Casual

Shop Simpson Outfitters for women’s casual footwear, featuring a stylish collection of shoes perfect for everyday wear. From comfortable sneakers and slip-ons to stylish flats and sandals, our casual footwear combines comfort, durability, and effortless style for all-day wear, whether you're running errands or relaxing with friends.

Clogs
Clogs
4 products
Loafers
Loafers
0 product
Moccasins
Moccasins
1 product
Slip-Ons
Slip-Ons
26 products
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  • Skechers Women's Newbury St. Casually Sneaker - Dark Taupe Skechers Women's Newbury St. Casually Sneaker - Dark Taupe
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    Skechers

    Skechers Women's Newbury St. Casually Sneaker

    Skechers Women's Newbury St. Casually Sneaker The Newbury St. Casually sneaker from Skechers Active offers a seamless blend of refined looks and comfort. This pull-on style comes with Stretch Fit design for sock-like feel and Skechers Air-Cooled Memory...
    $40.00
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  • Birkenstock Buckley Suede Leather - Gray Taupe Birkenstock Buckley Suede Leather - Gray Taupe
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    Birkenstock

    Birkenstock Buckley Suede Leather - Gray Taupe

    Birkenstock Buckley Suede Leather - Gray Taupe The BIRKENSTOCK Buckley is a semi-open moccasin-style clog that’s instantly recognizable as an authentic BIRKENSTOCK original thanks to its exposed cork footbed. The upper is made from soft suede...
    $149.99
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    Skechers Bobs Chill Lugs - Urban Spell - Brown Skechers Bobs Chill Lugs - Urban Spell - Brown
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    Skechers

    Skechers Bobs Chill Lugs - Urban Spell

    Skechers Bobs Chill Lugs - Urban Spell Add a classic stylish essential this season with the BOBS from Skechers™ Chill Lugs - Urban Spell shoe. This slip-on casual alpargata flat features a smooth microfiber fabric upper with a cushioned Memory Foam...
    Was: $49.99
    $37.49
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  • Twisted X Women's Work Chukka Driving Moc Twisted X Women's Work Chukka Driving Moc
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    Twisted X

    Twisted X Women's Work Chukka Driving Moc

    Twisted X Women's Work Chukka Driving Moc The Women's Work Steel Toe Chukka Driving Moc is a true Twisted X® Work original! Handcrafted in full-grain leather along with a steel safety toe, this chukka driving moc makes an unforgettable statement...
    $139.95
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  • Bobs Plush Peace and Love Shoe-Black Bobs Plush Peace and Love Shoe-Black
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    Skechers

    Bobs Plush Peace and Love Shoe

    Bobs Plush Peace and Love Shoe Slip on effortless style and feet-loving comfort with the BOBS from Skechers™ Plush - Peace and Love shoe. This casual alpargata flat features a canvas upper with a cushioned Memory Foam insole. For every BOBS...
    $25.00 - $39.99
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  • Dansko Brenna Tan Burnished Suede Clog
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    Dansko

    Dansko Brenna Tan Burnished Suede Clog

    Dansko Brenna Tan Burnished Suede Clog Brenna is a comfortable, casual, slip on shoe perfect for a casual work day or the weekend. This style features our patent-pending stapled construction, linings with Aegis Microbe Shield for odor control, Suede...
    $134.99
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  • Dansko XP 2.0 Black Waterproof Pull Up Clog
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    Dansko

    Dansko XP 2.0 Black Waterproof Pull Up Clog

    Dansko XP 2.0 Black Waterproof Pull Up Clog The XP 2.0 clog features a lightweight construction, an ergonomically designed, removable dual density PU footbed with Dansko Natural Arch technology for exceptional support and comfort, and...
    $139.99
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  • Dansko Professional Honey Distressed
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    Dansko

    Dansko Professional Honey Distressed

    Dansko Professional Honey Distressed The Dansko Professional is the clog that launched a Comfort Revolution. Inside its iconic silhouette is a roomy reinforced toe box, an anatomically contoured PU midsole, an inner frame for stability and support,...
    $134.99 - $139.99
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