These Are the 5 Jeans and Boots Styles That Always Work Well Together

Like gin and tonic, jeans and boots are basically a classic combination that won't raise any eyebrows. With this being said, seen as there are more denim styles than ever – from staple skinny and retro flare to mum, boyfriend and even dad – choosing the right cut is step one of the equation. Step two, is finding the ideal pair of boots to go with them. Again, there are so many key styles this season this can take some real thought. Do you go for Prada's sell-out stomper boots like Lucy Williams? Or do you try out the Jimmy Choo snake print knee-highs that have already reached cult status? Which ever ones you go for, it's not as easy as throwing them on with the first piece of denim you spot in your wardrobe. 

This is why we're here to help – after scouring the Instagram pages of some of the most stylish women on Instagram, we've found 5 easy-to-wear jeans and boots pairings. From Western styles with kick-flare jeans to the spray-on skinny and knee-high boots unlikely duo that has resurfaced from the depths of the 00s. These are the options you can look to with reassurance that they'll work without any awkward 'does this toe shape look odd?' or 'is this heel height too low for my jeans?' kinda moments. Continue to see, and shop the jeans and boots looks that will inspire your outfit choices for the foreseeable. 

Straight Jeans + Chunky Chelsea Boots

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(Image credit: @lucywilliams02)

Style Notes: Everyone needs a high waist, straight leg pair of jeans in their lives. Wear with chunky tread Chelsea boots à la Lucy Williams (her Prada pair has sold out, sob) and make sure they're slightly cropped so they don't bunch at the ankle. 

Flared Jeans + Western Boots

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(Image credit: @ada_oguntodu)

Style Notes: Western boots have been key from summer through to autumn, and they're sticking around for winter, too. Keep with the Wild West theme and mix in leather textures and flared jeans – go for a dark wash to keep the pairing looking premium. 

Skinny Jeans + Knee-High Boots

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(Image credit: @darjabarannik)

Style Notes: Darja wears the Jimmy Choo snake print knee-high boots in green, and they've nearly sold out across all sites. Take note from your 2003+ self and pull them on over a pair of spray on skinny black jeans – believe us, the styling trick is back for 2019. 

White Jeans + Printed Ankle Boots

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(Image credit: @_jessicasyke)

Style Notes: You don't have to pack your light denim away just because the days are getting darker. Make like Jess and weave in deeper neutral shades. A heeled pair of printed ankle boots look so good popping out of a white hem. 

Cropped Jeans + Lace-Up Boots

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(Image credit: @savislook)

Style Notes: Lace up boots are everywhere this season – from Rejina Pyo to Whistles' sell out pair – and they're big news. Wear a cropped style jean to show off the dreamt detail and make sure they're heeled to keep them sleek. 

Next up, this is the one coat trend everyone loves every winter. 

Freelance Fashion Editor

Harriet Davey is a freelance fashion editor who has been part of Who What Wear's extended team since 2017. She previously worked in print at Look magazine and has since worked across print, digital and social for many other titles, including British Vogue, Stylist, Grazia, Refinery29 and Marie Claire. Also a stylist, Harriet has had the pleasure of producing cover shoots and editorials along with commercial shoots for brands including Boux Avenue, Watches of Switzerland, Benefit Cosmetics and Revolution. To add to this, Harriet also works in live TV styling for ITV’s This Morning.

Back to Who What Wear. With hundreds of published stories on site, Harriet knows what the WWW reader wants. Keeping up to date with the latest It buys and runway trends, she can guarantee to keep you one step ahead of the most stylish people.

When not writing or styling, Harriet loves to go shopping (yes, more fashion). If she’s not in a local Hackney bar or restaurant, you can find her forever searching for her next holiday destination.