What to wear with pleated trousers

Pleated trousers outfits, relaxed or sharp, with knits, tees, loafers and trainers. 197 complete looks, each with why it works.

By Ivan Kachur · Updated October 2026

Get looks picked for you · 1-minute quiz

With black · 93 looks

Cream shirt, beige pleated trousers & black boots
€377*
For mild days, about 12–20°C · Date night · 3 pieces from €86*
Jumper, black wide-leg trousers & trainers
€770*
For cool days, about 5–12°C · Smart casual · 4 pieces from €160*
Striped jumper, black wide-leg trousers & trainers
€730*
For cool days, about 5–12°C · Smart casual · 4 pieces from €140*
Jacket, blue jumper & black wide-leg trousers
€590*
For cold days, about −5 to 5°C · Smart casual · 4 pieces from €90*
Blue shirt, beige pleated trousers & black shoes
€260*
For cool days, about 5–12°C · Everyday · 4 pieces from €70*
Brown blazer, cream shirt & black pleated trousers
€504*
For mild days, about 12–20°C · Date night · 4 pieces from €86*

With cream · 87 looks

With brown · 99 looks

With green · 48 looks

All looks

197 looks

Grey polo, black pleated trousers & beige shoes

€324*

For mild days, about 12–20°C · Work · 4 pieces from €66*

Would you wear it?

Green shirt, beige pleated trousers & black shoes

€244*

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

Would you wear it?

Brown shirt, beige pleated trousers & blue heels

€336*

For mild days, about 12–20°C · Date night · 4 pieces from €79*

Would you wear it?

Black jacket, green knit polo & black pleated trousers

€175*

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

Would you wear it?

Cream cardigan, blue jumper & beige pleated trousers

€398*

For cool days, about 5–12°C · Everyday · 4 pieces from €86*

Blue shirt, beige pleated trousers & beige shoes

€220*

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

Black jumper, black pleated trousers & green trainers

€467*

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

Green jumper, black wide-leg trousers & trainers

€530*

For cool days, about 5–12°C · Smart casual · 3 pieces from €170*

Brown jumper, blue corduroy trousers & black loafers

€519*

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

Denim jacket, jumper & pleated trousers

€659*

For cool days, about 5–12°C · Work · 4 pieces from €150*

Striped jumper, brown pleated trousers & black shoes

€529*

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

Jumper, red wide-leg trousers & trainers

€540*

For cool days, about 5–12°C · Smart casual · 3 pieces from €170*

Orange jacket, white tee & pleated trousers

€599*

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

Grey jumper, grey pleated trousers & black trainers

€370*

For cool days, about 5–12°C · Smart casual · 3 pieces from €115*

Blue jumper, pleated trousers & trainers

€399*

For cool days, about 5–12°C · Work · 4 pieces from €65*

Grey jumper, blue corduroy trousers & loafers

€420*

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

Orange jacket, tee & pleated trousers

€459*

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

What to wear with pleated trousers

With black · 93 looks

Cream shirt, beige pleated trousers & black boots

Jumper, black wide-leg trousers & trainers

Striped jumper, black wide-leg trousers & trainers

Jacket, blue jumper & black wide-leg trousers

Blue shirt, beige pleated trousers & black shoes

Brown blazer, cream shirt & black pleated trousers

With cream · 87 looks

Beige jumper, navy pleated trousers & blue shoes

Green jumper, navy pleated trousers & beige trainers

Grey flannel, green flannel & beige pleated trousers

Jumper, red wide-leg trousers & trainers

Camel jacket, green shirt & black pleated trousers

Green overshirt, grey jumper & navy pleated trousers

With brown · 99 looks

Denim jacket, blue jumper & pleated trousers

Knit tank, brown wide-leg trousers & brown shoes

Red roll neck, brown wide-leg trousers & grey shoes

Beige roll neck, blue pleated trousers & brown shoes

Grey jumper, blue pleated trousers & brown shoes

Brown shirt, grey pleated trousers & trainers

With green · 48 looks

Beige trench coat, cream jumper & grey pleated trousers

Green jumper, brown wide-leg trousers & trainers

Green quarter zip, navy pleated trousers & camel shoes

Green shirt, navy pleated trousers & white trainers

Green shirt, grey pleated trousers & trainers

Green jumper, navy pleated trousers & navy trainers

All looks

Grey polo, black pleated trousers & beige shoes

Green shirt, beige pleated trousers & black shoes

Brown shirt, beige pleated trousers & blue heels

Black jacket, green knit polo & black pleated trousers

Cream cardigan, blue jumper & beige pleated trousers

Blue shirt, beige pleated trousers & beige shoes

Black jumper, black pleated trousers & green trainers

Green jumper, black wide-leg trousers & trainers

Brown jumper, blue corduroy trousers & black loafers

Denim jacket, jumper & pleated trousers

Striped jumper, brown pleated trousers & black shoes

Jumper, red wide-leg trousers & trainers

Orange jacket, white tee & pleated trousers

Grey jumper, grey pleated trousers & black trainers

Blue jumper, pleated trousers & trainers

Grey jumper, blue corduroy trousers & loafers

Orange jacket, tee & pleated trousers

What to wear with pleated trousers

With black · 93 looks

Cream shirt, beige pleated trousers & black boots

Jumper, black wide-leg trousers & trainers

Striped jumper, black wide-leg trousers & trainers

Jacket, blue jumper & black wide-leg trousers

Blue shirt, beige pleated trousers & black shoes

Brown blazer, cream shirt & black pleated trousers

With cream · 87 looks

Beige jumper, navy pleated trousers & blue shoes

Green jumper, navy pleated trousers & beige trainers

Grey flannel, green flannel & beige pleated trousers

Jumper, red wide-leg trousers & trainers

Camel jacket, green shirt & black pleated trousers

Green overshirt, grey jumper & navy pleated trousers

With brown · 99 looks

Denim jacket, blue jumper & pleated trousers

Knit tank, brown wide-leg trousers & brown shoes

Red roll neck, brown wide-leg trousers & grey shoes

Beige roll neck, blue pleated trousers & brown shoes

Grey jumper, blue pleated trousers & brown shoes

Brown shirt, grey pleated trousers & trainers

With green · 48 looks

Beige trench coat, cream jumper & grey pleated trousers

Green jumper, brown wide-leg trousers & trainers

Green quarter zip, navy pleated trousers & camel shoes

Green shirt, navy pleated trousers & white trainers

Green shirt, grey pleated trousers & trainers

Green jumper, navy pleated trousers & navy trainers

All looks

Grey polo, black pleated trousers & beige shoes

Green shirt, beige pleated trousers & black shoes

Brown shirt, beige pleated trousers & blue heels