My #1 Pick For Comfort Shoes: Fly London

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A huge thank you to Nordstrom & ShopStyle for sponsoring this post.

Go, Fly London, go!!! They are KILLING it with their styles this year. Even Shana, who I don’t always see eye-to-eye with in terms of comfort shoe styles, ordered two colors of these to try. The Chelsea version (shown above) has been hugely popular as well. 

I personally have worn and loved Fly Londons for years and years and years. They look like a cool boot… but feel like a sneaker. Enough said. 

We're gushing over Fly London, a favorite for stylish, comfortable shoes. Our go-to booties for winter & how to style 'em w/ jeans, curated by Linzi.

Fly London Lede (Ground Suede) | Fly London Lita (Suede Options-More Sizing)
MOTHER Denim (28) | Similar Denim- More Sizing | Crop Hoodie (XS) | Insuluxe Coat (XS) | Silk Mask

We're gushing over Fly London, a favorite for stylish, comfortable shoes. Our go-to booties for winter & how to style 'em w/ jeans, curated by Linzi.

Fly London Lede (Black Leather) | Fly London Lita (Black Leather-More Sizing)
MOTHER Denim (28) | Similar Denim- More Sizing | Crop Hoodie (XS) | Insuluxe Coat (XS) |

Obsessed: Fly London Boots Nail Winter Comfort & Style

You know, of course, I’m not going to stop there, though. I could talk about comfort shoes for pages and pages and pages and pages, so I’m going to gush at least a LITTLE bit more. When people ask me about my favorite comfort shoe brands…I will often talk about Danskos (these are my new cozy shearling-lined favs)…or a lot of the time I’ll talk about Gentle Souls (love these) or EILEEN FISHERs (sleek new style with recycled knit), but Fly London truly takes the prize for all-time fav.

SO many good comfort shoe options in the winter boot category to share with you guys, but I narrowed it down to my favorite Fly Londons (in two colors), three other great Fly London options (one that comes in wide sizing), and then a few of my other favorite comfort shoe brands (as well as favorite denim and blue layers to wear with them) at the end of the post. You know I’m a gal who likes her options.

1. My Favorite Fly London Booties

Fly London Lede Bootie

The Lede Booties are my favorite. A nice high shaft, modern black finish, comfy cushy footbed, plenty of support, easy fit with cropped denim (or skinny jeans or straight-leg denim), and an absolute PLEASURE to wear. Especially these days when I’m not wearing my dressier shoes/boots as much, these feel perfect. The leather is selling out fast, but the black suede is also really pretty. The shorter Litas are available in more sizing in the black leather. I wear these most with MOTHER The Pixies below, these stretchy comfy skinnies, and I’m SOOOOO excited to wear them with my newest acid wash gray MOTHER jeans.  

We're gushing over Fly London, a favorite for stylish, comfortable shoes. Our go-to booties for winter & how to style 'em w/ jeans, curated by Linzi.

Fly London Lede
MOTHER Denim (28) | Similar Denim- More Sizing | Crop Hoodie (XS) | Insuluxe Coat (XS)

…or Lede booties in this fantastic shade of brown

We're gushing over Fly London, a favorite for stylish, comfortable shoes. Our go-to booties for winter & how to style 'em w/ jeans, curated by Linzi.

Fly London Lede


2. The Chelsea Style (With LOTS Of Color Options)

Fly London Lita Wedge Chelsea Boot

If you like the look of the Lede but want a shorter shaft, THIS is your boot. Same great cushy footbed, same cool-looking sole, and same support…BUT with classic Chelsea styling. Or…if you’re a gal who likes a pop of color, these come in an absolutely gorgeous forest green, as well as a rich wine. Ooooh…and also a really cool go-with-everything gray slate as well. I’m obviously having some shoppers’ regret that I didn’t try one of the colors as well.

We're gushing over Fly London, a favorite for stylish, comfortable shoes. Our go-to booties for winter & how to style 'em w/ jeans, curated by Linzi.
We're gushing over Fly London, a favorite for stylish, comfortable shoes. Our go-to booties for winter & how to style 'em w/ jeans, curated by Linzi.

Fly London Lita
MOTHER Denim (28) | Similar Denim- More Sizing | Crop Hoodie (XS) | Insuluxe Coat (XS) | Silk Mask


3. The Ones With Wide Sizing

Fly London Yemo Buckle Wedge

I always get a ton of reader questions about wide sizing in comfort shoes. These buckle wedges are a fantastic option. Available in medium AND wide sizing. Nice high shaft (looks great with cropped denim, straight-leg OR skinny jeans) and I’m a huge fan of the buckle styling. This boot has the more traditional Fly London wedge sole style that I’ve worn and loved for years. SOOOOOO comfortable to walk in all day long.

We're gushing over Fly London, a favorite for stylish, comfortable shoes. Our go-to booties for winter & how to style 'em w/ jeans, curated by Linzi.
We're gushing over Fly London, a favorite for stylish, comfortable shoes. Our go-to booties for winter & how to style 'em w/ jeans, curated by Linzi.

Fly London Yemo Buckle Wedge
MOTHER Denim (28) | Similar Denim- More Sizing | Crop Hoodie (XS) | Insuluxe Coat (XS) | Silk Mask


4. The SuperChunky Ones

Fly London Bale Platform

The Bale Platform is a great Fly London option if you want an even chunkier platform. A bit more snug in the width than the Litas, Ledes, or Yemos (I would consider sizing up), but still plenty comfortable.

We're gushing over Fly London, a favorite for stylish, comfortable shoes. Our go-to booties for winter & how to style 'em w/ jeans, curated by Linzi.
We're gushing over Fly London, a favorite for stylish, comfortable shoes. Our go-to booties for winter & how to style 'em w/ jeans, curated by Linzi.

Fly London Bale Platform Boot
MOTHER Denim (28) | Similar Denim- More Sizing | Crop Hoodie (XS) | Insuluxe Coat (XS) | Silk Mask


5. Shop More Comfort Shoe Brands I Love

Shop More Fly Londons & Outfit Pieces To Pair With Them

Fav Denim Brands: Black Wash

Pretty Blue Layers

Comfy Fly Londons

I so appreciate Nordstrom carrying ALL of my favorite comfort shoe brands (not just Fly London). I also so appreciate Nordstrom’s free shipping, free easy returns, price-matching, and how ridiculously easy they make it to order online and pick up-in-store or curbside. Added benefit….I try to buy my beauty products, shoes, gifts and pretty much anything I can at Nordstrom because purchases contribute to my Nordy Club Points (which earn those fun reward certificates). It’s kind of a no-brainer for me since they carry all my favorite products and brands anyway.  

Thank you again to Nordstrom & Shopstyle, for sponsoring this post…it’s always a pleasure working with you (especially when comfort shoes are involved).

-Linzi

8 COMMENTS

  1. Here to leave another comfort shoe recommendation: Vionic rechelle sneakers. Some vionics can look a bit granny but these capture the retro sneaker vibe to perfection and are Heavenly Supportive for the feet. Run true to size. I’m loving the toffee color and the white is actually a slightly off white with ultra light dove grey contrasting suede so it isn’t as harsh looking as most white sneaks. These shoes feel AMAZiNG on.

    • TOTALLY agree, Chris. I sometimes don’t feature Vionics just because their styles don’t always match up with what I’m looking for, but the sneaks you mentioned are great! And you’re right…SUCH good support. Thanks for throwing the suggestion out there!

    • No…I haven’t tried the Dansko Barbaras yet. I’m almost always looking for a boot with a higher shaft (since I wear crop denim so much), so I haven’t been drawn to the Barbaras. I have and love two pairs of the Dansko Marias, though, (which are VERY similar) and they’re SOOOOOOO comfortable and nice looking in my opinion, too. I will warn you…some people’s feet don’t love Danskos, but my feet definitely do!

    • All of the ones I have or have tried in the past are TTS. I almost always wear a 7.5 in boots and Fly London’s 38EU work just fine. The Bale platforms were the only ones that were a bit snug in the width…but still plenty comfortable. I maybe would have tried a size up in that one just to see the difference. Hope that helps! I do appreciate (especially with shoes) that Nordstrom has free shipping and returns…sometimes you just don’t know how they’re going to feel on your specific foot. If you decide to the the plunge–I hope they work out for you, Jen!

  2. Thanks for covering these! I’m interested in the Lede but have concerns about the comfort around the shaft. I am also a size 28 skinnies gal but have thick calfs and therefore worry that the taller shaft would be too snug. Can you comment on the how roomy the shaft is and the three they have any give/stretchiness around the taller shaft? Like, would you be able to wear these over skinnies comfortably?

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