how to wear cropped pants with ankle boots

Ankle boots are a year-round fashion-girl favorite and an undisputed staple in colder months, and while it’s easy to pair your go-tos with skinny jeans, there are plenty of other ways to work with them. Although skinny jeans will never go out of style, we’ve been seeing a different style taking over lately: cropped pants with booties.

For a look that makes a statement, we urge you to take inspiration from your favorite style stars and celebrities and consider pairing your ankle boots with cropped pants. Yes, the combo can be tricky, but as Kendall Jenner and plenty of other It girls demonstrate, the results are fresh and fashion-forward—and there’s no better way to show off your favorite boots. So whether you’re wearing some boot-cut jeans, wide-leg slacks with hemlines at the calf, or three-quarter patent leather leggings, consider finishing off your look with ankle boots. Below are some of our favorite ways to wear cropped pants with booties.

cropped jeans with white booties

PHOTO:SZYMON BRZOSKA/THE STYLE STALKER 

Style Tip: Bright white ankle boots make a statement with light-wash denim. You’re guaranteed to stand out in this look.

Topshop Raw Hem Crop Straight Leg Jeans

Topshop Raw Hem Crop Straight Leg Jeans ($75)

Blondo Elvina Waterproof Bootie

Blondo Elvina Waterproof Bootie ($150)

cropped jeans with white ankle boots

PHOTO:SZYMON BRZOSKA/THE STYLE STALKER 

Style Tip: Choose a taller pair of booties that end right at the hemline for a more refined look. This way your outfit flows together.

Good American Good Waist High Waist Crop Skinny Jeans

Good American Good Waist High Waist Crop Skinny Jeans ($159)

Miista Marcelle Croc Embossed Bootie

Miista Marcelle Croc Embossed Bootie ( $435) $261

PHOTO:SZYMON BRZOSKA/THE STYLE STALKER

Style Tip: Tights can provide a pop of color beneath cropped pants for a unique look while also adding some much-needed warmth in the winter months.

Free People Sunday Skies Crop Straight Leg Cotton Pants

Free People Sunday Skies Crop Straight Leg Cotton Pants ( $98) $59

Simon Miller Low Tracker Boots

Simon Miller Low Tracker Boots ( $490) $196

Olivia Palermo cropped pants with booties

PHOTO: SZYMON BRZOSKA/THE STYLE STALKER

Style Tip: Match your pants to your boots for an elongating effect. Using this trick helps you to style any boots with cropped jeans—not just your mid-length pairs.

Nili Lotan Cropped French Military Pants

Nili Lotan Cropped French Military Pants ($395)

Dr. Martens Averil 6 Eye Boots

Dr. Martens Averil 6 Eye Boots ($155)

how to wear cropped pants with booties

PHOTO: SZYMON BRZOSKA/THE STYLE STALKER

Style Tip: The cropped silhouette helps to show off a statement pair of boots. Because why would you want to hide them?

Re/Done 70s Crop Boot Jeans

Re/Done 70s Crop Boot Jeans ( $250) $175

Vagabond Shoemakers Betsy Tall Chelsea Boot

Vagabond Shoemakers Betsy Tall Chelsea Boot ($175)

Aimee Song cropped pants with booties

PHOTO: SZYMON BRZOSKA/THE STYLE STALKER

Style Tip: Stick to a neutral color palette for a perfectly polished look. Make sure to mix neutrals to differentiate between the boots and the pants, making a subtle but obvious style choice.

Liverpool Charlie Crop Jeans

Liverpool Charlie Crop Jeans ($98)

Rag & Bone Jet Chelsea Boots

Rag & Bone Jet Chelsea Boots ( $525) $263

cropped pants with boots

PHOTO: SZYMON BRZOSKA/THE STYLE STALKER

Style Tip: Black-and-white pieces make for some beautiful contrast that shows off your daring proportions.

Goldsign The Culottes

Goldsign The Culottes ( $265) $159

Schutz Zara Lace-Up Boot

Schutz Zara Lace-Up Boot ($235)

Lucy Williams cropped pants with booties

PHOTO: SZYMON BRZOSKA/THE STYLE STALKER

Style Tip: Pair a playful pair of patterned, cropped pants with some sleek, streamlined ankle boots for a standout look that is guaranteed to turn heads.

Leith Flare Crop Pants

Leith Flare Crop Pants ( $59) $30

Jimmy Choo Bryelle Stretch Suede Ankle Boot

Jimmy Choo Bryelle Stretch Suede Ankle Boot ( $995) $597

model wearing cropped pants with booties

PHOTO: COLLAGE VINTAGE

Style Tip: With a looser cut, cropped pants look better when a little bit of the leg is exposed. Plus, it helps to make sure the boots stand out from the rest of your outfit.

Prosperity Denim Crop Straight Leg Jeans

Prosperity Denim Crop Straight Leg Jeans ($65)

Frye Billy Bootie

Frye Billy Bootie ( $298) $137

cropped jeans with white boots

PHOTO: SZYMON BRZOSKA/THE STYLE STALKER

Style Tip: Your favorite pair of cut white jeans look even cooler with striking booties. The short hem calls attention to the boots so that they stand out.

Levi's 724 High Rise Straight Crop Jeans

Levi’s 724 High Rise Straight Crop Jeans ($98)

Dr. Martens 1460 8 Eye Boots

Dr. Martens 1460 8 Eye Boots ($150)

cropped jeans with black boots

PHOTO: SZYMON BRZOSKA/THE STYLE STALKER

Style Tip: Or go the traditional route of timeless black ankle boots. Paired with any color denim, black ankle boots are the perfect finishing touch to any outfit.

Goldsign The Cropped A Jeans

Goldsign The Cropped A Jeans ( $325) $130

Loeffler Randall Kassidy Kitten Heel Stretch Booties

Loeffler Randall Kassidy Kitten Heel Stretch Booties ( $395) $158

cropped pants with black boots

PHOTO: SZYMON BRZOSKA/THE STYLE STALKER

Style Tip: Cropped pant hemlines allow contrasting fabrics to stand out. Style your patent leather boots with a pair of metallic trousers for an eye-catching mix.

Golden Goose Judy Pants

Golden Goose Judy Pants ( $495) $198

Loeffler Randall Lazaro Patent-Leather Ankle Boots

Loeffler Randall Lazaro Patent-Leather Ankle Boots ($395)

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