TODAY'S DEALS

  • Up to 50% off fall deals
  • Starting at $99.99 suits
  • 40% off I.N.C.
  • Free 6-pc. Estée Lauder gift
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  • Women
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  • Sale
  • Women's Clothing
    • All Women's Clothing
    • Activewear & Workout
    • Blazers
    • Bras, Underwear & Lingerie
    • Cashmere
    • Coats & Jackets
    • Dresses
    • Hoodies & Sweatshirts
    • Jeans & Denim
    • Jumpsuits & Rompers
    • Matching Sets
    • Outdoor Clothing
    • Pajamas & Robes
    • Pants & Leggings
    • Shorts
    • Skirts
    • Suits & Suit Separates
    • Sweaters
    • Swimsuits & Cover-Ups
    • Tops
  • More Sizes
    • Plus Sizes
    • Petites (5'4" and under)
    • Juniors & Young Adult
    • Maternity
  • Dresses
    • Formal Gowns
    • Cocktail & Party
    • Homecoming
    • Fall Dresses
    • Casual Dresses
    • Work Dresses
    • Wedding Guest
  • Featured Brands
    • All Women's Brands
    • Anne Klein
    • Calvin Klein
    • CeCe
    • DKNY
    • Donna Karan New York
    • Free People
    • Good American
    • KARL LAGERFELD PARIS
    • Lauren Ralph Lauren
    • Levi's
    • MANGO
    • Nike
    • Polo Ralph Lauren
    • Tommy Hilfiger
    • Vince Camuto
  • Exclusively At Macy's
    • I.N.C. International Concepts
    • On 34th
    • Style & Co
  • Complete Your Look
    • Shoes
    • Handbags & Wallets
    • Accessories
    • Sunglasses by Sunglass Hut
    • Jewelry & Watches
    • Beauty & Fragrance
    • Tights & Hosiery
    • Socks
  • Shop By Occasion
    • Evening
    • Wedding
    • Work
    • 20-50% Off Fall Favorites
    • 40% Off I.N.C. Styles
    • Sale & Clearance
  • New & Trending
    • New Arrivals
    • The Denim Guide
    • Contemporary Trends
    • NFL Season Kick off
    • New! BCBG
    • New! Isaac Mizrahi 
    • New! Nasty Gal
    • New! LIONESS
    • Warm Neutrals
    • Wild Animal Prints
    • Luxe Leather
    • Lightweight Layers
  • Shop 20-50% off
    Shop 20-50% off
  • Men's Clothing
    • All Men's Clothing
    • Activewear & Workout
    • Big & Tall Clothing
    • Blazers & Sportcoats
    • Cashmere
    • Coats & Jackets
    • Dress Shirts
    • Hoodies & Sweatshirts
    • Jeans & Denim
    • Matching Sets
    • Outdoor Apparel & Shoes
    • Pajamas & Robes
    • Pants
    • Polo Shirts
    • Shirts & T-shirts
    • Shorts
    • Suits & Tuxedos
    • Sweaters
    • Swimwear
    • Underwear & Socks
  • Men's Shoes
    • All Men's Shoes
    • Athletic Shoes & Sneakers
    • Boat Shoes
    • Casual Shoes
    • Boots
    • Designer Shoes
    • Dress Shoes
    • Loafers & Drivers
    • Sandals & Slides
    • Finish Line Men's Shoes
  • Dress Wear
    • Suit Fit Guide
    • Suits & Tuxedos
    • Blazers & Sportcoats
    • Dress Shirts
    • Dress Pants
    • Ties & Pocket Squares
    • Belts & Suspenders
    • Jewelry & Cufflinks
  • Featured Brands
    • All Men's Brands
    • adidas
    • B by Brooks Brothers
    • Calvin Klein
    • Cole Haan
    • Columbia
    • Hugo Boss
    • Lacoste
    • Levi's
    • Michael Kors
    • Nautica
    • Nike
    • Polo Ralph Lauren
    • The North Face
    • Tommy Hilfiger
    • UGG®
    • Under Armour
  • Exclusively at Macy's
    • Alfani
    • Bar III
    • Club Room
    • Mode of One
    • Sun + Stone
  • Complete Your Look
    • All Accessories
    • Bags & Backpacks
    • Belts
    • Hats & Caps
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    • Watches
  • Shop By Occasion
    • Back to School
    • Business Casual
    • Golf Shop
    • Vacation
    • Wedding
  • Cologne & Grooming
  • Sunglasses by Sunglass Hut
    • 20-50% Off Fall Favorites
    • 50-75% Off Semi-Annual Suit Sale
    • Sale & Clearance
  • New & Trending
    • New Arrivals
    • Contemporary
    • The Denim Guide
    • NFL Season Kickoff
    • Sports Fan Shop by Lids
    • New! Ted by Ted Baker
    • New! Rodd & Gunn
  • 50-75% off Semi-Annual Suit Sale
    50-75% off Semi-Annual Suit Sale
  • Fragrance
    • All Fragrance
    • Perfume
    • Cologne
    • Perfume Gift Sets
    • Cologne Gift Sets
    • Jumbo & Value Size
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  • Makeup
    • All Makeup
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  • Skin Care
    • All Skin Care
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  • Featured Brands
    • All Beauty Brands
    • Benefit Cosmetics
    • Carolina Herrera
    • CHANEL
    • Clinique
    • DIOR
    • Estée Lauder
    • IT Cosmetics
    • Jo Malone London
    • Kiehl's Since 1851
    • La Mer
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    • Maison Francis Kurkdjian
    • Shiseido
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  • New & Trending
    • New Arrivals
    • Best Sellers
    • Luxury Brands
    • Trending: Restorative Radiance
    • Travel Size & Mini
    • K-Beauty
    • Beauty Star Rewards
  • Beauty Gifts
    • Gifts & Value Sets
    • Free Gifts with Purchase
    • Fragrance Gift Sets
    • Makeup Gift Sets
    • Skin Care Gift Sets
    • 25% off Estee Lauder Foundation + Free 6-pc Gift
    • 20-40% Off Fall Favorites
  • NEW Armani Stronger With You Amber
    NEW Armani Stronger With You Amber
  • Women's Shoes
    • All Women's Shoes
    • Athletic & Sneakers
    • Boots
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    • Clogs
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    • Wedding & Bridal
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    • Finish Line Women's Shoes
  • Featured Brands
    • All Shoe Brands
    • Birkenstock
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    • Lauren Ralph Lauren
    • Michael Kors
    • Naturalizer
    • New Balance
    • Nike
    • Sam Edelman
    • Skechers
    • Steve Madden
    • UGG®
    • Vionic
  • Exclusively At Macy's
    • I.N.C. International Concepts
    • Wild Pair
  • Men's Shoes
    • All Men's Shoes
    • Athletic & Sneakers
    • Boots
    • Casual
    • Dress
    • Loafers & Drivers
    • Finish Line Men's Shoes
  • Kids' Shoes
    • All Kids' Shoes
    • Girls
    • Boys
    • Baby
    • Finish Line Kids' Shoes
  • New & Trending
    • Spotlight: Skechers Glide-Step
    • Spotlight: COACH
    • UGG®: Back in Stock!
    • Must-Have: Brown Boots
    • Preppy: Flats and Loafers
    • Animal Print
    • New Arrivals
    • 30-40% Off Fall Favorites
    • 20-50% Off Nike, adidas & More
    • Sale & Clearance
  • Spotlight: Skechers
    Spotlight: Skechers
  • Bedding
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    • Bedding Essentials
    • Luxury Bedding
  • Bath
    • All Bath
    • Bath Towels
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    • Bath Rugs & Bath Mats
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    • All Kitchen
    • Coffee & Espresso Makers
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  • Furniture & Mattresses
    • All Furniture
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  • Luggage & Backpacks
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    • Luggage
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  • Dining
    • All Dining
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    • Table Linens
  • Cleaning & Organization
    • Vacuums & Floor Care
    • Home Organization & Improvement
    • Home Appliances
  • Home Decor
    • All Home Décor
    • Curtains & Drapes
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    • Rugs
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  • Outdoor Living
    • All Outdoor Living
    • Outdoor & Patio Furniture
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  • Discover
    • Electronics
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    • Barnes & Noble Books
    • Sustainable Bed & Bath
    • 20-50% Off Fall Favorites
    • Buy More & Save Up to 60% on Furniture
    • Sale & Clearance
  • New & Trending
    • New Arrivals
    • Best Sellers
    • Holiday Shop
    • Warm Neutrals
  • Exclusively at Macy's
    • Hotel Collection
    • Charter Club
    • Arch Studio
    • The Cellar
    • Oake
  • Jewelry
    • All Jewelry
    • Bracelets
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  • Wedding & Engagement
    • All Wedding Jewelry
    • Engagement Rings
    • Engagement Ring Guide
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  • Men's Jewelry
    • All Men's Jewelry
    • Bracelets
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  • Watches
    • All Watches
    • Watch Gift Sets
    • New Arrivals
    • Men's Watches
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    • Smart Watches
  • Featured Brands
    • All Jewelry Brands
    • All Watch Brands
    • Bulova
    • Citizen
    • COACH
    • EFFY
    • Gucci
    • G-Shock
    • Kendra Scott
    • Le Vian
    • Michael Kors
    • Movado
    • Pandora
    • Swarovski
    • Seiko
  • Exclusively At Macy's
    • Giani Bernini
    • On 34th
    • RH Macy's
  • New & Trending
    • New Arrivals
    • Now Trending
    • Timeless Jewelry & Watches
    • Mini Watch Dials
    • September Birthstone
  • Jewelry Gifts
    • Shop All Gifts
    • Gifts $50 & Under
    • Gifts $100 & Under
    • Luxe Gifts
    • Gift Sets
    • Boxed Jewelry
    • 20-60% Off Fall Favorites
    • 50% off Engagement Jewelry
    • 25% off Pandora Purchase of $145
  • Featured Brands
    • All Brands
    • Brahmin
    • COACH
    • Donna Karan New York
    • GUESS
    • KARL LAGERFELD PARIS
    • kate spade new york
    • Lauren Ralph Lauren
    • Michael Kors
    • Patricia Nash
    • Radley London
    • Ray-Ban
  • Exclusively At Macys
    • Giani Bernini
    • I.N.C. International Concepts
    • On 34th
    • Style & Co.
  • Handbags & Wallets
    • All Handbags
    • All Wallets
    • Designer Handbags
    • Rebag: Pre-Owned Luxury Bags
    • Backpacks
    • Belt Bags & Fanny Packs
    • Clutches & Evening Bags
    • Crossbody Bags
    • Hobo Bags
    • Satchels & Top Handles
    • Shoulder Bags
    • Tote Bags
  • Luggage & Travel
    • Luggage
    • Weekenders & Duffles
  • Accessories & Eyewear
    • All Accessories
    • Bag Charms & Accessories
    • Belts
    • Eyeglasses by LensCrafters
    • Gloves
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    • Hair Accessories
    • Phone Cases & Tech Accessories
    • Scarves & Wraps
    • Sunglasses by Sunglass Hut
    • Winter Accessories
  • Explore
    • Book an Optical Appointment
    • $40 Star Money on COACH handbags
    • $10 Star Money on On 34th handbags
  • New & Trending
    • New Arrivals: Handbags & Wallets
    • Must-Have: Western Handbags
    • New! Arezzo Handbags
    • Trending: Animal Print
    • New Collection! Meta AI Glasses
    • 20-50% Off Fall Favorites
    • Handbags Sale & Clearance
    • Accessories Sale & Clearance
  • Shop now
    Shop now
  • Living Room Furniture
    • All Living Room
    • Chairs
    • Coffee & Accent Tables
    • Couches & Sofas
    • Recliners
    • Sectional Sofas
    • TV Stands
  • Dining Room & Kitchen Furniture
    • All Dining Room & Kitchen
    • Dining Room Chairs & Benches
    • Dining Room Sets
    • Dining Room Tables
    • Home Bar
  • Bedroom Furniture
    • All Bedroom
    • Bedroom Sets
    • Beds & Headboards
    • Dressers & Chests
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  • Mattresses
    • All Mattresses
    • Twin
    • Full
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    • Bed Frames & Box Springs
  • Outdoor & Patio Furniture
    • All Outdoor & Patio
    • Outdoor Dining
    • Outdoor Bar
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    • Outdoor Accessories
    • Outdoor Conversation Sets
    • Fire Pits
  • Home Office
    • All Home Office
    • Desks
    • Office Chairs
    • Bookcases & Bookshelves
    • Filing Cabinets
  • Rugs
    • All Rugs
    • Rug Pads
    • Washable Rugs
  • Entertainment & Game Room
    • All Entertainment & Game Room
    • Gaming Chairs
    • Gaming Desks
    • Game Tables & Sets
    • Buy More, Save Up to 60% Off
    • $200 Star Money on Select Mattress Purchase
    • Sale & Clearance
  • Discover
    • Custom Furniture
    • Room Planner
    • Bernhardt
    • Entryway
    • Kids and Baby Room
    • Lawn & Garden
    • Lighting & Lamps
    • Small Space Furniture
  • Shop now
    Shop now
  • Girls (4-16)
    • All Girls Clothing
    • Activewear
    • Coats, Jackets & Outerwear
    • Dresses
    • Jeans & Denim
    • Pajamas
    • Pants & Leggings
    • Sets & Outfits
    • Shirts & Tops
    • Skirts
    • Sweaters
    • Sweatshirts & Hoodies
    • Underwear & Socks
    • Also Shop: Tween
  • Toddler Girls (2T-5T)
    • All Toddler Girls Clothing
    • Coats, Jackets & Outerwear
    • Dresses
    • Sets & Outfits
    • Shirts & Tops
  • Boys (4-20)
    • All Boys Clothing
    • Activewear
    • Coats, Jackets & Outerwear
    • Jeans & Denim
    • Pajamas
    • Pants
    • Sets & Outfits
    • Shirts
    • Suits & Suit Sets
    • Sweaters
    • Sweatshirts & Hoodies
    • Underwear & Socks
  • Toddler Boys (2T-5T)
    • All Toddler Boys Clothing
    • Activewear
    • Coats, Jackets & Outerwear
    • Pants
    • Sets & Outfits
    • Shirts & Tops
  • Baby (0-24M)
    • All Baby Clothing
    • Newborn
    • Baby Registry
    • Baby Shower Gifts
  • Baby Girl (0-24M)
    • All Baby Girl Clothing
    • Bodysuits & Rompers
    • Dresses
    • Sets & Outfits
  • Baby Boy (0-24M)
    • All Baby Boy Clothing
    • Bodysuits & Rompers
    • Sets & Outfits
    • Shirts & Tops
  • Baby Gear
    • All Baby Gear & Essentials
    • Nursery Essentials
    • Playtime & Activities
  • Complete the Look
    • Accessories
    • Boys Shoes
    • Girls Shoes
    • Finish Line Kids' Shoes
  • Exclusively At Macy's
    • Epic Threads
    • First Impressions
  • Featured Brands
    • SHOP TOYS "R" US
    • abercrombie kids
    • Carter's
    • Jordan
    • Nike
    • Ralph Lauren Childrenswear
    • Sports Fan Shop by Lids
    • Up to 50% Off The Big Kids Event
    • 25-40% Off Kids & Baby Nike, adidas & more
    • Sale & Clearance
  • The Big Kids Event Deals
    • Shop All
    • Up to 60% Off Carter's & First Impressions
    • Up to 60% Off Kids & Baby Nike, adidas & more
    • Up to 50% Off Denim
    • Up to 50% Off Sweatshirts and Sweatpants
    • Up to 40% Off Dressy Looks
  • New & Trending
    • Boys New Arrivals
    • Girls New Arrivals
  • Shop By Ocassion
    • Halloween Shop
    • Character Shop
    • Special Ocassion
  • 30% Off abercrombie kids
    30% Off abercrombie kids
  • Shop By Age
    • Shop All Toys
    • 0-12 Months
    • 12-24 Months
    • 2 Years
    • 3-4 Years
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    • 8-10 Years
    • 11 & Up
  • Top Brands
    • LEGO®
    • Barbie
    • Pokemon
    • Hot Wheels
    • Discovery Kids
    • Melissa And Doug
    • Vtech
    • Fisher Price
    • Tonies
  • Featured Categories
    • Action Figures & Playsets
    • Dolls & Dollhouses
    • Educational Toys
    • Arts & Crafts
    • Games & Puzzles
    • Preschool Toys
    • Building Sets
    • Kids Tech & Electronics
    • Vehicle & Remote Control
    • Stuffed Animals
    • Outdoor Toys
    • Collectibles
    • Pretend Play
    • Riding Toys
  • Theatrical Releases
    • Superman
    • Jurassic World
  • Character Shop
    • Shop All
    • Bluey
    • Cocomelon
    • DC Comics
    • Disney
    • Hello Kitty
    • L.O.L. Surprise
    • Marvel
    • Mickey & Minnie
    • Ms. Rachel
    • Paw Patrol
    • Peppa Pig
    • Sesame Street
    • Sonic
    • Spider-Man
    • Super Mario
  • New & Trending
    • New Arrivals
    • Barnes & Noble Books
  • Toys Deals
    • $12.99 Plush Toys
    • 60% off Toys
    • 2 for $30 Dolls
    • Up to 70% Off Toys Clearance
    • 15% off Toys
    • 25-50% Off The Big Toy Sale
    • 15-20% Off LEGO
    • Sale & Clearance
  • Shop the big toys sale
    Shop the big toys sale
  • Electronics
    • All Electronics
  • TV & Home Theater
    • All TV & Home Theater
    • LED TVs
    • OLED TVs
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    • Smart TVs
    • Projectors & Screens
    • Home Theater Accessories
  • Cameras & Photography
    • All Camera & Photography
    • Camera Accessories
  • Computers
    • All Computers
    • Tablets & E-Readers
    • Laptops
    • Desktop Computers
    • Computer Monitors
    • Gaming Laptops & Computers
    • Printers & Scanners
    • Computer Accessories
  • Smart Home
    • All Smart Home
    • Security Cameras & Surveillance
    • Smart Doorbells
    • Smart Speakers & Displays
  • Headphones & Headsets
    • All Headphones & Headsets
    • Earbuds
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    • Gaming Headsets
  • Video Games And Consoles
    • All Video Games & Consoles
    • Nintendo Switch 2
    • Nintendo Switch
    • Playstation 5
    • Xbox X Series X/S
    • PC Gaming
    • Virtual Reality
  • Speakers & Audio
    • All Speakers & Audio
    • Bluetooth & Wireless Speakers
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    • In Ceiling & Wall Speakers
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    • Radios
    • Sound Bars
    • Tower & Floor Speakers
  • Kids' Tech & Electronics
    • All Kids Tech & Electronics
  • Drones
    • All Drones
  • New & Trending
    • New Arrivals
    • Top Rated
    • Sale & Clearance
  • Nintendo Switch 2
    Nintendo Switch 2
  • GIFTS FOR EVERYONE
    • For Her
    • For Him
    • For Home
    • For Kids
    • For Teens
    • For Couples
    • For 20 Year Olds
  • GIFTS BY CATEGORY
    • Beauty
    • Gaming Gifts
    • Gourmet Food & Candy
    • Grooming & Cologne
    • Handbags, Shoes & Accessories
    • Home Fragrance & Candles
    • Jewelry & Watches
    • Pajamas & Intimates
    • Tech
    • Toys
  • GIFTS BY OCCASION
    • Baptism Gifts
    • Birthday
    • Graduation
    • Housewarming
    • New Baby
    • Retirement Gifts
  • WEDDING GIFTS
    • Anniversary
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    • Wedding
  • BEST GIFTS
    • For Coworkers
    • For Family
    • For Pets
    • For the Host
    • Flower lover
    • Saying Thank You
    • The Fitness Pro
  • GIFTS BY PRICE
    • All Gifts
    • Gifts under $15
    • Gifts under $25
    • Gifts under $50
    • Gifts under $100
    • Luxe
  • GIFT CARDS
    • E-Gift Cards
    • Physical Gift Card
  • MORE GIFTING IDEAS
    • Barnes & Noble
    • Diverse Owned Brands
    • Get Well Soon Gifts
    • Teacher Appreciate Gifts
    • Macy's Wine Shop
    • Wedding Registry
    • Baby Registry
  • BRAND NAME GIFTS
    • Adidas
    • Birkenstock
    • Breville
    • Calvin Klein
    • Carter's
    • Free People
    • CHANEL
    • Coach
    • Dior
    • Dyson
    • Lego
    • Levis
    • Columbia
    • New Balance
    • Nike
    • Polo Ralph Lauren
    • Karl Lagerfeld
    • Steve Madden
    • Tommy Hilfiger
    • Yves Saint Laurent
  • Wedding registry
    Wedding registry
  • Baby registry
    Baby registry
  • New Arrivals
    • All New Arrivals
    • Women's
    • Women's Shoes
    • Home
    • Beauty
    • Men's
    • Kids & Baby
    • Jewelry & Watches
    • Handbags
    • Accessories
    • Toys
  • Exclusively At Macy's
    • Arch Studio
    • Charter Club
    • Epic Threads
    • Hotel Collection
    • I.N.C. International Concepts
    • NEW! On 34th x Alix
    • Mode of One
    • On 34th
    • Style & Co
  • Spotlight On
    • Beauty: Restorative Radiance
    • Weekend in the Country
    • The New Boho
    • Statement Luxury
    • Oversized Handbags
    • Suede
    • Vanilla Scents
    • Wide Leg Denim
    • Cashmere
  • Featured Brands
    • Levi's 501 Original
    • Uncommon James
    • Miss Dior
    • Ted by Ted Baker
    • New! Isaac Mizrahi
    • World of Ralph Lauren
  • Women’s Must-Haves
    • Vintage Denim
    • Romantic Dresses & Separates
    • Embelished Separates
    • Luxe Leather
    • Brown Boots
  • Men’s Essentials
    • Knit Layering
    • Vintage Denim
    • Bomber Jackets
    • Relaxed Tailoring
    • Sporty Sneakers
  • Popular for Kids
    • Fuzzy Sweatshirts & Sweaters
    • Puffers & Sherpa
  • Trending in Home
    • Country Florals
    • Heirloom Layers
    • Candy Coated Electrics
    • Tinted Glass
  • Styled & Storied
    • Fashion
    • Beauty
    • Home
  • Influencer Edit
    • Shop Influencer Picks
    • Join Macy's Style Crew
  • Women's
    • All Women's Sale
    • Dresses
    • Activewear
    • Swimwear
    • Coats & Jackets
    • Sweaters
    • Bras, Underwear & Lingerie
    • Plus Size
    • Petites
    • Juniors
  • Beauty
    • Sales & Deals
    • Free Gifts with Purchase
    • Beauty Gift Sets
  • Men's
    • All Men's Sale
    • Activewear
    • Jeans
    • Pants
    • Shirts
    • Swimwear
    • Suits & Tuxedos
    • Shorts
    • Coats & Jackets
    • Men's Accessories
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  3. /
  4. Women's Fashion, Shoes & Accessories/
  5. Shoes/
  6. Booties & Ankle Boots

GUESS Women's Gray Ankle Boots & Booties

(1)

ComfortHeeledWinter & SnowWaterproofWedgeCowboy & Western
    • Women's Hensly Lug Sole Side Gore Chelsea Booties
    • Women's Hensly Lug Sole Side Gore Chelsea Booties
    • Women's Hensly Lug Sole Side Gore Chelsea Booties
    • Women's Hensly Lug Sole Side Gore Chelsea Booties
    • Women's Hensly Lug Sole Side Gore Chelsea Booties
    • Women's Hensly Lug Sole Side Gore Chelsea Booties
    • Women's Hensly Lug Sole Side Gore Chelsea Booties
    GUESS

    Women's Hensly Lug Sole Side Gore Chelsea Booties

    $99.00
    (95)
Showing All 1 Items
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