5 Leather Jackets To Consider Wearing Before It Gets Too Cold

5 Leather Jackets To Consider Wearing Before It Gets Too Cold


There’s a small window in New York City weather –when it’s not too hot, like last month. And still not too cold– as it soon shall be. It’s right now–the A/C is off, the heat isn’t yet on, and the leather jacket makes perfect sense.

My black moto jacket–the one I found at the old flea market on sixth avenue–has been very good to me through the years. It’s worked well with most everything in my closet — adding a rough edge to my more feminine pieces or slipping on easily with my jeans and tee. But it’s inevitable that as the autumn breeze kicks in, I’m drawn to every new leather that crosses my path. If I do decide to make an update, this is how I’d do it:

5 Leather Jackets I’d Wear Today

Free People Leather Biker Jacket

Free People Leather Biker Jacket

I’m a huge fan of grey (will go perfectly with my new clogs) and this buttery soft looking jacket reeks laid back style which makes it super enticing to throw on with everything…every day.



This is way beyond my price point. But it’s always good to aim high for your inspo. When I navigate the more affordable brands, this beauty will be in mind to remind me how my perfect leather jacket looks. Note: there’s a hood!

Leather Bomber by Current Elliot

Leather Bomber by Current Elliot

Though leather does break-in quite well, I don’t want to wait years for that to happen which is why I always gravitate towards a worn-in or distressed look. I’m also kind of digging this bomber style which is so happening this season.

Leather Jacket at Calypso St. Barths

Leather Jacket at Calypso St. Barths

Okay, still out of my price point. But this furry collar is so seventies rockstar that I automatically adore.

Cargo Leather at AllSaints

Cargo Leather at AllSaints

I actually tried this one on last year. It felt really nice, and I liked how it draped. Just not sure I need another black moto jacket.

What do you look for in a leather jacket?

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Elysha Lenkin
Elysha Lenkin helps women express themselves through fashion so they look current, feel confident and stay true to themselves. For over 20 years, she's worked on commercial shoots styling women in all shapes, ages and sizes including Carrie Underwood, Tina Fey and Serena Williams. Now her focus is to make fashion fun and approachable for real women so they show up feeling like superstars in their lives.


  1. Great ideas! Love my leather jacket too and autumn is a great time to wear it 🙂 I’ll keep these in mind though

  2. girlgatheringwisdom says:

    A perfect time for a leather jacket! I will explore your suggestions and who knows I might make a purchase to “aim high for my inspo”. Love your words girl!!!!!

  3. Love YOUR words, GGW! Thank you!! xo

  4. Thank you, Susie! Autumn is the best time to wear a leather jacket — though I do try to extend the season a bit longer by layering underneath. Sometimes that’ll get me through Dec in my leather.

  5. Love my leather jackets! When it gets chillier, I like to layer a fur vest over or under the jacket for a hint of fur à la that gorgeous Calypso St. Barth’s jacket you listed! Warmth and texture!

  6. Love layering my leather jacket! It looks cute + extends its wearability into the colder months. Thanks, AFF!

  7. SirenaTales says:

    Thanks for the inspiration, as always, Elysha. I am still pretty new to the leather love (mine are vegan–actually the two I bought at Target after reading favorable reviews in O, The Oprah Magazine are probably just plain artificial :)). I was actually still hesitant about a splurge last year in purchasing at Anthropologie a deep sea green, vegan leather jacket with a small peplum. But my best friend from childhood was in town and urged me to go for it. So pleased I did, as I have worn it or draped it to a wide variety of events, either to keep me warm or to add a little edge or both. But NOW I will def have to try layering it–thanks for that. I love coming here and getting polished and styled inside and out. xoxo

  8. ST, your new jacket sounds FAB! Isn’t it awesome when a new purchase can give so much confidence? Sounds like you made the right choice in listening to your childhood friend…she clearly knows you! Thanks so much for your support– your comments always make me smile. XXoo

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