Channel timeless charm by dressing like Kathleen Kelly from You’ve Got Mail—think cozy cardigans, vintage-inspired dresses, and classic trench coats. Embrace soft neutrals, delicate florals, and effortless 90s layers that capture her iconic Upper West Side style. Add thoughtful details like a leather satchel, dainty jewelry, and simple ballet flats to complete the look. This Kathleen Kelly outfit guide brings bookshop chic into your everyday wardrobe. Discover how to dress like Kathleen Kelly and master the art of romantic, nostalgic fashion. LTKFindsUnder100 LTKSeasonal LTKOver40

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Mini Corduroy Button-Front Skirt | Torrid (US & Canada)
Calvin Klein Women's Novelty A-line Skirt - Macy's | Macy's
Plaid wool-blend A-line mini skirt | J.Crew Factory
Visit the Woman Within Store | Walmart (US)
DKNY | Macy's
Cropped wool-blend swing coat | J.Crew Factory
Short Wool-Blend Coat | Abercrombie & Fitch (US)
High-rise girlfriend chino pant | J.Crew Factory
WOLFANT Womens Belts for Jeans,1.1" Fashion Ladies Belt with Gold Buckle,100% Italian Full Grain ... | Amazon (US)
Mid-Rise OGC Barrel Chino Pants | Old Navy (US)
EveryWear V-Neck T-Shirt | Old Navy (US)
Women's Comfort Stretch Pants, Mid-Rise Wide-Leg Chino | L.L. Bean
Classic cotton cardigan sweater | J.Crew Factory
LifeStride Palm Flat - Free Shipping | DSW | DSW
100% European Linen Fit & Flare Midi Dress | Quince
Linen Fit & Flare Dress | Catherines
Navy Mixed Media Juliette Dress | Tuckernuck (US)
Women's Fuzzy Eyelash Cable Cardigan Sweater | Lands' End (US)
Cardigan sweater in extra-soft yarn | J.Crew Factory
Women's Plus Size Cotton Poplin 2 Piece Pajama Set - Long Sleeve Top and Pants | Lands' End (US)
Supersoft bubble-hem cardigan | J. Crew US
Women's Beauty Sleep Social Halloween 2-Piece Cozy Notch Long Sleeve Pajama Top & Pajama Pants Se... | Kohl's
100% European Linen Long Sleeve Pajama Set with Piping | Quince
Women's Short Sleeve T-Shirt - A New Day™ | Target
Anne Klein Ezra Loafer - Free Shipping | DSW | DSW
Black Classic Sheer Rip-Resist Tights – 4” Waistband | Sheertex
Kasper Plus Size Crewneck Sleeveless Sheath Dress - Macy's | Macy's
Ultra-Stretch Ponte Sleeveless Dress | Quince
Women's Pima Cotton Turtleneck, Long-Sleeve | L.L. Bean
Long-sleeve everyday tee | J.Crew Factory