Top 10 Best Casual Slip-On Shoes On Zappos

1. Classic Loafer: Johnston & Murphy Hayes

Offered for just $135 (and less than $100 when on sale), the Hayes by Johnston & Murphy is an excellent loafer indeed. Its style is easy enough to wear casually but it can also be used for slightly dressier occasions, too.

Furthermore, these shoes feature a Blake stitch so they can be easily resoled while the tassel details are of solid quality for the price. On the feet, the shoes have a stylish appearance with excellent hand-sewn attention to detail like moc stitching on the toe.

Finally, there are two variants of the Hayes. It can be purchased as either a tassel loafer or without them as a penny loafer. Therefore, there are choices depending on what you prefer.

2. Driving Shoe: ALDO Guyaume

Although not advertised as such, the Guyaume by ALDO is a classic driving shoe. Featuring moc-stitching on the toe as well as an anchor-style bit over the vamp, it’s of a casual design that’s very convenient to wear when running on errands.

Meanwhile, the pebble sole is both an aesthetic and practical feature. The sole stretches over the heel and is designed for driving. It offers additional comfort and grip when behind the wheel.

Bear in mind, though, that these shoes aren’t quite made for walking. However, they’re perfect for when jumping in and out of your car when out and about.

3. Woven: Nunn Bush Strafford

If you’re looking for a distinctively casual yet elegant loafer, Nunn Bush’s Strafford is ideal. Like the Hayes above, it’s a tassel loafer. However, it features a rustic hand-stitched finish as well as a woven leather vamp.

These are great if you want to integrate an element of distinguished style into your casual look. Meanwhile, the inner features memory foam and open-cell foam, which is designed to offer plenty of comfort.

4. Versatile: Florsheim Atlantic

Florsheim’s Atlantic is a Venetian loafer that combines rustic features with a sneaker aesthetic. The brown leather offers a laid-back look while its contrast stitching pairs nicely with the white rubber soles.

As well as its style, the slip-on shoes are made with comfort in mind. They feature Suedetec lining to provide breathability while the sole is produced from EVA, which is lightweight and durable.

5. Driving Shoes: Salvatore Ferragamo Parigi

While most of the shoes in this list are very affordable, we wanted to include a premium option to show you what is available from high-end brands. Salvatore Ferragamo is known for its stylish Italian driving shoes.

These are iconic casual shoes that while pricey, perfectly exude Italian elegance. A new edition of the Parigi line is released each year and we’re particularly fond of the 2021 version.

6. Summer: Cole Haan Grandpro Rally

A much more casual and athletic slip-on loafer, the Grandpro Ralley is crafted from suede leather. It features a thick sneaker-style sole that provides excellent shock absorption and support. Similarly, the footbed is made using the brand’s Grandføam for additional cushion.

Furthermore, several colourways are available, each with different levels of contrast on the vamp and heel. Therefore, you’ll certainly be able to find something that caters to your taste.

7. Johnston & Murphy Cormac Chelsea

Although perhaps not what you’d expect on a list about slip-on shoes, we thought it worthwhile including a good example of Chelsea boots. Popularised by the Beatles, Chelsea boots are incredibly versatile. They can be worn casually but also upgraded and sported formally with a suit.

They’re also very convenient thanks to the elastic goring, which allows you to pull them on and off without any effort. These particular boots are produced in Italy by Johnston & Murphy’s partners and feature a Blake stitch welt for better durability.

8. Boat Shoe: Sperry Authentic Original

The Sperry Authentic Original is widely considered to be the quintessential boat shoe, which itself is a great casual slip-on style. This classic 2-eye boat shoe makes for the perfect casual summer footwear and is available in a wide variety of colourways as well as materials to choose from.

Relatively affordable, ideal for throwing on and off during the summertime, it’s hard to beat Sperry’s boat shoes thanks to the combination of style and value for money. These are distinctively casual and can be worn with jeans, shorts, or even chinos.

9. Espadrilles: Soludos Herringbone Dali

Often overlooked outside of southern Europe, espadrilles are classic summertime shoes for both men and women. The combination of cord soles and canvas uppers means that they breathe nicely. Meanwhile, the soft back allows them to be worn like shoes or folded down like flip-flops.

Soludos has a wide variety of styles and colourways. We’re particularly fond of the herringbone range, which adds visual interest thanks to its distinctive weave.

10. Cheap: Dockers Sinclair Kiltey Tassel Loafer

Although many of the shoes listed here are quite cheap and cheerful, the Dockers Sinclair is one of the most affordable choices. It’s of a classic tassel loafer style while also featuring a kiltie detail.

The cushioned footbed provides comfort while a thick rubber sole offers shock absorption. If you’re on a budget, they’re an excellent choice.