Women's Chelsea under $250



VANELi Fango Suede

Brand: VANELi
Color: Fango Suede
Subtle fringe amplifies the Southwestern style of a go-to Chelsea boot finished with tassel ties at the back.

Fly London Cordoba Red Luxor

Brand: Fly London
Color: Cordoba Red Luxor
Fly London's signature wedge platform elevates a modern Chelsea boot fitted with a generously padded footbed for daylong comfort.

Madewell Dark Cabernet Leather

Brand: Madewell
Color: Dark Cabernet Leather
A barely there heel adds to the classic style of an updated Chelsea boot crafted from rich leather.

Aetrex Charcoal Distressed

Brand: Aetrex
Color: Charcoal Distressed
Fuse comfort and style with the Aetrex Chelsea Riding Boot. Featuring a half-way side zip and adjustable buckles at the ankle and the topline, the boot provides a custom fit.

Fly London Red Leather

Brand: Fly London
Color: Red Leather
A low articulated wedge brings a comfortable lift and an edgy feel to waterproof Gore-Tex Chelsea boot styled with asymmetrical goring panels for a distinctive, flexible fit.

UGG Black Cow Hair

Brand: UGG
Color: Black Cow Hair
A classic silhouette updated with chic appeal, the UGG Camden Exotic Chelsea Boot will surely make heads turn your way in admiration. This ankle-length boot features a leather-lined PORON and foam insole that offers cushioning and comfort, and a double elastic gore that allows easy entry.

Fly London Reef

Brand: Fly London
Color: Reef
Mixed finishes and a textured wedge heel add interest to a comfortable bootie made with Chelsea-inspired goring insets for easy on and off.

Via Spiga Mink Leather

Brand: Via Spiga
Color: Mink Leather
With the classic style of a Chelsea boot and the on-trend chic of a wedge sneaker, Via Spiga combines the best of both for this comfortably cushioned slip-on.

Fly London Black Rug Leather

Brand: Fly London
Color: Black Rug Leather
A clean, classic Chelsea boot makes for an impeccable go-to style.

Fenty Puma X Rihanna Black

Brand: Fenty Puma X Rihanna
Color: Black
Fenty Puma x Rihanna Women's Leather Chelsea Sneaker Booties

Fly London Graphite Leather

Brand: Fly London
Color: Graphite Leather
Fly London's signature wedge platform elevates a modern Chelsea boot fitted with a generously padded footbed for daylong comfort.

Cole Haan Black

Brand: Cole Haan
Color: Black
Cole Haan Women's Jannie Waterproof Leather Chelsea Booties

Sesto Meucci Black Leather

Brand: Sesto Meucci
Color: Black Leather
Angled elastic insets and a discreet zip update the Chelsea-inspired silhouette of a refined bootie set on a short, chunky heel.

Klub Nico Black Snake Print Suede

Brand: Klub Nico
Color: Black Snake Print Suede
A dramatically pointy toe echoes the geometries of the V-shaped goring panels at the shaft of an updated Chelsea bootie lifted on a curvy block heel.

Ash Black Leather

Brand: Ash
Color: Black Leather
Crinkle-finish patent leather gleams brightly through the cutout stars climbing the vamp of a genuine calf hair Chelsea bootie styled with a pointy toe and an inky black luster.

RAYE Black

Brand: RAYE
Color: Black
This modern take on the Chelsea boot is a go-to style for any occasion.

Via Spiga Air Force Blue Leather

Brand: Via Spiga
Color: Air Force Blue Leather
With the classic style of a Chelsea boot and the on-trend chic of a wedge sneaker, Via Spiga combines the best of both for this comfortably cushioned slip-on.

RAYE Tan

Brand: RAYE
Color: Tan
This modern take on the Chelsea boot is a go-to style for any occasion.

PUMA Black

Brand: PUMA
Color: Black
Chelsea boots updated with platform heels. Platform heel, 2.

Fly London Red Leather

Brand: Fly London
Color: Red Leather
A clean, classic Chelsea boot makes for an impeccable go-to style.

Fly London Camel Leather

Brand: Fly London
Color: Camel Leather
A low articulated wedge brings a comfortable lift and an edgy feel to waterproof Gore-Tex Chelsea boot styled with asymmetrical goring panels for a distinctive, flexible fit.

Klub Nico Taupe Snake Print Suede

Brand: Klub Nico
Color: Taupe Snake Print Suede
A dramatically pointy toe echoes the geometries of the V-shaped goring panels at the shaft of an updated Chelsea bootie lifted on a curvy block heel.

Wonders Black Leather

Brand: Wonders
Color: Black Leather
A wavy platform sole adds modern style to a classic Chelsea boot featuring an elastic gore inset to perfect the fit and a convenient side zip.

Ash Black

Brand: Ash
Color: Black
Luxe calf hair Chelsea bootie with leather star inlays. Calf hair and leather upper.

PUMA Puma Black

Brand: PUMA
Color: Puma Black
The popular FENTY PUMA creeper is back, this time as a Chelsea-boot-and-sneaker combo that feels sleek and totally unexpected. Inspired by a fresh take on classic school uniforms, the prep-meets-punk pair boast varsity-style embroidered lettering at the back.

Fly London Olive

Brand: Fly London
Color: Olive
Mixed finishes and a textured wedge heel add interest to a comfortable bootie made with Chelsea-inspired goring insets for easy on and off.

Wonders Khaki Leather

Brand: Wonders
Color: Khaki Leather
A wavy platform sole adds modern style to a classic Chelsea boot featuring an elastic gore inset to perfect the fit and a convenient side zip.

Madewell Metallic White Gold Leather

Brand: Madewell
Color: Metallic White Gold Leather
A barely there heel adds to the classic style of an updated Chelsea boot crafted from rich leather.

Fly London Black Oil Suede

Brand: Fly London
Color: Black Oil Suede
Mixed finishes and a textured wedge heel add interest to a comfortable bootie made with Chelsea-inspired goring insets for easy on and off.

Via Spiga Black Leather

Brand: Via Spiga
Color: Black Leather
With the classic style of a Chelsea boot and the on-trend chic of a wedge sneaker, Via Spiga combines the best of both for this comfortably cushioned slip-on.

Fly London Black Leather

Brand: Fly London
Color: Black Leather
A low articulated wedge brings a comfortable lift and an edgy feel to waterproof Gore-Tex Chelsea boot styled with asymmetrical goring panels for a distinctive, flexible fit.

Fly London Black Luxor

Brand: Fly London
Color: Black Luxor
Fly London's signature wedge platform elevates a modern Chelsea boot fitted with a generously padded footbed for daylong comfort.

Klub Nico Wine Suede

Brand: Klub Nico
Color: Wine Suede
Curvy goring panels and diamond-shaped perforations bring shape and texture to an updated pointy-toe Chelsea bootie grounded by a chunky stacked heel.

Fly London Blue Leather

Brand: Fly London
Color: Blue Leather
A clean, classic Chelsea boot makes for an impeccable go-to style.

Aetrex Cognac Distressed

Brand: Aetrex
Color: Cognac Distressed
Fuse comfort and style with the Aetrex Chelsea Riding Boot. Featuring a half-way side zip and adjustable buckles at the ankle and the topline, the boot provides a custom fit.

Archive Denim Blue

Brand: Archive
Color: Denim Blue
Archive Women's Mercer Denim Pointed Toe Chelsea Booties

PUMA Vanilla Ice

Brand: PUMA
Color: Vanilla Ice
The popular FENTY PUMA creeper is back, this time as a Chelsea-boot-and-sneaker combo that feels sleek and totally unexpected. Inspired by a fresh take on classic school uniforms, the prep-meets-punk pair boast varsity-style embroidered lettering at the back.

Fly London Reef Leather

Brand: Fly London
Color: Reef Leather
Fly London's signature wedge platform elevates a modern Chelsea boot fitted with a generously padded footbed for daylong comfort.

Klub Nico Taupe Suede

Brand: Klub Nico
Color: Taupe Suede
Curvy goring panels and diamond-shaped perforations bring shape and texture to an updated pointy-toe Chelsea bootie grounded by a chunky stacked heel.

Tory Burch Black

Brand: Tory Burch
Color: Black
A leather logo medallion adds texture and dimension to the layered vamp of a wardrobe-staple Chelsea bootie shaped from polished fine-grain leather.

PUMA Sterling Blue

Brand: PUMA
Color: Sterling Blue
The popular FENTY PUMA creeper is back, this time as a Chelsea-boot-and-sneaker combo that feels sleek and totally unexpected. Inspired by a fresh take on classic school uniforms, the prep-meets-punk pair boast varsity-style embroidered lettering at the back.

Fly London Black Mousse Leather

Brand: Fly London
Color: Black Mousse Leather
Fly London's signature wedge platform elevates a modern Chelsea boot fitted with a generously padded footbed for daylong comfort.

VANELi Black Suede

Brand: VANELi
Color: Black Suede
Subtle fringe amplifies the Southwestern style of a go-to Chelsea boot finished with tassel ties at the back.

Ash Black

Brand: Ash
Color: Black
Ash Women's Bliss Calf Hair & Patent Leather Chelsea Booties

Klub Nico Blue Velvet Fabric

Brand: Klub Nico
Color: Blue Velvet Fabric
A dramatically pointy toe echoes the geometries of the V-shaped goring panels at the shaft of an updated Chelsea bootie lifted on a curvy block heel.

UGG Black Dotted Cow Hair

Brand: UGG
Color: Black Dotted Cow Hair
A classic silhouette updated with chic appeal, the UGG Camden Exotic Chelsea Boot will surely make heads turn your way in admiration. This ankle-length boot features a leather-lined PORON and foam insole that offers cushioning and comfort, and a double elastic gore that allows easy entry.

Klub Nico Forest Suede

Brand: Klub Nico
Color: Forest Suede
Curvy goring panels and diamond-shaped perforations bring shape and texture to an updated pointy-toe Chelsea bootie grounded by a chunky stacked heel.

Fly London Cordoba Red Leather

Brand: Fly London
Color: Cordoba Red Leather
Fly London's signature wedge platform elevates a modern Chelsea boot fitted with a generously padded footbed for daylong comfort.

Fly London Dark Brown Leather

Brand: Fly London
Color: Dark Brown Leather
A low articulated wedge brings a comfortable lift and an edgy feel to waterproof Gore-Tex Chelsea boot styled with asymmetrical goring panels for a distinctive, flexible fit.

Camper Black Leather

Brand: Camper
Color: Black Leather
A mega-chunky lugged sole and a slightly lower topline bring plays on scale and balance to a classic Chelsea boot striped with full-length goring panels up the shaft.