Midi Dresses

Elevate your style with elegantly chic midi dresses, perfect for brunch, date night, or attending a wedding as a guest. Choose from flowy A-line silhouettes to curve-hugging bodycon designs that effortlessly flatter your figure and highlight your best features. Explore alluring necklines like halter, strapless, corset, and bustier styles, each bringing a touch of modern sophistication to your look. Crafted from luxe fabrics like silky satin, floral lace, and buttery-soft knits, our curated collection features romantic details and timeless elegance, ensuring every outfit is truly unforgettable.

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MIDI DRESSES | 289 items

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$19.97

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$22.97

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$22.97

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$19.97

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$19.97

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$19.97

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$9.97

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$19.97

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$19.97

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$19.97

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$9.97

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$19.97

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$19.97

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$25.97

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$21.97

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$20.97

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$22.97

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$19.97

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$22.97

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$22.97

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$19.97

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$29.97

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$30.00

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$28.00

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$19.97

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$29.97

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$39.97

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$29.97 - $59.90

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$30.00

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$29.97

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Products 241-288 of 289
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Product Recommendations

Spring & Summer Midi Dresses That Go Wherever You Do

From breezy brunches to unforgettable nights out, Windsor’s midi dresses are the season’s must-have staple. These effortlessly chic mid-length dresses strike the perfect balance between casual and elevated, whether you’re dressing up for a wedding, stepping into Commencement 2025, or just refreshing your everyday style.

Make an entrance in silky satin midi dresses with draped cowl necklines, or opt for romantic floral midi dresses for an effortlessly feminine vibe. Want a look that works for both day and night? Sleek strapless midis with removable straps, polished square-neck designs, and breezy off-the-shoulder styles make transitioning from brunch to dinner a breeze.

Need a white-hot moment? White midi dresses are the go-to for graduation, bridal events, or a fresh spring wardrobe update. For a bold statement, explore new season shades like olive green, denim blue, cherry red, and figure-flattering black in luxe fabrics from breathable knits to shimmering glitter, soft mesh, and burnout velvet.

Whatever your plans, Windsor’s collection of women's dresses featuring cocktail-ready styles, midi dinner dresses, and effortlessly cool casual midis ensure you’ll always have the perfect look. Shop online, in-app, or in over 350 Windsor stores across the U.S. and Canada to find your new favorite midi dress.