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20 Of Our Best Tips For Styling Plaid Pants

20 Of Our Best Tips For Styling Plaid Pants

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Plaid pants are making a major comeback, and I’m absolutely thrilled about it! These checkered beauties can transform your wardrobe from boring to bold in seconds flat. Whether you’re new to the plaid game or looking to refresh your styling approach, I’ve got 20 fantastic tips to help you rock those statement-making bottoms with confidence.

1. Keep Tops Simple

© katarzynapudlis

Trust me, when your pants are doing all the talking, your top should whisper. A crisp white button-down or solid-colored tee lets those gorgeous plaid patterns shine without visual competition.

I’ve learned this the hard way after several fashion disasters involving competing patterns!

2. Size Matters With Plaids

© Coveteur

Larger plaid patterns visually add volume, while smaller checks create a more subtle effect. If you’ve got wider hips like me, opt for smaller plaids to flatter your figure.

However, if you’re blessed with long, lean legs, rock those big, bold checks with abandon!

3. Monochromatic Magic

© Glaminati

Though counterintuitive, matching your top to one color in your plaid creates a sophisticated, cohesive look. Yesterday, I paired my blue-and-green plaid trousers with a forest green sweater and received countless compliments!

This trick instantly elevates even casual plaid pants.

4. Chunky Knits For Winter

© InStyle

Where I live, winters demand layers, and nothing pairs better with plaid pants than an oversized sweater. The contrast between structured plaid and cozy knits creates perfect balance.

Plus, this combo works for both office settings and weekend brunches!

5. Blazer Brilliance

© Arimonz

If you’re hesitant about plaid pants, start by wearing them with a tailored blazer. My clients always feel more confident when their statement pants are balanced with structured pieces.

Navy blazers particularly complement almost any plaid pattern imaginable!

6. Denim Jacket Casual Vibes

© Glaminati

Whoever said plaid pants can’t be casual clearly never tried them with a denim jacket! This combination has become my weekend uniform—perfectly balanced between put-together and relaxed.

Add white sneakers, and you’re ready for anything from farmers markets to casual Fridays.

7. Unexpected Color Pairings

© missanyaradionova

Forget fashion rules! Some of my most complimented outfits involve unexpected color combinations. My yellow sweater with burgundy plaid pants turns heads everywhere.

The secret is finding colors that complement rather than match exactly—think color wheel opposites for maximum impact.

8. Leather Jackets Edge It Up

© SEE ROCK LIVE

Nothing transforms preppy plaid pants faster than a well-worn leather jacket. I’ve converted countless clients to this combination—it adds just the right amount of rebellion to otherwise traditional patterns.

Black leather works universally, but don’t discount brown for softer plaid palettes.

9. Footwear Makes The Statement

© 40+ Style

Honestly, shoes can completely transform how your plaid pants read! Loafers = preppy. Combat boots = edgy. Heels = sophisticated.

My personal favorite? White sneakers with colorful plaid for that perfect high-low mix that works for literally everything.

10. Belt It For Definition

© Glaminati

Adding a belt creates a focal point and defines your waist beautifully. When I’m wearing high-waisted plaid pants, a contrasting belt instantly elevates the entire look.

For maximum impact, choose leather in a color that’s present but not dominant in your plaid pattern.

11. Graphic Tees For Weekend Wear

© mychicobsession

Who says plaid pants must be formal? Not me! Pairing them with your favorite graphic tee creates the perfect high-low mix for weekend adventures.

I rock this combo for everything from record shopping to casual dinners, always garnering fashion-forward nods from strangers.

12. Crop Tops For Summer Plaids

© Impressions Online Boutique

Summer doesn’t mean abandoning plaid! Lightweight plaid pants paired with a simple crop top creates breezy sophistication for warmer months.

After years of styling clients, I’ve found this combination works particularly well with linen-blend plaids in pastel colorways.

13. Tonal Dressing With Plaid

© jjillstyle

Whenever I’m feeling particularly fashion-forward, I dress in various shades of the same color family as my plaid pants. Imagine burgundy plaid with different red tones—instant sophistication!

This approach feels modern yet timeless and photographs beautifully for social media.

14. Vintage-Inspired Pairings

© Carolina Pinglo

Channel your inner 70s icon by pairing wide-leg plaid pants with turtlenecks and platform shoes! My vintage-loving heart beats faster whenever I recreate these retro vibes.

Bonus points if you add oversized sunglasses and a structured handbag for complete time-travel fashion.

15. Mix Plaids With Caution

© PureWow

Yes, you absolutely can mix plaids! The secret? Vary the scale dramatically and keep one pattern dominant. My favorite combination is subtle glen plaid pants with a bold buffalo check shirt.

Keep accessories minimal when attempting this advanced style move!

16. Sneakers For Everyday Cool

© Glaminati

Nothing makes plaid pants more approachable than pairing them with your favorite sneakers. White canvas kicks are my go-to for instant outfit balance.

Even formal plaid trousers become weekend-appropriate when paired with the right casual footwear and attitude!

17. Statement Jewelry Focus

© Glaminati

While your pants make a statement, don’t neglect accessories! Bold earrings or a chunky necklace can perfectly complement plaid pants without overwhelming them.

My styling clients are often surprised how the right jewelry transforms their plaid pants from basic to brilliant.

18. Tucked Tops For Proportion

© Purfect Sunday

Whenever possible, tuck in your top when wearing plaid pants! This simple move creates visual balance and highlights the waistline beautifully.

A French tuck (partially tucked in front) works wonders with oversized sweaters when full tucks feel too formal.

19. Evening-Ready Plaids

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Forget the myth that plaid pants are too casual for evenings out! Pair slim-cut plaids with a silky camisole and strappy heels for instant night-out vibes.

I’ve worn this combination to countless dinner parties, always receiving compliments on the unexpected sophistication.

20. Layer With Vests

© MyStyleisMyBrand

Sweater vests are having a moment, and they pair beautifully with plaid pants! This combination gives major academic-chic vibes while remaining thoroughly modern.

For cooler weather, I layer mine over a crisp button-down; for warmer days, the vest stands alone.