Men's outfits with boots

Boot outfits for autumn and winter, with jeans, trousers, skirts and dresses. 253 complete looks, each with why it works.

By Ivan Kachur · Updated October 2026

Get looks picked for you · 1-minute quiz

With black · 150 looks

Polo, trousers & olive boots
€154*
For mild days, about 12–20°C · Everyday · 3 pieces from €30*
Polo, trousers & olive boots
€167*
For mild days, about 12–20°C · Everyday · 3 pieces from €30*
Jacket, polo & trousers
€378*
For mild days, about 12–20°C · Smart casual · 4 pieces from €30*
Jumper, olive trousers & boots
€365*
For cool days, about 5–12°C · Smart casual · 3 pieces from €105*
Black tee, jeans & green boots
€414*
For mild days, about 12–20°C · Weekend · 3 pieces from €40*
Blue corduroy jacket, blue shirt & blue jeans
€589*
For cool days, about 5–12°C · Everyday · 4 pieces from €120*

With brown · 134 looks

With green · 93 looks

With cream · 80 looks

All looks

253 looks

Jumper, trousers & olive boots

€174*

For cool days, about 5–12°C · Everyday · 3 pieces from €50*

Would you wear it?

Grey jumper, blue trousers & brown boots

€300*

For cool days, about 5–12°C · Everyday · 4 pieces from €88*

Would you wear it?

Polo, taupe trousers & brown boots

€271*

For mild days, about 12–20°C · Smart casual · 3 pieces from €88*

Would you wear it?

Beige puffer jacket, black tee & black jeans

€200*

For cold days, about −5 to 5°C · Outdoors · 4 pieces from €15*

Would you wear it?

Fleece, trousers & brown suede boots

€282*

For cool days, about 5–12°C · Weekend · 3 pieces from €75*

Jacket, polo & trousers

€298*

For mild days, about 12–20°C · Smart casual · 4 pieces from €30*

Jacket, polo & trousers

€506*

For mild days, about 12–20°C · Smart casual · 5 pieces from €30*

Blue jacket, jumper & trousers

€582*

For cold days, about −5 to 5°C · Everyday · 4 pieces from €124*

Jumper, trousers & boots

€363*

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

Black fleece, striped jumper & trousers

€562*

For cold days, about −5 to 5°C · Outdoors · 4 pieces from €99*

Jacket, polo & trousers

€393*

For mild days, about 12–20°C · Smart casual · 4 pieces from €45*

Green fleece, trousers & black boots

€440*

For cool days, about 5–12°C · Outdoors · 3 pieces from €103*

Orange jacket, white tee & pleated trousers

€599*

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

Navy jacket, jumper & taupe trousers

€373*

For mild days, about 12–20°C · Everyday · 5 pieces from €74*

Cream corduroy jacket, sweatshirt & trousers

€746*

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

Jacket, polo & trousers

€803*

For mild days, about 12–20°C · Smart casual · 4 pieces from €30*

Black tee, blue jeans & black boots

€477*

For mild days, about 12–20°C · Everyday · 3 pieces from €59*

Men's outfits with boots

With black · 150 looks

Polo, trousers & olive boots

Polo, trousers & olive boots

Jacket, polo & trousers

Jumper, olive trousers & boots

Black tee, jeans & green boots

Blue corduroy jacket, blue shirt & blue jeans

With brown · 134 looks

Gilet, polo & trousers

Navy jumper, trousers & brown suede boots

Green gilet, white tee & green trousers

Jacket, polo & trousers

Brown overshirt, green polo & grey trousers

Striped jumper, black trousers & brown suede boots

With green · 93 looks

Jumper, trousers & olive boots

Green jumper, black trousers & boots

Green jumper, beige trousers & brown suede boots

Beige wool coat, navy polo & olive trousers

Green sweatshirt, trousers & brown suede boots

Green jumper, trousers & white boots

With cream · 80 looks

Grey puffer jacket, beige jumper & black jeans

Beige cardigan, jumper & navy trousers

Navy jacket, red jumper & taupe trousers

Blue overshirt, cream tee & blue jeans

Cardigan, blue jumper & navy cargo trousers

Cream jumper, trousers & red Timberland boots

All looks

Jumper, trousers & olive boots

Grey jumper, blue trousers & brown boots

Polo, taupe trousers & brown boots

Beige puffer jacket, black tee & black jeans

Fleece, trousers & brown suede boots

Jacket, polo & trousers

Jacket, polo & trousers

Blue jacket, jumper & trousers

Jumper, trousers & boots

Black fleece, striped jumper & trousers

Jacket, polo & trousers

Green fleece, trousers & black boots

Orange jacket, white tee & pleated trousers

Navy jacket, jumper & taupe trousers

Cream corduroy jacket, sweatshirt & trousers

Jacket, polo & trousers

Black tee, blue jeans & black boots

Men's outfits with boots

With black · 150 looks

Polo, trousers & olive boots

Polo, trousers & olive boots

Jacket, polo & trousers

Jumper, olive trousers & boots

Black tee, jeans & green boots

Blue corduroy jacket, blue shirt & blue jeans

With brown · 134 looks

Gilet, polo & trousers

Navy jumper, trousers & brown suede boots

Green gilet, white tee & green trousers

Jacket, polo & trousers

Brown overshirt, green polo & grey trousers

Striped jumper, black trousers & brown suede boots

With green · 93 looks

Jumper, trousers & olive boots

Green jumper, black trousers & boots

Green jumper, beige trousers & brown suede boots

Beige wool coat, navy polo & olive trousers

Green sweatshirt, trousers & brown suede boots

Green jumper, trousers & white boots

With cream · 80 looks

Grey puffer jacket, beige jumper & black jeans

Beige cardigan, jumper & navy trousers

Navy jacket, red jumper & taupe trousers

Blue overshirt, cream tee & blue jeans

Cardigan, blue jumper & navy cargo trousers

Cream jumper, trousers & red Timberland boots

All looks

Jumper, trousers & olive boots

Grey jumper, blue trousers & brown boots

Polo, taupe trousers & brown boots