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Fall & Winter

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Built for the colder part of the year, this edit brings together custom-made garments in fabrics chosen for warmth, structure, and everyday comfort. From rich textures and warm wool blends to heavy cottons, explore our curated selection of layered essentials designed to transition your wardrobe effortlessly through the season.

Category
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Navy checkered flannel shirt
 
Wilmington, navy
Navy checkered flannel shirt
4.8/5
CAD 139
Light Blue Striped Poplin Shirt

New
 
Neston, light blue
Light Blue Striped Poplin Shirt
CAD 209
Dark green satin dress shirt

New

FIRST SHIRT 30% OFF
Code: TRYTAILOR
 
Royale, forest green + 11
Dark green satin dress shirt
5/5
CAD 189
White & Burgundy Striped Poplin Business Shirt

New
 
Stanford, dark red
White & Burgundy Striped Poplin Business Shirt
CAD 169
Black business shirt

New

Recommended
 
Islington, black
Black business shirt
5/5
CAD 229
White business shirt

FIRST SHIRT 30% OFF
Code: TRYTAILOR
 
Royale, white Alternative fabric Alternative fabric Alternative fabric Alternative fabric Alternative fabric Alternative fabric Alternative fabric Alternative fabric Alternative fabric Alternative fabric Alternative fabric Alternative fabric Alternative fabric Alternative fabric Alternative fabric Alternative fabric Alternative fabric
White business shirt
4.6/5
CAD 189
Blue Wool Shacket
 
Cremonia, blue
Blue Wool Shacket
CAD 299
Red flannel shirt
 
Winston, red
Red flannel shirt
4.8/5
CAD 169
Gingham patterned flannel shirt in ivory and navy
 
Wicklow, navy
Gingham patterned flannel shirt in ivory and navy
4.8/5
CAD 149
Gray Wool Shacket
 
Treviso, gray
Gray Wool Shacket
5/5
CAD 299
Blue Wool Shacket
 
Mantua, blue
Blue Wool Shacket
4.5/5
CAD 299
Gray overshirt
 
Leighton, light gray
Gray overshirt
4.5/5
CAD 279
White Non-Iron business shirt

Non-Iron

FIRST SHIRT 30% OFF
Code: TRYTAILOR
 
Phoenix, white + 13
White Non-Iron business shirt
4.6/5
CAD 249
Light blue Non-Iron business shirt

Non-Iron

FIRST SHIRT 30% OFF
Code: TRYTAILOR
 
Phoenix, light blue + 13
Light blue Non-Iron business shirt
4.7/5
CAD 249
Dark navy suit pants
Imperia, dark navy + 1
Dark navy suit pants
4.7/5
CAD 429
Red and gray checkered dress shirt

New
 
Moreton, red and gray
Red and gray checkered dress shirt
CAD 209
Dark gray suit pants
Castel, dark gray
Dark gray suit pants
4.8/5
CAD 429
Ivory textured cotton shacket
 
Shepton, ivory
Ivory textured cotton shacket
4.7/5
CAD 299
Black and beige checkered flannel shirt

Limited
 
Colchester, black and beige
Black and beige checkered flannel shirt
5/5
CAD 189
Custom-Made Dark Khaki Twill Chino
Dover, dark khaki stretch + 2
Custom-Made Dark Khaki Twill Chino
4.9/5
CAD 209
Navy and brown checkered flannel shirt

New
 
Dorchester, brown and blue
Navy and brown checkered flannel shirt
5/5
CAD 169
Burgundy Checked Cotton Flannel Shirt

New
 
Morty, burgundy
Burgundy Checked Cotton Flannel Shirt
4/5
CAD 169
Navy Henley shirt
 
Parker, navy
Navy Henley shirt
4.6/5
CAD 135
Black and green gingham flannel shirt

Limited
 
Flinton, black and light green
Black and green gingham flannel shirt
4/5
CAD 209
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