If I had to select one fashion brand that has played a part in the most chapters of my life, it would without a doubt be J.Crew. 

The way I would worship my time when the catalog came in the mail when I was in middle school and high school…curling up to study the pages. I would fold down so many corners of so many pages imagining what I would look like on the first day of school if I could show up in everything I wanted from the brand.

And it remains one of the brands I regularly turn to for style inspiration and to add to my closet with timeless yet on-trend pieces each season, especially for my fall outfit inspiration with J.Crew!

Fall Outfit Inspiration with J.Crew

I think this year’s Fall collection is so good and I’ve placed several (one too many) orders. Below are some looks I recently styled featuring September and October collection pieces. I also just ordered a few more items for my trip to Paris next week. 

Below the photos I’ve rounded up all my favorites from the current selection online so keep an eye out for the widget.

Sweater, Jeans & Boots Outfit

Rollneck Sweater (size S) + Midrise Jeans (size 28) + Stevie Ankle Boots

I’m wearing a Small here as it runs a bit oversized but if I were to re-buy I’d get a M for an even more oversized fit on my frame. 

Bucket Bag, Jeans & Ankle Boots

Edie Bucket Bag + Midrise Jeans (size 28) + Stevie Ankle Boots

I wore these Stevie boots so much last year in a different cognac color so I had to pick up the gorgeous new chocolate color. 

Barn Jacket, Jeans, Cashmere Sweater & Accessories

Barn Jacket (size M) + V-Neck Cashmere Sweater (size L) + Straight Leg Nipped Jeans (size 28) + Berkley Small Shoulder Bag + Suede Square Toe Boot + Ball Cap

Barn Jacket (size M) + V-Neck Cashmere Sweater (size L) + Straight Leg Nipped Jeans (size 28) + Berkley Small Shoulder Bag + Suede Square Toe Boot

Jeans, Cashmere Sweater & Suede Boots

Straight Leg Nipped Jeans (size 28) + Belt + V-Neck Cashmere Sweater (size L) + Berkley Small Shoulder Bag + Suede Square Toe Boot

Fall Outfit Inspiration: J.Crew Chiara Topcoat

J.Crew Chiara Topcoat (wearing a size 6)

Seen wearing with Agolde Arc Jeans (size 27), Aeyde boots and Alex Mill sweater (size L).

Rollneck Sweater, Satin Pants & Bag

Rollneck Sweater (size S) + Satin Pants (size M but should have done a S as they run big and I needed to tailor them!) + Berkley Small Shoulder Bag

This season’s bags from J.Crew are so, so good so don’t miss browsing them. 

I know I’m going to wear these pieces for many weeks ahead. I have some videos of me wearing the above pieces on my LTK page if that’s helpful. 

And a few other Fall-ready J.Crew items I’m pulling from my closet again:

J.Crew Cashmere Crewneck Sweater

This J.Crew cashmere crewneck sweater.

Wearing a M but if I bought another color I’d get it in a L for a more slouchy fit. I just ordered the black in a size Large to wear with a bunch of pieces I’m bringing to Paris this Fall.

Fall Outfit Inspiration: J.Crew Stevie Boots

The J.Crew Stevie boots.

So good for walking around. I got so much wear out of mine the last two years and can’t wait to pull them out again.

Discover My Handpicked Fall Favorites & Style Must-Haves

If you want even more Fall staples, don’t miss my curated Fall Shoppable PDF. In this year’s Fall Wardrobe Preview you’ll find…

• My Fall 2025 mood board
• A curated list of my favorite brands to shop (+ all the under-the-radar brands I’m loving at the moment)
• My top picks in denim, jackets, knitwear, shoes, trousers, accessories, and more
• A selection of little investments that deliver major style milage
• A splash of Fall color
• Fall outfit inspo, including outfits under $350!

Shop My Fall Outfit Inspiration with J.Crew Edit

Share Your Fall Outfit Inspiration with J.Crew

Which pieces will you guys be buying? Let me know in the Comments section below – I can’t wait to hear!

You May Also Like:

• Outfit Ideas for Fall Getaways.
• The Best Shoes to Own for Fall & Winter.
• My Sezane Fall Collection Favorites.

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