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Ms. Chicago Boot
  • Ms. Chicago Boot
  • Ms. Chicago Boot
  • Ms. Chicago Boot
  • Ms. Chicago Boot
  • Ms. Chicago Boot
  • Ms. Chicago Boot
  • Ms. Chicago Boot
  • Ms. Chicago Boot
  • Ms. Chicago Boot
  • Ms. Chicago Boot
  • Ms. Chicago Boot
  • Ms. Chicago Boot
Ms. Chicago Boot

Ms. Chicago Boot

$ 750
4.7
Rated 4.7 out of 5 stars
21 Reviews

A black women's boot with perforated brogue detailing and a wedge sole, finished with a Goodyear welt for long-haul, re-soleable wear.
ColorBlack
Size

Size Chart

EU US
36 6
36.5 6.5
37 7
37.5 7.5
38 8
38.5 8.5
39 9
39.5 9.5
40 10
41 11
42 12
43 13

Questions

FIT NOTES:

True to size.
Goodyear Welted

QUESTIONS?

Reach out to our fit experts at 805.845.4350

Free Exchanges & Easy Returns

DETAILS

A high-impact women's boot that's bound to turn heads, Ms. Chicago arrives clad in full-grain Italian brush-off leather polished to a burnished perfection that only deepens with wear. Flecked multicolor laces and perforated brogue detailing deliver a flash of unexpected flair, while an ultralight wedge sole with a contrast pop stripe grounds the aesthetic in something altogether more modern. A second set of laces arrives as an open invitation to make her entirely your own. Finished with a re-soleable Goodyear welt, Ms. Chicago is built for the long haul, and she dresses the part beautifully.

Ms. Chicago is part of our Women's Boots Collection

Black Italian polished leather
Comes with two laces
2" (45mm) lightweight wedge sole
Soft leather lining
Cork midsole that shapes to your foot
This shoe can be resoled
Handcrafted in Portugal
SHOE LAST

Meet the Rock. A mainstay in the line since day one, our signature last provides a roomy forefoot and rounded toe shape. Tend to run wide? This is your best bet

Shop all our Rock Last Collection & Women's Boots Collection
HANDCRAFTED IN PORTUGAL

Meticulously made in a small village in Portugal, our Goodyear Welted footwear is carefully crafted by fifth generation cobblers (nope, that’s not a typo). The perfect merger of old world craftsmanship and modern-day style, every stitch is considered.
SHIPPING & RETURNS

For domestic orders, we offer free shipping and complimentary exchanges or store credit within 14 days of delivery.
To enjoy free returns, Checkout+ can be purchased at checkout for $5. Without Checkout+, refunds are subject to a 4% restocking fee.
Items marked final sale are eligible for store credit only.

Pair with:

Leather Shoe Care Kit — leather shoe care & tools, side profile
Leather Shoe Care Kit $ 100

YOU MAY ALSO LIKE

ARTISAN

CRAFTSMANSHIP

Built stitch by stitch to meet

the highest standards, each pair is expertly

crafted and flawlessly hand finished.

SUPPORTING

WOMEN

Founded on women uplifting women

this commitment is woven throughout our

craftsmanship, culture, and community.

GOODYEAR

CONSTRUCTION

Honoring an old-world technique,

select styles feature Goodyear welting.

The result: timeless designs, built to be
re-soled and worn for endless seasons to come.

TIMELESS WITH

A TWIST

We reimagine timeless icons with an
unexpected twist—so women can move
through the world seen, celebrated,

and honored for all that they are.

ARTISAN

CRAFTMANSHIP

Built stitch by stitch to meet

the highest standards, each pair is expertly

crafted and flawlessly hand finished.

SUPPORTING

WOMEN

Founded on women uplifting women

this commitment is woven throughout our

craftsmanship, culture, and community.

GOODYEAR

CONSTRUCTION

Honoring an old-world technique,

select styles feature Goodyear welting.

The result: timeless designs, built to be
re-soled and worn for endless seasons to come.

TIMELESS WITH

A TWIST

We reimagine timeless icons with an
unexpected twist—so women can move
through the world seen, celebrated,

and honored for all that they are.
FAQS
Care

To clean: Lightly remove any surface dust or dirt with a dry cloth or soft brush. Do not use abrasive cleaners or tools.
For detailed care, see our care instructions.
What is Goodyear Welt?

We use Goodyear construction, a method chosen for its durability, comfort, and ability to be repaired over time, allowing each pair to be worn, restored, and worn again.
Returns & Exchanges

US orders
Receive complimentary exchanges or store credit within 14 days of delivery for new and unworn items in the original packaging.

Orders can be returned for a refund, but are subject to a 4% restocking fee. For free returns, purchase return protection for $5 at checkout to cover all return fees associated with your order.

Final Sale items are eligible for store credit only.
4.7
Rated 4.7 out of 5 stars
Based on 21 reviews
Total 5 star reviews: 17 Total 4 star reviews: 2 Total 3 star reviews: 1 Total 2 star reviews: 1 Total 1 star reviews: 0
90%would recommend these products
ComfortRated 4.4 on a scale of 1 to 5
SizingRated -0.5 on a scale of minus 2 to 2
21 reviews
  • MG
    Marta G.
    Verified Buyer
    Usual Size (US) 9
    Size Purchased 39
    Foot Width Normal
    How It Fits Perfect
    1 hour ago
    Usual Size (US) 9
    Size Purchased 39
    Foot Width Normal
    How It Fits Perfect
    Reviewing
    Ms. Chicago Boot
    Rated 5 out of 5 stars
    Another winner!

    Great boots and I am so pleased to have them for year round wear..

    ComfortRated 5.0 on a scale of 1 to 5
    SizingRated 0.0 on a scale of minus 2 to 2
    Was this helpful?
  • CR
    carol r.
    Verified Buyer
    Usual Size (US) 9.5
    Size Purchased 40
    Foot Width Normal
    How It Fits A Little Small
    2 days ago
    Usual Size (US) 9.5
    Size Purchased 40
    Foot Width Normal
    How It Fits A Little Small
    Reviewing
    Ms. Chicago Boot
    Rated 3 out of 5 stars
    Not the usual

    Love your shoes however this leather is a little unforgiving. I think I will have to break it in a bit not something I have ever had to do with your shoes. Still a beautiful shoe.

    ComfortRated 4.0 on a scale of 1 to 5
    SizingRated -2.0 on a scale of minus 2 to 2
    Was this helpful?
  • MJ
    Marian J.
    Verified Buyer
    Usual Size (US) 8.5
    Size Purchased 39.5
    Foot Width Narrow
    How It Fits Perfect
    4 days ago
    Usual Size (US) 8.5
    Size Purchased 39.5
    Foot Width Narrow
    How It Fits Perfect
    Reviewing
    Ms. Chicago Boot
    Rated 4 out of 5 stars
    4.5 Stars Hipster 🌟

    I've admired the blue sole of this boot since it's arrival but never thought I'd actually enjoy wearing them. Boy, was I wrong! After my recent purchase, I find them to be cute and fun! I wasn't sure of the correct size, so I opted for 39.5, a half size larger. They fit well with my thicker socks. I would purchase this boot again; perhaps also in a different color.

    ComfortRated 4.0 on a scale of 1 to 5
    SizingRated 0.0 on a scale of minus 2 to 2
    Was this helpful?
  • MP
    Melissa P.
    Verified Buyer
    Usual Size (US) 7
    Size Purchased 37.5
    Foot Width Normal
    How It Fits Perfect
    4 days ago
    Usual Size (US) 7
    Size Purchased 37.5
    Foot Width Normal
    How It Fits Perfect
    Reviewing
    Ms. Chicago Boot
    Rated 5 out of 5 stars
    Stunning

    Absolutely beautiful. Very comfortable soles. The actually boot upper is stiff af. However, being a longtime customer I know this will soften with wear. But these are so unique and well-made with attention to detail that any break-in pain is worth it! BTW Love the extra set of blue and black laces- nice touch that changes the look.

    ComfortRated 3.0 on a scale of 1 to 5
    SizingRated -1.0 on a scale of minus 2 to 2
    Was this helpful?
  • CC
    Cheryl C.
    Verified Buyer
    Usual Size (US) 9
    Size Purchased 39
    Foot Width Wide
    How It Fits A Little Small
    6 days ago
    Usual Size (US) 9
    Size Purchased 39
    Foot Width Wide
    How It Fits A Little Small
    Reviewing
    Ms. Chicago Boot
    Rated 4 out of 5 stars
    Got lots of compliments

    I love them but very snug I wished you made boots with wise widths because I have to always go up a size for them to fit so many of the shoes are not true to size

    ComfortRated 3.0 on a scale of 1 to 5
    SizingRated -2.0 on a scale of minus 2 to 2
    Was this helpful?
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