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HomeMen's Shoes

Men's Casual Dress Shoes

At Mathers, comfort and fit come first, even when it comes to smart casual style. Our Men's Dress Shoes collection blends polished looks with all-day support, designed for professional men who spend long hours on their feet, from the office to evening occasions.

    Shoes
    Boots
    Boat Shoes
    Loafers
    Sandals
    Sneakers
    725 Results
    Ben Black Grey Mesh Lace Up Sneakers
    Ben Black Grey Mesh Lace Up Sneakers
    Ben Black Grey Mesh Lace Up Sneakers
    COLORADO
    NEWBen Black Grey Mesh Lace Up Sneakers
    $129.95
    Arizona Mens Tobacco Oil Leather Slides
    Arizona Mens Tobacco Oil Leather Slides
    Arizona Mens Tobacco Oil Leather Slides
    BIRKENSTOCK
    Arizona Mens Tobacco Oil Leather Slides
    $241.00
    Arizona Mens Habana Leather Slides
    Arizona Mens Habana Leather Slides
    Arizona Mens Habana Leather Slides
    BIRKENSTOCK
    Arizona Mens Habana Leather Slides
    $241.00
    Aranjuez 63 Brandy Leather Sneakers
    Aranjuez 63 Brandy Leather Sneakers
    Aranjuez 63 Brandy Leather Sneakers
    PIKOLINOS
    Aranjuez 63 Brandy Leather Sneakers
    $299.95
    Tonal Mushroom Tumble Nubuck Flat Shoes
    Tonal Mushroom Tumble Nubuck Flat Shoes
    Tonal Mushroom Tumble Nubuck Flat Shoes
    COLORADO
    Tonal Mushroom Tumble Nubuck Flat Shoes
    $169.95
    Dofoe Taupe Leather Lace Up Flats
    Dofoe Taupe Leather Lace Up Flats
    Dofoe Taupe Leather Lace Up Flats
    ROCKPORT
    Dofoe Taupe Leather Lace Up Flats
    $259.95
    Bartime Black Leather Ankle Boots
    Bartime Black Leather Ankle Boots
    Bartime Black Leather Ankle Boots
    ROCKPORT
    Bartime Black Leather Ankle Boots
    $239.95
    Hamper Birch Leather Slides
    Hamper Birch Leather Slides
    Hamper Birch Leather Slides
    ROCKPORT
    Hamper Birch Leather Slides
    $169.95
    JOIN THE CLUB
    Blake 02 Blue Multi Suede Sneakers
    Blake 02 Blue Multi Suede Sneakers
    Blake 02 Blue Multi Suede Sneakers
    JOSEF SEIBEL
    Blake 02 Blue Multi Suede Sneakers
    $219.95
    Ritter Brown Leather Chelsea Boots
    Ritter Brown Leather Chelsea Boots
    Ritter Brown Leather Chelsea Boots
    COLORADO
    Ritter Brown Leather Chelsea Boots
    $199.95
    Shargo Tan Leather Lace Up Flats
    Shargo Tan Leather Lace Up Flats
    Shargo Tan Leather Lace Up Flats
    COLORADO
    Shargo Tan Leather Lace Up Flats
    $169.95
    Tango Brown Tumble Leather Lace Up Boots
    Tango Brown Tumble Leather Lace Up Boots
    Tango Brown Tumble Leather Lace Up Boots
    COLORADO
    Tango Brown Tumble Leather Lace Up Boots
    $169.95
    Arizona Mens Black Leather Slides
    Arizona Mens Black Leather Slides
    Arizona Mens Black Leather Slides
    BIRKENSTOCK
    Arizona Mens Black Leather Slides
    $222.00
    Volga Tan Leather Chelsea Boots
    Volga Tan Leather Chelsea Boots
    Volga Tan Leather Chelsea Boots
    ROCKPORT
    Volga Tan Leather Chelsea Boots
    $249.95
    Hampton Brown Leather Sandals
    Hampton Brown Leather Sandals
    Hampton Brown Leather Sandals
    ROCKPORT
    Hampton Brown Leather Sandals
    $179.95
    Jules Brown Crazyhorse Leather Slides
    Jules Brown Crazyhorse Leather Slides
    Jules Brown Crazyhorse Leather Slides
    COLORADO
    Jules Brown Crazyhorse Leather Slides
    $139.95
    JOIN THE CLUB
    Ben Grey White Mesh Lace Up Sneakers
    Ben Grey White Mesh Lace Up Sneakers
    Ben Grey White Mesh Lace Up Sneakers
    COLORADO
    NEWBen Grey White Mesh Lace Up Sneakers
    $129.95
    25% OFF
    World Tour Classic Mens-Brown-Leather
    World Tour Classic Mens-Brown-Leather
    World Tour Classic Mens-Brown-Leather
    ROCKPORT
    World Tour Classic Mens-Brown-Leather
    $187.46
    $249.95
    Arizona Mens Dark Brown Leather Slides
    Arizona Mens Dark Brown Leather Slides
    Arizona Mens Dark Brown Leather Slides
    BIRKENSTOCK
    Arizona Mens Dark Brown Leather Slides
    $222.00
    25% OFF
    World Tour Classic Mens Chocolate Chip Tumble Leather Lace Up Flats
    World Tour Classic Mens Chocolate Chip Tumble Leather Lace Up Flats
    World Tour Classic Mens Chocolate Chip Tumble Leather Lace Up Flats
    ROCKPORT
    World Tour Classic Mens Chocolate Chip Tumble Leather Lace Up Flats
    $187.46
    $249.95
    Sleigh Brown Leather Slides
    Sleigh Brown Leather Slides
    Sleigh Brown Leather Slides
    ROCKPORT
    Sleigh Brown Leather Slides
    $179.95
    Sleigh Black Leather Slides
    Sleigh Black Leather Slides
    Sleigh Black Leather Slides
    ROCKPORT
    Sleigh Black Leather Slides
    $179.95
    Jazz Grey Black Lace Ups
    Jazz Grey Black Lace Ups
    Jazz Grey Black Lace Ups
    COLORADO
    NEWJazz Grey Black Lace Ups
    $129.95
    Jazz Brown Navy Lace Up Sneakers
    Jazz Brown Navy Lace Up Sneakers
    Jazz Brown Navy Lace Up Sneakers
    COLORADO
    NEWJazz Brown Navy Lace Up Sneakers
    $129.95
    JOIN THE CLUB
    Monte Grey White Navy Lace Up Sneakers
    Monte Grey White Navy Lace Up Sneakers
    Monte Grey White Navy Lace Up Sneakers
    COLORADO
    NEWMonte Grey White Navy Lace Up Sneakers
    $99.95
    Larny Taupe Vermilion Suede Nylon Lace Up Sneakers
    Larny Taupe Vermilion Suede Nylon Lace Up Sneakers
    Larny Taupe Vermilion Suede Nylon Lace Up Sneakers
    COLORADO
    NEWLarny Taupe Vermilion Suede Nylon Lace Up Sneakers
    $129.95
    Alfie Grey Taupe Canvas Lace Up Sneakers
    Alfie Grey Taupe Canvas Lace Up Sneakers
    Alfie Grey Taupe Canvas Lace Up Sneakers
    COLORADO
    NEWAlfie Grey Taupe Canvas Lace Up Sneakers
    $99.95
    Boston Mens Black Smooth Leather Flat Shoes
    Boston Mens Black Smooth Leather Flat Shoes
    Boston Mens Black Smooth Leather Flat Shoes
    BIRKENSTOCK
    Boston Mens Black Smooth Leather Flat Shoes
    $279.00
    Farrah Mocca Crazyhorse Leather Slides
    Farrah Mocca Crazyhorse Leather Slides
    Farrah Mocca Crazyhorse Leather Slides
    COLORADO
    Farrah Mocca Crazyhorse Leather Slides
    $149.95
    Byway 2 M Dark Clay Leather Sneakers
    Byway 2 M Dark Clay Leather Sneakers
    Byway 2 M Dark Clay Leather Sneakers
    ECCO
    Byway 2 M Dark Clay Leather Sneakers
    $239.95
    Mono Black Mesh Lace Up Sneakers
    Mono Black Mesh Lace Up Sneakers
    Mono Black Mesh Lace Up Sneakers
    COLORADO
    NEWMono Black Mesh Lace Up Sneakers
    $99.95
    Monte Navy White Lace Up Sneakers
    Monte Navy White Lace Up Sneakers
    Monte Navy White Lace Up Sneakers
    COLORADO
    NEWMonte Navy White Lace Up Sneakers
    $99.95
    JOIN THE CLUB
    Mono Grey Mesh Lace Up Sneakers
    Mono Grey Mesh Lace Up Sneakers
    Mono Grey Mesh Lace Up Sneakers
    COLORADO
    NEWMono Grey Mesh Lace Up Sneakers
    $99.95
    Larny Light Grey Black Suede Nylon Lace Up Sneakers
    Larny Light Grey Black Suede Nylon Lace Up Sneakers
    Larny Light Grey Black Suede Nylon Lace Up Sneakers
    COLORADO
    NEWLarny Light Grey Black Suede Nylon Lace Up Sneakers
    $129.95
    London Mens Black Oiled Leather Flat Shoes
    London Mens Black Oiled Leather Flat Shoes
    London Mens Black Oiled Leather Flat Shoes
    BIRKENSTOCK
    London Mens Black Oiled Leather Flat Shoes
    $298.00
    Reset Adj M Black Leather Flat Shoes
    Reset Adj M Black Leather Flat Shoes
    Reset Adj M Black Leather Flat Shoes
    COLORADO
    Reset Adj M Black Leather Flat Shoes
    $199.95
    Erroll 50 Schwarz Nubuck Lace Up Flats
    Erroll 50 Schwarz Nubuck Lace Up Flats
    Erroll 50 Schwarz Nubuck Lace Up Flats
    JOSEF SEIBEL
    Erroll 50 Schwarz Nubuck Lace Up Flats
    $229.95
    Pietro White Green Suede Mesh Lace Up Sneakers
    Pietro White Green Suede Mesh Lace Up Sneakers
    Pietro White Green Suede Mesh Lace Up Sneakers
    COLORADO
    NEWPietro White Green Suede Mesh Lace Up Sneakers
    $129.95
    Arizona Mens Black Eva Slides
    Arizona Mens Black Eva Slides
    Arizona Mens Black Eva Slides
    BIRKENSTOCK
    Arizona Mens Black Eva Slides
    $100.00
    Surmon Black Tumble Leather Sandals
    Surmon Black Tumble Leather Sandals
    Surmon Black Tumble Leather Sandals
    COLORADO
    Surmon Black Tumble Leather Sandals
    $149.95
    Alfieri Grey Taupe Canvas Slip On Sneakers
    Alfieri Grey Taupe Canvas Slip On Sneakers
    Alfieri Grey Taupe Canvas Slip On Sneakers
    COLORADO
    NEWAlfieri Grey Taupe Canvas Slip On Sneakers
    $99.95
    Alfieri Navy Canvas Slip On Sneakers
    Alfieri Navy Canvas Slip On Sneakers
    Alfieri Navy Canvas Slip On Sneakers
    COLORADO
    NEWAlfieri Navy Canvas Slip On Sneakers
    $99.95
    U Flextride Plus Low Sand Suede Lace Up Sneakers
    U Flextride Plus Low Sand Suede Lace Up Sneakers
    U Flextride Plus Low Sand Suede Lace Up Sneakers
    GEOX
    NEWU Flextride Plus Low Sand Suede Lace Up Sneakers
    $249.95
    Alfieri Black Canvas Slip On Sneakers
    Alfieri Black Canvas Slip On Sneakers
    Alfieri Black Canvas Slip On Sneakers
    COLORADO
    NEWAlfieri Black Canvas Slip On Sneakers
    $99.95
    Arizona Sfb Khaki Oiled
    Arizona Sfb Khaki Oiled
    Arizona Sfb Khaki Oiled
    BIRKENSTOCK
    Arizona Sfb Khaki Oiled
    $250.00
    Affleck Brown Nubuck Flat Shoes
    Affleck Brown Nubuck Flat Shoes
    Affleck Brown Nubuck Flat Shoes
    COLORADO
    Affleck Brown Nubuck Flat Shoes
    $189.95
    U Flextride Plus Low Light Olive Suede Lace Up Sneakers
    U Flextride Plus Low Light Olive Suede Lace Up Sneakers
    U Flextride Plus Low Light Olive Suede Lace Up Sneakers
    GEOX
    NEWU Flextride Plus Low Light Olive Suede Lace Up Sneakers
    $249.95
    U Spherica Plus A Military Knit Sneakers
    U Spherica Plus A Military Knit Sneakers
    U Spherica Plus A Military Knit Sneakers
    GEOX
    U Spherica Plus A Military Knit Sneakers
    $249.95

    Smart Casual, All-Day Comfort

    Mens casual dress shoes strike a balance between polish and ease, ideal for professional environments that call for something a little more relaxed than a formal lace-up. Whether you are moving between meetings, client visits or after-work catch-ups, a well-fitted pair can carry you through the day without compromise. At Mathers, our fitting specialists take the guesswork out of finding comfortable mens casual dress shoes, checking width, arch support and overall fit in store, because the right shoe should feel as good as it looks, from the first step to the last.

     

    Easy Styles Worth Considering

    For men who prefer a simpler start to the day, slip-on styles can be a practical addition to any wardrobe. Our Men's Slip-On Dress Shoes may suit those who value effortless wear without giving up a tidy, put together look. Pairing casual dress shoes with tailored trousers or smart chinos can help create a versatile rotation that moves easily from desk to dinner. Our in-store team is on hand to talk through fit, cushioning and everyday wearability, so you can choose with confidence rather than guesswork.

     

    FAQs

    Q: What makes a shoe a "casual dress shoe"?

    A: Casual dress shoes sit between formal lace-ups and everyday sneakers, offering a smart look with more flexibility and comfort. They typically feature softer soles and relaxed silhouettes, making them well suited to smart-casual workplaces and social occasions alike.

    Q: How do I know if my casual dress shoes fit properly?

    A: A properly fitted shoe should feel secure through the heel and midfoot, with enough room across the toes to move naturally. Visiting one of our fitting specialists in store can help identify the right size and width, as fit can vary between styles.

    Q: Can casual dress shoes be worn for a full workday?

    A: Many men find that comfortable mens casual dress shoes can be worn for a full day, particularly styles with supportive footbeds and quality leather uppers that flex with movement. Getting the right fit from the outset makes a real difference to all-day wearability.

    Q: What should I look for in comfortable mens casual dress shoes?

    A: Cushioned insoles, breathable leather and a fit that allows natural movement without slipping at the heel are all worth looking for. A visit to one of our stores for a proper fitting can help narrow down which features matter most for your feet.

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