An edit
Winter outfits for men
Winter outfits for men from WDLT117, Utopia and parlor23, each piece priced on 2 November 2026, from about S$274.
Parkas, down jackets, wool coats, heavy knits and boots for men, from Canada Goose, Moose Knuckles, Stutterheim and Les Deux.
Winter outfits for men balance warmth with proportion by pairing structured outerwear like wool coats or down parkas over heavy knitwear and relaxed trousers. Dense fabrics trap body heat while distinct silhouettes keep heavy layers from looking bulky. Substantial textures such as shearling, corduroy and ribbed wool ground the look in deep shades of black, navy and forest green.
Much of it began as work gear. Moncler made its first down jackets for its own factory workers near Grenoble, and Aran sweaters from the islands off Ireland were knitted from wool that kept its natural oils.
Canada Goose, founded in Toronto, makes parkas for deep cold, while Moncler is known for down in shiny lacquered nylon. Masnada cuts dark tailoring in Italy, and Guidi makes horse leather boots that anchor wide trousers. Due West in Toronto carries Canada Goose and Baracuta, Utopia adds Moncler and Chrome Hearts hoodies, and WDLT117 adds Homme Plisse Issey Miyake, Undercover and Guidi boots.
Winter outfits for men, piece by piece
- Coat: Moncler Montcla Short Down Jacket Black at Utopia
- Knit: Chrome Hearts Cashmere Cross Patch Knit Sweater at Utopia
- Trousers: Helmut Lang Ski Pants Performance Black at WDLT117
- Shoes: Dior Explorer Ankle Boot Oblique Jacquard Black at Utopia
- Eyewear: Chrome Hearts The Beast II Sunglasses Black/Blue at Utopia
- Jacket: Undercover Leather-belted Padded Jacket Black at WDLT117
- Top: Chrome Hearts Scroll Logo Pullover Hoodie Black at Utopia
- Trousers: Chrome Hearts Double Knee Carpenter Pants Black at Utopia
- Shoes: Rick Owens Ramone Hollywood Low Black Milk at Utopia
- Jewellery: Chrome Hearts Dagger Dog Tag Pendant with 30in Ball Chain at Utopia
- Jacket: Homme Plisse Issey Miyake Double-breasted Pleated Jacket Riverside Grey at WDLT117
- Knit: Homme Plisse Issey Miyake Basic Pleated Turtleneck Navy at WDLT117
- Trousers: Homme Plisse Issey Miyake Basic Pleated Straight Leg Pants Black at WDLT117
- Shoes: Louis Vuitton Uniform Formal Derby Black at Utopia
- Jewellery: Tom Wood Crest Ring Blue Hawk Eye at WDLT117
More looks in this edit: Black and oxblood for the cold, All black with a silver buckle, Padded wool and leopard boots, After dark, before midnight, A hotel bar, late, A weekend in the Cotswolds, Thanksgiving dinner in Connecticut, Date night in black and chocolate
Moncler
Maya Giubbotto Jacket Black
S$1,831
Undercover
Felted Wool Long Jacket Black
S$1,728Last one
Dior
Explorer Ankle Boot Oblique Jacquard Black
S$458Pre-owned
Guidi
310 Front Zip Boots Metallic Blue
S$915S$2,008Last one
Timberland
6" Boot "OVO Black" 2017
S$561
BOTH
Gao Mid Boot with Graffiti Print
S$280S$911
Balenciaga
Loop Sport Icon Reversible Puffer
S$1,465Lightly used
Stone Island
Hooded Down Jacket Green
S$916Lightly used
Louis Vuitton
Black Flower Monogram Reversible Puffer Jacket
S$2,289Lightly used
Moose Knuckles
Big Ridge Parka Jacket Solar Beige
S$366Pre-owned
Guidi
PL1V Rubber Sole Front Zip Boot Black
S$1,864Last one
Dr. Martens
1460 "A-Cold-Wall Zip Lace Up Boots" 2020 *SAMPLE
S$351
Chrome Hearts
Cashmere Cross Patch Knit Sweater
S$6,867
Louis Vuitton
Black Damier Signature Crewneck Knit Wool Sweater
S$549Pre-owned
Common questions
What layers make up cold weather dressing for men?
A base layer of thermal cotton or fine merino sits under a heavy wool sweater or fleece hoodie. A windproof outer coat made of down or boiled wool provides insulation, while heavyweight trousers and leather boots protect the legs and feet.
Which designers specialize in winter outerwear for men?
Canada Goose makes parkas for deep cold, and its Expedition parka was first made for scientists in Antarctica. Moncler is known for quilted down in lacquered nylon, and Undercover brings Tokyo tailoring with a punk edge.
Why is wool ideal for winter outfits for men?
Natural wool fibers crimp tightly, trapping pocketed air that insulates the body even when damp. Heavy woven wool coats also block bitter gusts without collapsing under their own weight.