Style expert, journalist and fashion blogger Candie Anderson of candieanderson.com has the scoop on 20 of the best plaid mini skirts for fall, winter, Thanksgiving, Friendsgiving and holiday party season too!
Plaid mini skirts are a fall staple, especially this season with the 90s/early 2000 fashion as popular as ever! I have always been a fan of this trend, especially with knit sweaters and knee high boots. This street style trend is perfect for a fall vacation, brunch with friends, date night, and that is just the beginning. In fact, some are even appropriate for Thanksgiving and can be worn to the office with a blazer or a turtleneck sweater.
Not only do plaid mini skirts look great with knee high boots, but they’re a must with mules, mid-calf boots, over the knee boots, combat boots, clogs, and this season’s latest trend – loafers! They come in a wide array of styles and fall inspired colors, and price ranges too! Celebrities are loving this trend as well. Hailey Bieber and Kaia Gerber are just a few of the celebs who have been spotted in fab plaid skirts with sweaters.
If you’re searching for the perfect plaid skirt or skort for fall 2023 and winter 2024, you’re in luck! Today, I’m excited to share 20 of the best plaid mini skirts. I also shared tips on how you can accessorize them for a variety of events.
You may also like: Best fall sweater dresses // Best autumn mini dresses // Floral Print Miniskirts
The Best Plaid Mini Skirts
Trendy and Affordable Plaid Skirts For Fall
CeCe Windowpane Print Miniskirt
Chocolate brown is one of the hottest colors for fall and winter 2023/2024, and I’m here for it! The windowpane print on this classic CeCe Windowpane Print Miniskirt gives me 80s vibes! It is very on-trend and will be fun to dress up with shoes and accessories! I can see pairing it with a cream-colored sweater, blouse, sleeveless top, or shirt.
I would accessorize the skirt with loafers, ballet flats, pumps, or this season’s hottest shoe – Mary Janes! There are countless options. The best part is this fabulous skirt is only $66 with free delivery. Now is a great time to save so that you can wear it for fall brunch, out to dinner, Friendsgiving, and Thanksgiving too!
Open Edit Plaid Miniskirt
Nordstrom’s brand Open Edit, is one of my favorites! The clothing is of excellent quality, and it is at an affordable price point. For example, this classic Open Edit Plaid Miniskirt in the color combination “black-blue poly check” is only $49 with free shipping! It will look amazing with a black t-shirt, blouse, a cozy knit sweater, and a leather jacket!
As for shoes, I would pair this fabulous plaid mini skirt with black knee-high boots, Mary Janes, loafers, strappy-heel sandals, flat slides, or ballet flats, to name a few!
Steve Madden Cameron Skirt
This chic, trendy, affordable Steve Madden Cameron Skirt screams fall! I love how they incorporated navy blue, red, and shades of brown into this fabulous plaid mini skirt! It will look amazing paired with a cream, tan, or beige sweater! You can also pair it with a color top or a T-shirt.
If the weather is chilly in your area, I would pair this stunning plaid skirt with a tan leather jacket or blazer! As for shoes, this fabulous skirt will look amazing with loafers, mules, sneakers, slide sandals, pumps, moto boots, or knee-high boots!
Lulus Plaid You Asked Ivory And Brown Plaid Skater Mini Skirt
How fabulous is this Lulus Plaid You Asked Ivory And Brown Plaid Skater Mini Skirt? I am obsessed with this gorgeous retro-inspired skirt, which is ideal for fall and winter! It will look great with a cozy knit sweater on Thanksgiving and is a must for Friendsgiving, too!
This skirt is very versatile! You can pair it with a white top and knee-high boots, a cozy cream-colored sweater, and loafers, and that is just the beginning! The best part is it is very affordable at just $49.
Madewell Wool Blend Miniskirt
Like many of you, I love the brand Madewell. The name says it all: their clothing is made well! This chic retro-inspired Madewell Wool Blend Miniskirt (in the shade Kyle Mini Glen Plaid) is begging for a spot in your wardrobe. It is classic yet very on-trend and will be a staple in your wardrobe this fall, winter, and early spring!
I can see pairing this fabulous skirt with a gray knit top, a cozy sweater, a leather jacket, and moto boots, which are a hot trend for fall and winter, too! It’ll also look amazing with knee-high boots, pumps, or loafers!
Lulus Spence Black Plaid Mini Skirt
The must-have and ever-popular Lulus Spence Black Plaid Mini Skirt is back and better than ever! I originally featured it a few years ago in blue, and I’m so glad it’s available this fall and winter in black and red, too. It looks great in the photo below, with a white sweater, tights, and loafers.
You can pair it with a top, a leather jacket, and knee high boots for date night. This skirt will look amazing with pumps and a blouse or with a sweater and Mary Janes, to name a few!
The best part is this bestselling plaid mini skirt is only $39! Now is a great time to save so you can wear it all season long and for years to come.
Sage the Label skirt
If you’re searching for a skirt that you can wear this fall and into the holiday season, look no further than this gorgeous a-line Sage the Label skirt! You can wear it with a turtleneck, knit sweater or blouse in a variety of colors! It will also look amazing with a leather jacket, a velvet blazer or a classic black blazer!
As for shoes, you can’t go wrong with trendy loafers, Mary Janes, ballet flats, knee high boots, or pumps! There are countless options. The best part is this gorgeous black plaid skirt is currently on sale and is only $51.20 for a limited time. Don’t miss out on this incredible deal!
Lulus Mad for Plaid Beige Plaid Mini Skirt
I love bright and festive colors, especially for fall! If you’re searching for the perfect outfit for Friendsgiving or Thanksgiving, date night or an evening out with friends, look no further than this trendy and affordable Lulus Mad for Plaid Beige Plaid Mini Skirt in the color combination “beige plaid.” This outfit is giving me Rachel Green/ “Friends” vibes!
It looks phenomenal with this burgundy turtleneck. This skirt will also look amazing with a camel colored cashmere sweater, a black long sleeve top, or a chocolate brown sweater! You can also pair it with a camel colored midi coat or a leather jacket on a cool fall evening!
When it comes to shoes, I’d wear this beautiful outfit with knee high boots, pumps, loafers or cowboy boots!
Lulus Plaid Habit Dark Green Faux Wrap Mini Skirt
Wrap dresses and skirts are my favorite styles; they are incredibly flattering and look great on every woman! This beautiful Lulus Plaid Habit Dark Green Faux Wrap Mini Skirt is calling my name! I love the varying shades of “black, brown, and green” and its versatility.
This gorgeous plaid mini skirt will look great dressed up or down. You can pair it with a brown sweater, white sneakers, and a denim jacket for lunch with friends. It will look great with a chunky knit sweater and tan cowboy boots for Friendsgiving. You can pair it with a leather jacket, a long-sleeved top, and knee-high boots for date night. There are countless options!
This skirt is only $48 and is sure to be a favorite for many years to come!
Lulus Seasonal Stroll Black Plaid Mini Skirt
This must have Lulus Seasonal Stroll Black Plaid Mini Skirt is also available in brown plaid and is just as fab! One of the many great things about Lulus’ fantastic selection of plaid mini skirts is just how affordable they are.
Now is a great time to stock up on a few gorgeous skirts that you will wear time and time again with your favorite solid-color sweaters, knee-high boots, loafers, combat boots, and moto boots, to name a few!
This skirt is ideal for fall, winter, and early spring! If this skirt is on your wish list, I would grab it in black and brown as they are only $44, with free delivery (on your order of $50 or more).
Popular Pleated Plaid Mini Skirts
Steve Madden Jeanne Plaid Pleated Miniskirt
Like many of you, I grew up on Steve Madden clothing, and the brand is still a staple in my wardrobe today! This fabulous Steve Madden Jeanne Plaid Pleated Miniskirt is trendy, affordable at under $70 (with free shipping), and is a must for the late 90s/early 2000s fashion lovers!
It looks excellent with loafers, and this skirt will also look fantastic with white sneakers for a casual look. You can pair it with a knit sweater, a leather jacket, and pumps for date night. If you’re heading out for drinks with friends on a Friday night, I’d pair it with Mary Janes and a cute top!
ASTR the Label Siarah Skirt
ASTR the Label has long been one of my favorite brands. The brand’s gorgeous sweaters are staples in my wardrobe! This beautiful ASTR the Label Siarah Skirt in brown and blue multi (at Revolve), is very on trend for fall and winter 2023/2024! I love everything about it, especially the pleated detailing.
This skirt will look phenomenal with a pointelle knit sweater and knee-high boots. You can also pair it with loafers, a cozy knit sweater or mules, and a long-sleeve top, to name a few!
Fabulous Tweed Mini Skirts You’ll Love
Alice + Olivia Olivia Chain Miniskirt
Tweed clothing is my absolute weakness! It is chic, classic, and very on-trend for fall, winter, and spring, too! This stunning Alice + Olivia Olivia Chain Miniskirt is perfection! I’m obsessed with the gorgeous black check pattern with gold metallic threading. Metallics are not only perfect for fall and winter but will also be a staple during the holiday party season! The frayed hem and “gun-metal tone curb chain” give it a fun, casual feel.
This skirt will look great with a bodysuit and lug boots or loafers. You can pair it with a chunky charcoal gray or black turtleneck and pumps; it will also look amazing with a velvet top for the holidays!
Veronica Beard Ohemia Plaid Tweed Miniskirt
Nothing is as gorgeous, elegant, and timeless as a tweed skirt! This lovely Veronica Beard Ohemia Plaid Tweed Miniskirt (in ecru ochre) will be a staple in your wardrobe for years. I love everything about it, especially the neutral color combination and the beautiful shell-stitch embroidery along the waistband and hemline.
This is one skirt that will take you from day to night. You can dress it up or down easily and effortlessly with shoes, jewelry, and accessories! This plaid tweed skirt will look amazing with a black sweater, a cream-colored chunky turtleneck, and a black top, and that is just the beginning!
Vero Moda Plaid Tweed Skirt
Vero Moda is one of my favorite brands on the planet. Their clothing is on-trend, well-made, and affordable, which is an added bonus! This exquisite Vero Moda Plaid Tweed Skirt in the color birch is high quality, beautiful and has pockets, which I adore! Like many of you, I am a huge fan of clothing with pockets.
This beautiful neutral skirt will look great accessorized with a classic blouse in the shade of your choice and a gold necklace. You can dress it down with a solid color shirt (or a fun print) and flats. Now is a great time to save on this beautiful skirt since it is only $69 with free delivery! It will be a staple in your wardrobe this fall, winter, and spring as well!
Lovers and Friends Cherie Skirt
My love is strong for this Lovers and Friends Cherie Skirt in Black Multi! I am obsessed with the chic button detailing, which elevates the look and feel of this plaid tweed mini skirt!
It will look amazing paired with your favorite pair of pointy-toe knee-high boots, pumps, heeled sandals, or loafers!
When it comes to tops, I would wear this fabulous skirt with a white blouse, a cream-colored turtleneck, a boatneck top, or a knit sweater, and that is just the beginning!
One thing is for sure: this skirt is sure to garner compliments every time you wear it.
Classic Plaid Mini Skirts For Years To Come
Rag & Bone Cora Plaid Miniskirt
Rag & Bone is one of my favorite brands on the planet. Their clothing, shoes, and accessories are well made of beautiful and durable materials. I am head over heels in love with this magnificent Rag & Bone Cora Plaid Miniskirt in the shade “BlackPLD.” I adore everything about it, especially the length, the silver buckle tab on the side, and the hidden zipper.
This gorgeous and versatile plaid miniskirt is effortlessly chic and incredibly versatile! You can pair it with a knit sweater and knee-high boots. It will look amazing with a white blouse (and black loafers), a turtleneck (and ballet flats), or a sleeveless top and strappy heel sandals on a warm fall night! There are countless options!
One thing is for sure: this gorgeous skirt is sure to be a favorite for many years to come!
Burberry Haizel Check Piqué Miniskirt
When it comes to elegant, timeless, and luxurious plaid mini skirts, it doesn’t get any better than Burberry! This fabulous Burberry Haizel Check Piqué Miniskirt (in the shade Archive Beige) is an absolute must and will elevate any casual top, bodysuit, blouse, or sweater!
This gorgeous Burberry check skirt is perfect for brunch, lunch with friends, a trip to the city, date night, and more. It will look amazing paired with leather knee high boots, loafers, white sneakers, pumps, or this season’s hottest style – the ballet flat!
Favorite Daughter First Wife Houndstooth Check Miniskirt
I have been a fan of Sara Foster and Erin Foster’s brand “Favorite Daughter” for years and finally splurged on their signature wide-leg pants called The Favorite Pants in petite, and I am pretty obsessed. The fit and material are fantastic! This gorgeous Favorite Daughter First Wife Houndstooth Check Miniskirt is calling my name! I love the classic houndstooth pattern and the retro a-line silhouette. It is truly magnificent!
This gorgeous skirt will look phenomenal with tan pointy toe knee-high boots on an evening out. You can pair it with a blouse and pumps to the office. It will look amazing with loafers or mules to dinner with friends. This plaid skirt is the perfect outfit staple for Friendsgiving, Thanksgiving, brunch, date night, and more.
Must Have Plaid Skorts
English Factory Pleated Check Skort
This fab English Factory Pleated Check Skort is giving me early 2000s vibes! I remember wearing a similar skirt with knee high boots, sneakers, loafers, sneakers, and t-strap heels. This cute pleated skort is available in two colors – red and green, and they’re at a great price point with free shipping!
You can pair this trendy skort with a solid color t-shirt, a classic white top, a chunky knit sweater, and more! It is perfect for the weekend, a concert in the park, shopping with friends, an outdoor lunch on a warm afternoon, and more!
