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56 Items

Plaid Pinafore Dress

Plaid Pinafore Dress

Copper Key Plaid Pinafore Dress

Dillard´s Exclusive Juniors

Plaid Smocked Tiered Dress

Plaid Smocked Tiered Dress

Copper Key Plaid Smocked Tiered Dress

$ 59.00 - $ 64.00

Dillard´s Exclusive Juniors

Plaid V Waist Long Sleeve Dress

Plaid V Waist Long Sleeve Dress

Copper Key Plaid V Waist Long Sleeve Dress

Permanently Reduced

Dillard´s Exclusive Juniors

Baby Girls Puffed Sleeve Plaid Fit & Flare Dress

Baby Girls Puffed Sleeve Plaid Fit & Flare Dress

Rare Editions Baby Girls Puffed Sleeve Plaid Fit & Flare Dress

Baby Girls Polo Cupcake Dress

Baby Girls Polo Cupcake Dress

Ralph Lauren Baby Girls Polo Cupcake Dress

Baby Girls Long-Sleeve Plaid Twill Shirtdress

Baby Girls Long-Sleeve Plaid Twill Shirtdress

Ralph Lauren Baby Girls Long-Sleeve Plaid Twill Shirtdress

Plaid Printed Bow Front Smocked Long Sleeve Dress

Plaid Printed Bow Front Smocked Long Sleeve Dress

Allison & Kelly Plaid Printed Bow Front Smocked Long Sleeve Dress

Plaid Pattern Boat Neck Sleeveless Drop Waist Dress

Plaid Pattern Boat Neck Sleeveless Drop Waist Dress

Honey & Sparkle Plaid Pattern Boat Neck Sleeveless Drop Waist Dress

Permanently Reduced

Long Sleeve Plaid Flare Sweater Dress

Long Sleeve Plaid Flare Sweater Dress

C&V Chelsea & Violet Long Sleeve Plaid Flare Sweater Dress

Dillard´s Exclusive Juniors

Plaid V-Neck Bow Front Ruffled Drop Waist Dress

Plaid V-Neck Bow Front Ruffled Drop Waist Dress

City Vibe Plaid V-Neck Bow Front Ruffled Drop Waist Dress

Permanently Reduced

Little Girls Patch Sweatshirt & Plaid Polo Dress

Little Girls Patch Sweatshirt & Plaid Polo Dress

Rare Editions Little Girls Patch Sweatshirt & Plaid Polo Dress

Baby Girls Cap-Sleeve Plaid Fit-And-Flare Dress

Baby Girls Cap-Sleeve Plaid Fit-And-Flare Dress

Ralph Lauren Baby Girls Cap-Sleeve Plaid Fit-And-Flare Dress

Only size 24 Months available

Baby Girls Cap-Sleeve Plaid Fit-And-Flare Dress

Baby Girls Cap-Sleeve Plaid Fit-And-Flare Dress

Rare Editions Baby Girls Cap-Sleeve Plaid Fit-And-Flare Dress

Baby Girls Schiffli Embroidered Polo Dress

Baby Girls Schiffli Embroidered Polo Dress

Ralph Lauren Baby Girls Schiffli Embroidered Polo Dress

Tuck Side Plaid Shirt Dress

Tuck Side Plaid Shirt Dress

TOPSHOP Tuck Side Plaid Shirt Dress

Plaid Printed Scoop Neck Bow Front Short Sleeve Midi Dress

Plaid Printed Scoop Neck Bow Front Short Sleeve Midi Dress

Allison & Kelly Plaid Printed Scoop Neck Bow Front Short Sleeve Midi Dress

Little Girls Long Sleeve Mixed Media Plaid Poplin Shirtdress

Little Girls Long Sleeve Mixed Media Plaid Poplin Shirtdress

Polo Ralph Lauren Little Girls Long Sleeve Mixed Media Plaid Poplin Shirtdress

Permanently Reduced

Internet Exclusive

Little Girls Long-Sleeve Striped Poplin Shirtdress

Little Girls Long-Sleeve Striped Poplin Shirtdress

Polo Ralph Lauren Little Girls Long-Sleeve Striped Poplin Shirtdress

Permanently Reduced

Internet Exclusive

Little Girls Long-Sleeve Striped Poplin Shirtdress

Little Girls Long-Sleeve Striped Poplin Shirtdress

Polo Ralph Lauren Little Girls Long-Sleeve Striped Poplin Shirtdress

Internet Exclusive

Little Girls Flutter-Sleeve Plaid Smocked Fit-And-Flare Dress

Little Girls Flutter-Sleeve Plaid Smocked Fit-And-Flare Dress

Rare Editions Little Girls Flutter-Sleeve Plaid Smocked Fit-And-Flare Dress

Little Girls Cap-Sleeve Plaid Fit-And-Flare Dress

Little Girls Cap-Sleeve Plaid Fit-And-Flare Dress

Rare Editions Little Girls Cap-Sleeve Plaid Fit-And-Flare Dress

Baby Girls Long Sleeve Ruffled Drop-Waist Polo Dress

Baby Girls Long Sleeve Ruffled Drop-Waist Polo Dress

Ralph Lauren Baby Girls Long Sleeve Ruffled Drop-Waist Polo Dress

Baby Girls 3/4-Sleeve Plaid Fit-And-Flare Dress

Baby Girls 3/4-Sleeve Plaid Fit-And-Flare Dress

Bonnie Jean Baby Girls 3/4-Sleeve Plaid Fit-And-Flare Dress

Baby Girls Smocked Plaid Peter Pan Collar Dress

Baby Girls Smocked Plaid Peter Pan Collar Dress

Edgehill Collection Baby Girls Smocked Plaid Peter Pan Collar Dress

Dillard´s Exclusive

Little Girls Sleeveless Plaid Taffeta Fit-And-Flare Dress

Little Girls Sleeveless Plaid Taffeta Fit-And-Flare Dress

Polo Ralph Lauren Little Girls Sleeveless Plaid Taffeta Fit-And-Flare Dress

Big Girls Long-Sleeve Mixed-Media-Plaid Poplin Shirtdress

Big Girls Long-Sleeve Mixed-Media-Plaid Poplin Shirtdress

Polo Ralph Lauren Big Girls Long-Sleeve Mixed-Media-Plaid Poplin Shirtdress

Smocked Plaid Drop Waist Bubble Hem Dress

Smocked Plaid Drop Waist Bubble Hem Dress

GB Smocked Plaid Drop Waist Bubble Hem Dress

Dillard´s Exclusive Juniors

Big Girls Long-Sleeve Striped Poplin Shirtdress

Big Girls Long-Sleeve Striped Poplin Shirtdress

Polo Ralph Lauren Big Girls Long-Sleeve Striped Poplin Shirtdress

Big Girls Long-Sleeve Striped Poplin Shirtdress

Big Girls Long-Sleeve Striped Poplin Shirtdress

Polo Ralph Lauren Big Girls Long-Sleeve Striped Poplin Shirtdress

Internet Exclusive

Little Girls Taffeta Plaid Dress

Little Girls Taffeta Plaid Dress

Copper Key Little Girls Taffeta Plaid Dress

Dillard´s Exclusive

Isla Plaid Smocked Back Dress

Isla Plaid Smocked Back Dress

Hurley Isla Plaid Smocked Back Dress

Little/Big Girls Plaid Peter Pan Collar Cap Sleeve Dress

Little/Big Girls Plaid Peter Pan Collar Cap Sleeve Dress

Edgehill Collection Little/Big Girls Plaid Peter Pan Collar Cap Sleeve Dress

Dillard´s Exclusive

Little Girls Long-Sleeve Plaid-Printed A-Line Dress

Little Girls Long-Sleeve Plaid-Printed A-Line Dress

Polo Ralph Lauren Little Girls Long-Sleeve Plaid-Printed A-Line Dress

Internet Exclusive

Only size 6X, 2T available

Little Girls Short-Sleeve Plaid Taffeta Fit-And-Flare Dress

Little Girls Short-Sleeve Plaid Taffeta Fit-And-Flare Dress

Polo Ralph Lauren Little Girls Short-Sleeve Plaid Taffeta Fit-And-Flare Dress

Big Girls Long-Sleeve Plaid Fit-And-Flare Dress

Big Girls Long-Sleeve Plaid Fit-And-Flare Dress

Xtraordinary Big Girls Long-Sleeve Plaid Fit-And-Flare Dress

Permanently Reduced

Baby Girls Short Sleeve Nautical-Inspired Sailor Fit-And-Flare Dress

Baby Girls Short Sleeve Nautical-Inspired Sailor Fit-And-Flare Dress

Rare Editions Baby Girls Short Sleeve Nautical-Inspired Sailor Fit-And-Flare Dress

Internet Exclusive

Baby Girls Short Sleeve Nautical-Inspired Sailor Fit-And-Flare Dress

Baby Girls Short Sleeve Nautical-Inspired Sailor Fit-And-Flare Dress

Rare Editions Baby Girls Short Sleeve Nautical-Inspired Sailor Fit-And-Flare Dress

Internet Exclusive

Big Girls Puffed-Sleeve Plaid Woven Long Dress

Big Girls Puffed-Sleeve Plaid Woven Long Dress

Rare Editions Big Girls Puffed-Sleeve Plaid Woven Long Dress

Big Girls Long-Sleeve Polo Bear/Striped Poplin Shirtdress

Big Girls Long-Sleeve Polo Bear/Striped Poplin Shirtdress

Polo Ralph Lauren Big Girls Long-Sleeve Polo Bear/Striped Poplin Shirtdress

Little Girls Long-Sleeve Pintucked Corduroy Dress

Little Girls Long-Sleeve Pintucked Corduroy Dress

Polo Ralph Lauren Little Girls Long-Sleeve Pintucked Corduroy Dress

Permanently Reduced

Internet Exclusive

Big Girls Long-Sleeve Plaid Bow-Accented Fit-And-Flare Dress

Big Girls Long-Sleeve Plaid Bow-Accented Fit-And-Flare Dress

Rare Editions Big Girls Long-Sleeve Plaid Bow-Accented Fit-And-Flare Dress

Little Girls Short-Sleeve Mesh Dropwaist Polo Dress

Little Girls Short-Sleeve Mesh Dropwaist Polo Dress

Polo Ralph Lauren Little Girls Short-Sleeve Mesh Dropwaist Polo Dress

Big Girls Short-Sleeve Plaid Taffeta Fit-And-Flare Dress

Big Girls Short-Sleeve Plaid Taffeta Fit-And-Flare Dress

Polo Ralph Lauren Big Girls Short-Sleeve Plaid Taffeta Fit-And-Flare Dress

Only size 14 available

Big Girls Short-Sleeve Pleated Stretch Mesh Polo Dress

Big Girls Short-Sleeve Pleated Stretch Mesh Polo Dress

Polo Ralph Lauren Big Girls Short-Sleeve Pleated Stretch Mesh Polo Dress

Permanently Reduced

Little Girls Sleeveless Plaid-Bow-Accented Mikado Fit-And-Flare Dress

Little Girls Sleeveless Plaid-Bow-Accented Mikado Fit-And-Flare Dress

Rare Editions Little Girls Sleeveless Plaid-Bow-Accented Mikado Fit-And-Flare Dress

Little Girls Long-Sleeve Polo Bear Striped-Skirt Fleece Dress

Little Girls Long-Sleeve Polo Bear Striped-Skirt Fleece Dress

Polo Ralph Lauren Little Girls Long-Sleeve Polo Bear Striped-Skirt Fleece Dress

Internet Exclusive

Little Girls Button-Front Belted Shirtdress

Little Girls Button-Front Belted Shirtdress

Polo Ralph Lauren Little Girls Button-Front Belted Shirtdress

Internet Exclusive

Big Girls Short-Sleeve Mesh Dropwaist Polo Dress

Big Girls Short-Sleeve Mesh Dropwaist Polo Dress

Polo Ralph Lauren Big Girls Short-Sleeve Mesh Dropwaist Polo Dress

Stripe Scoop Neck Short Sleeve Sailor Dress

Stripe Scoop Neck Short Sleeve Sailor Dress

Addison Bay Stripe Scoop Neck Short Sleeve Sailor Dress

Permanently Reduced

Little Girls Short-Sleeve Argyle Drop-Waist Stretch Mesh Polo Dress

Little Girls Short-Sleeve Argyle Drop-Waist Stretch Mesh Polo Dress

Polo Ralph Lauren Little Girls Short-Sleeve Argyle Drop-Waist Stretch Mesh Polo Dress

Big Girls Sleeveless Plaid-Bow-Accented Mikado Fit-And-Flare Dress

Big Girls Sleeveless Plaid-Bow-Accented Mikado Fit-And-Flare Dress

Rare Editions Big Girls Sleeveless Plaid-Bow-Accented Mikado Fit-And-Flare Dress

Little Girls Long-Sleeve Striped-Skirt Loop-Back Terry/Poplin Drop-Waist Dress

Little Girls Long-Sleeve Striped-Skirt Loop-Back Terry/Poplin Drop-Waist Dress

Polo Ralph Lauren Little Girls Long-Sleeve Striped-Skirt Loop-Back Terry/Poplin Drop-Waist Dress

Internet Exclusive

Big Girls Long-Sleeve Varsity-Inspired Cardigan & Sleeveless Plaid A-Line Dress Set

Big Girls Long-Sleeve Varsity-Inspired Cardigan & Sleeveless Plaid A-Line Dress Set

Rare Editions Big Girls Long-Sleeve Varsity-Inspired Cardigan & Sleeveless Plaid A-Line Dress Set

Permanently Reduced

Big Girls Button-Front Belted Shirtdress

Big Girls Button-Front Belted Shirtdress

Polo Ralph Lauren Big Girls Button-Front Belted Shirtdress

Little Girls Short-Sleeve Smocked Jersey Dress

Little Girls Short-Sleeve Smocked Jersey Dress

Polo Ralph Lauren Little Girls Short-Sleeve Smocked Jersey Dress

Permanently Reduced

Big Girls Short-Sleeve Smocked Jersey Dress

Big Girls Short-Sleeve Smocked Jersey Dress

Polo Ralph Lauren Big Girls Short-Sleeve Smocked Jersey Dress

56 Items

About Preppy Dresses

Dillard's collection of preppy dresses embodies classic style with a modern twist, perfect for any occasion. Featuring timeless plaid patterns and flattering silhouettes, these dresses are designed to enhance your wardrobe while providing comfort and elegance.

Crafted from high-quality fabrics, our preppy dresses offer versatility for both casual outings and more formal events. With thoughtful details like smocking, ruffles, and varying sleeve lengths, these dresses can be easily accessorized to create a polished look that reflects your unique style.

Celebrate the spirit of the season with Dillard's. From timeless treasures to thoughtful gifts, discover pieces for your wife, husband, kids, parents, and all your loved ones this Christmas Holiday 2025.

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