Popsugar Fashion Fashion Trends The Best Flat Shoe Trends For Fall and Winter 2019 The Best Shoe Trends of the Season Are All Flats 19 November 2019 by Avery Matera Image Source: Getty / Edward Berthelot 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 Image Source: belgianshoes.com Belgian Shoes Wool Midinette ($450). Belgian Shoes Wool Midinette $450 from belgianshoes.com Buy Now Mansur Gavriel Classic Loafers Image Source: shopbop.com Mansur Gavriel Classic Loafers ($295). Mansur Gavriel Classic Loafers $295 from shopbop.com Buy Now H&M Loafers with Fringe Image Source: www2.hm.com H&M Loafers with Fringe ($30). H&M Loafers with Fringe $30 from www2.hm.com Buy Now Tod’s Gommino Driving Shoes in Suede Image Source: tods.com Tod's Gommino Driving Shoes in Suede ($495). Tod's Gommino Driving Shoes in Suede $495 from tods.com Buy Now Mules Image Source: Getty Images 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. Gucci Princetown Leather Slipper Image Source: gucci.com Gucci Princetown Leather Slipper ($695). Gucci Princetown Leather Slipper $695 from gucci.com Buy Now Band of Gypsies Landslide Mules Image Source: nordstromrack.com Band of Gypsies Landslide Mules ($35). Band of Gypsies Landslide Mules $35 from nordstromrack.com Buy Now A New Day Velma Slip On Pointy Toe Mules Image Source: target.com A New Day Velma Slip On Pointy Toe Mules ($23). 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 Image Source: matchesfashion.com Giuliva Heritage Collection x Le Monde Beryl Venetian Checked Mules ($535). Giuliva Heritage Collection x Le Monde Beryl Venetian Checked Mules $535 from matchesfashion.com Buy Now Ballet Flats Image Source: Getty Images 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. Repetto Cendrillon Ballerinas Image Source: repetto.com Repetto Cendrillon Ballerinas ($325). Repetto Cendrillon Ballerinas $325 from repetto.com Buy Now Karl Lagerfeld Leather Ballet Flats Image Source: saksoff5th.com Karl Lagerfeld Leather Ballet Flats ($50). Karl Lagerfeld Leather Ballet Flats $50 from saksoff5th.com Buy Now Margaux The Demi Image Source: margauxny.com Margaux The Demi ($145). Margaux The Demi $145 from margauxny.com Buy Now Chanel Ballerinas Image Source: aldoshoes.com Chanel Ballerinas ($750). Chanel Ballerinas $750 from aldoshoes.com Buy Now Combat Boots Image Source: Getty Images 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. Dr. Martens 1460 8 Eye Boots Image Source: shopbop.com Dr. Martens 1460 8 Eye Boots ($150). Dr. Martens 1460 8 Eye Boots $150 from shopbop.com Buy Now Zara Low Heeled Leather Ankle Boots with Buckles Image Source: zara.com Zara Low Heeled Leather Ankle Boots with Buckles ($149). Zara Low Heeled Leather Ankle Boots with Buckles $149 from zara.com Buy Now Stuart Weitzman The Allie Bootie Image Source: stuartweitzman.com Stuart Weitzman The Allie Bootie ($675). Stuart Weitzman The Allie Bootie $675 from stuartweitzman.com Buy Now Proenza Schouler Leather Contrast-Stitched Combat Boots Image Source: modaoperandi.com Proenza Schouler Leather Contrast-Stitched Combat Boots ($895). Proenza Schouler Leather Contrast-Stitched Combat Boots $895 from modaoperandi.com Buy Now Mary Janes Image Source: Getty Images 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. Tabitha Simmons Hermione Pointed Flats Image Source: farfetch.com Tabitha Simmons Hermione Pointed Flats ($695). Tabitha Simmons Hermione Pointed Flats $695 from farfetch.com Buy Now ASOS Mary Jane Ballet Flats Image Source: asos.com ASOS Mary Jane Ballet Flats ($29). ASOS Mary Jane Ballet Flats $29 from asos.com Buy Now Sam Edelman Rally Crystal Mary Jane Pointed Toe Flats Image Source: shop.nordstrom.com Sam Edelman Rally Crystal Mary Jane Pointed Toe Flat ($120). Sam Edelman Rally Crystal Mary Jane Pointed Toe Flat $120 from shop.nordstrom.com Buy Now Prada Pointy Toe Mary Jane Flat Image Source: shop.nordstrom.com Prada Pointy Toe Mary Jane Flat ($690). Prada Pointy Toe Mary Jane Flat $690 from shop.nordstrom.com Buy Now Brogues Image Source: Getty Images 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. 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 Image Source: stories.com & Other Stories Leather Oxfords ($149). & Other Stories Leather Oxfords $149 from stories.com Buy Now New Look PU Brogues Image Source: asos.com New Look PU Brogues ($32). New Look PU Brogues $32 from asos.com Buy Now Manolo Blahnik Row Two-Tone Suede Oxford Loafers Image Source: bergdorfgoodman.com Manolo Blahnik Row Two-Tone Suede Oxford Loafers ($795). Manolo Blahnik Row Two-Tone Suede Oxford Loafers $795 from bergdorfgoodman.com Buy Now Knee High Boots Image Source: Getty Images 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. Madewell The Winslow Knee-High Boot Image Source: aldoshoes.com Madewell The Winslow Knee-High Boot ($298). Madewell The Winslow Knee-High Boot $298 from aldoshoes.com Buy Now J.Crew Classic Leather Riding Boots with Buckle Image Source: jcrew.com J.Crew Classic Leather Riding Boots with Buckle ($298). J.Crew Classic Leather Riding Boots with Buckle $298 from jcrew.com Buy Now Mango Leather Boots with Tall Leg Image Source: shop.mango.com Mango Leather Boots with Tall Leg ($200). Mango Leather Boots with Tall Leg $200 from shop.mango.com Buy Now Aldo Neara Image Source: aldoshoes.com Aldo Neara ($70). Aldo Neara $70 from aldoshoes.com Buy Now Slingbacks Image Source: Getty Images/Edward Berthelot 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. Dior J’Adior Wool Houndstooth Ballerina Flat Image Source: dior.com Dior J'Adior Wool Houndstooth Ballerina Flat ($790). Dior J'Adior Wool Houndstooth Ballerina Flat $790 from dior.com Buy Now Diane von Furstenberg Koko Slingback Flats Image Source: saksoff5th.com Diane von Furstenberg Koko Slingback Flats ($100). Diane von Furstenberg Koko Slingback Flats $100 from saksoff5th.com Buy Now Prada Leather Slingback Ballet Flats Image Source: mytheresa.com Prada Leather Slingback Ballet Flats ($690). Prada Leather Slingback Ballet Flats $690 from mytheresa.com Buy Now Zara Slingback Ballet Flats Image Source: zara.com Zara Slingback Ballet Flats ($30). Zara Slingback Ballet Flats $30 from zara.com Buy Now ShoppingFashion TrendsFashion ShoppingShoppableUltimate GuideWinter FashionFlatsWinterShoes