Lightweight Summer Midi Dresses
Ready to be the main character wherever you go? Lightweight Summer Midi Dresses are here to keep your vibe breezy, your look flawless, and your confidence sky-high. Whether you’re brunch-bound or headed for spontaneous adventures, these effortlessly chic styles are made for twirling through sun-drenched days and dancing into golden hour. Slip into something that feels as good as it looks—because you deserve to float through every moment like the true Windsor girl you are.
$42.90
A navy blue knit midi dress featuring a sleeveless cowl neckline and chic high front slit.
$38.90
A white sleeveless ribbed knit midi dress featuring a V-neckline and chic high front slit.
$25 $44.90 44% off
An enchanting sage floral lace midi dress with ruffled trim, adjustable straps, and a flirty slit.
$25 $64.90 61% off
A natural floral midi dress featuring a halter neckline, corset bodice, and lace-up back in woven fabric.
$25 $49.90 50% off
An ivory mesh midi dress with a dainty floral print, ruched seams, and a draped cowl neckline.
$25 $39.90 37% off
An olive green ribbed knit halter midi dress featuring a tie-back, open back, and curve-hugging silhouette.
$54.90
A black ribbed knit midi dress with a tie-dye pattern, scoop neckline, and back slit.
$9.97 $46.90 79% off
A white stretch lace midi dress featuring a sultry low back, sheer hem, and flirty side slit.
$25 $45.90 46% off
A red brown knit midi dress featuring a halter cowl neckline, open back, and flattering slit accent.
$19.97 $38.90 49% off
A pink floral mesh midi dress featuring a strapless neckline and curve-hugging, lined silhouette.
$49.90
A pink knit midi dress featuring a pleated sweetheart neckline, cutout back, and form-hugging silhouette.
$39.90
A mauve floral off-shoulder bodycon dress in stretchy knit fabric with soft ruching and flared hem.
$59.90
A white satin midi dress with a high slit, cowl neckline, and twist-bar open back.
$25 $52.90 53% off
A brown abstract-print midi dress featuring a V-neckline, spaghetti straps, and an open strappy back.
$25 $42.90 42% off
A sleek green knit midi dress featuring a strapless sweetheart neckline, pleated overlay, and back slit.
$19.97 $42.90 53% off
A natural abstract print midi dress featuring sheer mesh, waist cutout, ruffled slit, and halter neckline.
$25 $52.90 53% off
A strapless green floral midi dress featuring ruffle trim, a high front slit, and airy woven fabric.
$25 $44.90 44% off
A navy blue floral knit midi dress featuring a pleated waist, wrap-front slit, and bodycon silhouette.
$25 $42.90 42% off
A brown floral mesh-lined midi dress featuring a cowl neckline, spaghetti straps, and an open back.
$59.90
A white satin midi dress featuring a V-neckline, strappy back, side slit, and form-hugging fit.
$19.97 $46.90 57% off
A sage green cotton-blend knit midi dress featuring a strapless twist-front neckline and scalloped hem.
$25 $49.90 50% off
A brown chiffon midi dress featuring a ruched bust, scoop neckline, and a striking low twist-back design.
$25 $52.90 53% off
An ivory floral knit midi dress featuring a pleated halter neckline and strappy lace-up back detail.
$25 $45.90 46% off
A strapless bodycon midi dress in natural floral mesh with a back slit and no-slip grip lining.
$25 $44.90 44% off
A sleeveless natural knit midi dress featuring a watercolor floral print, open back, and charming bow detail.
$39.90
A sleeveless ivory ribbed knit midi dress featuring a mock neckline and flattering bodycon silhouette.
$49.90
A taupe mesh midi dress featuring a soft floral print, cowl neckline, and flattering ruched silhouette.
$46.90
A green floral knit midi dress featuring an off-shoulder neckline, ruched body, and front slit.
$44.90
A sage knit midi dress featuring a draped neckline, lace-up back, ruching, and a thigh-high slit.
$46.90
A romantic purple floral mesh midi dress featuring a strapless neckline and ruched, curve-hugging silhouette.
$25 $46.90 47% off
A rust-colored knit midi dress featuring a bold back cutout, racer strap detail, and side slit.
$44.90
A navy blue knit midi dress featuring a blossoming floral print, square halter neckline, and front slit.
$42.90
A burgundy strapless midi dress in stretchy knit fabric with ruching and a flirty ruffled side slit.
$36.90
An elegant natural off-the-shoulder midi dress with a stretchy knit fabric and flared hem.
$46.90
A brown woven midi dress with a ditsy floral pattern, corset bodice, and high front slit.
$99.90
A light blue floral jacquard skater dress featuring a corset bodice, metallic threading, and hidden pockets.
$25 $38.90 36% off
A sleek light marsala knit midi dress featuring a square neckline, ruching, and a flared hanky hem.
$25 $33.90 26% off
A mocha strapless bodycon midi dress crafted from rib knit fabric with a side slit and moderate stretch.
$39.90
A brown knit midi dress with long sleeves, off-the-shoulder neckline, and ruched bodycon fit.
$49.90
A pink mesh and knit midi dress featuring cold-shoulder details, ruching, and a bodycon silhouette.
$22.97 $49.90 54% off
A sleek sage satin midi dress featuring a strapless neckline, curve-hugging fit, and luxe shine.
$25 $54.90 54% off
A sage midi dress with faux pearl embellishments and an off-the-shoulder bodycon silhouette.
$25 $34.90 28% off
A black rib-knit maxi dress featuring a crew neck and form-hugging, stretchy silhouette for versatile styling.
$44.90
A brown knit midi dress featuring a square neckline, lace-up back, and flared hem for flirty style.
$32.90
A breezy white eyelet knit skater dress featuring a square neckline and double-layered flared skirt.
$38.90
A curve-flaunting black midi dress with a plunging cowl neck and open tie-back design.
$25 $59.90 58% off
A green satin wrap midi dress featuring a sleeveless cowl neckline and high-side slit.
$49.90
A wine-colored mesh and knit midi dress featuring cold shoulders, ruched seams, and a bodycon silhouette.
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Achieve a perfectly stylish everyday look with this sleeveless ribbed knit midi dress! Designed with a comfortable ribbed knit fabric offering plenty of stretch, it features a V-neckline, spaghetti straps, a midi-length hem with a chic high front slit, and a form-hugging silhouette. Pair with a cropped denim jacket and clear mules. Fit & FeaturesStretchy ribbed knit fabric, V-neckline, Spaghetti straps, High front slit, Form-hugging fit, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Perfectly Stylish Sleeveless Ribbed Knit Midi Dress in Black | Size: M | Knit Fabric
Channel the chic fall vibe in this ditsy floral woven midi dress featuring a sleeveless sweetheart neckline with a ruched bust and tie-front detail, thin tank shoulder straps, and a corset-style bodice. The high waist leads to a flowy A-line silhouette accented with a high-cut front slit. Fit & FeaturesDitsy floral-printed woven fabric, Sweetheart neckline, ruched bust, tie-front detail, underwire bust, Thin tank shoulder straps, Corset-style bodice with piping, high waist seam, Hidden side zipper and hook-eye closure, High front slit, Midi-length A-line fit, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Chic Fall Vibe Ditsy Floral Corset Midi Dress in Brown | Size: XS | Woven Fabric
Smooth Talker Strapless Bodycon Midi Dress in Mocha
$25 $33.90
26% off
Show off your smooth moves in this strapless bodycon midi dress perfect for dressing up or down for any occasion! Fit & FeaturesRib knit fabric, sewn-in knit lining, moderate stretch, Strapless neckline, Side slit, Bodycon silhouette, Midi-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Smooth Talker Strapless Bodycon Midi Dress in Mocha | Size: M | Knit Fabric
The perfect chic sleeveless midi dress for grabbing dinner downtown! Crafted from smooth knit fabric, this crew neck dress boasts curve-accentuating ruched seams along the bodycon silhouette and a sleek midi-length hem. Pair with kitten heels and a clutch. Fit & FeaturesSmooth knit fabric, stretchy knit lining, Sleeveless crew neck, Side ruched seams, Bodycon silhouette, Midi-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Dinner Downtown Sleeveless Ruched Midi Dress in Brown | Size: XS | Knit Fabric
Show off pretty vibes in this adorable layered skater dress made with breezy eyelet knit fabric. Pair with sneakers for a cute casual look or wedges for a dressier style. Fit & FeaturesStretchy sheer eyelet knit fabric, partial knit lining, Square neckline, Spaghetti straps, Double-layered skater skirt, Short fit-and-flare silhouette, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Pretty Vibes Eyelet Knit Layered Skater Dress in White-2 | Size: L | Knit Fabric
Windsor Blissful Cutie Halter Cutout Skater Dress in Blue
$9.97 $46.90
79% off
Get swept off your feet in this cute skater dress for any casual occasion! With its halter neckline and cutout bodice, this dress is designed to show off your figure, while the ruffled mini-length hem adds a flirty touch. Fit & FeaturesGauze woven fabric, woven lining, Halter neckline with spaghetti strap ties, Stretchy smocked bust, Cutout bodice, Ruffled skater silhouette, Mini-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Blissful Cutie Halter Cutout Skater Dress in Blue | Size: L | Gauze/Woven Fabric
Windsor All Eyes on You Lace Low Back Midi Dress in White
$9.97 $46.90
79% off
Soft girl era, but make it spicy. With a sheer midi hem, sultry low back, and flirty side slit, this is the “accidentally iconic” dress for nights out, beach dates, or brunches. Fit & FeaturesStretch lace knit fabric, partially lined, V-neckline, spaghetti straps, Low back cut, Curve-hugging silhouette, Sheer midi hem, side slit, Runs true to size, Free Shipping on All Orders Over $75. | Windsor All Eyes on You Lace Low Back Midi Dress in White | Size: M | Knit Fabric
Windsor Sway With Me Halter V-Neck Paisley Skater Dress in Navy Blue
$9.97 $42.90
77% off
This breezy skater dress brings the romance with a halter neckline and swingy silhouette made to float with you. Perfect for golden hour snaps, weekend wandering, or spontaneous getaways! Fit & FeaturesPaisley print, woven fabric, bust lining, Halter V-neckline with spaghetti strap ties, Stretchy smocked bust, Tie back design, Skater silhouette, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Sway With Me Halter V-Neck Paisley Skater Dress in Navy Blue | Size: L | Woven Fabric
Windsor Chic Paradise Halter Open Back Slit Midi Dress in Red Brown
$25 $45.90
46% off
Own the spotlight on vacation in this midi dress! Featuring a bold halter neckline and an sexy open back, this dress exudes allure, while the bodycon silhouette and slit add a flattering look. Fit & FeaturesSlinky knit fabric, smooth stretchy knit lining, Halter cowl neckline, beaded spaghetti strap tie, Open back with spaghetti strap tie, Bodycon silhouette, Slit accent, midi-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Chic Paradise Halter Open Back Slit Midi Dress in Red Brown | Size: L | Knit Fabric
Casually Sultry Strapless Bodycon Midi Dress in Red Brown
$25 $34.90
28% off
Strut looking casually sultry in this strapless midi dress that accentuates your curves and can easily be dressed up or down! Fit & FeaturesBrushed knit double-lined stretchy knit fabric, Strapless neckline, Side ruched seams, Bodycon silhouette, Midi-length hem, side slit, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Casually Sultry Strapless Bodycon Midi Dress in Red Brown | Size: L | Knit Fabric