19 Old Navy Dresses We're Absolutely Loving Now, From Winter-Friendly Minis to Cosy Maxis

Get your preferred fit with the drawstring waist on this Old Navy Waist-Defined Crinkle-Textured Long-Sleeve Midi Dress ($55), whether you leave it loose or tie it tight. (And how cute would either the brown or yellow look with booties or mules?!)

'Tis the season for pops of plaid, so will you be grabbing this Old Navy Long-Sleeve Plaid Mini Swing Dress ($40) in red or white? Both would suit any upcoming festive photo ops.

The Old Navy Rib-Knit Cardigan Sweater Midi Dress ($40-$45, originally $45) is like getting multiple looks in one since you can wear any of the four colours both as a dress or left open as a sweater instead.

The dark-green (and pocketed!) Old Navy Puff-Sleeve Smocked Floral-Print Mini Swing Dress ($40) is so chic for the holidays, paired with heels and sneakers alike.

Wear a bohemian Old Navy Long-Sleeve Waist-Defined Tiered Poet Midi Dress ($55) with different shoes throughout the seasons, from suede boots in winter to leather sandals in summer. Just add layers or scrunch up those sleeves as needed.

The material definitely makes this Old Navy Puff-Sleeve Velvet Mini Shift Dress ($50) look fancy, but it's loose enough to lounge in long after the holiday party's done. Cute and comfy is a definite win-win.

While chunky heels would look nice for a night out, consider pairing this Old Navy Puff-Sleeve Floral Maxi Shift Dress ($45) with casual winter boots to dress it down as well.

This Old Navy Long-Sleeve Floral-Print Tiered Midi Swing Dress ($55) would look pretty with tall camel boots and a snuggly scarf this season.

Belt it up, leave it loose, tie a sweater, or drape a jacket. The possibilities for styling this Old Navy Rib-Knit Maxi Shift Dress ($40) are practically endless.

Any colour of this Old Navy Long-Sleeve Tiered Smocked Embroidered Mini Swing Dress ($50) would look nice with ankle boots in milder weather this winter (or just slip a long, cosy coat on top).

Picture this Old Navy Smocked-Waist Fit & Flare Cami Midi Dress ($45) with a cropped cardigan or metallic wrap. It works for work dinners and dinners out with friends.

A pretty, stitched leaf detail and pockets?! Sign us all the way up for a new Old Navy Waist-Defined Embroidered Long-Sleeve Midi Dress ($55) in grey or blue.

Wear this Old Navy Long-Sleeve Rib-Knit Mini Sweater Dress ($54-$60, originally $60) over patterned tights or leggings when it's cold this winter, and solo with boots and tall socks when it's warmer.

Wouldn't this black Old Navy Long-Sleeve Button-Down Tiered Midi Swing Dress ($55) be a lovely blank canvas for your favourite colourful accessories, purses, and shoes?

We're picturing this Old Navy Long-Sleeve Tiered Floral Midi Swing Dress ($55) with high-tops and a leather jacket or flats and a cosy cardigan.

A red Old Navy Fit & Flare Rib-Knit Long-Sleeve Mini Dress ($20, originally $35) gets our top pick for a casual Christmas dress, but the style comes in oatmeal and forest green, too.

Why not slip a blazer on top of this Old Navy Waist-Defined Rib-Knit Turtleneck Long-Sleeve Dress ($38-$45, originally $45) at the office or do the same with a cropped puffy coat for weekend plans?

Choose between two different patterns for this Old Navy Long-Sleeve Fit & Flare Smocked Midi Dress ($55), whether you like neutral or colourful flowers. Both would look great with bright-white sneaks.

Any Old Navy Long-Sleeve Fit & Flare Slub-Knit Midi Dress ($45) is the choice to make when you really just want to wear a T-shirt and nothing else. This cotton jersey material is that soft!