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Winter Outfits

How to Wear Jeans With Boots: 5 Easy Winter Outfits

How to wear jeans with boots in 5 easy steps: tucked into tall boots, straight jeans over ankle boots, long coats, cropped hems and chunky boots.

By How Do You Fashion · Updated · 3 min read

How to Wear Jeans With Boots: 5 Easy Winter Outfits

Jeans and boots are the easiest winter outfit, but the way your jeans meet your boots changes the whole look. Here is how to wear jeans with boots in 5 easy steps, with real outfits and notes on every piece.

Quick answer: Tuck skinny jeans into tall boots, let straight jeans fall over ankle boots, or wear cropped jeans that stop just above the boot. Match the boot style to the jean shape and add a coat or jacket.

Step 1: Tuck Skinny Jeans Into Tall Boots

Woman in a grey sweater, dark skinny jeans tucked into tall black boots1Soft grey sweater2Dark skinny jeans3Tall black boots
Photo: Jeanette Madsen on Instagram

Skinny or slim jeans tucked into tall boots look sleek and keep you warm. A soft sweater on top keeps the look simple.

Quick tip: Only tuck in slim jeans, wide ones will bunch up.

Step 2: Let Straight Jeans Hit Pointed Ankle Boots

Woman sitting in a belted brown jacket, straight blue jeans and pointed black ankle boots1Belted brown jacket2Pointed ankle boots
Photo: Lucy Alston on Instagram

Straight jeans that stop at the top of pointed ankle boots look chic and modern. A belted jacket adds shape.

Quick tip: Pointed boots make jeans look dressier.

Step 3: Add a Long Coat Over Jeans and Boots

Woman in a long brown coat, white top and dark jeans with boots on a sunny street1Long brown coat2Dark straight jeans
Photo: Marina Torres on Instagram

A long coat over jeans and boots looks polished for city days. Dark jeans and a dark coat keep it sleek.

Quick tip: Pick a coat that ends below the knee.

Step 4: Wear Cropped Jeans With Black Ankle Boots

Woman walking in a black bomber jacket, light cropped jeans and black ankle boots1Cropped light jeans2Black ankle boots
Photo: Marilyn on Instagram

Light cropped jeans with black ankle boots show a little bit of the boot and look fresh. A black jacket ties the colors together.

Quick tip: Cropped jeans look best when the hem stops just above the boot.

Step 5: Go Chunky With Dark Jeans

Woman in a brown oversized blazer, brown top, dark jeans and chunky black boots1Brown oversized blazer2Chunky black boots
Photo: Liv Madeline on Instagram

Chunky boots with dark jeans and an oversized blazer is a cool and easy everyday look. The thick sole is great on rainy days.

Quick tip: Roll your hem once if your jeans are too long.

Mistakes to Avoid With Jeans and Boots

  • Tucking wide or bootcut jeans into boots
  • Letting long jeans bunch on top of ankle boots
  • Wearing very light jeans with very dark heavy boots and a dark top, the outfit can look split
  • Leaving a big gap of bare skin between jeans and ankle boots in the cold

FAQs

How do you wear jeans with boots?

Tuck skinny jeans into tall boots, let straight jeans fall over ankle boots, or wear cropped jeans with ankle boots.

Should jeans go over or into boots?

Slim jeans can go into tall boots. Straight and wide jeans should go over ankle boots.

What boots look best with straight jeans?

Pointed ankle boots and sleek heeled boots look great with straight jeans.

Can you wear chunky boots with jeans?

Yes. Chunky boots look great with straight or slightly cropped dark jeans.

Jeans and Boots Is Always a Good Idea

Match the jean shape to the boot and add a nice jacket or coat. With these 5 easy steps, jeans and boots will be your best winter outfit.

More ideas: how to wear ankle boots, how to style knee high boots and winter boots outfits.