Whenever the weather starts to transition to fall, I’ve realized I always opt for denim. Jeans are easy, they’re comfortable, they’re flattering, and they go with just about everything… What’s not to love?! But since we’ve gotten lucky with a very warm fall so far (and I’m sure I’ll be living in denim all winter long), I’ve been making an effort to spice things up with dresses and skirts these past few weeks.

I picked up this floral midi dress a few weeks ago at Old Navy and I’ve already worn it a handful of times! There’s a common conception that skirts and separates are the most versatile, but when you’ve got yourself a dress that can be styled so many different ways, that’s not always the case. The best dresses are ones you can wear over and over with different layers and accessories for unique looks!

1. Suede Jacket + Colorful Accessories

The colors in this floral pattern are basically fall in a nutshell, which maximizes versatility! Mustard yellow, cognac brown, a deep red, and dark green all rooted in black. For this first look, I played up all of the different colors with mixing them all into one outfit. The key to doing this is choosing a variety of textures! Dark purple velvet booties, a rich suede chestnut-colored jacket, a green crinkled leather bag, and a little pop of bordeaux red with a thin suede belt. It’s a lot going on, but I think it’s a fun boho look for brunching on the weekend or heading out to dinner!

Get the Look…

Old Navy Floral Midi Dress
Blank NYC Cognac Suede Jacket (similar style at Old Navy!)
Old Navy Suede Burgundy Belt
Marc Fisher Purple Velvet Booties
Joelle Hawkens Green Leather Bag (similar style at Old Navy!)
Gucci Aviator Sunglasses

2. Slouchy Sweater + Sneakers

If you’re looking for a more casual way to wear this dress, you can’t go wrong with a slouchy sweater and a fun pair of sneakers. Oversized, cozy cardigans are all the rage this fall, but I feel like our first instinct is to just pair them with skinny jeans and booties. I love the juxtaposition you get when wearing them with something more feminine, like a dress or a skirt!

Get the Look…

Old Navy Floral Midi Dress
Old Navy Cardigan
Tretorn Glitter Sneakers (similar style at Old Navy!)
Polene Leather Top-Handle Bag (similar style at Old Navy!)
Le Specs Matte Black Aviators

3. Hat, Belt, & Booties

For a more classic look, pair your fall midi dresses with tonal accessories, like a hat, leather belt, booties, and a structured bag! Perfect for the office (maybe minus the hat), meetings around the city, dinner with the girls, or even grabbing drinks after work.

Get the Look…

Old Navy Floral Midi Dress
Old Navy Hat
Madewell Black Leather Belt (similar style at Old Navy!)
Steve Madden Black Ankle Booties (similar style at Old Navy!)
Brahmin Leather Bucket Bag (similar style at Old Navy!)
Kate Spade Watch
Ray-Ban Aviators (similar style at Old Navy!)

4, 5, 6, 7, 8, 9, 10 … you get the idea!

Think outside the box… Try on your fall dresses with your denim jackets, vests (faux fur, black, white, army green, etc.), layer a turtleneck and tights underneath, dress it up with a pair of pumps for work, wear with ankle booties, try them with ballet flats. Have fun with it!

Oh, and just a little tip for sizing… I’m usually a small in Old Navy this season, but they were sold out of smalls in this color when I was shopping. I tried on the XS and it actually fit, so I’d size down if you’re in between sizes!

Here are a few more great midi dresses from Old Navy…

Created in partnership with Old Navy

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