From Casual to Chic: 5 Incredible Ways to Wear Mary Jane Flats

It’s no secret that Mary Jane flats are the must-have shoe for 2025! We saw them surge in popularity back in the fall and winter seasons, and now we are styling them for spring and summer. Whether you want casual or chic, here are 5 ways to wear Mary Jane flats PLUS some amazing new styles for spring/summer 2025!

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I currently have three pair of Mary Jane flats in my wardrobe. A black mesh pair, a tan ribbed knit pair, and a red smooth leather style. I will be using these to show you all the possibilities with outfit ideas. The black and red pair are from Target last year and have sold out. I will link similar styles for those. The tan pair is still available, and they also come in several colors.

Mary Jane Flats With Jeans

Let’s look at some outfits with jeans and Mary Jane flats. You will find that this style shoe really goes with anything so they are worth the investment for sure! Any color or cut of denim will pair nicely with this type of shoe.

Show off your shoes with a jogger style or cropped style denim. My jeans are the high rise denim girlfriend utility joggers from Gap factory.

Classic striped tee, wide leg jeans and neutral Mary Jane flats. Shop this look here.

Sweater Vest | Straight Leg Jeans | Shoes

A look you could probably recreate from your closet…white button down, wide leg jeans, white sweater, red flats.

Mary Jane Flats With Shorts

Now that warm weather is here, let’s look at some outfits with Mary Jane flats and shorts. I styled them with dressy trouser shorts and more casual knit shorts.

Both of these outfits are centered around these trouser style shorts. I’m wearing a size small in the khaki, but check the link for other color options.

Another style tip to note with these outfits is that when wearing shorts, picking a shoe color that is neutral will help elongate the legs and keep the line long. This shoe choice blends perfectly and does not break up the leg at the ankle like a darker color would tend to do.

I’m also showing my newest handbag from Amazon. The east/west style bag is trending and this one looks very elegant and high end! This is the nude color and it also comes in a darker chocolate brown and black.

Loving the classic and effortless look of this shorts set. Daisy decided to pose with me today.

The last example of a shorts outfit with Mary Jane flats is this super casual style from Aerie. Aerie is my favorite place to shop for cozy lounge clothes, and they are my go-to work from home favorites. This set is new this year, and I bought it in 3 colors!

With Dresses

If you prefer to wear flats instead of heels, Mary Jane flats are perfect with dresses. They look especially good with longer midi or maxi style dresses.

Black & White Sundress

White Shirtdress | Similar White Shirtdress

Floral Midi Dress

Shirtdress

With Skirts

Mary Jane’s are also perfectly suited for wearing with skirts of any length or style. Here are some skirt outfits for summer.

This outfit is made up entirely of wardrobe basics. My favorite high neck tank from Target. I usually purchase these in all the basic colors. My a-line skirt is another versatile piece from J.Crew Factory. I picked it up earlier this year for a steal! Sorry it’s sold out now, but this one is similar.

This two piece pullover top and skort are from Amazon. I have this is two colors and the fabric is that buttery soft knit that we all love!

If you don’t have a silk/satin slip skirt then where have you been? This piece continues to trend for 2025 and looks great with Mary Jane flats.

Don’t forget about your maxi skirts for summer! These shoes look good with those too!

Lounge & Athletic Outfits

When you have an elevated lounge set, you can go many directions with shoes to complete your look. Mary Jane’s are a cute and maybe unexpected style touch.

Similar Active Dress From Athleta

I love my active wear from Athleta but don’t every pay full price! Check the online sales, or if you’re fortunate enough like myself, visit the Athleta Outlet store.

So now that we have seen some fun ways to wear Mary Jane flats, here are some fun styles for you to shop.