The Dress-and-Boot Combos That Work Every Time

If you can find a more iconic fashion duo than the dress-and-boot combo, do tell. This pairing is so easy to fall back on right now as we're in-between seasons. Grab a go-to dress, throw on a pair of your favourite boots and you’re ready. 

We’ve spotted some great boot-and-dress combos recently, from street style at fashion week to some of our favourite influencers, which inspired us to start the shopping list below. Although you can be pretty safe in the knowledge that most boot styles go with most dresses, these street style looks just might inspire you to leave your comfort zone and try a new pairing this season. We’re on the lookout for the perfect black chunky pair to balance out the feminine maxi dresses we’re lusting after this season. Midi dresses were made for knee-high boots, and longer maxi styles work excellently with statement ankle boots

Keep scrolling for more inspiration and to shop the best styles.

1. Midi Dress + Western Ankle Boots

Dress and boots: Eniswardrobe in midi dress and black suede boots


Style Stalker

Style Notes: Go for a bold printed dress with a pair of white boots to make this look feel very 2021. 

2. Knit Dress + Slouchy Knee-high Boots

Dress and boots: Lizzy Hadfield wears black mini dress and tan knee high boots



Style Notes: We couldn’t not include Eni’s combination of a mint jumper-dress and knee-high boots. If these boots make all legs look this good, we’re sold. 

3. Asymmetric Dress + Suede Boots

Bettina Looney wears yellow floral prairie dress with Fendi bag and boots.


Morgane Maurice

Style Notes: This orange has been one of the hottest colours of the year. Pair it with knee-high black boots for real wow. 

4. Floral Dress + Suede Ankle Boots

Lisa Aiken wears Ganni floral dress with a velvet belted blazer, Chloe boots and a Wandler bag.


Styler Stalker

Style Notes: If you’re looking for a more classic dress-and-boot pairing, opt for a floral frock, like one from Rixo, and a pair of suede boots. 

5. Puff Sleeve Dress + Chunky Lace-Up Boots

Monikh wears H&M's new zebra print dress under a tan puffer coat with chunky biker boots.


Morgane Maurice

Style Notes: Trust Alexa Chung to make a pink dress feel super fresh. Toughen up the super-pretty outfit with a pair of biker or hiker boots. The leather crop top optional. 

6. Midi Dress + Midi Western Boots

Alexis Foreman wears Nanushka's beige dress with black leather ankle boots.



Style Notes: There’s nothing we love more than pairing a floral dress with cowboy boots. Classic with a twist. 

7. Statement Dress + Simple Stomper Boots

Dress and boots: Jeanette Madsen in maxi and boots


Morgane Maurice

Style Notes: Love puff sleeves? Us too. Invest in a frock with this detail and watch the compliments roll in. A floaty dress looks effortless clashed with chunky thick tread boots. 

This piece was published at an earlier date and has since been updated. Next up, these are the biggest spring/summer 2022 fashion trends to know. 

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