What To Wear With A Midi Skirt

blue midi skirt


Midi Skirt: Topshop | Tank: Nordstrom | Jacket: Free People (similar) | Necklace: Moon & Lola | Shoes: Steve Madden (similar) | Lips: NARS

Midi skirts are one of my favorite wardrobe items. The length is comfortable, the texture usually flows and they pair with everything

I wear them a lot, I know. I often have friends ask me what they should pair with them and my answer is almost always ‘whatever you want’. I had an event this particular evening, so decided to dress my pleated skirt up a bit. I grabbed this a few seasons ago and have been re purposing it ever since. 


Mix Textures: I love mixing textures in any outfit but I think it looks great with midi skirts. Since they tend to come in lighter fabrics, pairing them with something edgy like a moto jacket or chunky sweater always looks great.

Keep It Casual: I have been pairing mine with sneakers and a tee lately and think it works perfect for daytime and even casual nights out. It comfortable, easy and you can mix in a plain tee or even something fun and printed. 

Keep It Proportional: Sometimes midi skirts can be full, so make sure to balance it out. If you have a large skirt pair it with a tighter fit silk tank or turtleneck so the look doesn’t overwhelm you. 


How have you been wearing yours? Have you made the plunge and bought one? 

I have to be honest, a few seasons ago I thought my first one would be a throwaway but they have lasted me forever and I plan to wear them all fall long! 

 Also, thanks for all the birthday wishes! I’m excited to ditch work a little early and enjoy some dinner & cake with Trevor. Hope you all have a wonderful day! 

blue midi skirt

white silk tank

chicago style blogger

blue midi skirt

steve madden lace up heels

free people leather moto jacket

chicago fashion blogger

black moto jacket

blue midi skirt

vegan faux leather moto jacket

nordstrom midi skirt


Photography by Iron & Honey Photography


36 thoughts on “What To Wear With A Midi Skirt

  1. Nicole Kestenbaum

    You look stunning in that skirt! What is your height? I wonder if a skirt like that would look good on a shorty like me.


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