The Chelsea Boot: A Rose by Many Other Names

Posted on

The Paddock, the Dealer, the Baba, and the Beatle – the Chelsea boot has had its fair share of aliases over the course of its 160 year history, but its appeal is as persistent and pervasive as ever. Originally conceived as a horse riding boot, the trademark elastic band on the Chelsea constituted the latest development in fashion tech when the style was first patented in 1851. This feature was made possible by the advent of Charles Goodyear’s vulcanized rubber in 1839. At the time, the boots were still widely known as “Dealer boots.”

It wasn’t until the 20th century when a small group of London artists known as the “Chelsea Set” became inextricably linked to the understated, ankle-high boots they were known for sporting. Before long, the Chelsea boot had established itself as a staple of mod fashion sensibilities.

Then, in the early 1960’s, the Chelsea boot earned itself yet another moniker and a new degree of pop-culture recognition when the Fab Four adopted them as a part of their wardrobe. In October 1961, Lennon and McCartney stopped into Anello & Davide’s London shoe shop and purchased two pairs of what would come to be known as Beatle Boots. The Anello & Davide boot, known at the time as the Baba, was a slight variation on the classic Chelsea, featuring a high Cuban heel that appealed to the fashion-forward Beatles.

Dean ChelseaLater, in 1979, the Chelsea boot made an unlikely cameo as the Imperial Stormtroopers’ footwear of choice in Star Wars: A New Hope. The boots were spray painted white and partially concealed under the armor of Emperor Palpatine’s aim-impaired grunts, but the Chelseas from a galaxy far, far away were nonetheless instantly identifiable to earthbound fashion gurus.                                                                                                                                                                   Our take on the Chelsea Boot was designed with versatility in mind. After all, these boots were born in the stirrups and bred on the Death Star. The Dean Chelsea looks great when paired with your favorite blue jeans, and every bit as good when accompanied by a suit. The simple, sleek design effortlessly lends itself to mixing-and-matching, and the snug fit afforded by its elastic upper components guarantees long-lasting comfort. Best of all, the Dean comes at a fraction of the price of comparably constructed boots. Check it out, and browse our entire collection here.


icon/arrow/left Created with Sketch.
Start Over
icon/arrow/right Created with Sketch.

Size Guide

{{ menu.title }}

icon/caret/down Created with Sketch.

Find Your Size

Answer a few questions to find your perfect size

Read the Fit Guide

Some helpful tips to keep in mind

icon/chart Created with Sketch.

View Size Chart

See all sizes in US, Euro, and UK

{{ this.submenusel }} / {{ this.totalslide }}

Tell us more about your:

Dress Shoe Size

Sneaker or Driving

We recommend you order your regular US dress shoe size

And if it doesn't fit, don't worry! We offer easy returns via

Back to Product icon/arrow/right Created with Sketch.

What is your dress shoe size (US)?


I don't know my sizes

How would you describe the width of your foot?




You're most likely a
Paul Evans

{{ this.newsize }}

And if it doesn't fit, don't worry! We offer easy returns via

Select Size icon/arrow/right Created with Sketch.

We recommend ordering a full size below your regular US dress shoe size.

icon/fitguide/01_sizing 8 7

Like most other Italian brands (Gucci, Prada, Tod's), our shoes run a full size larger than US dress shoe brands.

Extra room in your toes is by design. Think sleek and sexy.


Resist the urge to press down on your toes to assess the fit. There's always going to be extra room because of the shape of our shoe lasts.

You have the perfect fit when:


There is enough room across the widest part of your foot and your heel sits comfortably in the shoe. If you can confidently strut your stuff in the shoes, you're good to go.

And don't worry about minor heel slippage or extra room in the your toes!

Minor heel slippage is normal in a new pair of leather-soled shoes.


After you break in your new shoes, the heel slippage will stop. Our Italian calfskin leather needs a chance to conform to your foot. If it doesn't, email us and we'll make it right.

5.0 6.0 5.0
5.5 6.5 5.5
6.0 7.0 6.0
6.5 7.5 6.5
7.0 8.0 7.0
7.5 8.5 7.5
8.0 9.0 8.0
8.5 9.5 8.5
9.0 10.0 9.0
9.5 10.5 9.5
10.0 11.0 10.0
10.5 11.5 10.5
11.0 12.0 11.0
11.5 12.5 11.5
12.0 13.0 12.0
13.0 14.0 13.0
14.0 15.0 14.0
15.0 16.0 15.0
16.0 17.0 16.0
{{ buttonText }} icon/arrow/right Created with Sketch.
Size Guide