3 Ways To Style Midi Dresses For Fall

a girl is smiling at a cafe
a girl who is happy and in one of the midi dresses that are great for summer
up close of one of the midi dresses
an up close on sneakers
a jean jacket and a midi dress

Now that it’s officially after Labor Day, it’s time to really chat fall fashion. And the one thing I’ve seen just about at every single store is leopard print. Actually, ANY animal print. Snake print, zebra print (remember that one?!) and everything in between. I’ve always been a leopard fan. And although it never truly went away, it’s definitely here in a BIG way this fall. The other fall trend I’m seeing everywhere are midi length dresses and skirts! I personally love when they’re a bit more fitted like today’s dress so you highlight your shape instead of all the fabric swallowing you up.

I picked up this leopard midi dress back during the Nordstrom Anniversary Sale. And it sold out almost instantly. Luckily, it’s back in stock and is still at a great price of only $59. I’m wearing a size small for reference. The thing I love about this dress is how versatile it is! I wore the floral version in Boston out to dinner with a leather jacket. It could work great for a meeting with a black blazer and a simple pump. Or come winter with an OTK boot and black sweater over it. Here are 3 ways to switch up a simple dress.

How To Dress Up A Staple Midi Dress

To start any of these looks, begin with a great midi dress that feels great. I love when they have a bit of a slit so you can see a touch more skin. But for the office, maybe choose one that doesn’t. I also prefer a midi dress that’s a bit more fitted. This length can be overwhelming on some people, so keeping it slightly fitted or at least showing off your shape, you’ll look and feel taller and thinner!

Go Cool Girl Style

Add a leather jacket, black bootie and maybe even a hat to spruce it up. Whether your midi dress is floral, leopard or solid, it’ll feel super cool and new with these additions. This is my go to uniform for fall. I truly LIVE in my leather jacket and highly recommend investing in a good one if you wear them often. They’re worth the price and will last you year after year.

get the look

Go To The Office

You can update your favorite midi dress for the office with a few options. A long cardigan is always great. Or a structured blazer is a great option that also adds some shape. Be sure to keep any major slits in mind. You’ll want things to still be at or around the knee, nothing higher! Lastly, add a classic black or nude pump to keep things professional.

get the look

Weekend Casual

My favorite way to wear it like I did today. Simple sneakers, my platform chucks are a favorite but an Adidas or Veja works. You can also lean into fall with a bootie too! Then top with a denim jacket or bomber. You can also add on a cozy sweater over top so the midi dress acts like a skirt.

get the look

I know I’ll be rewearing this piece a lot this fall and can’t wait to style it in new ways! Which version would you style first?

Photos by Hannah Lozano

Jessica is an Atlanta life and style blogger. Aiming to bring practical tips to your every day life. Tips that you can easily tackle and make your life feel just a tad more 'put-together'.

Leave a Comment


  1. 9.3.19
    Karly said:

    This is insanely helpful since I plan to pack a ton of midi dresses/skirts for an upcoming trip. I’ll probably be wearing the denim jacket/sneaker style on repeat!

    Just sayin’,

    • 9.3.19
      Jessica said:

      Then just pack some heels to dress it up just in case!

  2. 9.3.19
    Laura Leigh said:

    All about it with the sneakers!

    xo Laura Leigh

  3. 9.4.19
    Alex said:

    Always in favor of a great leopard print for any closet piece!

    Alex | adoredbyalex.com

  4. 10.26.19
    Sneaker Fan said:

    Hi! Nice pics, you look super cute in your Converse! Would love to see you in a pair of old school canvas Keds too!