Okay, can we talk about plaid pants? I’ll be the first to admit that this trend coming back wasn’t on my bingo card, but I’m so here for it. They’re insanely versatile and can be styled in so many fun ways.
Because I love sharing my finds with you guys, I put together some of my absolute favorite plaid pants outfits to give you some major inspo. Hope you love!
1. Black Blazer, Black Scoop Neck Top and Gray Plaid Wide-Leg Trousers

If you need a little workwear inspiration, this look is for you. I love styling gray plaid wide-leg trousers with a classic black blazer and a simple scoop neck top.
It’s such a chic, modern take on an office outfit that still lets your personality come through with the printed pants. To really elevate the look, I’d finish it off with some black pumps.
2. Black Crop Top, White Plaid High-Waisted Trousers and Black Platform Combat Boots

I am seriously obsessed with this combination. You’ve got the itty-bitty black crop top balanced with these amazing exaggerated white plaid trousers.
It creates this unexpected combo that feels both girly and a little bit grunge. To really lean into that feeling, you can take it one step further with black platform combat boots. It’s such a statement look!
3. Black Cardigan, White Collared Shirt and Gray Plaid Pants

I love the striking contrast in this outfit. You can pair a menswear-inspired collared shirt with some ultra-feminine gray plaid pants.
A black cardigan really ties the whole thing together, making it a perfect choice for the office or for going out for cocktails.
It really plays up the difference between the tailored top and the flowing printed pants.
4. Cream Puffer Vest, Brown Turtleneck, Brown Plaid Pants

When the temps really start to drop, a puffer vest is a non-negotiable. This cream one adds warmth over brown plaid pants without sacrificing your style.
I would layer it over an earth-toned turtleneck and some brown leather boots for a tonal cold-weather outfit that looks chic while braving the elements.
5. Light Blue T-Shirt and Blue Plaid Wide-Leg Pants

You can create such an effortlessly stylish vibe with wide-leg plaid pants. For this look, I’d choose a light blue tee that has a lace-up front detail.
I think it really accentuates the loose, billowy silhouette of the pants. This is a great weekend outfit that still makes a statement.
6. Black Long Sleeve Top, Beige Plaid Wide-Leg Pants and Tan UGG Boots

When the temperatures drop but you still want to have some style, you can totally turn to this cold weather outfit.
A black long sleeve top gives you coverage, and the beige plaid pants add a little flair. I would finish things off with some cozy tan UGG boots for warmth.
They also create a really cute color contrast.
7. Black One-Shoulder Top, Beige Plaid Wide-Leg Trousers and Black Open-Toe Sandals

This look will definitely make people do a double-take. It’s an asymmetric outfit with a flirty one-shoulder black top and some flowy beige plaid trousers.
The open-toe black sandals elongate your leg for some added drama. This is a total conversation-starting look for your next event.
8. Black Denim Jacket, Black Turtleneck, Blue Striped Pants and Combat Boots

I love how edgy plaid pants get a dose of urban cool when you pair them with a black denim jacket and a turtleneck top.
The blue striped pants really make this monochromatic outfit pop. I’d finish the whole look with black combat boots for that downtown edge. It’s a great choice for a night out.
9. Red Knit Sweater and Pink Plaid Pants

For a relaxed daytime outfit, I love the idea of pairing a vibrant red knit sweater with some pink plaid pants.
The bold colors just complement each other so perfectly. You can add a pair of black loafers to finish off this casual chic look. It’s comfortable but still feels really put-together.
10. Cream Cable Knit Sweater and Beige Plaid Flared Pants

A cream cable knit sweater is perfect for keeping things snug when the temperatures get crisp. I’d tuck it into a pair of high-waisted beige plaid flared pants.
This really highlights the retro silhouette. To finish it off, just add some brown leather booties for a timeless autumnal style.
11. Plaid Vest and Wide-Leg Plaid Pants

Why not go full-on plaid? I love this printed vest and wide-leg pants combo. It really makes the print the star of the show.
I would keep the rest of the look minimal with a simple top and some black heels. That way, you let the vibrant plaid be the main focal point.
12. Cream Ribbed Cardigan, Brown Gingham Wide-Leg Pants and Burgundy Loafers

A cream knit cardigan is such a great choice for lightweight layering during that transitional weather, especially when you pair it with brown gingham wide-leg pants.
The burgundy loafers complement the earthy tones and give the whole outfit a refined, preppy twist.
13. White Crewneck Sweater, Gray Plaid Trousers and Two-Tone Flats

A perfectly preppy outfit always starts with classic pieces. Think a white crewneck sweater and some gray plaid trousers.
I’d choose two-tone flats to add a little visual interest while still keeping things smart and polished. This is a go-to look for running errands or for a day event.
14. Black Long-Sleeve Crop Top, Beige Plaid Wide-Leg Pants and Black Leather Belt

Wide-leg plaid pants look so chic with crop tops that just show a tiny sliver of skin.
I would pick one with long sleeves and pair it with a coordinating leather belt to really define the waist. The silhouette is billowy but still feels polished.
15. White Off-Shoulder Blouse, Black and White Gingham Capri Pants and Black Flats

An off-the-shoulder white blouse adds what I think is an angelic contrast to the graphic black and white gingham capri pants.
The flirty details on top balance the striking print on the bottom, making it perfect for date night or cocktail hour. You can finish the look with some cute black flats for all-night comfort.
16. Tan Faux Fur Coat, Black Top and Black and White Gingham Pants

You can make a seriously chic statement with an oversized faux fur coat. I love it with a simple black top and black and white gingham pants.
The pants have this great retro flair, while the dramatic coat keeps it all feeling modern. Just finish it with black UGG boots for the coziest cool look on those cold days.
17. Black Spaghetti Strap Crop Top, Red Plaid Wide-Leg Pants and Black Platform Shoes

This is how you make a bold statement. Pair a tiny black crop top with some vibrant red plaid wide-leg pants and black platform shoes.
Showing a little skin on top balances out the exaggerated volume of the printed pants, which gives it drama and allure. This has total model-off-duty chic vibes.
18. Red Mock Neck Top, Red Plaid Wide-Leg Pants, Black Belt and Red Oxford Shoes

You can go bold with head-to-toe red. Start with a mock neck top and some matching wide-leg plaid pants.
A black belt helps to slim the silhouette and keeps the monochrome look from blending together. Some punchy red oxford shoes polish off this eye-catching outfit perfectly.
19. Beige Long Cardigan, White Cropped Polo, Blue Plaid Pants and White Loafers

Polo shirts are a perfect choice for showing off high-waisted plaid pants. I’d go with a cropped length and tuck it in to highlight the paper bag waist detail.
You can layer a long, open cardigan on top for a really pulled-together daytime outfit. Then, complete the look with some white loafers.
20. Blue Denim Jacket, White Crop Top and Yellow Plaid Wide-Leg Pants

I love playing with proportions, and this outfit is a great way to do it. You can pair a cropped top with sweeping wide-leg plaid pants.
Then, throw on a blue denim jacket to offset the brightness of the lemon yellow pants. To finish it off, I’d add some strappy white sandals for a spot-on weekend style.
21. Red Knit Cardigan, Striped Long Sleeve Top and Black Gingham Wide-Leg Pants

Gingham is such a fresh alternative to traditional plaid, and it still packs a graphic punch. You can contrast it with stripes and solids for a fun play on patterns.
A red cardigan with black and white gingham pants keeps things feeling colorfully chic.
22. Long Red Cardigan, White Top and Pink Plaid Pants

For that in-between transitional weather, a long cardigan gives you extra warmth while still looking stylish.
I’d pair it with a white top and pink plaid pants for a feminine outfit that is just perfect for brunch or a casual date. You can complete the whole look with some burgundy loafers.
23. White Cropped Tank, Brown Plaid Pants and White Sneakers

A cropped tank top always keeps things flirty and fun, especially when it’s paired with some brown plaid pants.
For a sporty twist on the look, I’d wear it with some fresh white sneakers instead of heels. It makes for a great casual outfit for any weekend activities like brunch or day dates.
24. White Ribbed Crop Top, Black Blazer and Green Plaid Trousers

I love an outfit that can go from the office to the evening, and a cropped ribbed top can do just that by showing a little peek of skin.
You can balance out the reveal with a sharp black blazer and some vibrant green plaid trousers. A pair of heels takes this look from boardroom confident all the way to after-hours sexy.
25. Black Polo Neck Top, Gray Plaid Trousers, Gray Cardigan and Black Mary Janes

For a little old-school charm, you can pair some timeless gray plaid trousers with a black polo neck top and a coordinating gray cardigan.
To finish this retro-inspired outfit, add some black Mary Jane shoes for that prim polish. It’s a chic look that works for the office or for evenings out.