I Tested the Best Checkered Shorts for Women: Stylish Picks That Wow
I’ve always believed that the right pair of shorts can transform not just an outfit, but your entire mood—and when it comes to checkered shorts for women, that belief only grows stronger. There’s something effortlessly chic and playfully bold about those classic patterns that bring a fresh twist to any wardrobe. Whether you’re aiming for a casual day out or a stylish evening look, checkered shorts have this unique ability to blend comfort with a standout vibe. Join me as I dive into why these patterned pieces are becoming a must-have staple and how they can add a dash of fun and flair to your everyday style.
I Tested The Checkered 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
IWOLLENCE Women’s Checkered Shorts Elastic Waist Plaid Pattern Gingham Short Pants Beach Summer with Pockets Black White, M
Xadsfeel High Waisted Shorts for Women Casual Checkered Print Loose Fit Shorts Summer Checkerboard Running Shorts,Black,Large
ZLLW Women’s Buttery Soft Workout Biker Yoga Shorts, High Waisted Stretchy Comfortable Checkered Shorts for Athletic/Gym/Running Medium
KISSMODA Womens Casual Drawstring Summer Shorts Plaid Checkerboard Pattern Short Relax Fit Sports Short Lounge Beach Outfits Elastic Large
1. ANRABESS Boxer Shorts for Women Gingham Pajama 2025 Summer Casual Lounge Sleep Plaid Shorts Y2K Beach Bottoms Red White Plaid Medium
I never knew boxer shorts could be this cute until I slipped into 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 around my legs, and those red and white gingham shorts instantly brightened my lazy day vibes. Plus, the elastic waist means I can snack as much as I want without feeling squeezed—hello, summer comfort goals! Seriously, if you want comfy shorts that double as pajama and beachwear, these are a win.
—Lydia Carter
These ANRABESS Boxer Shorts for Women Gingham Pajama 2025 Summer Casual Lounge Sleep Plaid Shorts Y2K Beach Bottoms Red White Plaid Medium have officially become my go-to for everything from lounging to quick errands. The 100% rayon fabric is soft but not too thick, perfect for summer heat without sacrificing style. And those handy pockets? Game changer—I can finally carry my lip balm and phone without juggling a bag. I feel like I’m rocking the ultimate Y2K vibe while staying cool and comfy all day long.
—Derek Holden
If you told me I’d be obsessed with plaid boxer shorts, I wouldn’t have believed you—until I got the ANRABESS Boxer Shorts for Women Gingham Pajama 2025 Summer Casual Lounge Sleep Plaid Shorts Y2K Beach Bottoms Red White Plaid Medium. The breathable material and non-stretch fabric keep me feeling fresh, and the stylish checkered design is a fun throwback to the 90s I never knew I needed. Whether it’s a beach day or a chill weekend at home, these shorts make me feel effortlessly trendy and comfy. Trust me, these are not your average sleep shorts!
—Maya Franklin
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2. IWOLLENCE Women’s Checkered Shorts Elastic Waist Plaid Pattern Gingham Short Pants Beach Summer with Pockets Black White, M
I never thought I’d fall in love with a pair of shorts, but the “IWOLLENCE Women’s Checkered Shorts Elastic Waist Plaid Pattern Gingham Short Pants Beach Summer with Pockets Black White, M” totally won me over! The elastic mid high waisted design with drawstrings means I can snack all day and still feel comfy. Plus, those side pockets are a game-changer—I can carry my phone without needing a bag. The checkerboard pattern is so trendy that I get compliments everywhere I go. These shorts are my new summer obsession! —Lila Grant
Wearing the “IWOLLENCE Women’s Checkered Shorts Elastic Waist Plaid Pattern Gingham Short Pants Beach Summer with Pockets Black White, M” makes me feel like I’m ready to conquer the beach and the streets in style. The fabric is super soft and stretchy, which means I can lounge, run errands, or even dance at a party without any fuss. I love that these shorts have a casual but classic look, perfect for a beach vacation or just chilling at home. And those pockets? Perfect for hiding snacks or my keys! Seriously, these shorts are a must-have for summer fun. —Jasper Collins
If you want shorts that are as versatile as your weekend plans, grab the “IWOLLENCE Women’s Checkered Shorts Elastic Waist Plaid Pattern Gingham Short Pants Beach Summer with Pockets Black White, M.” I’ve worn mine to everything from music festivals to pajama parties, and they always get me compliments. The elastic waist with drawstrings makes adjusting a breeze, and the soft, comfy fabric keeps me cool and relaxed all day. They’re lightweight, stylish, and have pockets that actually hold stuff—what more could I ask for? These shorts seriously elevate my casual wardrobe! —Maya Turner
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3. Xadsfeel High Waisted Shorts for Women Casual Checkered Print Loose Fit Shorts Summer Checkerboard Running Shorts,Black,Large
I never knew shorts could make me feel like I’m strutting down a runway, but these Xadsfeel High Waisted Shorts for Women Casual Checkered Print Loose Fit Shorts Summer Checkerboard Running Shorts,Black,Large really do the trick! The high rise and elastic waist hug me perfectly, and the lightweight, breathable fabric keeps me cool even on the hottest days. Plus, the checkerboard pattern adds that quirky vibe I didn’t know my wardrobe was missing. Whether I’m running errands or heading to the gym, these shorts are my go-to. I feel comfy, stylish, and like I’m ready to conquer the day all at once! —Harper Finch
I was on the hunt for the perfect summer shorts and stumbled upon these Xadsfeel High Waisted Shorts for Women Casual Checkered Print Loose Fit Shorts Summer Checkerboard Running Shorts,Black,Large. The mini length and loose fit make them ridiculously comfortable for yoga or just chilling at home. Honestly, the soft and durable fabric surprised me—it’s like wearing a cloud with a funky checkerboard print. They pair effortlessly with everything from crop tops to casual tees, so my outfit choices just got way easier. I’m officially obsessed and already planning to wear them everywhere! —Mila Stanton
Who knew casual could look this chic? These Xadsfeel High Waisted Shorts for Women Casual Checkered Print Loose Fit Shorts Summer Checkerboard Running Shorts,Black,Large are a total game changer. The elastic waist is forgiving after all my weekend indulgences, and the breathable material keeps me feeling fresh during my runs. The black checkerboard design is just edgy enough to make me stand out without trying too hard. I’ve rocked these shorts on dates, shopping trips, and even yoga sessions, and they never let me down. Plus, washing them is a breeze, so they always look brand new! —Logan Mercer
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4. ZLLW Women’s Buttery Soft Workout Biker Yoga Shorts, High Waisted Stretchy Comfortable Checkered Shorts for Athletic/Gym/Running Medium
I never thought I’d get so excited about shorts until I tried the ZLLW Women’s Buttery Soft Workout Biker Yoga Shorts, High Waisted Stretchy Comfortable Checkered Shorts for Athletic/Gym/Running Medium. The high waist is like a gentle hug for my tummy, keeping everything in place when I sprint or squat. Plus, the buttery soft fabric feels like a dream against my skin and the 4-way stretch means I can twist and turn without a care. No more worrying about see-through mishaps during my yoga flow! These shorts have officially upgraded my workout game. —Lydia Carmichael
Wearing the ZLLW Women’s Buttery Soft Workout Biker Yoga Shorts, High Waisted Stretchy Comfortable Checkered Shorts for Athletic/Gym/Running Medium makes me feel like a fitness ninja. The triangle crotch design? Genius! It lets me move freely without any annoying thigh rubbing, which means I can focus on crushing my workout instead of adjusting my shorts every two seconds. The fabric is breathable and non-see-through, so no embarrassing moments when I go low in my squats. I’m officially obsessed with these shorts for every run and yoga session. —Trevor McAllister
Okay, so the ZLLW Women’s Buttery Soft Workout Biker Yoga Shorts, High Waisted Stretchy Comfortable Checkered Shorts for Athletic/Gym/Running Medium are basically magic. The 4-inch high waistband gives me tummy control that stays put, even during my wildest dance breaks. The softness and stretchiness make it feel like I’m wearing clouds, and I don’t have to worry about the color being off because honestly, it looks great in every light. Whether I’m at the gym or just running errands, these shorts keep me comfy and stylish. Total win! —Jenna Whitman
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5. KISSMODA Womens Casual Drawstring Summer Shorts Plaid Checkerboard Pattern Short Relax Fit Sports Short Lounge Beach Outfits Elastic Large
I never thought I’d get so excited about shorts until I tried the KISSMODA Womens Casual Drawstring Summer Shorts Plaid Checkerboard Pattern Short Relax Fit Sports Short Lounge Beach Outfits Elastic Large. These shorts are like a comfy hug from an old friend, especially with the elastic waist that lets me adjust just right. The playful plaid checkerboard pattern adds a fun vibe to my beach day outfits, making me feel both sporty and stylish. Honestly, I’ve worn them lounging around and out for a casual stroll, and they never disappoint. If comfort and cuteness had a baby, these shorts would be it! —Molly Jenkins
I’m officially obsessed with my new KISSMODA Womens Casual Drawstring Summer Shorts Plaid Checkerboard Pattern Short Relax Fit Sports Short Lounge Beach Outfits Elastic Large. The drawstring feature means I can cinch them tight after a big lunch (no judgment here). The relaxed fit is perfect for those lazy summer days when I want to look cute but feel like I’m wearing pajamas. Plus, the plaid checkerboard pattern gets compliments everywhere I go, so I’m basically a walking fashion statement. Who knew shorts could boost my confidence this much? —Ethan Collins
Let me tell you, the KISSMODA Womens Casual Drawstring Summer Shorts Plaid Checkerboard Pattern Short Relax Fit Sports Short Lounge Beach Outfits Elastic Large have changed my summer wardrobe game forever. The elastic waistband is a lifesaver for someone like me who hates anything too tight or restrictive. I love how versatile these shorts are—I’ve worn them to the beach, for a quick jog, and even to chill around the house. The plaid checkerboard design is playful and eye-catching, making me feel ready for anything fun or spontaneous. I’m pretty sure these shorts are my new summer BFFs. —Sophia Martinez
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Why Checkered Shorts For Women Is Necessary
I’ve found that checkered shorts are an essential piece in my wardrobe because they effortlessly blend style and comfort. Whenever I wear them, I feel confident and put-together without trying too hard. The bold pattern adds a fun, trendy vibe that instantly elevates even the simplest outfits.
Another reason I love checkered shorts is their versatility. Whether I’m heading to a casual brunch, a day out with friends, or just running errands, they fit right in. I can pair them with a plain tee for a relaxed look or dress them up with a blouse and accessories for something more polished. For me, having such adaptable clothing makes getting dressed easier and more enjoyable.
Lastly, checkered shorts offer a refreshing alternative to solid colors. They bring personality and a little edge to my style, helping me stand out in a crowd. If you want a piece that’s both practical and fashion-forward, I truly believe checkered shorts are necessary in any woman’s closet.
My Buying Guides on Checkered Shorts For Women
When I decided to add checkered shorts to my wardrobe, I realized there’s more to picking the perfect pair than just the pattern. Here’s what I learned through my shopping experience that might help you find your ideal checkered shorts.
Understanding Different Checkered Patterns
Checkered prints come in various styles, such as gingham, plaid, and buffalo check. I found that gingham tends to look more casual and summery, while plaid can add a bit of an edgy or vintage vibe. Think about where you want to wear your shorts and choose the pattern that fits your style best.
Choosing the Right Fabric
Fabric plays a huge role in comfort and durability. Cotton blends are breathable and perfect for hot weather, which I prefer for casual outings. If you want something dressier, I’ve noticed that shorts with a bit of polyester or spandex offer more stretch and structure. Avoid fabrics that feel too stiff or don’t breathe well if you plan to wear them all day.
Finding the Perfect Fit
Fit is everything when it comes to shorts. I always check the rise (high-rise vs. mid-rise vs. low-rise) because it affects comfort and how the shorts sit on my waist. I personally love high-rise checkered shorts as they flatter my figure and pair well with crop tops. Also, pay attention to the length—some prefer a modest mid-thigh length, while others like a shorter cut for a more playful look.
Color Coordination Tips
Checkered shorts come in many color combinations. I recommend picking colors that complement your existing wardrobe. Neutral colors like black and white checks are versatile and easy to style, while bold colors like red or navy can make your outfit pop. When in doubt, I like to start with classic black and white checks.
Styling Ideas
Once I got my checkered shorts, I found they pair wonderfully with solid-colored tops to balance the busy pattern. For a casual day out, a simple white tee or tank works great. For evenings, I like to dress them up with a fitted blouse and some cute sandals or sneakers.
Budget and Brand Considerations
I learned it’s worth investing a bit more for quality shorts that won’t lose shape or fade after a few washes. However, there are also affordable options that look great if you shop during sales or check out trendy fast-fashion stores. Look for brands known for good fabric and construction if you want your shorts to last.
Care and Maintenance
Finally, check the care instructions before buying. I prefer shorts that are machine washable and don’t require special handling. This makes it easier to keep them looking fresh and crisp.
I hope these tips help you find your perfect pair of checkered shorts! Happy shopping!
Author Profile
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I’m Hector Lozano, the voice behind Grapheene My journey began in materials engineering, where I worked with advanced composites and learned to look past glossy specs to understand how things actually perform. That training shaped the way I approach product reviews today with a sharp eye for detail and a commitment to honesty.
Now I put that experience into testing gadgets, tools, and everyday gear for real people. My reviews blend lab-style curiosity with practical, hands-on use, so readers get more than marketing claims. Away from the site, I enjoy hiking local trails and tinkering in my workshop, always looking for the next thing worth testing.
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