It’s Official—These Are the Best Flat Shoes to Wear With Midi Dresses

April 17, 2022 at 08:00AM

Hands up who owns a midi dress? The likelihood of everyone owning one is pretty high considering they are one of the most reliable (note: never boring) items around. In fact, they deserve a place in any capsule wardrobe as much as any trench coat, good-quality white T-shirt or blazer does. Sure, there are tonnes of new spring dress trends out there, but when the midi works across all seasons for any occasion and is universally flattering, it’s no surprise we choose this style again and again. While we’ve been pairing said dress with knee-high Western boots and any form of ankle boots, from heeled to stomper, for the cooler months, it’s time to think about what to wear them with for spring. Enter flat shoes

Be brave. Ankles are about to be bared, and we are so ready for the freedom of going sock-less. While most flat shoes work with the humble midi dress, there are some styles that are as reliable as the dress itself. We’re talking the fisherman sandal that adds a chunky edge to feminine silhouettes and the sporty sandal that’s back for yet another season. Here are the four flat shoes to wear with all those much-loved midi dresses.

Styles Notes: A cross between the gladiator and the nostalgic jelly we all loved as kids, these hybrid sandals are here to stay for spring. With an open or closed toe, the chunky, strappy sandal looks effortless paired with a more delicate midi dress (as seen on Marianne).

Another soon-to-be cult sandal from Prada. 

Of course Celine has created a pair. 

Well done, & Other Stories. 

Love this two-tone iteration. 

A simple pair to ease you into the trend. 

Look at that comfy, thick tread sole. 

Style Notes: You know those Chanel chunky sandals every fashion editor and influencer has worn on repeat the last few years? They’re back in new colourways and tweed textures. Proving sporty sandals are well and truly here to stay, Monikh shows how effortless they are to wear. The throw-on-and-go shoes we can all appreciate are as cool as they are comfy. 

This pastel pair will liven up any dress or jeans going. 

A classic. 

These also come in black and white, but this pink shade is so damn good. 

All about that quilted detail. 

Got to appreciate a statement buckle. 

Thank you, supportive back strap. 

Styles Notes: It may sound obvious, but a great pair of trainers will be a forever go-to when it comes to midi dresses. Adding a laid-back vibe to even the dressiest of styles, it’s all about opting for white (or predominantly white) kicks that’ll let your dress shine. 

A hint of pink is very 2022. 

These chunky Veja trainers will go with literally any outfit. 

If you’re used to heels, a platform trainer is a go-to. 


Perfect with a knit dress. 

Mum-on-the-run chic. 

The trainers you’ve most likely spotted all over Instagram. 

Style Notes: We’ve already told you Mary Janes are having a moment this year, and Alyssa cements this. Adding flat, closed-toe shoes to a midi dress is the perfect transitional outfit. To keep it feeling fresh, add zesty accessories just like Alyssa did. 

The black have of course already sold out.

Add to a frothy puff-sleeve midi. 

The Row approves. 

The stud detail feels fresh. 

Miu Miu loves a Mary Jane. 

Try with a pink midi dress. 

Next up, get ready for spring with these 12 easy outfits.

Author Harriet Davey | Whowhatwear
Selected by CWC

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