Chic Ways to Style Mary Janes: 13 Outfits to Inspire Your Wardrobe

We all know how versatile Mary Janes are. These comfy shoes have stood the test of time and they’re more than just a nostalgic nod to school days.

Well, these shoes aren’t just about looking cute (although they definitely do that). They’re about embracing your feminine side while staying comfortable and practical. In short, Mary Janes are the perfect blend of fashion and function – and who doesn’t want that?

With their modern twists and endless styling possibilities, Mary Janes can transform any outfit into a fashion statement.

I’m here to show you how to style them in ways that are fresh, fun, and oh-so-chic.

Before we dive into the outfits, let’s talk about some Mary Jane essentials:

  • Versatility is key: Mary Janes come in various styles – flat, heeled, chunky, delicate. Choose a pair that fits your lifestyle.
  • Color matters: While black is classic, don’t be afraid to experiment with bold colors or patterns.
  • Comfort is crucial: Make sure your Mary Janes fit well. You’ll be wearing them a lot!
  • Occasion-appropriate: Consider the setting when styling your Mary Janes. Some looks work better for casual outings, while others are perfect for the office.
  • Mix and match: Don’t be afraid to pair Mary Janes with unexpected items in your wardrobe. That’s where the magic happens!

Now, let’s explore some fabulous Mary Jane outfit ideas!

1. Cardigan + Jeans + Mary Janes

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Instagram: @fakerstrom

This outfit is the epitome of casual chic. A cozy gray cardigan paired with mid-rise straight jeans creates a relaxed yet stylish look.

The Trary Ballet Flats add a touch of elegance, making this ensemble perfect for brunch with friends or a casual day out.

This classic style looks effortlessly good with denim.

2. Trench + Jeans + Mary Janes

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Instagram: @whatgigiwears

Elevate your everyday look with a trench coat and wide-leg jeans.

The Free People Highlands Peacoat adds sophistication, while the Levi’s Ribcage Straight Jeans keep it modern.

Finish off with the Lucky Emjane Mary Jane Flats for a balanced silhouette.

This outfit is perfect for a day at the office or a casual dinner date. Add a baseball cap for an edgy twist!

3. Coat + Jeans + Flats

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Instagram: @looxlikecarrie

Stay warm and stylish with a double-breasted wool jacket and white wide-leg jeans.

The & Other Stories coat is a statement piece, while the Madewell Harlow Wide Leg Jeans keep the look fresh.

The Puffin Shoes Crystal Buckle Mary Janes add a hint of sparkle, making this outfit perfect for a winter outing or holiday gathering.

4. Blazer + Leggings + Mary Jane Flats

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Instagram: @creativeecho

This look is all about comfort meets chic. A gray oversized blazer paired with split hem leggings creates a sleek silhouette.

The Vince Camuto Perrie Flat adds a touch of sophistication, making this outfit ideal for a casual Friday at work or a coffee date.

You’ll feel confident and stylish all day long!

5. Top + Trousers + Flats

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Instagram: @cristinahudacov

For a polished office look, try a mock neck turtleneck with brown trousers. The APRLL Short Sleeve Mock Turtleneck is both stylish and comfortable.

Pair it with Spanx Carefree Crepe Trousers for a sophisticated touch.

The Sam Edelman Michaela Mary Jane Flat completes this ensemble, making it perfect for meetings or presentations.

6. Trench + Dress + Mary Janes

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This outfit is a perfect blend of elegance and casual flair.

A beige trench coat over a black knit dress creates a chic layered look.The DV Reyes Ballet Flats add a touch of femininity, making this ensemble ideal for running errands or a casual lunch.

Finish with a striped sweater for that Parisian vibe!

7. Coat + Stockings + Flats

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Instagram: @belenhostalet

Opt for a black tie coat and black tights for a sleek winter look. The Mango Belt Maxi Coat is a statement piece, while Spanx Tummy Shaping Tights keep you warm.

The Angel Alarcon Strappy Flats add a modern twist to the classic Mary Jane style.

This outfit is perfect for a night out or a winter gathering.

8. Shirt + Shorts + Flats

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Instagram: @smythsisters

Who said Mary Janes don’t go with athleisure wear? Swap out your sneakers for a pair of GAP Velvet Mary Jane Flats.

An Adidas Own The Run Tee paired with green Adidas Three Stripes Shorts creates a sporty yet chic look.

This outfit is perfect for a casual day out or a weekend brunch.

9. Shirt + Skirt + Flats

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Instagram: @symphonyofsilk

For a feminine touch, try a white tee with a gray tennis skirt.

The Reformation Classic Tee is a wardrobe staple, while the Milumia Pleated Skirt adds a playful vibe.

The Vicenza Bow Mary Jane Flats complete this look, making it perfect for a picnic or a day at the park.

10. Blazer + Skirt + Mary Janes

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Instagram: @rikkekrefting

Looking for an edgier way to style a tennis skirt?

Pair a brown leather blazer with a brown pleated skirt for a chic contrast.

The Steve Madden Vinetta Flats add a cool girl vibe, making this outfit perfect for a night out or a trendy event.

11. Dress + Socks + Flats

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Instagram: @mariwka

This outfit is a trendy take on a classic look.

A black balloon dress paired with white socks creates a playful contrast.

The Coach Whiteley Mary Janes add a chic touch, making this ensemble perfect for a casual day out or a fun gathering.

12. Black Dress + Flats

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Instagram: @barbarapastorlight

For a timeless look, opt for a black maxi dress. The Reformation Abene Dress is elegant and versatile.

Pair it with the Le Monde Beryl Mesh Mary Janes for a modern twist.

This outfit is perfect for a summer evening or a special occasion.

13. Dress + Mary Janes

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Instagram: @lisonseb

Finish off with a flowy white mini dress for a fresh summer look. The Amanda Uprichard Mabel Dress is light and breezy.

Pair it with Loeffler Randall Leonie Flats for a chic finish.

This outfit is perfect for a garden party or a casual day out.

Mary Janes are not just for schoolgirls anymore. They are a versatile footwear choice that can elevate any outfit.

From casual brunches to chic office looks, there’s a way to style them for every occasion.

Embrace your individuality and have fun experimenting with these outfit ideas!