Best Ankle Boot Deals Under $500
There are 56 verified ankle boot deals today from $50 to $490. The deepest cut is 76% off at Drestige US. Prices were checked against the retailer on September 25, 2026. Prices from $49.99, at Thursday Boots - Seconds - Men's Boots, eBay, The Jacket Maker, LORENZETTI, all under $500.00. Retired listings drop off automatically.
![[S] Tempo | Black](/api/img?u=https%3A%2F%2Fcdn.shopify.com%2Fs%2Ffiles%2F1%2F0419%2F1525%2Fproducts%2F1024x1024-Women-Tempo-Black-010622-Side_a71c4507-def4-45c1-8fab-c1687f8eedde.jpg%3Fv%3D1666640959%26width%3D500)
$126.00$168.00Save $42.00
[S] Tempo | BlackThursday Boots - Seconds - Men's Boots
$52.50$149.99Save $97.49
NEW UGG Classic Mini Lunara Boot Womens Size 7 BlackeBay
$131.75$155.00Save $23.25
NEW 100% Authentic UGG Classic Ultra Mini Women's Winter Ankle Boots ShoeseBay
$147.03$179.97Save $32.94
UGG Classic Posh Mini Leather Boots Womens 6 Beachwood Longhair Shearling SuedeeBay
$59.60$149.00Save $89.40
Steve Madden Women's Blitzen Stretch Ankle Boots Size 8eBay
$157.25$185.00Save $27.75
Authentic New UGG brand Women's Mini Bailey Bow II Chestnut Soft Ankle BootseBay
$49.99$185.00Save $135.01
Sam Edelman Women's Saige Ankle Boot NW/OB (New without box)eBay
$65.00$185.00Save $120.00
Sam Edelman Paige Women's Boots NW/OB (New without box)eBay
$124.99$170.00Save $45.01
UGG Womens Classic Ultra Mini Boots | Chestnut | 1135092-CHE | Authentic NeweBay
$140.25$165.00Save $24.75
Brand New 100% Authentic UGG Classic Mini II Chestnut 1016222 Women's Soft BootseBay
![[W] Raider | Black](/api/img?u=https%3A%2F%2Fcdn.shopify.com%2Fs%2Ffiles%2F1%2F0419%2F1525%2Fproducts%2F1024x1024-Women-Raider-Black-111921-Side.jpg%3Fv%3D1637351547%26width%3D500)
$99.00$180.00Save $81.00
[W] Raider | BlackThursday Boots - Seconds - Men's Boots![[S] Icon | Black](/api/img?u=https%3A%2F%2Fcdn.shopify.com%2Fs%2Ffiles%2F1%2F0419%2F1525%2Fproducts%2F1024x1024-Icon-Black-081721-Side.jpg%3Fv%3D1630507411%26width%3D500){kind=icon}
$129.00$180.00Save $51.00
[S] Icon | BlackThursday Boots - Seconds - Men's Boots![[W] Indio | Black](/api/img?u=https%3A%2F%2Fcdn.shopify.com%2Fs%2Ffiles%2F1%2F0419%2F1525%2Fproducts%2F1024x1024-Women-Indio-Black-011222-Side.jpg%3Fv%3D1642025122%26width%3D500)
$99.00$180.00Save $81.00
[W] Indio | BlackThursday Boots - Seconds - Men's Boots![[W] Indio | White](/api/img?u=https%3A%2F%2Fcdn.shopify.com%2Fs%2Ffiles%2F1%2F0419%2F1525%2Fproducts%2F1024x1024-Women-Indio-Black-011222-Side_b43cb41b-bddd-42d9-baee-b802a706e946.jpg%3Fv%3D1642025652%26width%3D500)
$129.00$180.00Save $51.00
[W] Indio | WhiteThursday Boots - Seconds - Men's Boots![[W] Highline | Beige](/api/img?u=https%3A%2F%2Fcdn.shopify.com%2Fs%2Ffiles%2F1%2F0419%2F1525%2Fproducts%2F1024x1024-Women-Highline2.0-Beige-100121-Side.jpg%3Fv%3D1633367844%26width%3D500)
$129.00$180.00Save $51.00
[W] Highline | BeigeThursday Boots - Seconds - Men's Boots![[W] Bijou | Aspen](/api/img?u=https%3A%2F%2Fcdn.shopify.com%2Fs%2Ffiles%2F1%2F0419%2F1525%2Fproducts%2F1024x1024-Womens-Bijou-Aspen-081222-Side.jpg%3Fv%3D1661203688%26width%3D500)
$99.00$170.00Save $71.00
[W] Bijou | AspenThursday Boots - Seconds - Men's Boots
$248.80$1,037.00Save $788.20
sa21147G9fnap000 Pollini Woman Nappa BlackDrestige US
$188.00
Price checked 11 days agoCHIKO Germaine Square Toe Block Heels Ankle BootsChiko Shoes
$188.00
Price checked 11 days agoCHIKO Germain Square Toe Block Heels Ankle BootsChiko Shoes
$188.00
Price checked 11 days agoCHIKO Gerianne Pointy Toe Block Heels Ankle BootsChiko Shoes
$195.00
Price checked 11 days agoCHIKO Gerladina Square Toe Block Heels Ankle BootsChiko Shoes
$185.00
Price checked 11 days agoCHIKO Gerianna Pointy Toe Wedge Ankle BootsChiko Shoes
$176.00
Price checked 11 days agoCHIKO Geraldine Pointy Toe Block Heels Ankle BootsChiko Shoes
$139.00
Price checked 11 days agoCHIKO Geralda Pointy Toe Block Heels Ankle BootsChiko Shoes
$207.00
Price checked 11 days agoCHIKO Georgiamay Round Toe Block Heels Ankle BootsChiko Shoes
$195.00
Price checked 11 days agoCHIKO Georgeanne Square Toe Block Heels Ankle BootsChiko Shoes
$175.00
Price checked 11 days agoCHIKO Genny Pointy Toe Block Heels Ankle BootsChiko Shoes
$149.00
Price checked 11 days agoCHIKO Georgeanna Round Toe Flatforms Ankle BootsChiko Shoes
$175.00
Price checked 11 days agoCHIKO Gennifer Pointy Toe Block Heels Ankle BootsChiko Shoes
$175.00
Price checked 11 days agoCHIKO Gena Round Toe Block Heels Ankle BootsChiko Shoes
$166.00
Price checked 11 days agoCHIKO Gayleen Square Toe Block Heels Ankle BootsChiko Shoes
$175.00
Price checked 11 days agoCHIKO Gaylene Round Toe Block Heels Ankle BootsChiko Shoes
$175.00
Price checked 11 days agoCHIKO Gelya Pointy Toe Wedge Ankle BootsChiko Shoes
$168.00
Price checked 11 days agoCHIKO Gen Round Toe Block Heels Ankle BootsChiko Shoes
$163.00
Price checked 11 days agoCHIKO Gayla Pointy Toe Block Heels Ankle BootsChiko Shoes
$163.00
Price checked 11 days agoCHIKO Gates Square Toe Block Heels Ankle BootsChiko Shoes
$249.00
Price checked 34 days agoElevator Boots Men Dress Shoes With Lifts Lace up Ankle Boots Shoes 7 CM /2.76 InchesChamaripa
$179.00
Price checked 34 days agoheight increasing boots - raised heel shoes - brown suede leather ankle boots 6 CM / 2.36 InchesChamaripa
$132.00
Price checked 34 days agoelevator boots for women - black leather women ankle boots - 6CM / 2.36 inches tallerChamaripa
$159.00
Price checked 34 days agoelevator boots for women - black nubuck ankle boots 3.15 Inches / 8CMChamaripaAbout this guide
How are the deals in this guide chosen?
Every product here is live in the retailer's own catalogue, price-checked against the retailer within the last few hours, and scored on the size of the discount and how long the price has held. The list is rebuilt daily as prices move.
Does Fazy sell these products?
No. Fazy finds and verifies the deal; you buy from the retailer, who ships, charges you and handles returns. Fazy may earn a commission from the retailer, which never changes your price.