We may earn money or products from the companies mentioned in this post.
Cooler weather calls for dressing warmer. This means breaking out the ankle boots and booties. With versatile silhouettes, these styles can be worn with skinny jeans or a skirt and tights. Discover a pair for you in this collection that features an array of colors, details and finishes. Styling tips, tricks and how-tos on our blog, theFIX.
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Donald J Pliner Women’s Plata Ankle Boot (Black)$190.0$160.0 -
Donald J Pliner Women’s Plata Ankle Boot (Bronze)$190.0$160.0 -
Calvin Klein Women’s Revita Ankle Boot (Black)$179.0$105.0 -
Sixth + Love Women’s Marlene Collar Pin Ankle Bootie (Black)$225.0$99.0 -
Sixth + Love Women’s Marlene Collar Pin Ankle Bootie (Coffee/Coffee)$225.0$99.0 -
Sixth + Love Women’s Martine High Low Ankle Bootie (Black)$225.0$99.0 -
Sixth + Love Women’s Martine High Low Ankle Bootie (Taupe)$225.0$99.0 -
Donald J Pliner Women’s Lexi Ankle Bootie (Black)$250.0$115.0 -
Donald J Pliner Women’s Yahya2 Ankle Bootie (Black)$250.0$125.0 -
Donald J Pliner Women’s Loc Shoe Bootie (Black/Pewter)$225.0$99.0 -
Donald J Pliner Women’s Loc Shoe Bootie (Expresso/Bronze)$225.0$99.0 -
Calvin Klein Women’s Belladona Bootie (Black)$129.0$69.0 -
Pour La Victoire Women’s Kristy1 Ankle Boot (Cognac)$342.0$129.0 -
Pour La Victoire Women’s Kristy1 Ankle Boot (Black)$342.0$129.0 -
Pour La Victoire Women’s Kristy1 Ankle Boot (Burgundy)$342.0$129.0 -
Donald J Pliner Women’s Yahya2 Ankle Bootie (Expresso)$250.0$125.0 -
Donald J Pliner Women’s Yahya2 Ankle Bootie (Black)$250.0$125.0 -
Donald J Pliner Women’s Yahya2 Ankle Bootie (Camel)$250.0$125.0 -
STEVEN by Steve Madden Women’s Maliik Bootie (Green Suede)$149.0$69.0 -
STEVEN by Steve Madden Women’s Maliik Bootie (Black Leather)$149.0$69.0 -
Schutz Women’s Briann Open Toe Shoe Bootie (Black)$340.0$125.0 -
Calvin Klein Women’s Revita Ankle Boot (Caribou/Dark Brown)$179.0$109.0 -
Naaylor Women’s Western Ankle Boot (Black)$284.0$115.0 -
Naaylor Women’s Western Ankle Boot (Cognac)$284.0$115.0 -
BC Footwear Women’s Endless Thrill Boot (Light Gold)$80.0$48.0 -
BC Footwear Women’s Endless Thrill Boot (Black)$80.0$48.0 -
STEVEN by Steve Madden Women’s Pammie Bootie (Black)$159.0$89.0 -
STEVEN by Steve Madden Women’s Pixel Ankle Bootie (Black)$139.0$75.0 -
STEVEN by Steve Madden Women’s Pixel Ankle Bootie (Cognac)$139.0$75.0 -
Kenneth Cole Reaction Women’s City Break Boot (Dark Brown)$119.0$65.0 -
Kenneth Cole Reaction Women’s City Break Boot (Taupe)$119.0$65.0 -
Joe’s Jeans Women’s Sam Bootie (Tan)$189.0$65.0 -
Skin Women’s Rodeo Drive Exaggerated Back Bootie (Black)$175.0$89.0 -
Nude Women’s Monkey Ankle Bootie (Black)$169.0$85.0 -
Nude Women’s Monkey Ankle Bootie (Tan Leopard)$169.0$85.0 -
Nude Women’s Monkey Ankle Bootie (Black/White Tacking)$169.0$85.0 -
Coconuts by Matisse Women’s King Boot (red star)$259.0$150.0 -
Naaylor Women’s Cuban Ankle Bootie (Sand/Beige/Taupe)$259.0$99.0 -
Naaylor Women’s Cuban Ankle Bootie (Medium Brown/Saddle/Luggage)$330.0$99.0 -
Schutz Women’s Aria Ankle Bootie (Black)$185.0$99.0 -
Kelsi Dagger Women’s Fame Double Zip Ankle Boot (Black/Black)$185.0$95.0 -
Kelsi Dagger Women’s Fame Double Zip Ankle Boot (Black/Grey)$190.0$95.0 -
Kenneth Cole New York Women’s High Idol Boot (Olive)$190.0$89.0 -
Kenneth Cole New York Women’s High Idol Boot (Pewter)$290.0$89.0 -
Schutz Women’s Brette Bootie (Black)$259.0$105.0 -
Naaylor Women’s Cuban Ankle Bootie (Black)$165.0$99.0 -
Nude Women’s My Love V Cut Bootie (Smoke Dobby)$340.0$85.0 -
Schutz Women’s Chelsea-Louise Studded Hidden Wedge Ankle Boot (New Millitary/Black)$340.0$85.0 -
Schutz Women’s Chelsea-Louise Studded Hidden Wedge Ankle Boot (Black)$119.0$85.0 -
Dan Post Women’s Envy Ankle Boot (Taupe)$175.0$59.0 -
Soles Women’s Ka-Zar Ankle Bootie (Black)$175.0$89.0 -
Soles Women’s Ka-Zar Ankle Bootie (Khaki)$160.0$89.0 -
Kelsi Dagger Women’s Jupiter Side Zip Ankle Bootie (Black)$119.0$79.0 -
Dan Post Women’s Crave Ankle Cowboy Boot (Brown)$260.0$59.0 -
Schutz Women’s Ursula Open Toe Bootie (Black)$260.0$119.0 -
Schutz Women’s Ursula Open Toe Bootie (Mineral Grey)$350.0$119.0 -
Pour La Victoire Women’s Fabian Ankle Bootie (Black)$755.0$169.0 -
Antonio Maurizi Women’s Ankle Boot (Nero)$755.0$279.0 -
Antonio Maurizi Women’s Ankle Boot (Castagno)$90.0$279.0 -
BC Footwear Women’s Bad To The Bone Ankle Boot (Chocolate)$90.0$55.0 -
BC Footwear Women’s Bad To The Bone Ankle Boot (Grey)$179.0$55.0 -
Matisse Women’s Thom Bootie (Black)$179.0$105.0 -
Matisse Women’s Thom Bootie (Brown)$280.0$105.0 -
Schutz Women’s Nuisance Bootie (Black)$175.0$125.0 -
Skin Women’s Rodeo Drive Exaggerated Back Bootie (Leopard Pony)$340.0$89.0 -
Schutz Women’s Chelsea-Lee Ankle Boot (Black/Natural)$250.0$109.0 -
Donald J Pliner Women’s Yahya2 Ankle Bootie (Black)$260.0$125.0 -
Schutz Women’s Tara Cutout Bootie (Tobaco Brown)$260.0$119.0 -
Schutz Women’s Tara Cutout Bootie (Black)$240.0$119.0 -
Schutz Women’s Poly Open Toe Bootie (Yucca)$240.0$109.0 -
Schutz Women’s Poly Open Toe Bootie (Rubi Wine)$191.0$109.0 -
Manas Women’s Polacco Donna Ankle Boot (Tobacco)$196.0$89.0 -
J Shoes Women’s Sidesaddle Lace Up Ankle Bootie (Mid Brown)$219.0$65.0 -
Manas Women’s Polacco Donna Ankle Boot (Tobacco)$99.0$109.0 -
Dan Post Women’s Willie Ankle Cowboy Boot (Black)$130.0$49.0 -
Enzo Angiolini Women’s Gettup Bootie (Black)$340.0$65.0 -
Pour La Victoire Women’s Zento Ankle Bootie (Black)$230.0$159.0 -
Charles David Women’s Inverse Slingback Bootie (Black/Grey)$230.0$99.0 -
Charles David Women’s Inverse Slingback Bootie (Nude/black)$230.0$99.0 -
Charles David Women’s Inverse Slingback Bootie (Blue/Black)$139.0$99.0 -
Charles by Charles David Women’s Perri Ankle Boot (Dark Brown)$139.0$59.0 -
Charles by Charles David Women’s Perri Ankle Boot (Dark Grey)$139.0$59.0 -
Charles by Charles David Women’s Perri Ankle Boot (Black)$99.0$59.0 -
nicole Women’s Stack Bootie (Taupe)$350.0$49.0 -
Pour La Victoire Women’s Rocker Ankle Bootie (Cigar)$240.0$89.0 -
Schutz Women’s Caelainn Ankle Boot (Black)$159.0$85.0 -
STEVEN by Steve Madden Women’s Macks Bootie (Black)$159.0$85.0 -
STEVEN by Steve Madden Women’s Macks Bootie (Grey)$205.0$85.0 -
Nina Originals Women’s Adelaide Bootie (Merlot)$420.0$85.0 -
Schutz Women’s Danitza Boot (Black)$348.0$139.0 -
Donald J Pliner Women’s Digg Ankle Boot (Black)$328.0$155.0 -
Donald J Pliner Women’s Blis Ankle Boot (Black)$250.0$145.0 -
Donald J Pliner Women’s Mico Wedge Ankle Boot (Charcoal)$328.0$125.0 -
Donald J Pliner Women’s Blis Ankle Boot (Pewter)$365.0$119.0 -
Beau Coops Women’s Cherry Bootie (Nero)$129.0$165.0 -
Betsey Johnson Women’s Flounce Ankle Boot (Black Suede)$275.0$69.0 -
Pour La Victoire Women’s Vellin Open Toe Ankle Strap Bootie (Black)$155.0$139.0 -
French Connection Women’s Morgann Ankle Boot (Russian Pine/Black)$185.0$79.0 -
Rockport Women’s Alanda Laser Chelsea Boot (Mocha Bisque)$185.0$65.0 -
Rockport Women’s Alanda Laser Chelsea Boot (Black)$186.0$65.0 -
J Shoes Women’s Ranch2 Ankle Bootie (Brownie/Dark Tan)$260.0$49.0 -
Modern Vintage Women’s Opel Boot (Bourbon)$260.0$85.0 -
Modern Vintage Women’s Opel Boot (Black)$95.0$85.0 -
Coconuts by Matisse Women’s Gypsy Ankle Boot (Tan Suede)$76.0$58.0 -
Matisse Women’s Andy Bootie (Tan)$365.0$46.0 -
Beau Coops Women’s Kingsmen Bootie (Cognac)$365.0$175.0 -
Beau Coops Women’s Kingsmen Bootie (Nero)$220.0$175.0 -
Schutz Women’s Padilha Bootie (Black)$220.0$99.0 -
Schutz Women’s Padilha Bootie (Yucca)$169.0$99.0 -
Betsey Johnson Women’s Flounce Ankle Boot (Camo Multi)$149.0$95.0 -
Charles by Charles David Women’s Revolt Boot (Dark Brown Smooth)$242.0$69.0 -
Antelope Women’s Ankle Boot with Buckle Detail (Black)$242.0$99.0 -
Antelope Women’s Ankle Boot with Buckle Detail (Coffee)$242.0$99.0 -
Antelope Women’s Ankle Boot with Buckle Detail (Brick)$225.0$99.0 -
Donald J Pliner Women’s Shoe Bootie (Charcoal/Pewter)$149.0$109.0 -
Desigual Women’s Ankle Boot (Multi)$90.0$75.0 -
BC Footwear Say Cheese Boot (Burgundy)$290.0$55.0 -
Schutz Women’s Sher Ankle Bootie (Ouro Velho)$159.0$105.0 -
Vince Camuto Women’s Hame Double Gore Ankle Boot (Sand)$125.0$55.0 -
Dan Post Women’s Chopped Studded Ankle Boot (Brown Distressed)$280.0$55.0 -
Schutz Women’s Pocena Bootie (Brown Stone)$264.0$125.0 -
Antelope Women’s Ankle Boot (Black)$264.0$109.0 -
Antelope Women’s Ankle Boot (Coffee)$275.0$109.0 -
Klub Nico Women’s Brodi Ankle Boot (Taupe)$150.0$95.0 -
Kelsi Dagger Women’s Bushwick Open Toe Bootie (Earth)$150.0$59.0 -
Kelsi Dagger Women’s Bushwick Open Toe Bootie (Black)$139.0$59.0 -
Charles by Charles David Women’s Valva Ankle Boot (Brown Stretch)$139.0$59.0 -
Charles by Charles David Women’s Valva Ankle Boot (Black Stretch)$435.0$59.0 -
Pura Lopez Women’s Bootie with Heel Studs (Ante Chaira)$149.0$149.0 -
Vince Camuto Women’s Graysen Ankle Bootie (Dark Green)$148.0$55.0 -
Splendid Women’s Rodeo Ankle Boot (Smoke)$148.0$79.0 -
Splendid Women’s Rodeo Ankle Boot (Black)$99.0$79.0 -
Kenneth Cole Reaction Women’s Pil Age Bootie (Black)$99.0$54.0 -
Kenneth Cole Reaction Women’s Pil Age Bootie (Navy)$150.0$54.0 -
French Connection Women’s Devon Side Zip Bootie (Burgundy/Black)$150.0$85.0 -
French Connection Women’s Devon Side Zip Bootie (Black/Black)$200.0$85.0 -
Schutz Women’s Abiha Ankle Bootie (Preto)$155.0$65.0 -
Luxury Rebel Women’s Pippa Flat Boot (Black)$170.0$75.0 -
French Connection Women’s Livvy Ankle Boot (Black)$120.0$85.0 -
Kenneth Cole Reaction Women’s Storm Fog Bootie (Black)$149.0$71.0 -
STEVEN by Steve Madden Women’s Sandra Bootie (Black Leather)$348.0$55.0 -
Donald J Pliner Women’s Pronto Ankle Boot (Cabernate Brocade Velvet)$220.0$115.0 -
Schutz Women’s Paulista Open-Toe Bootie (Oil Green)$220.0$99.0 -
Schutz Women’s Paulista Open-Toe Bootie (Black)$250.0$99.0 -
Schutz Women’s Aloise Studded Ankle Boot (Preto)$179.0$65.0 -
Modern Vice Women’s Jasper Ankle Boot (Black)$250.0$65.0 -
Donald J Pliner Women’s Lexi Ankle Bootie (Black)$150.0$115.0 -
French Connection Women’s Blyss Wedge with Cut Out Sides (Night Shade/Black)$435.0$85.0 -
Pura Lopez Women’s Bootie with Heel Studs (Ante Negro)$170.0$149.0 -
French Connection Women’s Livvy Ankle Boot (Grey Otter)$348.0$85.0 -
Donald J Pliner Women’s Diem Buckle Ankle Boot (Black)$$125.0
