Flynn Riding Boot
Our proprietary design lifts the forefoot to reduce the pitch between the heel and the ball of the foot. That shift moves weight off the ball of your foot and back into the heel, relieving pressure and reducing slip into the toe box.
The result: a 75mm heel wears like a 45mm, and a kitten heel feels closer to a flat.
Inside every pair: an orthotic-grade removable insole, a hidden platform outsole for shock absorption, a molded heel cup, and an upper cut to accommodate bunions and varying widths.
Details
Equestrian inspired, urban in practice. Flynn is a sleek, supple black leather bootie with classic goodyear welt styling and a discreet zip. With the help of the Flynn butter soft gaiter, this bootie converts effortlessly into a full riding boot height, in classic black or quintessential black and mahogany. Minimalist and clean lined, Flynn can take the office as well as it can take the rodeo.
- Handcrafted in Europe
- Patent-pending convertible boot and gaiter design
- Soft natural leather upper
- Discreet zipper for easy slip-on
- Signature, patented outsole and classsic stable heel for heel-to-toe walking
- SC360™ Built-in Support System with patented, removable orthotic grade insole
- Interchangeable slip on gaiters in standard and wide calf, sold separately
Fit and sizing
True to size. If you are between sizes, or if you wear an orthotic, take the larger size.
Every closed-back style takes a removable insole, so a custom orthotic drops straight in.
Not sure? Speak with a fit specialist before you order.
Materials and care
Hand-selected European materials, chosen to mold to your foot over the first few wears.
Store with the shoe trees, keep suede away from damp, and let leather rest a day between wears.
Exchange & Return Policy
We want your Scarlett Chase shoes to fit beautifully. Exchanges and returns are welcome within 14 days of delivery, provided items are unworn and in original packaging.
Gift cards and items marked as final sale are not eligible for returns or exchanges. See full Returns & Exchange Policy.
Our Promise
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Inside Scarlett Chase
Couture Made for Movement
Patented, Orthotic-Grade Removable Insole
Engineered with non-compression, rebounding foam that gently cradles the foot in unparalleled comfort and support. Delivers lasting cushioning and structure, maintaining its shape wear after wear for effortless all-day movement.
Pitch-Changing, Forefoot-Elevating Construction
A proprietary design that subtly lifts the forefoot to reduce pitch and redistribute weight for balanced alignment. The result: eased pressure, improved stability, and a heel that feels lower than it looks—so you walk as naturally as in flats.
European Handcrafted Luxury Materials
Crafted from premium European leathers and textiles selected for their supple feel, enduring structure, and timeless finish. Each material is designed to move beautifully and only improve in character over time.
For You
