Update Consent

The Best Flat Shoe Trends For Fall and Winter 2019

The Best Shoe Trends of the Season Are All Flats

As POPSUGAR editors, we independently select and write about stuff we love and think you'll like too. If you buy a product we have recommended, we may receive affiliate commission, which in turn supports our work.

Of all the shoe trends for Fall and Winter, we can't help but hold a special place in our hearts for all the flats. Not only have the low-heeled footwear styles really hit their stride over the past few seasons, but they're the easiest way to stay chic and comfortable at the same time. Whether you're heading out to run some errands in a pair of combat boots and jeans, or prefer a Mary Jane skimmer with a cocktail dress for a night out, don't forget about your flats, for they will quickly become your most favourite go-tos if you let them. We have backless mules and preppy oxfords; pointed toes and classic ballets that will have you channelling the likes of Audrey Hepburn and Grace Kelly in no time. Ahead, find out seven favourite flat shoe trends for Fall and Winter 2019—and the styles we're shopping now.

Loafers

Image Source: Getty Images

Belgian Shoes Wool Midinette

Belgian Shoes Wool Midinette ($450).

Image Source: belgianshoes.com
Belgian Shoes Wool Midinette
$450
from belgianshoes.com
Buy Now

Mansur Gavriel Classic Loafers

Mansur Gavriel Classic Loafers ($295).

Image Source: shopbop.com
Mansur Gavriel Classic Loafers
$295
from shopbop.com
Buy Now

H&M Loafers with Fringe

H&M Loafers with Fringe ($30).

Image Source: www2.hm.com
H&M Loafers with Fringe
$30
from www2.hm.com
Buy Now

Watch This!

Pop Quiz

Watch the Cast of Fear Street Play a Creepy Game of Horror Movie "Would You Rather"

Tod’s Gommino Driving Shoes in Suede

Tod's Gommino Driving Shoes in Suede ($495).

Image Source: tods.com
Tod's Gommino Driving Shoes in Suede
$495
from tods.com
Buy Now

Mules

Mules are preparing for another rotation around the sun—with just as much energy as they have held for the past few seasons. We love their ability to show off a little more skin while still remaining more cold-weather friendly than a pair of summertime sandals.

Image Source: Getty Images

Gucci Princetown Leather Slipper

Gucci Princetown Leather Slipper ($695).

Image Source: gucci.com
Gucci Princetown Leather Slipper
$695
from gucci.com
Buy Now

Band of Gypsies Landslide Mules

Band of Gypsies Landslide Mules ($35).

Image Source: nordstromrack.com
Band of Gypsies Landslide Mules
$35
from nordstromrack.com
Buy Now

A New Day Velma Slip On Pointy Toe Mules

A New Day Velma Slip On Pointy Toe Mules ($23).

Image Source: target.com
A New Day Velma Slip On Pointy Toe Mules
$23
from target.com
Buy Now

Giuliva Heritage Collection x Le Monde Beryl Venetian Checked Mules

Giuliva Heritage Collection x Le Monde Beryl Venetian Checked Mules ($535).

Image Source: matchesfashion.com
Giuliva Heritage Collection x Le Monde Beryl Venetian Checked Mules
$535
from matchesfashion.com
Buy Now

Ballet Flats

There's nothing more timeless than a pair of ballet flats, born on the stage and adapted by the likes of Audrey Hepburn and Coco Chanel herself. Don't hide this style under wide pant legs when you're taking them out for a spin. Instead, opt for ankle-crop pixie pants or skirts that make sure to show off your feet.

Image Source: Getty Images

Repetto Cendrillon Ballerinas

Repetto Cendrillon Ballerinas ($325).

Image Source: repetto.com
Repetto Cendrillon Ballerinas
$325
from repetto.com
Buy Now

Karl Lagerfeld Leather Ballet Flats

Karl Lagerfeld Leather Ballet Flats ($50).

Image Source: saksoff5th.com
Karl Lagerfeld Leather Ballet Flats
$50
from saksoff5th.com
Buy Now

Margaux The Demi

Margaux The Demi ($145).

Image Source: margauxny.com
Margaux The Demi
$145
from margauxny.com
Buy Now

Chanel Ballerinas

Chanel Ballerinas ($750).

Image Source: aldoshoes.com
Chanel Ballerinas
$750
from aldoshoes.com
Buy Now

Combat Boots

Combat boots are one of the breakout trends of the season and—lucky for us—they're flat-heeled and totally comfortable for all our toes. This Fall, consider styling your edgier kicks with an ultra-feminine mini dress for a contrast in look that you'll love.

Image Source: Getty Images

Dr. Martens 1460 8 Eye Boots

Dr. Martens 1460 8 Eye Boots ($150).

Image Source: shopbop.com
Dr. Martens 1460 8 Eye Boots
$150
from shopbop.com
Buy Now

Zara Low Heeled Leather Ankle Boots with Buckles

Zara Low Heeled Leather Ankle Boots with Buckles ($149).

Image Source: zara.com
Zara Low Heeled Leather Ankle Boots with Buckles
$149
from zara.com
Buy Now

Stuart Weitzman The Allie Bootie

Stuart Weitzman The Allie Bootie ($675).

Image Source: stuartweitzman.com
Stuart Weitzman The Allie Bootie
$675
from stuartweitzman.com
Buy Now

Proenza Schouler Leather Contrast-Stitched Combat Boots

Proenza Schouler Leather Contrast-Stitched Combat Boots ($895).

Image Source: modaoperandi.com
Proenza Schouler Leather Contrast-Stitched Combat Boots
$895
from modaoperandi.com
Buy Now

Mary Janes

Take your favourite ballet flats one step further this fall and, instead, opt for a Mary Jane style. It's time to take back that chic trend you remember from your childhood and, might we add, it's the perfect way to elevate everything from dresses to boyfriend jeans this season.

Image Source: Getty Images

Tabitha Simmons Hermione Pointed Flats

Tabitha Simmons Hermione Pointed Flats ($695).

Image Source: farfetch.com
Tabitha Simmons Hermione Pointed Flats
$695
from farfetch.com
Buy Now

ASOS Mary Jane Ballet Flats

ASOS Mary Jane Ballet Flats ($29).

Image Source: asos.com
ASOS Mary Jane Ballet Flats
$29
from asos.com
Buy Now

Sam Edelman Rally Crystal Mary Jane Pointed Toe Flats

Sam Edelman Rally Crystal Mary Jane Pointed Toe Flat ($120).

Image Source: shop.nordstrom.com
Sam Edelman Rally Crystal Mary Jane Pointed Toe Flat
$120
from shop.nordstrom.com
Buy Now

Prada Pointy Toe Mary Jane Flat

Prada Pointy Toe Mary Jane Flat ($690).

Image Source: shop.nordstrom.com
Prada Pointy Toe Mary Jane Flat
$690
from shop.nordstrom.com
Buy Now

Brogues

On the more masculine end of the spectrum come brogues and oxfords, which we love for that borrowed-from-the-boys vibe. Much like their slip-on loafer counterparts, this Fall flats trend looks equally stellar when styled with tailored suiting and flowing skirts and dresses alike.

Image Source: Getty Images

Church’s Burwood Glossed-Leather Brogues

Church's Burwood Glossed-Leather Brogues ($750).

Church's Burwood Glossed-Leather Brogues
$750
from net-a-porter.com
Buy Now

& Other Stories Leather Oxfords

& Other Stories Leather Oxfords ($149).

Image Source: stories.com
& Other Stories Leather Oxfords
$149
from stories.com
Buy Now

New Look PU Brogues

New Look PU Brogues ($32).

Image Source: asos.com
New Look PU Brogues
$32
from asos.com
Buy Now

Manolo Blahnik Row Two-Tone Suede Oxford Loafers

Manolo Blahnik Row Two-Tone Suede Oxford Loafers ($795).

Image Source: bergdorfgoodman.com
Manolo Blahnik Row Two-Tone Suede Oxford Loafers
$795
from bergdorfgoodman.com
Buy Now

Knee High Boots

When it comes to boots, we are opting for the more structured knee-highs this Fall and Winter, choosing flat boots that have a more equestrian inspiration than we have in seasons past. Tuck in your skinny jeans or show off a little leg with a mini skirt that comes a few inches above your knee. We know that this trend will soon be a wardrobe staple immediately.

Image Source: Getty Images

Madewell The Winslow Knee-High Boot

Madewell The Winslow Knee-High Boot ($298).

Image Source: aldoshoes.com
Madewell The Winslow Knee-High Boot
$298
from aldoshoes.com
Buy Now

J.Crew Classic Leather Riding Boots with Buckle

J.Crew Classic Leather Riding Boots with Buckle ($298).

Image Source: jcrew.com
J.Crew Classic Leather Riding Boots with Buckle
$298
from jcrew.com
Buy Now

Mango Leather Boots with Tall Leg

Mango Leather Boots with Tall Leg ($200).

Image Source: shop.mango.com
Mango Leather Boots with Tall Leg
$200
from shop.mango.com
Buy Now

Aldo Neara

Aldo Neara ($70).

Image Source: aldoshoes.com
Aldo Neara
$70
from aldoshoes.com
Buy Now

Slingbacks

Showing a little skin without going over-the-top is not only a trend saved for your torso. In fact, we love a slingback flat (especially those of the pointed-toe variety) for it's ability to be nearly all things to all wearers. With an elegant and elongated shape, it adds that little something more than a classic ballet flat but still feels quite a bit more dressed-up than most (though not all!) totally backless mules.

Image Source: Getty Images/Edward Berthelot

Dior J’Adior Wool Houndstooth Ballerina Flat

Dior J'Adior Wool Houndstooth Ballerina Flat ($790).

Image Source: dior.com
Dior J'Adior Wool Houndstooth Ballerina Flat
$790
from dior.com
Buy Now

Diane von Furstenberg Koko Slingback Flats

Diane von Furstenberg Koko Slingback Flats ($100).

Image Source: saksoff5th.com
Diane von Furstenberg Koko Slingback Flats
$100
from saksoff5th.com
Buy Now

Prada Leather Slingback Ballet Flats

Prada Leather Slingback Ballet Flats ($690).

Image Source: mytheresa.com
Prada Leather Slingback Ballet Flats
$690
from mytheresa.com
Buy Now

Zara Slingback Ballet Flats

Zara Slingback Ballet Flats ($30).

Image Source: zara.com
Zara Slingback Ballet Flats
$30
from zara.com
Buy Now

Want More?

POPSUGAR Would Like To Send You Push Notifications.