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Discover Search

New looks, once a week

A few complete outfits picked from what's new. No account needed, unsubscribe any time.

Email address

Outfit ideas Brands Christmas party outfits What to wear with white trainers Women's date night outfits Men's work outfits Autumn outfits Winter outfits Streetwear outfits Minimalist outfits Women's workout outfits Men's smart casual outfits Outfits under €100 Outfits under €200

Wholefit is an independent outfit recommendation site. It isn't affiliated with or endorsed by the brands it shows, and you buy each piece on the site of the store that sells it. No store or brand pays us a commission yet; when one does, it won't decide what we recommend. * Prices include VAT, plus each store's delivery charges. Each piece is sold by the store named on its page.

About Privacy Policy Your Privacy Choices Terms of Use Affiliate Disclosure Brands & Copyright Accessibility Contact Impressum

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Men's Outfits with Pleated Trousers: 100+ Outfit Ideas · Wholefit

Outfits / Men's outfits with pleated trousers

Men's outfits with pleated trousers

Pleated trousers outfits, relaxed or sharp, with knits, tees, loafers and trainers. 161 complete looks, each with why it works.

By Ivan Kachur · Updated October 2026

Get looks picked for you · 1-minute quiz

With black · 79 looks

Blue jumper, blue pleated trousers & blue shoes
€304*
For cool days, about 5–12°C · Smart casual · 4 pieces from €70*
Green shirt, navy pleated trousers & navy shoes
€377*
For mild days, about 12–20°C · Everyday · 4 pieces from €64*
Blue shirt, pleated trousers & beige shoes
€360*
For cool days, about 5–12°C · Everyday · 4 pieces from €70*
Black knit polo, burgundy wide-leg trousers & loafers
€383*
For cool days, about 5–12°C · Everyday · 4 pieces from €90*
Green shirt, pleated trousers & loafers
€396*
For cool days, about 5–12°C · Everyday · 4 pieces from €85*
Beige jumper, black wide-leg trousers & clogs
€378*
For cool days, about 5–12°C · Everyday · 4 pieces from €80*

With cream · 64 looks

Beige roll neck, blue pleated trousers & brown shoes
€260*
For cool days, about 5–12°C · Smart casual · 3 pieces from €70*
Cream shirt, blue pleated trousers & cream mules
€338*
For cool days, about 5–12°C · Smart casual · 3 pieces from €60*
Green quarter zip, navy pleated trousers & camel shoes
€270*
For cool days, about 5–12°C · Everyday · 4 pieces from €70*
Blue jumper, navy pleated trousers & camel shoes
€199*
For cool days, about 5–12°C · Work · 3 pieces from €50*
Jumper, navy pleated trousers & Mary Janes
€218*
For cool days, about 5–12°C · Everyday · 4 pieces from €18*
Burgundy cardigan, beige jumper & navy pleated trousers
€290*
For cool days, about 5–12°C · Smart casual · 4 pieces from €50*

With green · 43 looks

Green shirt, navy pleated trousers & white trainers
€199*
For cool days, about 5–12°C · Active · 3 pieces from €60*
Green shirt, grey pleated trousers & trainers
€195*
For cool days, about 5–12°C · Active · 4 pieces from €40*
Green jumper, navy pleated trousers & navy trainers
€200*
For cool days, about 5–12°C · Weekend · 3 pieces from €60*
Grey roll neck, grey pleated trousers & green flats
€250*
For cool days, about 5–12°C · Smart casual · 3 pieces from €70*
Flannel, black pleated trousers & green trainers
€427*
For cool days, about 5–12°C · Smart casual · 3 pieces from €119*
Olive jacket, white jumper & black pleated trousers
€696*
For cool days, about 5–12°C · Smart casual · 4 pieces from €139*

With brown · 81 looks

Grey jumper, blue pleated trousers & brown shoes
€300*
For cool days, about 5–12°C · Smart casual · 4 pieces from €60*
Brown shirt, grey pleated trousers & trainers
€195*
For cool days, about 5–12°C · Active · 4 pieces from €40*
Burgundy shirt, grey pleated trousers & trainers
€195*
For cool days, about 5–12°C · Active · 4 pieces from €40*
Brown suede jacket, blue jumper & blue pleated trousers
€385*
For cool days, about 5–12°C · Smart casual · 4 pieces from €70*
Brown jumper, beige pleated trousers & black loafers
€477*
For cool days, about 5–12°C · Everyday · 3 pieces from €129*
Striped cardigan, black jumper & brown pleated trousers
€706*
For cool days, about 5–12°C · Smart casual · 4 pieces from €160*

All looks

Filters

Budget for the whole look

Style

Colour

Season

One checkoutEvery piece from the same store

161 looks

Thinking MU · €85

Thinking MU · €70

Shoepassion · €89

Green shirt, beige pleated trousers & black shoes

€244* · Pieces from €70*

For cool days, about 5–12°C · Work · 3 pieces from €70*

Would you wear it?

Burocs · €50

Burocs · €25

Burocs · €50

Converse · €50

Black jacket, green knit polo & black pleated trousers

€175* · Pieces from €25*

For mild days, about 12–20°C · Everyday · 4 pieces from €25*

Would you wear it?

Thinking MU · €70

Thinking MU · €70

Blue shirt, beige pleated trousers & beige shoes

€220* · Pieces from €70*

For cool days, about 5–12°C · Work · 3 pieces from €70*

Would you wear it?

Silbon · €60

Silbon · €90

Serge Blanco · €40

Beige jumper, navy pleated trousers & blue shoes

€189* · Pieces from €40*

For cool days, about 5–12°C · Work · 3 pieces from €40*

Would you wear it?

Thinking MU · €70

Thinking MU · €70

Thinking MU · €40

Blue shirt, beige pleated trousers & black shoes

€260* · Pieces from €70*

For cool days, about 5–12°C · Everyday · 4 pieces from €70*

Silbon · €70

Silbon · €70

Panafrica · €55

Green jumper, navy pleated trousers & beige trainers

€194* · Pieces from €55*

For cool days, about 5–12°C · Weekend · 3 pieces from €55*

Les Deux · €129

Les Deux · €139

Les Deux · €199

Black jumper, black pleated trousers & green trainers

€467* · Pieces from €129*

For cool days, about 5–12°C · Smart casual · 3 pieces from €129*

Thinking MU · €120

Thinking MU · €160

Les Deux · €239

Brown jumper, blue corduroy trousers & black loafers

€519* · Pieces from €120*

For cool days, about 5–12°C · Work · 3 pieces from €120*

Thinking MU · €190

Thinking MU · €160

Shoepassion · €139

Thinking MU · €40

Striped jumper, brown pleated trousers & black shoes

€529* · Pieces from €139*

For cool days, about 5–12°C · Everyday · 4 pieces from €139*

Thinking MU · €170

Thinking MU · €60

Thinking MU · €170

Shoepassion · €199

Orange jacket, white tee & pleated trousers

€599* · Pieces from €60*

For mild days, about 12–20°C · Everyday · 4 pieces from €60*

Thinking MU · €170

Thinking MU · €160

Grey jumper, blue corduroy trousers & loafers

€420* · Pieces from €90*

For cool days, about 5–12°C · Work · 3 pieces from €90*

Les Deux · €219

Les Deux · €109

Les Deux · €139

Les Deux · €229

Grey flannel, green flannel & beige pleated trousers

€696* · Pieces from €109*

For cool days, about 5–12°C · Smart casual · 4 pieces from €109*

Thinking MU · €150

Thinking MU · €160

Timberland · €210

Jumper, blue corduroy trousers & brown shoes

€520* · Pieces from €150*

For cool days, about 5–12°C · Work · 3 pieces from €150*

Thinking MU · €250

Thinking MU · €180

Thinking MU · €180

Shoepassion · €189

Jacket, green jumper & black pleated trousers

€799* · Pieces from €180*

For cold days, about −5 to 5°C · Work · 4 pieces from €180*

Thinking MU · €100

Thinking MU · €85

Thinking MU · €180

Shoepassion · €89

Camel jacket, green shirt & black pleated trousers

€454* · Pieces from €85*

For cool days, about 5–12°C · Work · 4 pieces from €85*

Thinking MU · €130

Thinking MU · €170

Thinking MU · €180

Superga · €140

Green overshirt, grey jumper & navy pleated trousers

€620* · Pieces from €130*

For cool days, about 5–12°C · Smart casual · 4 pieces from €130*

Thinking MU · €100

Thinking MU · €60

Thinking MU · €170

Shoepassion · €129

Orange jacket, tee & pleated trousers

€459* · Pieces from €60*

For mild days, about 12–20°C · Everyday · 4 pieces from €60*

More outfit ideas

What to wear with pleated trousers
Men's outfits with white trainers
Men's outfits with black jeans
Men's outfits with jeans
Men's outfits with brown boots
Men's outfits with black boots
Men's outfits with loafers
Men's outfits with black trousers
Men's outfits with a blazer
Men's outfits with a cardigan
Men's outfits with a hoodie
Men's outfits with joggers

What goes with pleated trousers

On top: Knitwear or shirts
Layers: Jackets or cardigans
Shoes: Loafers & lace-ups or trainers
Colours that work: Black, cream, green and blue

How to wear pleated trousers

Counted from 41 of these looks.

What goes with pleated trousers

On top: Knitwear or shirts
Layers: Jackets or cardigans
Shoes: Loafers & lace-ups or trainers

Colours that work

Black, cream, green and blue come up most often across these looks, so they make an easy base to build on.

What a complete look costs

Most whole outfits here cost between €220 and €467; the typical one is €360. Swap any piece to change the total.

Brands in these looks

Most pieces come from Silbon, Thinking MU, Paez, Les Deux and Shoepassion. Each look checks out on the stores' own sites, one store at a time.