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How to Style Ankle Boots for Every Occasion

Check out these stylish pairs you need in your shoe closet, stat!
How to Style Ankle Boots for Every Occasion
IMAGE Call It Spring, Dorothy Perkins, Zara
Check out these stylish pairs you need in your shoe closet, stat!

When it comes to all the available shoe options on the market, it’s hard not to love booties or ankle boots—they’re cute, offer some variety from your usual footwear, and can instantly dress up any outfit. Booties are just some of the most exciting shoe styles to experiment with, and they are a must-have in any certified fashion girl’s closet. From polished looks to grunge-inspired outfits, these shoes perfectly punctuate any style—so we naturally won’t hold it against you if you have more than one pair!

Below, we curated a list of pairs to add to your shopping list. Scroll even further and you'll find some pieces that might help you style them better, too! Read our style notes and get ready to love ankle boots even more.

How to Wear Ankle Boots

1. For the Office

Yes, it is absolutely acceptable for you to wear ankle boots at work, especially when you’ve got a sleek pair that ups the ante compared to your usual office heels. These ankle booties follow the silhouette of a pump, elongating the legs. Wear these with work trousers and a blazer for that power outfit! Plus, you'll love the block heel it comes with, guaranteeing no pain after a hard day's work.

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PHOTO BY Call It Spring

Olalissa Ankle Boots, P2695, CALL IT SPRING, TriNoma

Wear it with:

PHOTO BY Zara

Blazer with pockets, P3295, ZARA, Glorietta 3

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PHOTO BY Zara

Check trousers, P2295, ZARA, Greenbelt 5

For a more easy-going and feminine look at work, wear a flouncy midi skirt and pair it with dainty, camel-colored booties. Balance the pretty yet busy print on the skirt with a relaxed yet polished blouse, like this halter neck top.

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PHOTO BY Dorothy Perkins

Adrienne Boots in Camel, price unavailable, DOROTHY PERKINS, Robinsons Magnolia

Wear it with:

PHOTO BY Dorothy Perkins

Multi Colour Tie Dye Midi Skirt, price unavailable, DOROTHY PERKINS, TriNoma

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PHOTO BY Zara

Top with neck bow, P2295, ZARA, One Bonifacio High Street Mall

2. For a Shopping Jaunt Around Town

These cut-out cowboy ankle boots are a polished take on prairie dressing, calling for something more tailored to go with pointed toes. A mini skirt should help draw attention to these fiery booties and their cut-out side vents.

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PHOTO BY Zara

Cut-out high heel cowboy annkle boots, P2595, ZARA, Power Plant Mall

Wear it with:

PHOTO BY Topshop

Popper mini skirt, price unavailable, TOPSHOP, Robinsons Manila

If you’re one to take a walk on the wild side, then prowl away with a pair of leopard-printed booties that will instantly upgrade your basic white shirt and skirt combo. Feel free to throw on a black leather jacket for nippier temperatures!

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PHOTO BY Steve Madden

Camryn leopard booties, price unavailable, STEVE MADDEN, Robinsons Manila

3. For Strolling Around the City

These studded cut-out ankle boots provide a twist on low-key, easy dressing—pair 'em with something effortless yet stylish, like a shift dress, which is comfortable enough to move around in while running around the metro for errands. Who's to say your errand OOTD has to look drab, right?

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PHOTO BY H&M

Ankle boots with studs, P1990, H&M, SM Megamall

This woven boot is not only suited for the tropical weather because of its style, but also because of how it is constructed. Add to this shoe’s bohemian vibes by pairing with a loose and breezy maxi skirt with micro-prints

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PHOTO BY Steve Madden

Hollis Cognac nubuck boots, price unavailable, STEVE MADDEN, Power Plant Mall

Wear it with:

PHOTO BY Mango

Floral print dress, P2295, MANGO, Robinsons Manila

4. On a Date

Look cute and composed on your first date with a school girl-chic ensemble and accentuate it with crocodile boots. It’s just the right amount of sweet and sassy, great for going out to grab some coffee or checking out a band's gig at a bar.

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PHOTO BY Steve Madden

Ladon burgundy crocodile boots, price unavailable, STEVE MADDEN, Power Plant Mall

Wear it with:

PHOTO BY H&M

Knitted jumper with lacing, P1190, H&M, SM Megamall

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PHOTO BY Mango

Printed pleated skirt, P2295, MANGO, TriNoma

Meanwhile, a more formal dinner date calls for a stylish dress that's cut in the right places, like this billowy-sleeved mini dress. This shapely bootie with a low heel balances the dress to give it a more laid-back flair. Let go of the uncomfortable stilts and opt for a pair of cool cowboy ankle boots!

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PHOTO BY Massimo Dutti

Black cowboy boots, P10,500, MASSIMO DUTTI, Shangri-La Plaza Mall

Wear it with:

PHOTO BY Zara

Mini dress with knot, P4995, ZARA, Greenbelt 5

5. Casual Fridays

These lace-up boots are more Victorian and less combat, adding a feminine spin to dressed-down outfits. Give a whole new meaning to casual by donning something a little more boudoir-themed, like a slinky slip maxi dress that's layered over a plain white tee for a fashion girl-approved ensemble.

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PHOTO BY Charles & Keith

Nylon lace-up boots, P4199, CHARLES & KEITH, Greenbelt 5

Wear it with:

PHOTO BY Topshop

Puff Sleeve T-Shirt, price unavailable, TOPSHOP, Robinsons Magnolia

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PHOTO BY H&M

Slip dress, P2290, H&M, Glorietta 3

Meanwhile, Chelsea boots are always a polished choice for more casual days. Keep to its London street vibe by donning a blazer, denims, and a graphic tee.

PHOTO BY H&M

Chelsea boots, P1690, H&M, UP Town Center

Wear it with:

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PHOTO BY Bershka

Maleficent T-shirt, P995, BERSHKA, Glorietta 2

 

PHOTO BY Stradivarius

Simple button-up blazer, P2290, STRADIVARIUS, SM Aura

 

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PHOTO BY Zara

Ripped mom jeans, P1995, ZARA, Glorietta 3

6. On a Trip Abroad

Trips abroad where the weather is cooler are always a great opportunity to pack those seldom worn ankle boots. These kitten-heeled boots have an elastic band, making them easier to put on and take off; meanwhile, its low heel ensures comfort and mobility. Pair with a trendy printed midi dress for a double tap-worthy outfit!

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PHOTO BY Charles & Keith

Red kitten heel Chelsea boots, P2999, CHARLES & KEITH, TriNoma

You can also pick out a shoe that comes in an animal print to add some edge to your daily OOTDs.

PHOTO BY Charles & Keith

Snake print Chelsea boots, P3599, CHARLES & KEITH, TriNoma

For another travel-ready OOTD, how about denim? It's naturally sturdy and resilient, which is great when you’re working with a limited wardrobe. Pair it with cowboy ankle boots and get playful by opting for its colored iterations. Add a printed scarf or layer a cool logo shirt underneath and you're good to go!

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PHOTO BY Bershka

Leather cowboy boots, P6595, BERHSKA, Glorietta 2

Wear it with:

PHOTO BY Bershka

Denim jumpsuit in Terracotta, P2995, BERSHKA, SM Megamall 

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PHOTO BY Mango

Patchwork printed scarf, P795, MANGO, Greenbelt 5

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