The Only Winter Boot Outfits to Wear in 2020
When it comes to winter boots, there are plenty of cool trends to keep your eye on as we move into 2020. In 2019, we’ve seen some major boot trends explode—from chunky platform boots and lug-sole styles to knee-high silhouettes and the wide-shaft boots that have taken over the wardrobes of fashion insiders. So what are the foolproof ways to wear them that will be chic long into the New Year?
Ahead, discover winter boot outfits that have been endorsed by the most stylish women among the fashion set. Whether you’re planning to wear them with jeans, trousers, skirt, or minidresses, we’ve rounded up the perfect outfit formulas to breathe new life into the boots sitting in your closet—or inspire you to add some fresh pairs into your wardrobe. Go on for the coolest winter boot outfit ideas for 2020.
Tuck your trousers into knee-high boots.
Here's how to wear them with an off-white knee-high version.
More evidence that tucking trousers into boots is a stylish move.
Or wear them on their own with an oversize cot.
Thick-soled boots are the perfect pairing for tailored pants.
Wear a midi coat with sleek boots.
Another vote in favor of this winning outfit formula.
Add a patterned pair of boots to a denim look and top it off with a faux-fur coat.
Yep, animal-print boots are the perfect pairing with pants.
Slouchy black boots are the perfect counterpoint to white jeans.
Want to toughen up a minidress? Add lug-sole boots.
Black ankle boots are the ultimate shoe to add to a skirt suit.
Same goes for a pantsuit.
More suiting inspiration right this way.
A trench + jeans + ankle boots = your ultimate 2020 uniform.
Or swap in a structured blazer for another take on the previous look.
If you're looking to dress up loungewear, this is the way to do it.
Ready for the long shorts trend? Here's how to wear it like a pro.
Stick to brown tones.
If you're going for multi-hue boots, stick to a neutral palette.
Next, discover the eight shoe trends everyone will be wearing in 2020.
Kristen Nichols is the Associate Director, Special Projects at Who What Wear with over a decade of experience in fashion, editorial, and publishing. She oversees luxury content and wedding features, and covers fashion within the luxury market, runway reporting, shopping features, trends, and interviews with leading industry experts. She also contributes to podcast recordings, social media, and branded content initiatives. Kristen has worked with brands including Prada, Chanel, MyTheresa, and Luisa Via Roma, and rising designers such as Refine and Tove, and her style has been featured in publications including Vogue.com, Vogue France, WWD, and the CFDA. Before Who What Wear, Kristen began her career at Rodarte, where she worked on assistant styling, photo shoots, and runway shows, and at Allure, where she moved into print and digital editorial. She graduated from the University of Southern California, where she studied art history and business, and currently lives in New York.
-
I'm a Fashion Editor—I Reach For These 2 Pieces When I Don't Know What to Wear
Ready in 10 minutes or less.
By Jennifer Camp Forbes
-
Olivia Rodrigo Just Found the Next It Shoes to Wear With Dresses
They're fresher than Western boots.
By Allyson Payer
-
The Only 9 Jackets You Need for Spring, According to Fashion People
There's something for everyone.
By Remy Farrell
-
J.Lo Wore the Classic Two-Item Outfit That Looks Elegant Every Single Time
The Birkin helps.
By Eliza Huber
-
The Nordstrom Spring Sale Has So Many Chic Shoes—I'm Losing It Over These Finds
Good luck picking just one.
By Jennifer Camp Forbes
-
And Now, 5 Elevated Ways to Wear Your Jeans in 2024
Denim devotees, unite.
By Grace O'Connell Joshua
-
I'm Saving This '90s Supermodel's Airport Looks for All My Travel Days in 2024
Each one is comfortable and super chic.
By Jennifer Camp Forbes
-
After 5 Days in Aspen, I'm Officially Hooked on Western Pieces—5 I'm Loving RN
From cowboy hats to fringe accents.
By Grace O'Connell Joshua