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Men's Classic Fit Shirts

Our Classic fit shirts are cut generously, with a loose fit throughout the torso and back pleats for optimum movement. It's our roomiest, comfiest fit, in the traditional Jermyn Street style.

Products found 60

Non-Iron Twill Shirt - White

was $129 now $49.95

3 for $135
SF Oatmeal Pure Linen Shirt

was $139 now $49.95

3 for $135
Pure Linen Shirt - Mocha

was $139 now $49.95

3 for $135
Cutaway Collar Non-Iron Twill Shirt - White

was $129 now $49.95

3 for $135
Non-Iron Twill Check Shirt - Cobalt Blue

was $129 now $49.95

3 for $135
Non-Iron Twill Puppytooth Shirt - Royal Blue

was $129 now $49.95

3 for $135
Non-Iron Twill Shirt - Sky Blue

was $129 now $49.95

3 for $135
Pure Linen Shirt - Navy

was $139 now $49.95

3 for $135
Non-Iron Twill Check Shirt - Cornflower Blue

was $129 now $49.95

3 for $135
Non-Iron Stretch Poplin Shirt - White

was $129 now $49.95

3 for $135
New

Non-Iron Stretch Greenwich Weave Shirt – White

was $139 now $49.95

3 for $135
New

Cutaway Collar Non-Iron Stretch Poplin Bengal Stripe Shirt – Green

was $129 now $49.95

3 for $135
New

Point Collar Non-Iron Twill Shirt - White

was $129 now $49.95

3 for $135
New

Non-Iron Stretch Greenwich Weave Shirt – Light Blue

was $139 now $49.95

3 for $135
New

Non-Iron Stretch Greenwich Weave Stripe Shirt – Pink

was $139 now $49.95

3 for $135
Non-Iron Royal Oxford Shirt - White

was $129 now $49.95

3 for $135
New

Non-Iron Stretch Greenwich Weave Shirt – Stone

was $139 now $49.95

3 for $135
Pure Linen Shirt - White

was $139 now $49.95

3 for $135
New

Non-Iron Stretch Texture Shirt – Burgundy

was $139 now $49.95

3 for $135
Luxury Stripe Shirt - White

was $139 now $49.95
New

Non-Iron Stretch Texture Shirt – Charcoal Grey

was $139 now $49.95

3 for $135
New

Non-Iron Stretch Greenwich Weave Shirt – Lilac

was $139 now $49.95

3 for $135
New

Point Collar Non-Iron Twill Shirt - Sky Blue

was $129 now $49.95

3 for $135
Pure Linen Shirt - Olive Green

was $139 now $49.95

3 for $135
New

Non-Iron Stretch Greenwich Weave Shirt – Grey

was $139 now $49.95

3 for $135
New

Non-Iron Stretch Greenwich Weave Shirt – Aqua

was $139 now $49.95

3 for $135
New

Pure Linen Shirt - Black

was $139 now $139

3 for $135
Cutaway Collar Non-Iron Stretch Poplin Shirt - White

was $129 now $49.95

3 for $135
New

Non-Iron Stretch Printed Trim Shirt – White

was $139 now $49.95

3 for $135
Non-Iron Stretch Burlington Weave Shirt - Sky Blue

was $139 now $49.95
New

Non-Iron Stretch Greenwich Weave Stripe Shirt – Cornflower Blue

was $139 now $49.95

3 for $135
New

Non-Iron Stretch Greenwich Weave Shirt – Indigo Blue

was $139 now $49.95

3 for $135
New

Non-Iron Twill Stripe Shirt – Indigo Blue

was $129 now $49.95

3 for $135
Non-Iron Twill Stripe Shirt - Cornflower Blue

was $129 now $49.95

3 for $135
New

Button-Down Non-Iron Stretch Oxford Gingham Shirt – Blue & Stone

was $129 now $49.95

3 for $135
Pure Linen Shirt - Ocean Blue

was $139 now $49.95

3 for $135
New

Non-Iron Twill Stripe Shirt – Light Blue

was $129 now $49.95

3 for $135
Non-Iron Herringbone Shirt - White

was $129 now $49.95

3 for $135
Non-Iron Stretch Burlington Weave Prince of Wales Check Shirt - Mid Blue

was $139 now $49.95
New

Non-Iron Stretch Floral Printed Trim Shirt – Steel Blue

was $139 now $49.95

3 for $135
New

Button-Down Non-Iron Stretch Oxford Check Shirt – Cornflower Blue

was $129 now $49.95

3 for $135
Luxury Check Shirt - Indigo Blue

was $139 now $49.95
Non-Iron Puppytooth Shirt - Sky Blue

was $129 now $49.95

3 for $135
Non-Iron Stretch Poplin Shirt - Sky Blue

was $129 now $49.95

3 for $135
Non-Iron Stretch Texture Shirt - White & Sky Blue

was $139 now $49.95

3 for $135
Cutaway Collar Non-Iron Twill Shirt - Sky Blue

was $129 now $49.95

3 for $135
Button-Down Non-Iron Stretch Oxford Shirt - White

was $129 now $49.95

3 for $135
Non-Iron Poplin Short-Sleeve Shirt - White

was $129 now $49.95

3 for $135
New

Button-Down Stretch Washed Oxford Shirt – Aqua

was $129 now $49.95

3 for $135
Luxury Twill Shirt - White

was $139 now $49.95

3 for $135
Luxury Check Shirt - Lilac

was $139 now $49.95
Luxury Check Shirt - Light Blue

was $139 now $49.95
New

Non-Iron Twill Puppytooth Shirt – Pink

was $129 now $49.95

3 for $135
New

Stretch Washed Oxford Shirt - Airforce Blue

was $129 now $49.95

3 for $135
New

Non-Iron Twill Check Shirt – Blue

was $129 now $49.95

3 for $135
New

Non-Iron Stretch Geometric Print Shirt – White & Lilac

was $139 now $49.95

3 for $135
Non-Iron Stretch Poplin Bengal Stripe Shirt - Cornflower Blue

was $129 now $49.95

3 for $135
New

Non-Iron Stretch Floral Printed Trim Shirt - Navy

was $139 now $49.95

3 for $135
New

Button-Down Non-Iron Stretch Oxford Check Shirt – Blue & Pink

was $129 now $49.95

3 for $135
New

Button-Down Non-Iron Stretch Oxford Stripe Shirt – Sky Blue

was $129 now $49.95

3 for $135

Viewed 34 of 158 Products