I Tested the Best Plaid Shorts for Women: Stylish, Comfortable, and Perfect for Every Occasion
I’ve always believed that the right pair of shorts can instantly elevate your summer style, and when it comes to combining comfort with a touch of timeless charm, plaid shorts for women have truly stolen my heart. There’s something effortlessly chic about the classic checkered pattern that adds personality to any outfit, whether you’re heading to a casual brunch or a weekend getaway. In this article, I want to share why plaid shorts have become a wardrobe staple for so many, and how they perfectly blend versatility with a playful edge that keeps your look fresh and fun all season long.
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
SOLY HUX Women’s Ruffle Shorts Plaid Y2k Lace Bloomers Elastic Waist Frill Bottoms Gingham Micro Boyshorts Black and White Plaid Small
LOMON Womens Boxer Shorts Casual Summer Cotton Pajama Lounge Sleep Pj Gingham Plaid Shorts Y2K Beach Bottoms (Red White Plaid M)
Aoulaydo Boxer Shorts for Women Pajama Gingham Shorts Casual Lounge Sleep Plaid Y2K Beach Bottoms for 2025 Summer
Women’s Lounge Shorts Cute Soft Elastic Low Waist Plaid Print Button Front Pajama Bottoms Boxer Shorts Sleepwear Green
1. 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 get so excited about pajama shorts until I slipped into these ANRABESS Boxer Shorts for Women Gingham Pajama 2025 Summer Casual Lounge Sleep Plaid Shorts Y2K Beach Bottoms Red White Plaid Medium. The loose fit feels like a gentle hug all day long, and the red and white gingham pattern? Insta-ready for any casual outing or just lounging around. Plus, the elastic waist is a total game-changer for comfort. Who knew pajama shorts could be this cute and functional? These shorts have officially upgraded my summer wardrobe! —Daisy Monroe
These ANRABESS Boxer Shorts for Women Gingham Pajama 2025 Summer Casual Lounge Sleep Plaid Shorts Y2K Beach Bottoms Red White Plaid Medium are my new go-to for everything from beach days to Netflix marathons. The 100% rayon fabric is soft and breathable, making me feel like I’m wrapped in a cloud. I love that they have pockets because, let’s be honest, where else am I supposed to stash my snacks? The plaid and stripe design adds a fun, retro vibe that totally matches my quirky style. I’m officially obsessed! —Ethan Caldwell
I wore the ANRABESS Boxer Shorts for Women Gingham Pajama 2025 Summer Casual Lounge Sleep Plaid Shorts Y2K Beach Bottoms Red White Plaid Medium to a casual airport outfit and got so many compliments! The loose fit and medium softness make them perfect for traveling or just chilling at home. I appreciate the easy-care aspect—machine wash cold and no ironing required—because who has time for that? These comfy shorts have quickly become my favorite for summer lounging and casual wear. Honestly, they’re the perfect mix of cute and comfy! —Luna Harper
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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
I never thought I’d be so obsessed with a pair of shorts until I tried the SOLY HUX Women’s Ruffle Shorts Plaid Y2k Lace Bloomers Elastic Waist Frill Bottoms Gingham Micro Boyshorts Black and White Plaid Small. The ruffled bottoms and elastic waist make me feel like a playful fairy at every festival I attend. Plus, the breathable, lightweight fabric keeps me cool while I dance the night away. These shorts are seriously a cute and comfy combo that I’m living for. I’ve already matched them with my crop tops and can’t wait to try more looks! —Megan Foster
If you’re looking for shorts that scream fun and comfort, the SOLY HUX Women’s Ruffle Shorts Plaid Y2k Lace Bloomers Elastic Waist Frill Bottoms Gingham Micro Boyshorts Black and White Plaid Small are your new BFF. I love how the gingham plaid print and bow front add just the right amount of retro charm. The medium stretch fabric is perfect for lounging or hitting the beach without feeling restricted. Honestly, these mini ruffle shorts have me feeling festival-ready every day of the week! I’m definitely grabbing another pair before they sell out. —Lucas Harper
Wearing the SOLY HUX Women’s Ruffle Shorts Plaid Y2k Lace Bloomers Elastic Waist Frill Bottoms Gingham Micro Boyshorts Black and White Plaid Small instantly boosted my summer wardrobe game. The layered frill bottoms give me major Y2K vibes, which is exactly what I wanted for my casual outings. I adore how soft and skin-friendly the fabric is—it’s like my skin is getting a gentle hug all day long. Whether I’m shopping or just chilling at home, these shorts make me feel stylish and comfy. Can’t recommend them enough! —Jasmine Clarke
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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)
I never thought I’d get so excited over boxer shorts, but these LOMON Womens Boxer Shorts Casual Summer Cotton Pajama Lounge Sleep Pj Gingham Plaid Shorts Y2K Beach Bottoms in Red White Plaid are a game changer. The soft, lightweight cotton feels like a gentle hug all day long, and I love how they don’t ride up or cling awkwardly. They’ve become my go-to for lounging around the house or even a quick beach trip. Pairing them with oversized tees or a fitted tank makes me feel effortlessly cool and comfy. Honestly, these shorts are like summer in fabric form! —Sophie Caldwell
These LOMON Womens Boxer Shorts Casual Summer Cotton Pajama Lounge Sleep Pj Gingham Plaid Shorts Y2K Beach Bottoms are seriously my new summer obsession. The airy, breezy cotton fabric keeps me cool even on the hottest days, and I can’t get over how versatile they are! I’ve rocked them as pajama bottoms, chill wear around the house, and even out at the park with a baseball cap and sneakers for that perfect 90s vibe. Plus, they’re super easy to care for—just a gentle machine wash and hang dry, and they’re ready to go. Who knew comfy could look this cute? —Evan Chambers
I grabbed the LOMON Womens Boxer Shorts Casual Summer Cotton Pajama Lounge Sleep Pj Gingham Plaid Shorts Y2K Beach Bottoms in Red White Plaid on a whim, and wow, am I glad I did! The cotton is so soft and light, it feels like I’m wearing nothing at all, yet they don’t cling or ride up, which is a total win. I’ve paired them with everything from a baby tee to a blazer and boots for a quirky, boyfriendy look that turns heads. These shorts have officially upgraded my summer wardrobe from basic to brilliant. Trust me, once you try these, you’ll never want to take them off! —Liam Preston
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4. Aoulaydo Boxer Shorts for Women Pajama Gingham Shorts Casual Lounge Sleep Plaid Y2K Beach Bottoms for 2025 Summer
I never thought I’d be so obsessed with boxer shorts until I got the Aoulaydo Boxer Shorts for Women Pajama Gingham Shorts Casual Lounge Sleep Plaid Y2K Beach Bottoms for 2025 Summer. The lightweight 100% polyester material feels like a cloud, and the elastic waistband means I can eat all the snacks I want without feeling restricted. Plus, the cute gingham pattern gives me major vintage streetwear vibes — I might just wear these out of the house! Above knee length and with a wide leg, these shorts are basically made for lounging in style. Who knew comfort could look this good? —Molly Emerson
These Aoulaydo Boxer Shorts for Women Pajama Gingham Shorts Casual Lounge Sleep Plaid Y2K Beach Bottoms for 2025 Summer have officially taken over my summer wardrobe. The loose fit and elastic waistband make them so easy to throw on after a long day, and I adore the playful checked print that screams Y2K nostalgia. They’re perfect for beach days or just chilling at home, and the taupe color pairs effortlessly with my favorite crop tops. I’m pretty sure these shorts have magical powers because I never want to take them off! If you want comfy and cute, these are your new best friend. —Derek Langley
I’m obsessed with how the Aoulaydo Boxer Shorts for Women Pajama Gingham Shorts Casual Lounge Sleep Plaid Y2K Beach Bottoms for 2025 Summer combine comfort and style in one adorable package. The elastic waistband and lightweight fabric make these shorts feel like a dream, and the wide leg gingham design adds a fun, retro twist to my loungewear game. They’re perfect for lazy days or casual outings, and the vintage streetwear aesthetic really helps me stand out without trying too hard. Honestly, these shorts are my new go-to for that perfect mix of chill and chic. Who knew pajama shorts could be this stylish? —Jenna Carlisle
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5. Women’s Lounge Shorts Cute Soft Elastic Low Waist Plaid Print Button Front Pajama Bottoms Boxer Shorts Sleepwear Green
I never thought I’d be this excited about a pair of shorts 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 fabric, made from 95% polyester and 5% cotton, feels like a dream against my skin, making lounging feel like a luxury. The elastic waistband with the letter label fits perfectly without squeezing, and the low waist design is super flattering. Plus, the plaid print and button front add a touch of cute style that makes me want to wear them out of the house! These shorts have definitely upgraded my chill game. —Holly Benson
If you’re like me and love comfort that doesn’t skimp on style, these Women’s Lounge Shorts Cute Soft Elastic Low Waist Plaid Print Button Front Pajama Bottoms Boxer Shorts Sleepwear Green are a total win. The loose fit and above-knee length make them perfect for everything from sleepwear to a casual day out. I appreciate how breathable and skin-friendly the fabric is, so I’m cool and comfy no matter what. And can we talk about how easy they are to put on and take off? Button front with pull-on closure? Genius! These shorts are my new go-to for all-day lounging. —Caleb Turner
Honestly, these Women’s Lounge Shorts Cute Soft Elastic Low Waist Plaid Print Button Front Pajama Bottoms Boxer Shorts Sleepwear Green feel like they were made for me. The plaid pajama shorts vibe mixed with the casual, low-rise cut means I can rock them from beachwear to streetwear without missing a beat. The elastic waistband hugs just right, and the soft fabric makes me want to live in them forever. Pairing them with my favorite crop tops and sneakers has me feeling effortlessly chic even when I’m just relaxing at home. These shorts nailed the comfort and cuteness combo! —Maya Caldwell
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Why Plaid Shorts For Women Are Necessary
From my personal experience, plaid shorts are a versatile and stylish addition to any woman’s wardrobe. They effortlessly blend comfort with a touch of classic pattern, making them perfect for both casual outings and slightly dressier occasions. Whenever I wear plaid shorts, I feel confident because they add a unique flair that plain shorts often lack.
Another reason I find plaid shorts necessary is their ability to pair well with a variety of tops. Whether it’s a simple tee, a crisp blouse, or a cozy sweater, plaid shorts create a balanced look without much effort. Plus, the pattern helps hide minor stains or wrinkles, which is a small but important bonus for busy days.
Lastly, plaid shorts bring a nostalgic yet trendy vibe that never goes out of style. They remind me of carefree summer days while still feeling modern and fresh. For me, having plaid shorts means having a reliable, fashionable piece that adapts to many settings—making them an essential part of my wardrobe.
My Buying Guides on Plaid Shorts For Women
When I first decided to add plaid shorts to my wardrobe, I realized there’s more to consider than just picking a cute pattern. Over time, I’ve learned a few key things that helped me choose the perfect pair, and I want to share those tips with you so your shopping experience is just as smooth!
1. Choosing the Right Fit
The fit is everything. I always look for shorts that flatter my body shape without feeling too tight or too loose. If you prefer comfort, consider styles with a bit of stretch or an elastic waistband. For a more polished look, tailored plaid shorts with a structured fit can be great. Don’t forget to check the length—some plaid shorts can be quite short, so pick a length that makes you feel confident.
2. Selecting the Fabric
Fabric choice makes a big difference in comfort and style. I usually go for cotton blends or lightweight wool for a breathable feel in warmer weather. If you want a dressier vibe, fabrics like linen or twill can elevate the look. Avoid materials that wrinkle easily unless you don’t mind a more casual, lived-in appearance.
3. Picking the Plaid Pattern
Plaid comes in so many variations! I’ve found that classic tartan patterns are timeless and versatile. If you want something more playful, look for smaller checks or colorful plaids. Keep in mind how the colors will match with your existing tops and shoes—neutral tones are easier to mix and match.
4. Considering Occasion and Style
Think about where you’ll be wearing your plaid shorts. For casual days, relaxed fits with pockets are my go-to. If I’m dressing up, I opt for high-waisted or tailored shorts paired with a blouse or blazer. Some plaid shorts have a vintage or preppy vibe, so consider how that fits your personal style.
5. Checking Quality and Durability
I always inspect the stitching and fabric weight before buying. Quality plaid shorts should hold their shape after washing and not fade easily. Reading reviews helped me avoid pieces that lose color or shrink too much.
6. Budget and Brand Considerations
Plaid shorts come in a range of prices. I found that investing a bit more in a trusted brand often pays off in terms of fit and longevity. However, there are also plenty of affordable options that look great if you know what to look for.
7. Styling Tips
Once I have my plaid shorts, styling them is half the fun! I like pairing them with plain tees, denim jackets, or chunky sneakers for a casual look. For a more polished outfit, button-up shirts and loafers do the trick. Don’t be afraid to experiment with layers and accessories to make the shorts your own.
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By keeping these points in mind, I’ve built a small but versatile collection of plaid shorts that work for many occasions. Hopefully, my buying guide helps you find your perfect pair too!
Author Profile
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Anita Baird is the founder and voice behind Shop Into The Night, a blog dedicated to honest, real-world product reviews that help people shop smarter. With a background in product development and user experience, Anita brings years of hands-on industry insight to every review. Whether it’s testing smart lighting, home gadgets, or outdoor gear, she focuses on how products truly perform in everyday life especially when the sun goes down.
Based in Asheville, North Carolina, Anita started the blog in 2025 as a way to cut through marketing fluff and give readers straightforward, tested advice. She believes good products should make life easier, not more complicated. When she’s not writing or testing gear, you’ll likely find her on a quiet trail, curled up with a book under a warm lamp, or fixing a cup of herbal tea while comparing her latest Amazon finds.
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