The Best Leather Tote Bags from Madewell, Cuyana and Everlane

This post on the best leather tote bags was originally published in September 2018 and updated as of August 2020.

Lately, I’ve got leather tote bags on my mind. For someone like me who typically wears cross body bags all year round, this is quite a statement. Scroll down for all the Best Leather Tote Bags and shop!

Madewell Medium Transport Tote:

I’m obsessed with the Madewell Medium Transport Tote in the color English Saddle (a classic rich caramel). I scooped it up at Nordstrom for $158 a couple years ago as a carryall for work trips. I typically don’t like to make handbag purchasing decisions in such a short amount of time (whether it’s $50 or $500) because I like to make sure I will use the bag.

Buying the Madewell leather tote bag turned out to be one of my best handbag decisions. It’s the perfect size and it conveniently stored my laptop, charger and wallet all day without feeling too heavy. I also knew I wanted a bag that was more tall than wide. The Medium Transport Tote checked that box too in my list of requirements. The removable longer strap is a nice bonus too.

I love my Madewell one so much that I’m thinking about other styles and colors. If you’re on the hunt for a leather tote bag, I’m sharing a few more options that are equal parts stylish and comfortable. I feel like a leather tote bag is an essential for your handbag collection, especially for the fall season.

Cuyana Classic Leather Tote:

I own a few Cuyana leather pieces including a weekender bag and cosmetic cases. The quality is top notch and I would love to get my hands on one of their tote bags as well. A friend of mine owns a leather tote bag from them and raves about the durability.

Cuyana Tall Structured Leather Tote:

Cuyana recently brought back a tall structured leather tote and this blush color is beautiful. I highly recommend also getting a tote organizer to protect the interior and to keep it organized.

Everlane The Day Market Tote:

I recently purchased this in the blush color way in 2019 and I could not be happier with my decision! The bag is a bit wider than I was expecting but it easily fits all my work day essentials generously. To help keep me organized, I purchased a felt tote insert off Amazon (in the slender large size) and that stores my phone, wallet, keys, makeup, headphones, and any other odds & ends.

What about you? Do you have a favorite leather tote bag you love? I love chatting all things handbags so let me know in the comments below!

Leather Tote Bags