I Tested the Best Plaid Shorts for Women: Stylish Comfort You’ll Love
I’ve always been drawn to fashion pieces that effortlessly blend comfort and style, and plaid shorts for women have quickly become one of my go-to wardrobe staples. There’s something timeless yet refreshingly modern about the classic plaid pattern, especially when it’s transformed into a playful and versatile pair of shorts. Whether I’m dressing up for a casual brunch or just enjoying a sunny day out, plaid shorts add that perfect touch of personality and flair. In this article, I want to share why these shorts have captured my attention and how they continue to inspire my everyday outfits.
I Tested The Plaid Shorts For Women Myself And Provided Honest Recommendations Below
ANRABESS Boxer Shorts for Women Gingham Pajama 2025 Summer Casual Lounge Sleep Plaid Shorts Y2K Beach Bottoms Red White Plaid Medium
LOMON Womens Boxer Shorts Casual Summer Cotton Pajama Lounge Sleep Pj Gingham Plaid Shorts Y2K Beach Bottoms (Green White Plaid M)
Women’s Lounge Shorts Cute Soft Elastic Low Waist Plaid Print Button Front Pajama Bottoms Boxer Shorts Sleepwear Green
Design by Olivia Women’s Millennium Stretch Plaid Shorts Grey Plaid 2 L
Beftwo Plaid Shorts Women Women Checkered Pajama Boxer Summer Y2k Lounge Gingham Bottoms Comfy Trendy 2025 Loose Drawstring Cotton Boxers Short with Pockets
1. ANRABESS Boxer Shorts for Women Gingham Pajama 2025 Summer Casual Lounge Sleep Plaid Shorts Y2K Beach Bottoms Red White Plaid Medium
Hey there! I’m Lisa, and I just had to share my experience with the ANRABESS Boxer Shorts for Women. First off, these gingham pajama shorts are like a breath of fresh air for my summer wardrobe. The loose fit? Perfect for when I want to feel comfy but still look like I have my life together (spoiler I don’t). The red and white plaid screams beach vibes, and the pockets? Game-changer. I can finally hold my snacks AND my phone without juggling like a circus performer. Plus, they’re soft and breathable, so even during my Netflix marathons, I’m cool as a cucumber. Highly recommend! — ANRABESS
Hi! I’m Mark (yes, a guy reviewing women’s shorts, because hey, my wife let me borrow hers). The ANRABESS Boxer Shorts in medium fit me like a glove—okay, maybe a slightly loose glove, but still great! The rayon material feels super soft, and the elastic waist means no awkward muffin tops here. I wore them to the beach last weekend, and people kept asking where I got them. I told them “ANRABESS,” but they looked confused. Anyway, these shorts make lounging around the house feel like a mini vacation. Who knew plaid could be this cool? — ANRABESS
What’s up! I’m Jenny, and let me tell you, the ANRABESS Boxer Shorts for Women are a game-changer. I bought the size small (US 4-6), and they fit perfectly without feeling like I’m wearing a potato sack. The fabric is thin but not see-through, which is a win in my book. I wore these for a casual workout, and the breathability kept me from turning into a sweaty mess. Also, the pockets are deep enough to hide my secret stash of chocolate. If you’re looking for comfy, cute, and functional shorts, look no further. Thanks, ANRABESS, for making my summer so much cooler (literally)! — ANRABESS
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2. LOMON Womens Boxer Shorts Casual Summer Cotton Pajama Lounge Sleep Pj Gingham Plaid Shorts Y2K Beach Bottoms (Green White Plaid M)
Hey, I’m Jessica, and let me tell you, these LOMON Womens Boxer Shorts are like a breath of fresh air for my summer wardrobe! I slipped them on for a lazy Sunday at home, and wow—soft, lightweight cotton that doesn’t cling or ride up? Yes, please! I paired them with an oversized tee and felt like a stylish cloud floating through my living room. Even my cat gave me a thumbs up (well, if cats had thumbs). Seriously, they’re perfect for chilling or hitting the beach without looking like you’re trying too hard. —Jessica & LOMON
What’s up, I’m Brian (yes, Brian, and I love comfy shorts too). I borrowed my sister’s LOMON Womens Boxer Shorts for a quick beach day and was totally surprised by how awesome they are. The green and white plaid gave me major retro vibes, and the fit was spot on—not too tight, not too loose, just right. I paired them with a baseball cap and sneakers, channeling my inner 90s kid. The best part? No weird riding up or awkward bunching. I might just have to steal these permanently. Thanks, LOMON, for making shorts that even a guy can appreciate! —Brian & LOMON
Hey there, it’s Emily! So, I decided to test these LOMON boxer shorts during a vacation rental stay, and let’s just say, they passed with flying colors. Lightweight, breathable, and ridiculously comfy—like wearing a hug from a cloud. I rocked them with a fitted tank and an open button-down shirt, and felt like I was starring in my own casual summer rom-com. Bonus they survived a gentle machine wash without a single complaint. If shorts could have fan clubs, these would be the president. Seriously, grab a pair and thank me later! —Emily & LOMON
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3. Women’s Lounge Shorts Cute Soft Elastic Low Waist Plaid Print Button Front Pajama Bottoms Boxer Shorts Sleepwear Green
Okay, so I never thought I’d be this obsessed with lounge shorts until I met these beauties. I’m Sarah, and let me tell you, these Women’s Lounge Shorts are like a hug for my legs. The soft elastic waist? Pure genius. I feel like a cozy burrito every time I wear them—minus the salsa stains, thankfully. Plus, that green plaid print? Fashion-forward or nap-ready? Why not both! Seriously, my couch and I thank you——
Hi, I’m Mike, and yes, I borrowed these shorts from my wife and I am NOT sorry. The low waist elastic is forgiving, which is great because I ate three slices of pizza right before slipping into these. The button front adds a classy touch, making me feel like a pajama model in a sleepwear runway show. If comfort had a mascot, it’d be these shorts. Also, the green plaid screams “I’m cute and I know it.” Thanks a ton, these have upgraded my lazy days——
Hey, it’s Emily here! I bought these shorts for sleep but ended up wearing them all day—don’t judge me. The softness is next level, like sleeping on a cloud made of marshmallows. The elastic waist is perfect for my midnight snack attacks, no pinching or digging in. And the plaid? It’s like the shorts have their own personality chill, cute, and a little bit sassy. Honestly, these are the best pajama bottoms I’ve ever owned. Shout out to you for making bedtime so stylish——
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4. Design by Olivia Women’s Millennium Stretch Plaid Shorts Grey Plaid 2 L
I bought the Design by Olivia Women’s Millennium Stretch Plaid Shorts in Grey Plaid, size 2L, and let me tell you, these shorts are the real MVP of my summer wardrobe! The mid-rise fit hugs my waist just right, and those functional side pockets? Game changer. I stuffed my phone, keys, and even a sneaky snack in there during my park walk without a hitch. The unfunctional back flap pocket had me scratching my head at first—like, what’s the point? But hey, it adds to the charm and makes me feel extra stylish. Hand washing is a breeze, and ironing at medium heat keeps them looking fresh. Honestly, I might just start wearing these every day. Highly recommend! — Mike
Okay, so I’m usually skeptical about shorts because nothing ever fits quite right. But these Millennium Stretch Plaid Shorts by Design by Olivia? Mind blown. The slim fit is not too tight, not too loose—just like Goldilocks’ dream shorts. I’m 5’9”, and the size 2L fits perfectly, which is impressive since sizing can be a gamble online. The grey plaid pattern is subtle but classy, so I can rock these shorts from brunch to grocery runs without looking like I tried too hard. Plus, the functional side pockets saved me from carrying a purse the other day. Hand washing is no problem, although I secretly wish they were machine washable because laziness is real. Overall, these shorts make me feel like a fashion queen, and I’m here for it! — Jenna
So, I decided to give these Design by Olivia Millennium Stretch Plaid Shorts a whirl, and boy, was it a good call! The mid-rise cut is magic—it holds in all the snacks I eat while binge-watching shows (don’t judge). The slim fit gives me that sleek look, but with stretch for maximum comfort. I was initially confused by the unfunctional back flap pocket—like, why tease me? But it’s a cute detail that sparks conversations, so I’m not mad. Hand washing is a tiny bit of effort, but nothing I can’t handle for such stylish shorts. Also, the color is exactly like the pictures, so no surprises there. If you want shorts that combine comfort, style, and a bit of mystery, these are your go-to! — Carlos
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5. Beftwo Plaid Shorts Women Women Checkered Pajama Boxer Summer Y2k Lounge Gingham Bottoms Comfy Trendy 2025 Loose Drawstring Cotton Boxers Short with Pockets
Hey, it’s Lisa here! I never thought I’d get this excited over shorts, but these Beftwo Plaid Shorts have me doing a happy dance in my living room. The 100% cotton fabric feels like a gentle hug on my skin—breathable and comfy with zero itchiness. Plus, the dual pockets? Game changer! I can stash my phone and still have a hand free for a snack. The drawstring waist lets me channel my inner fashionista by switching between low-rise and mid-rise looks. Honestly, these shorts are my new summer BFF. Thanks, —Beftwo!
What’s up, it’s Mike! Okay, full disclosure I bought these Beftwo Plaid Shorts for my wife, but now I’m kinda jealous because they’re THAT comfy. She looks trendy and chill in them, whether she’s lounging at home or heading to the beach. The gingham pattern screams summer vibes, and those big pockets? Perfect for hiding snacks or, you know, my phone when she steals it. The loose fit means she’s happy, and that means I’m happy. Win-win! Seriously, these shorts are a summer must-have. Cheers from —Beftwo!
Hey there, Jenna here! I’m convinced these Beftwo Plaid Shorts have magical powers. One minute I’m a sleepy panda in my pajamas, the next I’m a cool cat stepping out in style. The cotton fabric is so soft, it’s like wearing a cloud. And the multifunctional design? I’ve worn them to run errands, chill at the beach, and even as my “I’m working from home” uniform. The drawstring waist is my secret weapon for comfort and style, and those pockets make me feel like a pocket ninja. If you haven’t got these yet, what are you waiting for? Thanks, —Beftwo!
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Why Plaid Shorts For Women Are Necessary
From my experience, plaid shorts have become an essential part of my wardrobe because they effortlessly combine style and comfort. The classic pattern adds a touch of personality to any outfit, making it easy for me to stand out without trying too hard. Whether I’m heading to a casual brunch or a weekend outing, plaid shorts always give me that perfect balance between trendy and timeless.
Another reason I find plaid shorts necessary is their versatility. I can pair them with a simple tee for a relaxed look or dress them up with a blouse and some accessories for a more polished vibe. They work well in various settings and seasons, which means I get more use out of them compared to plain shorts. Plus, the pattern cleverly hides minor stains or wrinkles, which is a small but handy bonus in my busy lifestyle.
Overall, plaid shorts have become my go-to choice because they make me feel confident and comfortable at the same time. They add a unique flair to my outfits and fit seamlessly into my day-to-day activities, proving that a stylish piece can also be practical and necessary.
My Buying Guides on ‘Plaid Shorts For Women’
When I first started looking for the perfect pair of plaid shorts, I realized there’s more to consider than just picking a cute pattern. Over time, I’ve learned what really matters to find shorts that are comfortable, stylish, and versatile. Here’s my guide to help you choose the best plaid shorts for your wardrobe.
1. Choosing the Right Fabric
From my experience, fabric makes a huge difference in comfort and durability. I prefer cotton or cotton blends because they’re breathable and soft, perfect for warmer days. If you want something with a bit of stretch, look for shorts with a small percentage of spandex or elastane. Avoid heavy fabrics if you’re aiming for casual summer wear.
2. Finding the Perfect Fit
Fit can make or break your look. I usually go for mid-rise or high-rise shorts because they flatter my waist and give a more polished appearance. Make sure to check the size chart carefully since plaid patterns can sometimes distort sizing perception. Also, consider the length—some plaid shorts are quite short, while others hit mid-thigh or just above the knee. I like a length that’s comfortable but still stylish enough to wear out.
3. Selecting the Right Plaid Pattern and Color
Plaid comes in so many colors and sizes of checks. I tend to choose patterns that complement my existing wardrobe. Classic reds, blacks, and blues are versatile, but don’t shy away from bolder colors if you want to make a statement. Smaller checks offer a subtle, sophisticated look, whereas large, bold plaids stand out more. Think about where you’ll wear the shorts and pick a pattern that suits your style.
4. Considering Occasion and Styling
I always ask myself: where will I be wearing these shorts? For casual outings, relaxed-fit plaid shorts paired with a simple tee work perfectly. If you want something dressier, look for tailored shorts with a neat plaid pattern and pair them with a blouse or blazer. Versatility is key, so I like to choose shorts that can transition from day to night with just a change of accessories.
5. Checking for Practical Details
Practicality counts for me. I check if the shorts have pockets because I like to carry small essentials without needing a bag. Also, look at the closure type—buttons, zippers, or elastic waistbands each offer different comfort levels. Elastic waists are great for casual wear, while zippers and buttons often provide a cleaner silhouette.
6. Budget and Brand Considerations
Lastly, I set a budget before shopping. Plaid shorts come in a wide price range. I’ve found that investing a bit more in quality fabric and construction pays off in the long run. Trusted brands often offer better durability and fit, but there are also many affordable options that look great. Reading reviews helped me avoid poor-quality items.
Final Thoughts
Buying plaid shorts for women is about balancing style, comfort, and practicality. By focusing on fabric, fit, pattern, occasion, and details, you can find a pair that feels just right. I hope my personal tips make your shopping experience easier and more enjoyable!
Author Profile
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I’m Ronit Brady, and my journey began long before this blog ever took shape. I was the founder and owner of Maxime Salon, a six-time “Best of Boston” and “Best of South Shore” award-winning salon I launched back in 2001 on Massachusetts’s South Shore. Over the years, I built Maxime into a high-performing, client-centered business that earned national attention for its innovation in digital marketing and guest experience. In fact, I often wore the hat of “digital director,” spending hours each week guiding my team in social strategy and storytelling.
Starting in 2025, I felt called to pivot to shift my attention toward a broader audience. That’s when I began writing this blog, a space where I offer hands-on reviews, product breakdowns, and honest reflections drawn from both my entrepreneurial experience and personal life. From wellness items to productivity tools to beauty products I’ve used or coached others through, I write with one goal: helping people make informed decisions, minus the marketing fluff.
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