How to Wear Mary Janes & Flats in 2023, Top Outfit Ideas

(Katie Holmes Photo by Jean Catuffe/GC Images)

Why Mary Janes and Flats are Trending in 2023

Let Mary Janes and flats replace your spring/summer sneakers for an on-trend comfortable shoe that will carry you straight into Fall! We’ve gathered the best outfit ideas to help you wear these classic shoe silhouettes in any occasion. Want to get straight to the shopping? Scroll to the bottom for our article for stylist picks on the best must-have Mary Janes and flats for 2023.

Prepare your wardrobe for Fall/Winter 23 with the help of Los Angeles Personal Stylist Meg Gallagher! A list of Meg’s wardrobe styling services can be found here.

Mary Janes and Flats Work Outfit Ideas

Mary Janes and flats are great with trousers and skirts for a sleek, professional shoe at work!

How to Wear Mary Jane Flats With Jeans

Check out these easy casual work and weekender looks! We love Mary Janes and flats as easy walking shoes that give a classy alternative to a sneaker.

How to Wear Mary Janes and Flats With Midi Skirts

Great for both summer and fall, we love midi slip skirts and denim skirts paired with sleek flats.

Mary Janes and Flats with Shorts and Mini Skirts, A Summer to Fall Transitional Outfit

Transition from hot weather into fall with these shorts and mini skirt outfit ideas! As the weather begins to cool down, you can also add sheer tights to cover your legs.

2023 Fall Style Outfit Ideas

Wear your Mary Janes and flats with sweaters, leathers, trousers, coats and knits for a Fall-forward ensemble.

Mary Janes and Flats with Dresses

Take a break from heels with dresses for an equally classic (but much more comfortable) shoe.

Try wearing Mary Janes with Socks

Mary Janes with socks were seen all over the runway for 2023, not to mention all the celebrities that have faithfully followed suit to the trend. This whimsical styling of the classic shoe gives credence to the cooler seasons ahead, adding just enough coverage to keep this shoe as a staple straight into winter.

French Girl Style with Mary Janes and Flats

Achieve timeless French girl style by pairing your Mary Janes and flats with stripes, hosiery, classic white shirts and cropped tailored tweed jackets!

Going Out in Mary Janes

It may surprise you that Mary Janes are a fabulous shoe option for going out! Choose a silhouette with a block heel for a comfortable heel alternative with your mini skirts and mini dresses. Pair it with hosiery to really lean into Fall 2023 trends.

Shop Mary Janes and Flats

Zoe strappy flats in satin
Anisa Ballet Flats
Sheer Mesh Mary Janes
French Sole Two Tone Heeled Flats
Satin Red Mary Janes
Demi French Girl Flats
Metallic Heeled Mary Janes
Satin Heeled Ballerinas
Greta Ballet Mary Jane Flat
Ballerina Wrap Shoes
Ballet Leonie Soft Ballet Flats
Danza Hidden Wedge Flat
Bethany Studded Ballet Flat
Navy Patent Classic Navy Flat
Paula Heeled “Babies”
Matilda Animal Ballerinas
Georgia High “Babies”
The Day Glove
Low Anya Braided Ballerinas
Square Toe Ballet Flat
How to Wear Shoes
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