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Black chelsea boots with removable insoles for orthotics

11 replies

Amandatelly · 03/08/2026 13:42

I know we're not in boots season yet but I want to actually get ahead of myself this year.

I had a lovely paid of black chelsea boots which I've had to sadly retire, partly because they're scruffy as hell but also because they ruin my feet as I have plantar fasciitis.

I now have custom made orthotics so I need a boot that has a removable insole, ideally comes in half sizes and is not wildly expensive. £100 is really the most I want to spend.

I really like a dull black leather, like the Toms Bennet boots. Nothing shiny or suede.

OP posts:
Kingfisherfan65 · 03/08/2026 21:44

Fly London Salv maybe?

tooomanytortillas · 03/08/2026 22:38

I also need orthotics and have always had a lot of luck at M&S. I take various pairs of socks that I ‘might’ wear and try all various combos whilst in store. If I find a winner I buy as many as fit. I’ve likely got 2-3 pairs unworn but I know I have boots ready when I need them.

ForPearlViper · 05/08/2026 08:58

Clarks often have removable insoles but may not have a style you like unless these? www.clarks.com/en-gb/havisham-top/26178715-p

The trouble with Chelsea boot styles is they may not have the 'depth' for insoles. Even if you take out an insole, your orthotic may still be too thick to wear the boot comfortably. I've found the best way to use orthotics and try to remain stylish is to embrace the chunky look!

RampantIvy · 05/08/2026 09:02

I wear orthotics and have a pair of Caprice ankle boots from Charles Clinkard. The orthotics fit in nicely.

QuaintBeaker · 05/08/2026 09:05

Docs have removable insoles.

Agree with a pp though that you might have issues with the depth.
For example, I can't get my foot into most Fly boots even without an added orthotic

pawsedforthought · 05/08/2026 09:07

I have orthotics too and have always managed to find boots at hotter x

Kazstress · 02/09/2026 19:47

Thank you for this thread . I m about to start trying to find boots to wear with a dress with removable footbed for orthotic innersoles . Trainers are fine with dresses in summer but not great in winter

IbizaToTheNorfolkBroads · 02/09/2026 22:02

I wear orthotics in black Blundstone Boots. They are large fitting anyway, so size down, but the half means “wide”, so go for the hand size. Eg, I’m a wide 8, I wear 7.5 in Blundstones, with orthotics. The insole comes out.

EgregiouslyOverdressed · 02/09/2026 22:09

You could try Solovair. Full price they are over your budget but they have an excellent outlet site for factory seconds. They come in half sizes. I don’t know if they have a fully removable insole but you could try sizing a half size up. outlet.nps-solovair.com/collections/dealer-boots

Arran2024 · 02/09/2026 22:25

The trouble with orthotics is getting your foot into a boot - i needed to be able to open it up to get my foot in and then tighten it up. I had to get rid of all my slip on boots when I got orthotics. I ended up wearing fit flop boots because I could bend them more easily to get my foot in, if that makes sense. Basically the orthotics lifted my foot up too much to make anything leather comfortable. Good luck.o

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