Insomniac Sale Picks: Comfy Leather Ballet Flats

*In this late-night feature – which will run Tuesday, Wednesday, and Thursday of each week – I’ll gather up three fun items that are currently on sale online and share them with you! I would LOVE suggestions: Stylish wide-width pumps? Classic v-necked sweaters? Chandelier earrings? Petite dress slacks? What would you like to see featured?*

Cecelia requested a few picks for comfy leather ballet flats, so here we go:

legen ballet flat

Clarks Poem Legend Ballet Flat – was $85, now $39.39 – $79.99

Clarks is a brand you can trust when it comes to comfort. These simple, round-toe flats have flexible soles and Ortholite footbeds for all-day comfort. Available in black and pewter leather, navy and burgundy suede in US sizes 6.5 – 12, including some wide and narrow sizes. Size availability varies by color.


Dr. Scholl’s Fielding Ballet Flat – was $65, now $34.99

Another brand that reliably produces comfortable shoes, good ol’ Dr. Scholl’s! These flats get high marks for comfort from most purchasers, though they appear to run wide. They come in black and dark brown leather, but also 10 fabric versions including three striped iterations, chambray, and solids – great for vegans! (Who might’ve skipped this post because it has “leather” in the title. Shoot.) Available in US sizes 5 -11, including some wide sizes.


Naturalizer Maude Ballet Flat – was $79, now $43.64 – $78.99

With a flexible outsole and cushioned footbed, these flats are sure to please your feet. Naturalizer consistently gets high marks for quality and comfort, and these flats are no exception. Available in bronze, black, tan, a brown multi, gray/snake, dark red, ivory metallic, and bright red. in US sizes 4 – 12 including narrow and wide sizes. (I KNOW!)

Other not-currently-on-sale resources for comfy leather ballet flats:

  1. Born – A comfort brand that goes on sale frequently!
  2. Clarks – Mostly basic ballets, but all comfy and supportive. Again, spendy at full price, but watch for sales.
  3. ECCO – I’m a recent convert to this amazing brand, and love everything I’ve tried from their lines. A few great styles are on sale right now, like this sculptural flat in seven colors.

**Disclosure: Actions you take from the hyperlinks within this blog post may yield commissions for See Already Pretty’s disclosure statement for more details.

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7 Responses to “Insomniac Sale Picks: Comfy Leather Ballet Flats”

  1. Maria

    As a warning, I bought those naturalizer flats and they were both amazingly comfortable for my wide and picky feet, and super flexible in my minimal wardrobe. They did not, however, hold up to every day wear. I wore them to work (I work in an office) every day for four months, and the glue started to fall apart on the sides. It was a very sad parting – I loved the shoes.

      • Litenarata

        A well-made shoe should not be coming apart after wearing them in an office for four months. Maybe needing some cleaning or polishing, sure, but coming apart? No. I have plenty of shoes that have not worn out after daily wear for much much longer than four months.

  2. Jennifer

    The Clarks ortholite insoles are a dream in terms of comfort, but I found they got quite stinky after a summer’s worth of wear, which is something I’ve never experienced in any other shoe before. I also have a similar pair of Naturalizer flats and they’re super comfy and supportive. I’ve found the Naturalizer brand to run on the tighter side for a given size, but never uncomfortable. I actually prefer the fit. I will definitely look at Naturalizer when it comes time to get a new pair.

  3. Rebekah Jaunty

    “(Who might’ve skipped this post because it has ‘leather’ in the title. Shoot.)”

    Nope! You’ve been so nice about posting non-leather options. Thank you.

  4. b.

    May I recommend the super-comfy Naya Rustica? Avail on Amazon & plenty of other places. They’re supportive and adorable and I wear my silver-and-peachy ones with absolutely everything!

  5. J

    Thanks for posting about these shoes.I wear almost exclusively Ecco shoes and boots. They work for my wider in the toe box, narrower in the heel feet.
    However, the “sculptural flat” you mentioned didn’t work for me, no matter how much Iike that chute leopard print. These are ouchy narrow in the toe box.