6 Easy Jeans-and-Boots Outfits I’ll Live in This Winter

No matter who you are and what your personal style is, you’ve probably paired jeans and boots together at least a handful of times. In my case, this is my go-to combination come winter. Whether it’s flares with sock boots or straight-legs with chunky stompers, it’s a simple formula that never fails. 

We’ve hit that point in the year when the defining boot trends are taking shape, and we’ve already talked at length about 2023’s key denim cuts. It’s only natural, then, to start mentally inserting them into outfits. But you don’t have to rely solely on your imagination—Instagram’s best-dressed influencers have already provided ample inspiration.

One thing is for sure: This outfit formula certainly isn’t one-size-fits-all. We’ve seen smart interpretations featuring blazers and indigo denim, cosy styling where statement knitwear and lug-soled boots compete for attention, and everything in between. Six looks in particular have stood out to us—check them out below.

1. Beige Blazer + Flared Jeans + Pointed-Toe Boots

Style Notes: Together with wide-leg jeans and pointed boots, this is a look we’ll be wearing all year long.

Shop the look:

The Frankie Shop

Bea Single-Breasted Canvas Jacket

Melie Bianco

Melie Bianco Larissa Woven Faux-Leather Satchel Bag

This is a great Bottega dupe if you’re on a budget.

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Flared Jeans

Toteme

The Mid Heel 60 Leather Ankle Boots

Pointed boots are taking over.

2. Quilted Jacket + Ecru Jeans + Chelsea Boots

Style Notes: There’s no better option to keep you cosy than a quilted jacket. Ecru jeans will keep the outfit from feeling heavy, then opt for Chelsea boots for bonus comfort points.

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Whistles

Ida Short Quilted Coat

The ultimate throw-on layer for colder days.

Jigsaw

Tyne Wide Leg Crop Jean | Ecru

M&S Collection

Leather Chelsea Flatform Ankle Boots

M&S has nailed it once again.

3. Relaxed Jumper + Distressed Jeans + Cowboy Boots

Style Notes: Tap into your inner cowgirl with a pair of suede western boots, like Alice. Show them off by tucking in your jeans, then chuck on a neutral knit to balance out the statement styling.

Shop the look:

By Malene Birger

Mélange Knitted Sweater

A jumper you’ll treasure for life.

Mother

The Maven Heel Distressed High-Rise Straight-Leg Jeans

From the faded wash to the intentional distressing, everything about this pair is perfect.

By Anthropologie

Suede Leather Western Cowboy Boots

These feel traditional but not costume-y.

4. Leather Trench Coat + Baggy Jeans + Heeled Ankle Boots

Style Notes: Baggy jeans sit on the more casual side of the denim spectrum, but can be easily elevated with the right pieces—for example, a leather trench coat and sleek ankle boots.

Shop the look:

Mango

100% Leather Trench Coat

It’s expensive for Mango, but that says something about the quality.

This cut comes in seven versatile washes.

Perhaps my favourite boots on the high street right now.

5. Smart Coat + Black Jeans + Pointed-Toe Ankle Boots

Style Notes: Jeans can look so polished when paired with a smart coat and sleek boots, as Anouk proves. A cable knit jumper helps keep you cosy too.

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Raey

Oversized Contrast-Panel Wool-Blend Sweater

I love Raey’s knitwear collection this year.

Agolde

Freya High-Rise Slim-Leg Organic Jeans

I really rate Agolde denim.

House of Dagmar

Oversize Belted Coat

A coat you’ll love and wear forever.

H&M

Pointed Leather Boots

Just a really fab pair of high-street boots.

6. Long-Sleeved Top + Black Jeans + Burgundy Boots

Style Notes: You can always count on Parisians to make a simple outfit look enviably chic. The pop of burgundy is a considered detail that makes all the difference here.

Shop the look:

Weekday

Slim Fitted Long Sleeve

A new season is prime time to stock up on fresh basics.

I’m into this tapered leg.

Reformation

River Knee Boot

Tuck this under ballooned jeans.

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