38 Trending Ankle Boots Outfits For Winter

trending ankle boots outfits for winter

Ankle boots are the comfiest! Whatever the fashion is, ankle booties have a place in our hearts and though most of celebrities and bloggers are wearing knee boots, you can still style ankle boots for winter in a very trendy way, just choose the right boot. Which? Let’s find out.

Ankle Chelsea Boots

Chelsea boots are casual classics that today got a refresh with a chunky sole. Chunky Chelseas are very comfortable for walking and are warm enough for winter. They can be worn with sporty and casual looks or with girlish ones for a contrast. Choose a basic color if it’s your main boot pair for winter or an accent shade if it’s an additional pair.

Brown chunky Chelsea boots are a cool idea if you love casual things and comfort.

Brown chunky Chelsea boots are a cool idea if you love casual things and comfort.

Dark brown low heel Chelseas are a fresh take on classic flat ones, witha small and comfy heel.

Dark brown low heel Chelseas are a fresh take on classic flat ones, witha small and comfy heel.

Black chunky Chelsea boots are very nice to wear with some chic and girlish looks to create a contrast.

Black chunky Chelsea boots are very nice to wear with some chic and girlish looks to create a contrast.

Ankle Cowboy Boots

Cowboy boots are up-to-date! They made a huge comeback and everybody’s trying this or that model on. Don’t go into detailing and stick to a modern pair of suede and you will get a cool pair for eye-catching winter looks.

These black cowboy boots are a nice idea for many looks, and the heels are very stable ones.

These black cowboy boots are a nice idea for many looks, and the heels are very stable ones.

Orange cowboy boots and a beige shearling coat are a perfect match.

Orange cowboy boots and a beige shearling coat are a perfect match.

Rust Chelsea boots make a statement with their color adding interest to the monochromatic look.

Rust Chelsea boots make a statement with their color adding interest to the monochromatic look.

Ankle Chunky And Combat Boots

Combat boots are always there, this is the new classics that rocks. Being a nice addition to any look, they are definitely worth an investment. Chunky boots are a more relaxed and casual version of combat boots and if you need something more delicate but still with a statement sole, they are perfect.

These bold black and silver Chelsea boots with metal toes totally change the outfit.

These bold black and silver Chelsea boots with metal toes totally change the outfit.

Black chunky boots are a very comfortable solution for any season.

Black chunky boots are a very comfortable solution for any season.

Sleek and minimalist chunky ankle boots look more elegant and polished and can be integrated into more outfits.

Sleek and minimalist chunky ankle boots look more elegant and polished and can be integrated into more outfits.

Shiny black boots with statement soles are perfect for comfort and warmth in winter.

Shiny black boots with statement soles are perfect for comfort and warmth in winter.

Make a statement in your look adding chunky boots with statement soles that will contrast the feminine A-line skirt.

Make a statement in your look adding chunky boots with statement soles that will contrast the feminine A-line skirt.

Dr.Martens never go out of style, and here they are integrated into an athleisure look.

Dr.Martens never go out of style, and here they are integrated into an athleisure look.

Emma Roberts is wearing a black slip dress, an oversized grey sweater and black chunky boots with buckles.

Emma Roberts is wearing a black slip dress, an oversized grey sweater and black chunky boots with buckles.

Combat boots look nice with literally anything and are vry easy to style, so if you hesitate what to buy, try them.

Combat boots look nice with literally anything and are vry easy to style, so if you hesitate what to buy, try them.

Black Dr.Martens boots act as a timeless style statement and they are very durable.

Black Dr.Martens boots act as a timeless style statement and they are very durable.

Grey chunky Chelsea boots are a great idea for fall and winter and the color is less typical than black or brown.

Grey chunky Chelsea boots are a great idea for fall and winter and the color is less typical than black or brown.

Taller black combat boots will highlight your ankle making it look evne more sophisticated.

Taller black combat boots will highlight your ankle making it look evne more sophisticated.

Ankle Sock And Fitting Boots

Sock boots are classics! Get a beautiful pair of velvet or other fabric and choose kitten heels to elevate the look, and that will be ultimate for every kind of outfit, they will bring elegance everywhere. Fitting ankle booties are still on and you can get a pair with kitten heels for a trendy and very girlish look or go for comfortable block heels. Play with the colors trying out trendy chocolate brown or cherry red and your outfit will look fashionable at once!

Accessorize your total black outfit with amber or brown like here: with a scarf, bag and ankle booties.

Accessorize your total black outfit with amber or brown like here: with a scarf, bag and ankle booties.

Pointed toe nakle boots are classics that will fit almost any outfit and look.

Pointed toe nakle boots are classics that will fit almost any outfit and look.

Low heel boots are accented with white socks to match the preppy look.

Low heel boots are accented with white socks to match the preppy look.

Even an all-black look can be very bold and chic if you choose every item right, and here the boots finish off the outfit.

Even an all-black look can be very bold and chic if you choose every item right, and here the boots finish off the outfit.

Black kitten heel boots are a super cool idea for dates or going to work as hey look chic and elegant but still are comfortable to wear.

Black kitten heel boots are a super cool idea for dates or going to work as hey look chic and elegant but still are comfortable to wear.

Pointed toes never go out of style, so you can get a pair  and be sure it will match many of your looks.

Pointed toes never go out of style, so you can get a pair and be sure it will match many of your looks.

A nice fitting A-line dress and pointed toe boots can compose a very chic and feminine look, you needn't anything else.

A nice fitting A-line dress and pointed toe boots can compose a very chic and feminine look, you needn't anything else.

Sock boots are classics that isn't going anywhere, and suede ones will add softness to the look.

Sock boots are classics that isn't going anywhere, and suede ones will add softness to the look.

Black sock boots are a nice investments as they are classic and they can easily elevate many outfits.

Black sock boots are a nice investments as they are classic and they can easily elevate many outfits.

Brown block heel boots match the shearling jacket here, and create a 70s vibe.

Brown block heel boots match the shearling jacket here, and create a 70s vibe.

Brown paointed toe high heel boots are adorable and refined, and paired with other brown items thatmake up a cozy outfit.

Brown paointed toe high heel boots are adorable and refined, and paired with other brown items thatmake up a cozy outfit.

Beige square toe boots with heels are a nice idea for winter, and cropped jeans will help you show them off at their best.

Beige square toe boots with heels are a nice idea for winter, and cropped jeans will help you show them off at their best.

Brown square toe boots are a stylish and comfortable idea, and they can be worn through fall and winter.

Brown square toe boots are a stylish and comfortable idea, and they can be worn through fall and winter.

Burgundy is the color of the year and getting ankle boots in this shade, you will automatically make your outfit trendy.

Burgundy is the color of the year and getting ankle boots in this shade, you will automatically make your outfit trendy.

Burgundy square toe boots are a bold solution for winter, and the trendy color will make your look wow.

Burgundy square toe boots are a bold solution for winter, and the trendy color will make your look wow.

This black low heel boots are a perfect match for this monochromatic look, and they feature a timeless design.

This black low heel boots are a perfect match for this monochromatic look, and they feature a timeless design.

These refined grey kitten heel booties are adorable, fashionable and very delicate, and you can rock them with anything.

These refined grey kitten heel booties are adorable, fashionable and very delicate, and you can rock them with anything.

Lacquer black boots are a cool way to elevate your look, even the simplest and most casual ones.

Lacquer black boots are a cool way to elevate your look, even the simplest and most casual ones.

Shiny silver kitten heel booties look adorable and reflect the light and colors.

Shiny silver kitten heel booties look adorable and reflect the light and colors.

Tan suede kitten heels are a fashionable idea to try, and they are comfier than high heels.

Tan suede kitten heels are a fashionable idea to try, and they are comfier than high heels.

The classic black and white look with ankle boots is finished off with a grey jacket.

The classic black and white look with ankle boots is finished off with a grey jacket.