Mid Rise Baggy Denim Shorts

Mid rise baggy denim shorts are your new go-to for serving attitude with zero effort. Whether you’re running the world or just running errands, these laid-back faves are all about that “cool without trying” energy. Pair them with a crop top for major main character vibes or throw on an oversized tee and sneakers for that effortlessly chill look. Ready to turn every sidewalk into your runway? Mid rise baggy denim shorts have entered the group chat—let’s make some memories.

Show Filters

Sort: Recommended

Size

Color

Price

All Filters

27 results

Sort

Weekend Cool Mid-Rise Denim Jorts in Med Denim

$42.90

A relaxed mid-rise jort in medium denim with structured fabrication and classic five-pocket styling.

Rebel Edge Belted Denim Shorts in Black

$39.90

A pair of black denim shorts featuring a wide studded grommet belt and a sleek, mid-rise fit.

Star Of The Show Denim Shorts in Med Denim

$36.90

A pair of medium denim shorts featuring a star back detail and a form-hugging, mid-rise fit.

Double Take Belted Denim Hot Shorts in Dark Denim

New Arrival

Double Take Belted Denim Hot Shorts in Dark Denim

$36.90

A pair of dark denim cotton-blend hot shorts featuring a double belted design and mid-rise waist.

Windsor Easy Going Distressed Denim Shorts in Med Denim

New Arrival

Windsor Easy Going Distressed Denim Shorts in Med Denim

$36.90

A pair of medium denim shorts featuring distressed accents, cutoff hem, and a comfortable mid-rise fit.

Now Trending

Chic Fairytale Tiered Lace Hot Shorts in Ivory

$29.90

(34)

Create your own fairytale this Halloween with hot shorts that feature a chic tiered lace design and a cheeky fit. Perfect for creating a masquerade-inspired costume or classic icons. Complete costume with the matching mask or plaid top. Fit & FeaturesStretchy knit fabric with tiered floral mesh design, Mid-rise elasticized waist, Cheeky bottom coverage, Form-hugging fit, Shorts in size small have an 8.5" front rise with a 2" inseam, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Chic Fairytale Tiered Lace Hot Shorts in Ivory | Size: S | Knit Fabric/Mesh Fabric

Windsor Smooth Moves PU High-Rise Shorts in Black

$29.90

(34)

Oh-so-contemporary and sleek, these smooth faux leather shorts feature a high-rise waist, front snap-button, hidden zipper closure, side pockets, seam detailing, and a fitted cheeky hem. The lined faux leather fabric has minimal stretch. Complete the look in a basic tee and boots for an edgy vibe. Fit & FeaturesHigh-rise waist, Front snap-button and hidden zipper closure, Side pockets, Seam detailing, Fitted, cheeky hem, Faux leather lined fabric, minimal stretch, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Smooth Moves PU High-Rise Shorts in Black | Size: M | Leather

Center Stage Rhinestone Hot Shorts in Black-2

$29.90

(18)

Take the stage in this rhinestone hot shorts and heat the scene! Fit & FeaturesRhinestone embellishments, Stretchy cotton-blend knit fabric, Low-rise waist, Fitted silhouette, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Center Stage Rhinestone Hot Shorts in Black-2 | Size: S | Cotton/Knit Fabric/Rhinestone

One And Only Mid-Rise Hot Shorts in Black

$24.90

(12)

Elevate your style with these hot shorts for any fun plans! These mid-rise shorts provide a comfortable fit and accentuate your curves in a sleek, form-hugging fit. Fit & FeaturesWoven fabric, Mid-Rise waist, Back zipper closure, Form-hugging fit, Runs true to size, Free Shipping on All Orders Over $75. | Windsor One And Only Mid-Rise Hot Shorts in Black | Size: M | Woven Fabric

Bold Move Coated Hot Shorts in Black

$26.90

(6)

These coated hot shorts are for the nights when subtle just isn’t on the agenda. Sleek, sculpting, and unapologetically bold, they bring that confident, going-out energy, whether you pair them with a crop top or an oversized jacket. Fit & FeaturesCoated faux leather finish, High-rise waist, Body-hugging fit, Short inseam cut, Back zipper closure, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Bold Move Coated Hot Shorts in Black | Size: XS | Leather

So Fab Ruffled Lace Hot Shorts in Brown

$29.90

(5)

So fab, these ruffled lace hot shorts will amp up the flirty vibe of your look! Style with a graphic tee for concerts. Fit & FeaturesSheer lace fabric with knit lining, high stretch, Low-rise waist, Tiered ruffled design, Cheeky form-hugging fit, Runs true to size, Free Shipping on All Orders Over $75. | Windsor So Fab Ruffled Lace Hot Shorts in Brown | Size: XS | Lace Fabric/Knit Fabric/Sheer Lace Fabric

Play Time Mid-Rise Hot Shorts in Black

$39.90

(4)

Sleek and edgy faux leather hot shorts to trend right at festivals, concerts, or for a spicy night on the town! Fit & FeaturesFaux leather-lined fabric, no stretch, Mid-rise waist, Front button and hidden zipper closure, Four-pocket styling, belt loop accents, Form-hugging fit, Cheeky hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Play Time Mid-Rise Hot Shorts in Black | Size: M | Leather

She's A Wild One Leopard Ruffle Hot Shorts

$29.90

(4)

Shake it up in this leopard ruffle hot short for a night on the prowl! Shop Matching Top: She's A Wild One Leopard Ruffle Tube TopFit & FeaturesLeopard print, mesh fabric, stretchy knit lining, High-rise waist, Ruffled silhouette, Form-hugging fit, Runs true to size, Free Shipping on All Orders Over $75. | Windsor She's A Wild One Leopard Ruffle Hot Shorts | Size: L | Knit Fabric/Mesh Fabric/Mesh Fabric

Windsor Untamed Layers Ruffle Shorts in Leopard

$36.90

(2)

Soft suede, but make it spicy. These leopard-print ruffle shorts serve major flirt energy with layered tiers, a comfy elastic waist, and that cheeky fit made for standing out. Fit & FeaturesLeopard print, faux suede knit fabric, Mid-rise waist, Tiered ruffled design, Form-hugging fit, Cheeky hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Untamed Layers Ruffle Shorts in Leopard | Size: L | Faux Suede/Knit Fabric

Cheeky Flirt Ruffle Shorts in Burgundy

$36.90

(2)

These tiered ruffle shorts bring texture and sass to your look—perfect layered with tights, styled for a costume, or styled solo when you’re feeling bold. Fit & FeaturesKnit-lined fabric, Low-rise waist, Tiered ruffle design, Form-hugging fit, Cheeky bottom, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Cheeky Flirt Ruffle Shorts in Burgundy | Size: M

Mid Rise Baggy Denim Shorts

Mid rise baggy denim shorts are the unsung heroes of transitional wardrobes, effortlessly bridging the gap between laid-back comfort and on-trend style. There’s something about the way they hang—never clinging, always skimming—that feels like a breath of fresh air, especially as winter starts to loosen its grip and the promise of spring lingers in the air. These shorts are all about ease: the kind you crave on a sunny February afternoon when the weather surprises you with just enough warmth to ditch your tights, or when you’re layering up for a weekend coffee run with friends. The mid-rise waist hits that sweet spot—high enough to flatter, low enough to feel relaxed—while the baggy silhouette brings a nod to classic ‘90s attitude without feeling like you’re playing dress-up in someone else’s nostalgia. Whether you’re drawn to a classic, lived-in wash or you lean toward distressed edges and that perfectly frayed hem, these shorts invite you to style them your way, no matter your mood or plans.

If you’re shopping for yourself, think of mid rise baggy denim shorts as your canvas for self-expression. They’re the piece you’ll reach for when you want to look effortlessly put together without trying too hard. Pair them with a slouchy sweater and sneakers for a casual day at the farmer’s market, or dress them up with a crisp button-down and heeled boots for a night that starts with dinner and ends with dancing. The beauty of this style is its versatility: the relaxed fit works for all body types, offering room to move and breathe—no restrictive waistbands or awkward bunching here. They’re also a thoughtful gift for anyone who loves a blend of comfort and cool, from your fashion-forward best friend to the sister who’s always raiding your closet. Gifting denim can feel personal, especially when you know their size and style preferences, and these shorts are the kind of staple that gets worn on repeat, season after season.

When choosing your perfect pair, consider the details that speak to you. A longer, Bermuda-length cut offers extra coverage and a bit of polish, making it ideal for everything from casual Fridays to low-key brunch dates. Prefer a little edge? Distressed details and raw hems add instant character, channeling that carefree, undone vibe that never goes out of style. And if you’re after maximum comfort, look for a wide leg cut that gives you that roomy, borrowed-from-the-boys feel—perfect for those days when you just want to move freely and feel good. No matter your pick, the key is to find a fit that feels authentic to you. For even more inspiration and to explore a curated selection of styles, check out the Mid Rise Relaxed Denim Shorts page, where you’ll find all the details that make these shorts a year-round essential. Whether you’re building outfits for the season ahead or refreshing your denim drawer, these shorts are ready to go wherever your plans—and your style—take you.

Reset Your Password

Email Sent

Order Status

Mid Rise Baggy Denim Shorts

Home Mid Rise Baggy Denim Shorts

Now Trending

Mid Rise Baggy Denim Shorts

Related Collections