque Baggy Denim

AGOLDE The Low Slung Baggy Organic Wide-Leg Jeans

Agolde has yet again created a fan-favorite cut for denim aficionados. If high-waisted styles are not your go-to, these baggy boyfriend jeans are reminiscent of the lower slung waistlines of the Y2K era, with a elevated fabrication.

The Luxe Investment Pair

Khaite The Teyana Pant

The Teyana Pant

The Luxe Investment Pair

Khaite The Teyana Pant

With oversized silhouettes, it’s all about finding the right balance. Khaite’s Teyana pant feature a high-waist and paired forward pleats that create a relaxed yet refined form. They’re luxe enough to wear for a night out but also polished enough to wear at your 9-to-5.

The Glam Cargo

SIMKHAI Beatriz Wide Leg Cargo Pant

Beatriz Wide Leg Cargo Pant

The Glam Cargo

SIMKHAI Beatriz Wide Leg Cargo Pant

Toeing the line between elevated and everyday, these cargos will become your new ‘going out’ pants when you want a stylish option that’s still comfortable.

The Cozy Cashmere

Loewe Cropped Cashmere Wide-Leg Pants

Cropped Cashmere Wide-Leg Pants

The Cozy Cashmere

Loewe Cropped Cashmere Wide-Leg Pants

As the temperature drops, cozy and tactile fabrics are a must. During Loewe’s most recent show, these cashmere pants were styled in three different looks. Evidently this wide-leg cropped silhouette has range.

The Silk Monogram

Toteme Embroidered Silk-Twill Wide-Leg Pants

Embroidered Silk-Twill Wide-Leg Pants

The Silk Monogram

Toteme Embroidered Silk-Twill Wide-Leg Pants

In sumptuous silk, these PJ-inspired monogramed pants from Toteme can take you from lounging at home to running errands—with ease. They also make for a chic no-fuss ensemble when worn with the matching top for a dinner date.

The New Menswear-Inspired Take

TWP New Didi Wide Leg Trousers

New Didi Wide Leg Trousers

The New Menswear-Inspired Take

TWP New Didi Wide Leg Trousers

These 100 percent wool trousers in charcoal-grey make for an easy transition into the cooler months ahead. Wear these with sneakers and a cardigan for a casual sleek look or pair with a waistcoat and blazer for a full menswear-inspired look.

The Viral Jean

Frankie Shop Sasha High-Rise Wide-Leg Jeans

Sasha High-Rise Wide-Leg Jeans

The Viral Jean

Frankie Shop Sasha High-Rise Wide-Leg Jeans

With its exaggerated wide-leg and elasticized panel at the back of the waistband, these jeans are a win-win for comfort and style. Not to mention Frankie Shop’s jeans are always going viral on TikTok, so these are the ultimate denim staple for your next #OOTD.

The Parisian Pinstripe

Loulou Studio Amoya Pants

Amoya Pants

The Parisian Pinstripe

Loulou Studio Amoya Pants

Loulou Studio’s Amoya pant comes in a cashmere-wool blend in pinstripe that feels understated yet bold with a soft fluidity that still comes with an edge.

The Occasion-Wear Pick

Alex Perry Rowe Pleated Stretch-Velvet Wide-Leg Pants

Rowe Pleated Stretch-Velvet Wide-Leg Pants

The Occasion-Wear Pick

Alex Perry Rowe Pleated Stretch-Velvet Wide-Leg Pants

These Alex Perry pants are a dramatic wide-leg that come in a luxurious chocolate velvet. This strikingly stylish option works for all the event-dressing on your agenda this holiday season. When worn with the matching blazer, they’ll even work for extra formal affairs. Add in a red lip and statement earrings for high impact dressing at its best.

Why trust Harper’s Bazaar?

line break

For more than 150 years, Harper’s Bazaar has been the preeminent fashion, beauty, and lifestyle resource for women at every age. We cover what’s new and what’s next in fashion by working with the world’s leading authorities in ready-to-wear, footwear, accessories, and more. Every story we publish has been thoroughly researched and vetted by our team of editors and industry experts.