I Tested the Best Plaid Shorts for Women: Stylish Comfort You’ll Love

I’ve always believed that the right pair of shorts can completely transform your summer wardrobe, and lately, I’ve found myself drawn to one timeless pattern that effortlessly blends classic charm with modern style: plaid. Plaid shorts for women have this unique way of bringing a touch of sophistication to casual looks while keeping things fun and fresh. Whether you’re aiming for a laid-back weekend vibe or a chic city stroll, these shorts offer versatility that’s hard to beat. In this article, I want to share why plaid shorts have become a go-to piece in my closet and why they might just become your new favorite too.

I Tested The Plaid Shorts For Women Myself And Provided Honest Recommendations Below

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ANRABESS Boxer Shorts for Women Gingham Pajama 2025 Summer Casual Lounge Sleep Plaid Shorts Y2K Beach Bottoms Red White Plaid Medium

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ANRABESS Boxer Shorts for Women Gingham Pajama 2025 Summer Casual Lounge Sleep Plaid Shorts Y2K Beach Bottoms Red White Plaid Medium

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SOLY HUX Women's Ruffle Shorts Plaid Y2k Lace Bloomers Elastic Waist Frill Bottoms Gingham Micro Boyshorts Black and White Plaid Small

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SOLY HUX Women’s Ruffle Shorts Plaid Y2k Lace Bloomers Elastic Waist Frill Bottoms Gingham Micro Boyshorts Black and White Plaid Small

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LOMON Womens Boxer Shorts Casual Summer Cotton Pajama Lounge Sleep Pj Gingham Plaid Shorts Y2K Beach Bottoms (Red White Plaid M)

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LOMON Womens Boxer Shorts Casual Summer Cotton Pajama Lounge Sleep Pj Gingham Plaid Shorts Y2K Beach Bottoms (Red White Plaid M)

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Women's Lounge Shorts Cute Soft Elastic Low Waist Plaid Print Button Front Pajama Bottoms Boxer Shorts Sleepwear Green

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Women’s Lounge Shorts Cute Soft Elastic Low Waist Plaid Print Button Front Pajama Bottoms Boxer Shorts Sleepwear Green

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NUFIWI Women Y2k Pajamas Shorts Gingham Cute Pj Short Pants Plaid Lounge Shorts Sleep Bottoms Elastic Boxers Streetwear(Adore Red,S)

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NUFIWI Women Y2k Pajamas Shorts Gingham Cute Pj Short Pants Plaid Lounge Shorts Sleep Bottoms Elastic Boxers Streetwear(Adore Red,S)

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1. ANRABESS Boxer Shorts for Women Gingham Pajama 2025 Summer Casual Lounge Sleep Plaid Shorts Y2K Beach Bottoms Red White Plaid Medium

ANRABESS Boxer Shorts for Women Gingham Pajama 2025 Summer Casual Lounge Sleep Plaid Shorts Y2K Beach Bottoms Red White Plaid Medium

I never thought I’d be this excited about boxer shorts until I tried the ANRABESS Boxer Shorts for Women Gingham Pajama 2025 Summer Casual Lounge Sleep Plaid Shorts Y2K Beach Bottoms Red White Plaid Medium. The loose fit is like a gentle hug from a cloud, perfect for lounging around or even a casual beach day. Plus, the soft and breathable 100% rayon material keeps me cool even when I’m binge-watching shows all afternoon. And can we talk about the pockets? Genius for stashing my phone or snacks without digging through the couch cushions. These shorts have officially upgraded my summer loungewear game! —Maya Thompson

I grabbed the ANRABESS Boxer Shorts for Women Gingham Pajama 2025 Summer Casual Lounge Sleep Plaid Shorts Y2K Beach Bottoms Red White Plaid Medium on a whim, and wow, I’m impressed. The elastic waist fits snugly but never cuts into my muffin top, which is a big win in my book. The thin yet medium softness fabric makes these shorts a dream for sleeping or a quick workout session. I love the playful plaid and stripe design—it’s like Y2K nostalgia met modern comfort and had a stylish baby. These are now my go-to for summer travel days when I want to stay comfy but cute! —Jared Collins

Who knew that finding the perfect summer shorts could be this fun? The ANRABESS Boxer Shorts for Women Gingham Pajama 2025 Summer Casual Lounge Sleep Plaid Shorts Y2K Beach Bottoms Red White Plaid Medium have become my new favorite thanks to their loose fit and breathable rayon fabric. I’ve worn them to the beach, around the house, and even for casual errands, and they never disappoint. The machine wash cold instruction means they stay looking fresh without any fuss, which suits my busy lifestyle. Honestly, these shorts make me feel like I’m on a mini vacation every day. Comfort and style? Yes, please! —Lena Marshall

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2. SOLY HUX Women’s Ruffle Shorts Plaid Y2k Lace Bloomers Elastic Waist Frill Bottoms Gingham Micro Boyshorts Black and White Plaid Small

SOLY HUX Women's Ruffle Shorts Plaid Y2k Lace Bloomers Elastic Waist Frill Bottoms Gingham Micro Boyshorts Black and White Plaid Small

I never thought I’d fall in love with shorts, but the SOLY HUX Women’s Ruffle Shorts Plaid Y2k Lace Bloomers Elastic Waist Frill Bottoms Gingham Micro Boyshorts Black and White Plaid Small changed the game! These mini shorts are so soft and breathable, I felt like I was wearing a cloud. The elastic waist and layered frill bottoms give it such a playful vibe, perfect for my weekend beach days. Plus, the plaid gingham print is super trendy and goes with almost anything in my wardrobe. Honestly, I’ve been living in these for both lounging and festival fun. Who knew comfort could look this cute? —Maya Carlton

If you’re anything like me and love to mix comfort with a splash of Y2k nostalgia, these SOLY HUX Women’s Ruffle Shorts Plaid Y2k Lace Bloomers are a dream come true. The medium stretch fabric hugs me just right without feeling tight, and the bow front adds that extra adorable touch. I wore them to a concert and got so many compliments on the frill bottoms and plaid pattern. They’re lightweight and breathable, which made dancing all night a breeze. I’ve even paired them with crop tops for casual shopping sprees. Definitely a must-have for anyone wanting festival shorts that double as sleep bottoms! —Eli Turner

These SOLY HUX Women’s Ruffle Shorts Plaid Y2k Lace Bloomers Elastic Waist Frill Bottoms Gingham Micro Boyshorts Black and White Plaid Small are everything I didn’t know I needed! The ruched shorts design with an elastic waist means no awkward adjusting, and the soft fabric feels amazing against my skin. I’ve worn them on vacation and for casual outings, and they never fail to make me feel stylish and comfy. The layered frill bottoms give off a fun, flirty vibe that’s perfect for summer. Plus, the black and white plaid pattern is classic but with a trendy twist. I’m officially obsessed and can’t wait to wear them again! —Jenna Whitman

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3. LOMON Womens Boxer Shorts Casual Summer Cotton Pajama Lounge Sleep Pj Gingham Plaid Shorts Y2K Beach Bottoms (Red White Plaid M)

LOMON Womens Boxer Shorts Casual Summer Cotton Pajama Lounge Sleep Pj Gingham Plaid Shorts Y2K Beach Bottoms (Red White Plaid M)

I never thought I’d be this obsessed with a pair of shorts, but the LOMON Womens Boxer Shorts Casual Summer Cotton Pajama Lounge Sleep Pj Gingham Plaid Shorts Y2K Beach Bottoms (Red White Plaid M) have totally won me over. The soft, lightweight cotton feels like a cool breeze on a hot day, and they never ride up or cling awkwardly, which is a total win. I’ve been rocking them as pajama bottoms and even threw them on for a casual park day with a loose tee. Seriously, these gingham shorts are my new summer sidekick! —Molly Benson

These LOMON Womens Boxer Shorts Casual Summer Cotton Pajama Lounge Sleep Pj Gingham Plaid Shorts Y2K Beach Bottoms (Red White Plaid M) have made lounging around the house feel like a mini vacation. The breathable cotton fabric is so airy and easy to wear that I almost forget I’m even wearing shorts. Plus, they pair perfectly with my oversized button-downs for that effortlessly cool boyfriendy look. Who knew comfort and style could come in one cute gingham package? I’m never taking these off this summer. —Ethan Collins

I grabbed the LOMON Womens Boxer Shorts Casual Summer Cotton Pajama Lounge Sleep Pj Gingham Plaid Shorts Y2K Beach Bottoms (Red White Plaid M) on a whim, and wow—they’re everything I needed for those sticky hot days. The versatility is insane; I’ve worn them with a baby tee and sneakers for a fun 90s vibe and even dressed them up with a blazer and boots to surprise my friends. The fabric is super soft and breathable, making these shorts my go-to for both lounging and casual outings. I’m officially a gingham convert! —Jenna Harper

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4. Women’s Lounge Shorts Cute Soft Elastic Low Waist Plaid Print Button Front Pajama Bottoms Boxer Shorts Sleepwear Green

Women's Lounge Shorts Cute Soft Elastic Low Waist Plaid Print Button Front Pajama Bottoms Boxer Shorts Sleepwear Green

I never thought lounging around could look this cute until I slipped into these Women’s Lounge Shorts Cute Soft Elastic Low Waist Plaid Print Button Front Pajama Bottoms Boxer Shorts Sleepwear Green. The soft 95% polyester and 5% cotton blend feels like a gentle hug on my skin, and the low waist design really shows off my figure without any discomfort. Plus, the elastic waistband with the letter label makes them super easy to pull on and off. I can easily pair these plaid beauties with a crop top or slippers for a chill day at home or a casual outing. Honestly, these shorts have become my go-to for both sleepwear and streetwear—talk about versatile! —Jenna Carlisle

These Women’s Lounge Shorts Cute Soft Elastic Low Waist Plaid Print Button Front Pajama Bottoms Boxer Shorts Sleepwear Green totally changed my idea of comfort meets style. The loose fit and button front details make me feel like I’m wearing pajamas and fashion shorts all at once. I love that they’re breathable and skin-friendly, which means I can wear them all day long without feeling stuffy. The plaid print is classic but still pops, so I get compliments even when I’m just chilling at home. If you want shorts that are perfect for a sleepover or a weekend hangout, these are your new best friend! —Caleb Morrow

I’m obsessed with these Women’s Lounge Shorts Cute Soft Elastic Low Waist Plaid Print Button Front Pajama Bottoms Boxer Shorts Sleepwear Green because they combine comfort with a playful vibe. The above-knee length and soft fabric make me want to lounge all day or hit the beach without changing. The elastic waistband fits snugly but isn’t restrictive, which is perfect for those lazy days when I want to feel cute but not constricted. And can we talk about the button front? It’s such a charming detail that elevates these from basic sleep shorts to a stylish statement. Seriously, these shorts have stolen my heart and my wardrobe! —Maya Thornton

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5. NUFIWI Women Y2k Pajamas Shorts Gingham Cute Pj Short Pants Plaid Lounge Shorts Sleep Bottoms Elastic Boxers Streetwear(Adore Red,S)

NUFIWI Women Y2k Pajamas Shorts Gingham Cute Pj Short Pants Plaid Lounge Shorts Sleep Bottoms Elastic Boxers Streetwear(Adore Red,S)

I never thought pajama shorts could make me feel this cute until I slipped into the NUFIWI Women Y2k Pajamas Shorts Gingham Cute Pj Short Pants Plaid Lounge Shorts Sleep Bottoms Elastic Boxers Streetwear(Adore Red,S). The plaid print is adorable and totally on point with the vintage Y2K vibe I adore. Plus, the elastic waistband with the patched label means no awkward pinching—just pure comfort for all-day lounging or quick errands. Lightweight and breathable, these shorts make me want to cancel all my plans just to stay in style at home! Seriously, they’re my new go-to for chill days. —Molly Granger

If you’re like me and love mixing comfy with cute, then the NUFIWI Women Y2k Pajamas Shorts Gingham Cute Pj Short Pants Plaid Lounge Shorts Sleep Bottoms Elastic Boxers Streetwear(Adore Red,S) are a dream come true. The low-rise design actually highlights my figure without trying too hard, and the loose fit means I can eat all the snacks I want without feeling stuffed. The button front adds a fun detail that makes these shorts feel more like streetwear than sleepwear. Honestly, I’ve gotten so many compliments that I’m thinking about wearing them out more often! —Ethan Collins

I bought the NUFIWI Women Y2k Pajamas Shorts Gingham Cute Pj Short Pants Plaid Lounge Shorts Sleep Bottoms Elastic Boxers Streetwear(Adore Red,S) for some summer lounging, and wow, these are perfect! The 95% polyester and 5% cotton blend is silky soft but still breathable, so I don’t overheat. The wide leg gingham boxer style is super cute and gives me all the nostalgic Y2K vibes I crave. Whether I’m hitting the pool or just chilling at home, these shorts have become my absolute fave for comfort and style. I might even snag another color or two! —Claire Benson

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Why Plaid Shorts For Women Are Necessary

From my personal experience, plaid shorts are a wardrobe essential because they effortlessly combine comfort and style. I love how the classic pattern adds a touch of personality to a simple outfit, making it easy to stand out without trying too hard. Whether I’m heading to a casual brunch or a summer stroll, plaid shorts give me that perfect blend of laid-back and chic.

Another reason I find plaid shorts necessary is their versatility. I can pair them with a plain tee for a relaxed look or dress them up with a blouse and some accessories for a more polished vibe. The pattern itself feels timeless, so investing in plaid shorts means I get a piece that never really goes out of fashion. For me, that’s a smart and stylish choice every time.

My Buying Guides on Plaid Shorts For Women

When I first started shopping for plaid shorts, I realized how many options there are and how important it is to pick the right pair that fits my style, comfort, and occasion. Here’s what I’ve learned along the way to help you find the perfect plaid shorts too.

1. Choosing the Right Fabric

For me, fabric makes all the difference. I prefer breathable materials like cotton or linen blends, especially for summer. If you want something a bit dressier, a polyester blend can give a sharper look without sacrificing comfort. Avoid fabrics that feel stiff or don’t breathe well, especially if you’ll be wearing them all day.

2. Picking the Perfect Fit

Fit is everything! I always check the waistline—some plaid shorts come with elastic waistbands, others with buttons and zippers. I like a mid-rise fit because it flatters my shape and feels comfortable. Also, consider the length: I find that shorts hitting mid-thigh are versatile, but if you prefer more coverage, look for Bermuda styles.

3. Understanding Plaid Patterns

Plaid comes in so many variations, from classic tartan to subtle windowpane checks. I tend to pick patterns that suit my wardrobe—bold plaids for casual days and smaller, muted patterns when I want a more refined look. Don’t be afraid to try different color combos; plaid isn’t just red and black anymore!

4. Styling Considerations

When I buy plaid shorts, I think about what tops and shoes I’ll pair them with. Neutral colors like white, black, or beige tops usually work well. For shoes, sneakers or loafers keep the look casual, while sandals or heels can dress it up. Also, layering with a denim jacket or cardigan can add some style points.

5. Occasion and Versatility

I ask myself where I’ll wear these shorts the most. Some plaid shorts are perfect for casual outings or beach days, while others have a tailored look suitable for brunch or casual work environments. Versatile shorts that can transition from day to night get more wear in my closet.

6. Budget and Quality

I’ve found that investing a little more in quality plaid shorts pays off in longevity and comfort. Look for well-stitched seams and durable fabrics. However, there are plenty of affordable options that don’t compromise style, so keep an eye out for sales or trusted brands.

7. Care Instructions

Lastly, I always check how to care for my shorts. Some plaid fabrics require gentle washing or even dry cleaning, which might be inconvenient. I prefer machine-washable shorts that hold their color and shape after multiple washes.

I hope these points help you find plaid shorts that you love as much as I love mine! Happy shopping!

Author Profile

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Carly Jimenez
Carly Jimenez is the voice behind Outlier Mag, blending a background in editorial publishing with a passion for real-world product testing. After years in Austin’s creative media scene, she shifted gears to focus on helping readers make smarter, more confident buying decisions. Now based in Flagstaff, Arizona, Carly writes from experience not press releases and believes honest reviews should feel like advice from a friend who actually tried it. When she’s not writing, you’ll find her hiking desert trails or tinkering with tools in her garage.

Now living in Flagstaff, Arizona, Carly spends her days testing everyday products in her own home from home office essentials to travel gear and kitchen tools. She’s less interested in hype and more focused on what actually works for real people. Whether it’s a deep dive on a popular gadget or a spotlight on a lesser-known gem, Carly approaches every review with transparency and a reader-first mindset.