The Ultimate Guide to the Best Fall Boots


This season, the most covetable fall boot trends range from classic Chelsea boots to out-there, futuristic styles. At Raf Simons’ Calvin Klein 205W39 runway show, cowboy boots and other western-inspired footwear dominated, with many of the boots featuring a silver toe tab emblazoned with the house’s new logo. Céline wasn’t far behind, showing western boots with cuban heels. Also at Céline, super tight knee-high boots also walked – second skin boots, if you will. During fashion month, Balenciaga’s second skin boots, and the ones from Stuart Weitzman, were all the rage among the street style set. Flat boots were a runway trend that everyone can get behind – the options below include great equestrian boots from Hermès and Kate Spade, and lug-sole boots from The Row, and classic chelsea boots from Givenchy. Ankle boots are an easy way to update any fall look, and there are a plethora of chic options this season. And now, with fall finally in full swing, it’s time to stock up on a new pair of boots. Without further ado, here are the 35 best pairs of women’s fall boots to buy now.

Photographs by Tina Tyrell, Styled by Nora Milch

Slouchy Boots


Prada burgundy leather Cuban slouchy slip-on boot, featuring a Cuban heel and pointed toe, $1,500,


Stuart Weitzman ‘Smashing’ black leather boot with slouchy silhouette for a relaxed look, with western-inspired triangular block heel, $775,


Iro ‘Drapity’ leather mid-calf pointed toe boot with slouchy shaft, pull on, with black 2” heel, $515,


Saint Laurent black cracked shiny leather thigh high scrunched boots with a pointed tip and covered cone heel and leather sole, $1,795,


Guess ‘Nakita’ slouchy boots in grained black leather, featuring a short triangular heel, and schrunched construction, $99,


MICHAEL Michael Kors mulberry-hued sport suede slouchy ankle boots with slender stacked heel, $175,


Francesco Russo shiny black calf leather over-the-knee boots, with black stacked heel, can be work straight or slouchy, $1,900,

Photographs by Jeff Henrikson, Styled by Żara Zachrisson

Cowboy Boots


Alexa Chung smooth supple black leather western contrast-piped leather boots with slim round toe and small stacked heel, $435,


CALVIN KLEIN 205W39 Western mid-calf square toe boot in calf leather with 205 silver toe plate in black with a scarlet-hued stripe, $1,295,


Céline santiag stitched mid-boot in calfskin, a cowboy-style ankle boot featuring pointy toe and stacked leather cuban heel, $890,


Isabel Marant Parisian-meets-Western aesthetic ‘Dicker’ leather cowboy ankle boots, with round toe and zipped side, $635,


Golden Goose Deluxe Brand tan-brown ’Viand’ suede ankle boots, almond-toe shape with caramel-brown stitching at the front, and grounded on a low wooden block heel, $885,


Loewe cross-heel lace-up tan-brown suede ankle boots with soft cream shearling lining, $1,290,


Alexander McQueen ankle boots are made from smooth black leather, punctuated with silver chains and eyelets with red lacing with exaggerated pointed toe, $1,190

Photographs by Daniel Riera, Styled by Felicia Garcia-Rivera

Ankle Boots


Roger Vivier soft black leather ‘Trompette’ leather ankle boots, with beveled heel and topped with a rectangular silver buckle, $1,095,


Aquazurra elegant faux pearl-embellished suede ankle boots with kitten heel, and scalloped trim, $950,


Bally women’s calf leather ankle boot with 45mm low chunky heel, in black, featuring golden hardware and golden chain detailing, $825,


Gucci ‘Lois’ black patent leather block heel booties, with bee embellishment, $1,150,


Vetements camel hued grained leather ankle boots with magenta pink lighter shaped heels, $1,150,


Aldo red leather ankle boot with high stiletto heel, $120,


AGL calfskin ankle boot featuring metal maxi studs, a zipper on the inner side, a leather sole with non-slip insert and leather-covered block heel, $480,

Photographs by Daniel Riera, Styled by Felicia Garcia-Rivera

Flat Boots


Kate Spade tall black leather ‘Rayna’ boots, with scalloped edges, $398,


Valentino mahogany-brown leather Soul Rockstud knee-high boots, featuring tsignature platinum-finish pale-gold tone metal pyramid studs at the top edge, back panel, welt and sole, and are complete with a small stacked heel, $1,945,


The Row ‘Fara’ dark-brown boot features white welt stitching almond-toe shape black rubber lug soles, $1,390,


Givenchy slip-on style Chelsea boots with logo dual pull tabs, almond toe, elastic side panels, with leather lining and sole, $850,


Birkenstock soft natural leather lace-up flat boot with vintage-look wing-tip and brogue detailing, in black and brown, with suede lining $195,


Jimmy Choo supple black leather lace-up ankle boots with contrast stitching and silver buckles and studs, $1,595,


Hermès tall jumping boot in box calfskin, with stacked short heel and stitched outsole, Kelly buckle strap in ruthenium hardware, $2,875,

Second-Skin Boots
Photographs by Robert Nethery, Styled by Nora Milch

Balenciaga ‘Knife’ thigh high boots in crepe jersey with extremely sharp ends, and very thin high heel, in black, $1,270,


Louis Vuitton chunky-heeled high boot with colored elastic inserts combines elements from both Chelsea boots and biker boots, $1,780,


MM6 stretch faux-leather over-the-knee boots in black with square toe and black cylinder heel, with signature white stitching, $690,


Sergio Rossi thigh-high boot with high heel, in delicate, extra-soft kidskin, with stretch nappa top, with inside zip fastening, $1,995,


Gianvito Rossi ‘Linley’ black suede over-the-knee boots with suede covered block heel, $1,995,


Helmut Lang second-skin tall stretch black goat suede boot with wood block heel in mahogany, $895,


Mulberry stretch over the knee boot in black nappa leather with leather covered heel and side zip closure, $1,450,