Dear friends, winter is nearly upon us, and usually, that's when we start pulling out the boots and sneakers to complement every outfit. However, you don’t need to immediately resort to heavy, enclosed shoes just because it’s getting cooler. There are numerous stylish, trans-seasonal flats available that can enhance your outfits even more.
To start, you have ballet flats that embrace the ballerina-core trend that’s been gaining traction. They are a modern twist on traditional ballet shoes, designed to be more durable for daily wear.
Loafers are another essential for winter and are worth the investment if you're looking for an alternative to boots. They maintain that chunky, edgy appearance, but with a bit of prep. We like to think of them as an upgraded version of school shoes.
If you prefer something a bit easier to slip on, give clogs a try. They’ve evolved significantly from what you might be picturing. Trust us. You can opt for something practical and durable like Crocs (yes, really) or choose something a tad more refined like the viral Birkenstock Bostons.
For those not yet ready to embrace clogs, consider trying a pair of mules. We think of mules as the more elegant, Parisian-inspired cousin of clogs. They are much more fashionable and can enhance a look without needing to resort to heels.
Of course, Mary Janes also make our list. They are another winter essential that deserves a spot in your wardrobe. This style of ballet flat is often made to be a bit chunkier and more robust.
Lastly, a new trend we've noticed celebrities wearing during the US winter is mesh flats. They’re somewhat reminiscent of the old jellies you might have worn if you were a ’90s/’00s kid. They come in various styles and add a fun, edgy touch to any outfit.
18 Of The Best Flats For Winter in 2025
From lace-up ballet flats to chunky loafers, we've curated something to suit everyone’s style and budget right here.
Best Ballet Flats
Tony Bianco Bambi Black Venice Ballet Flats
Why we love them: We’re absolutely in love with Tony Bianco’s Bambi Ballet Flats. They are a charming twist on a classic Mary Jane with a square toe and slender strap. This timeless style effortlessly enhances your look without being too much for everyday wear.
Other ballet flats suggestions:
- Designer Ballet Flats: AEYDE Uma Leather Mary Jane Ballet Flats, $570
- Affordable Ballet Flats Under $100: Ravella Romy Ballet Flats, $79.95
Best loafers
Country Road Callie Loafer
Why we love it: Honestly, what’s not to adore about these classic loafers? They are crafted using smooth box leather with a leather lining and feature a classic saddle detail with a cut-out. Other thoughtful design elements include a soft square toe and double-rand stitching. The chunky cleated EVA outsole also means they’re comfortable enough to wear all day long.
Other loafers suggestions:
- Designer Loafers: Stuart Weitzman Soho Patent-Leather Platform Loafers, $737
- Affordable Loafers Under $100: Top Shop Cherrie Chunky Loafers, $80
Best clogs
Birkenstock Boston Tabacco Brown Oiled Leather
Why we love it: The Birkenstock Bostons have been on our wishlist for years, and we believe we’re finally ready to make the purchase. They’re such an effortlessly versatile shoe for any season. You can slip them on in summer or pair them with some cute scrunch socks in winter.
Other clogs suggestions:
- Designer Clogs: A.EMERY Louis Suede Clogs, $355
- Affordable Clogs Under $100: Crocs Classic Clogs – Unisex, $59,99 (usually $79.99)
Best mules
Alias Mae Orlando Mules
Why we love it: While mules and clogs share similarities, a few details make mules a more refined option. Mules often feature a bit more detail, like a kitten heel, a sling-back strap, or intricate detailing such as these Alias Mae ones.
Other mules suggestions:
- Designer Mules: LE MONDE BERYL Suede Wedge Mules, $1,122
- Affordable Mules Under $100: Windsor Smith Dree Mules, $99.95
Best Mary Janes
& Other Stories Mary-Jane Ballet Flats
Why we love it: Mary Janes will be ubiquitous this season in a variety of styles, materials, and colors. They’re a simple way to jazz up any outfit and avoid boots or heels. Our suggestion is to choose a Mary Jane with a little more character than plain flats — like these from & Other Stories. The charming mesh-styled leather and the buckle detailing make them a unique yet timeless choice.
Other Mary Janes suggestions:
- Designer Mary Janes: JIMMY CHOO Elisa 45 Mesh And Patent-Leather Mary Jane Pumps, $1,350
- Affordable Mary Janes Under $100: Verali Banks Buckled Mary-Jane Flats, $99.99
Best mesh flats
COS Brea Mesh Ballerina Flats
Why we love it: COS has reimagined the classic ballet flat by crafting the base of the flat from a lightweight, breathable mesh with a traditional round toe and charming ankle laces — similar to a classic ballet shoe.
Other mesh flats suggestions:
- Designer Mesh Flats: LOEWE Petal Leather-Trimmed Mesh Slingback Sandals, $1,495
- Affordable Mesh Flats: Steve Madden Mash Black Flats, $99.95
Are you in need of a new trench coat to complement your new flats? We have a comprehensive list of the best ones for every style here.
Image Credit: _rebeccajackson / morganewaquez / Steve Madden
