Free People Maggie Mary Jane Flats

The Free People Maggie Mary Jane Flats were an easy yes for my Fall ’26 buy. I love the slightly nostalgic feel of a Mary Jane, especially when it’s styled with the more relaxed denim and oversized layers we’re wearing now.

This is one of those shoes that can replace your ballet flat when you want something with a little more personality, but it’s still neutral and wearable enough to reach for constantly.

WHY I LOVE THEM

• Mary Jane silhouette feels feminine but still cool
• A fresh alternative to the traditional ballet flat
• Easy with straight-leg, cropped and wide-leg denim
• Looks just as good with dresses and skirts
• Great transitional shoe for early fall
• Made my original Free People Fall ’26 buy

DEAR LUCY EDIT

MADE MY BUY. ✓

This was one of those shoes I could immediately picture on the floor.

After years of buying shoes, I learned that the best styles are often the ones a customer can pick up and instantly imagine wearing with things she already owns.

The Maggie does that.

I’d wear these with relaxed denim, a simple tee or knit + a great fall jacket. They give you that feminine Mary Jane detail without making the outfit feel too sweet.

Easy, wearable and just different enough from the ballet flats already in your closet — exactly why they made my Fall ’26 buy.

Affiliate Disclosure: Some links on Dear Lucy Edit are affiliate links, which means I may earn a small commission if you make a purchase through them—at no additional cost to you. Every item is personally selected based on my 20+ years as a boutique owner and buyer. I only recommend products I genuinely love, use, or would confidently recommend to a friend.