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HomeMen's Shoes

Men's Casual Dress Shoes

Men's casual dress shoes sit between a sharp office shoe and a weekend sneaker, built for days that move between meetings and evenings out. If you want something more structured, our dress shoes  cover formal occasions, while a casual style keeps things relaxed without looking sloppy.

    1244 Results
    Shoes
    Boots
    Boat Shoes
    Loafers
    Sandals
    Sneakers
    Herrin Brown Smooth Sandals
    Herrin Brown Smooth Sandals
    Herrin Brown Smooth Sandals
    SOLE TECH
    NEWHerrin Brown Smooth Sandals
    $99.95
    25% OFF AT CHECKOUT
    Dofoe Navy Nubuck Lace Up Flats
    Dofoe Navy Nubuck Lace Up Flats
    Dofoe Navy Nubuck Lace Up Flats
    Best Seller
    ROCKPORT
    NEWDofoe Navy Nubuck Lace Up Flats
    $259.95
    25% OFF AT CHECKOUT
    Gasp Black Leather Boots
    Gasp Black Leather Boots
    Gasp Black Leather Boots
    COLORADO
    Gasp Black Leather Boots
    $199.95
    25% OFF AT CHECKOUT
    23% OFF
    Jazz Grey Black Lace Ups
    Jazz Grey Black Lace Ups
    Jazz Grey Black Lace Ups
    COLORADO
    NEWJazz Grey Black Lace Ups
    $99.96
    $129.95
    25% OFF AT CHECKOUT
    Tanner Choc Crazyhorse Leather Sandals
    Tanner Choc Crazyhorse Leather Sandals
    Tanner Choc Crazyhorse Leather Sandals
    COLORADO
    Tanner Choc Crazyhorse Leather Sandals
    $149.95
    25% OFF AT CHECKOUT
    Found Cognac Leather
    Found Cognac Leather
    Found Cognac Leather
    COLORADO
    Found Cognac Leather
    $169.95
    25% OFF AT CHECKOUT
    Farrow Tan Flat Shoes
    Farrow Tan Flat Shoes
    Farrow Tan Flat Shoes
    UNCUT
    NEWFarrow Tan Flat Shoes
    $99.95
    25% OFF AT CHECKOUT
    Albatross Mw Brown Weave Canvas Lace Up Sneakers
    Albatross Mw Brown Weave Canvas Lace Up Sneakers
    Albatross Mw Brown Weave Canvas Lace Up Sneakers
    COLORADO
    Albatross Mw Brown Weave Canvas Lace Up Sneakers
    $99.95
    25% OFF AT CHECKOUT
    JOIN THE CLUB
    Jonte Cognac Leather
    Jonte Cognac Leather
    Jonte Cognac Leather
    Best Seller
    COLORADO
    Jonte Cognac Leather
    $169.95
    25% OFF AT CHECKOUT
    Jonte Navy Oil Suede
    Jonte Navy Oil Suede
    Jonte Navy Oil Suede
    COLORADO
    Jonte Navy Oil Suede
    $169.95
    25% OFF AT CHECKOUT
    Echo Clog M Moonlight Marbled Croslite Clogs
    Echo Clog M Moonlight Marbled Croslite Clogs
    Echo Clog M Moonlight Marbled Croslite Clogs
    CROCS
    NEWEcho Clog M Moonlight Marbled Croslite Clogs
    $129.99
    25% OFF AT CHECKOUT
    Thorp Navy Nubuck Lace Up Flats
    Thorp Navy Nubuck Lace Up Flats
    Thorp Navy Nubuck Lace Up Flats
    ROCKPORT
    NEWThorp Navy Nubuck Lace Up Flats
    $189.95
    25% OFF AT CHECKOUT
    Arker Brown Tumble Leather Lace Up Flats
    Arker Brown Tumble Leather Lace Up Flats
    Arker Brown Tumble Leather Lace Up Flats
    COLORADO
    Arker Brown Tumble Leather Lace Up Flats
    $169.95
    25% OFF AT CHECKOUT
    Sherborne Brown Loafers
    Sherborne Brown Loafers
    Sherborne Brown Loafers
    UNCUT
    Sherborne Brown Loafers
    $99.95
    25% OFF AT CHECKOUT
    Duke Navy Gum Pull Up Leather Slides
    Duke Navy Gum Pull Up Leather Slides
    Duke Navy Gum Pull Up Leather Slides
    COLORADO
    NEWDuke Navy Gum Pull Up Leather Slides
    $139.95
    25% OFF AT CHECKOUT
    Match Prime V2 M Chalk Linen Lace Up Sneakers
    Match Prime V2 M Chalk Linen Lace Up Sneakers
    Match Prime V2 M Chalk Linen Lace Up Sneakers
    REEBOK
    NEWMatch Prime V2 M Chalk Linen Lace Up Sneakers
    $100.00
    25% OFF AT CHECKOUT
    JOIN THE CLUB
    Starboard Brown Leather Boat Shoes
    Starboard Brown Leather Boat Shoes
    Starboard Brown Leather Boat Shoes
    ROCKPORT
    NEWStarboard Brown Leather Boat Shoes
    $199.95
    25% OFF AT CHECKOUT
    Arizona Mens Habana Leather Slides
    Arizona Mens Habana Leather Slides
    Arizona Mens Habana Leather Slides
    Best Seller
    BIRKENSTOCK
    Arizona Mens Habana Leather Slides
    $241.00
    25% OFF AT CHECKOUT
    Garlan Pryor Chocolate Sneakers
    Garlan Pryor Chocolate Sneakers
    Garlan Pryor Chocolate Sneakers
    Best Seller
    SKECHERS
    Garlan Pryor Chocolate Sneakers
    $159.99
    25% OFF AT CHECKOUT
    Offroad M Dark Clay Leather Sandals
    Offroad M Dark Clay Leather Sandals
    Offroad M Dark Clay Leather Sandals
    ECCO
    Offroad M Dark Clay Leather Sandals
    $249.95
    25% OFF AT CHECKOUT
    Classic Clog M Utility Orange Croslite Sandals
    Classic Clog M Utility Orange Croslite Sandals
    Classic Clog M Utility Orange Croslite Sandals
    CROCS
    NEWClassic Clog M Utility Orange Croslite Sandals
    $79.99
    25% OFF AT CHECKOUT
    Shaggy Black Leather Lace Up Flats
    Shaggy Black Leather Lace Up Flats
    Shaggy Black Leather Lace Up Flats
    COLORADO
    Shaggy Black Leather Lace Up Flats
    $169.95
    25% OFF AT CHECKOUT
    Arizona Mens Tobacco Oil Leather Slides
    Arizona Mens Tobacco Oil Leather Slides
    Arizona Mens Tobacco Oil Leather Slides
    Best Seller
    BIRKENSTOCK
    Arizona Mens Tobacco Oil Leather Slides
    $241.00
    25% OFF AT CHECKOUT
    World Tour Classic Mens-Brown-Leather
    World Tour Classic Mens-Brown-Leather
    World Tour Classic Mens-Brown-Leather
    Best Seller
    ROCKPORT
    World Tour Classic Mens-Brown-Leather
    $249.95
    25% OFF AT CHECKOUT
    JOIN THE CLUB
    Ritter Brown Leather Chelsea Boots
    Ritter Brown Leather Chelsea Boots
    Ritter Brown Leather Chelsea Boots
    COLORADO
    Ritter Brown Leather Chelsea Boots
    $199.95
    25% OFF AT CHECKOUT
    M Hurricane Xlt3 Black Fabric Sandals
    M Hurricane Xlt3 Black Fabric Sandals
    M Hurricane Xlt3 Black Fabric Sandals
    TEVA
    NEWM Hurricane Xlt3 Black Fabric Sandals
    $170.00
    25% OFF AT CHECKOUT
    Arizona Men's Basalt Grey Eva Slides
    Arizona Men's Basalt Grey Eva Slides
    Arizona Men's Basalt Grey Eva Slides
    BIRKENSTOCK
    Arizona Men's Basalt Grey Eva Slides
    $100.00
    25% OFF AT CHECKOUT
    Boston Mens Dark Tea Oiled Leather Sandals
    Boston Mens Dark Tea Oiled Leather Sandals
    Boston Mens Dark Tea Oiled Leather Sandals
    Best Seller
    BIRKENSTOCK
    Boston Mens Dark Tea Oiled Leather Sandals
    $298.00
    25% OFF AT CHECKOUT
    Rebound Slam Lo Black White Lace Up Sneakers
    Rebound Slam Lo Black White Lace Up Sneakers
    Rebound Slam Lo Black White Lace Up Sneakers
    PUMA
    NEWRebound Slam Lo Black White Lace Up Sneakers
    $100.00
    25% OFF AT CHECKOUT
    Irvin Cognac Leather Slides
    Irvin Cognac Leather Slides
    Irvin Cognac Leather Slides
    HUSH PUPPIES
    NEWIrvin Cognac Leather Slides
    $159.95
    25% OFF AT CHECKOUT
    60% OFF
    FINAL SALE
    Prowalker Next Ubal New Dress Blues Leather Lace Up Sneakers
    Prowalker Next Ubal New Dress Blues Leather Lace Up Sneakers
    Prowalker Next Ubal New Dress Blues Leather Lace Up Sneakers
    ROCKPORT
    Prowalker Next Ubal New Dress Blues Leather Lace Up Sneakers
    $99.00
    $250.00
    25% OFF AT CHECKOUT
    Izar Brown Wild Oiled Leather Sandals
    Izar Brown Wild Oiled Leather Sandals
    Izar Brown Wild Oiled Leather Sandals
    HUSH PUPPIES
    NEWIzar Brown Wild Oiled Leather Sandals
    $159.95
    25% OFF AT CHECKOUT
    JOIN THE CLUB
    Robey Brown Lace Up Flats
    Robey Brown Lace Up Flats
    Robey Brown Lace Up Flats
    UNCUT
    NEWRobey Brown Lace Up Flats
    $99.95
    25% OFF AT CHECKOUT
    Baker Taupe Microsuede Slip Ons
    Baker Taupe Microsuede Slip Ons
    Baker Taupe Microsuede Slip Ons
    UNCUT
    NEWBaker Taupe Microsuede Slip Ons
    $99.95
    25% OFF AT CHECKOUT
    Tonka Bark Crazyhorse Leather Lace Up Flats
    Tonka Bark Crazyhorse Leather Lace Up Flats
    Tonka Bark Crazyhorse Leather Lace Up Flats
    COLORADO
    Tonka Bark Crazyhorse Leather Lace Up Flats
    $159.95
    25% OFF AT CHECKOUT
    Echo M Black Croslite Clogs
    Echo M Black Croslite Clogs
    Echo M Black Croslite Clogs
    CROCS
    NEWEcho M Black Croslite Clogs
    $129.99
    25% OFF AT CHECKOUT
    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
    25% OFF AT CHECKOUT
    Sport Casual M Natural Linen Black Canvas Lace Up Sneakers
    Sport Casual M Natural Linen Black Canvas Lace Up Sneakers
    Sport Casual M Natural Linen Black Canvas Lace Up Sneakers
    CONVERSE
    NEWSport Casual M Natural Linen Black Canvas Lace Up Sneakers
    $100.00
    25% OFF AT CHECKOUT
    Arizona Mens Black Leather Slides
    Arizona Mens Black Leather Slides
    Arizona Mens Black Leather Slides
    Best Seller
    BIRKENSTOCK
    Arizona Mens Black Leather Slides
    $222.00
    25% OFF AT CHECKOUT
    Zen Taupe Knit Lace Up Flats
    Zen Taupe Knit Lace Up Flats
    Zen Taupe Knit Lace Up Flats
    ROCKPORT
    NEWZen Taupe Knit Lace Up Flats
    $199.95
    25% OFF AT CHECKOUT
    Zen Navy Knit Lace Up Flats
    Zen Navy Knit Lace Up Flats
    Zen Navy Knit Lace Up Flats
    ROCKPORT
    NEWZen Navy Knit Lace Up Flats
    $199.95
    25% OFF AT CHECKOUT
    23% OFF
    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
    $99.96
    $129.95
    25% OFF AT CHECKOUT
    Arizona Mens Dark Brown Leather Slides
    Arizona Mens Dark Brown Leather Slides
    Arizona Mens Dark Brown Leather Slides
    Best Seller
    BIRKENSTOCK
    Arizona Mens Dark Brown Leather Slides
    $222.00
    25% OFF AT CHECKOUT
    24% OFF
    Suyama Black Leather Shoes
    Suyama Black Leather Shoes
    Suyama Black Leather Shoes
    COLORADO
    Suyama Black Leather Shoes
    $129.00
    $169.95
    25% OFF AT CHECKOUT
    Puma Tackle Chocolate Snow Gum Fabric Sneakers
    Puma Tackle Chocolate Snow Gum Fabric Sneakers
    Puma Tackle Chocolate Snow Gum Fabric Sneakers
    PUMA
    Puma Tackle Chocolate Snow Gum Fabric Sneakers
    $140.00
    25% OFF AT CHECKOUT
    Wamrum Navy Knit Lace Up Sneakers
    Wamrum Navy Knit Lace Up Sneakers
    Wamrum Navy Knit Lace Up Sneakers
    COLORADO
    NEWWamrum Navy Knit Lace Up Sneakers
    $99.95
    25% OFF AT CHECKOUT
    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
    25% OFF AT CHECKOUT
    23% OFF
    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
    $99.96
    $129.95
    25% OFF AT CHECKOUT

    Materials and Comfort

    Leather is the standard for casual dress shoes, holding its shape through the week and looking better the longer you wear it. Suede offers a softer, more textured finish, while synthetic uppers are a low-maintenance option for everyday use.

    Comfort matters just as much. Cushioned insoles and flexible soles mean you can wear these from the commute to a full day on your feet, and a rounded toe keeps the fit practical rather than restrictive.

     

    From Office to After-Work

    Casual dress shoes are built for versatility, moving easily between settings without you needing to change shoes. A pair in black or brown leather works with tailored trousers for the office, then pairs just as easily with jeans for dinner afterwards. Lace-up styles like derbies and brogues give a slightly more traditional look, while slip-on dress shoes are the quicker option on busy mornings or when you're in and out of the car all day.

    Stick to one or two colours you can wear with most of your wardrobe rather than chasing trends, and rotate between two pairs if you're wearing them daily, giving the leather time to recover between wears.

     

    Frequently Asked Questions

     

    Q: What's the difference between casual dress shoes and formal dress shoes?

    A: Casual dress shoes use softer leathers, simpler stitching and a more relaxed sole than formal styles like Oxfords, making them suited to everyday wear rather than strict business settings. They still look sharp, just with less polish. This makes them easier to pair with a wider range of outfits, from chinos to dark denim.

     

    Q: Are casual dress shoes comfortable enough to wear all day?

    A: Yes, most casual dress shoes use cushioned insoles and flexible soles that support long days on your feet. Leather uppers also soften and mould to your foot with wear. Look for a bit of give through the sole if you're commuting or standing for long stretches.

     

    Q: Can casual dress shoes be worn with jeans?

    A: Yes, casual dress shoes are one of the easiest styles to wear with jeans, especially in darker leathers like black or brown. Keep the rest of the outfit simple, such as a plain shirt or knit, so the shoes stay the focal point. A slim or straight leg jean works best, since a wide cut can swamp the shoe's shape.

     

    Q: How many pairs of casual dress shoes do I need?

    A: One versatile pair in black or brown leather covers most occasions, from the office to dinner out. If you wear dress shoes often, a second pair lets you rotate between wears and extends the life of both. Beyond that, extra colours or lace-up styles come down to personal preference.

     

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