Casual shoes can be sneakers and casual shoes can be boots, and they can be loafers and slip-ons. Casual shoes can pretty much take on any shoe you have in mind as long as it’s not meant for formal attire. So anything like a wedding, fancy dinner, and any other soiree where you’d need to put on a suit and tie is out of the picture.
Read more: Cocktail Attire for Men Guide
Now that we’ve got established boundaries, it’s time to see the picks. Ahead, the 23 best casual shoes you can count on in all types of everyday scenarios.
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Best Retro Casual Shoe
Pro-Keds Unisex Royal Lo Classic Leather Sneaker
Best Retro Casual Shoes
Pro-Keds Unisex Royal Lo Classic Leather Sneaker
Pro-Keds has a rich history that spans way back to the 1950s when they first made shoes for basketball players (George Miken wore the brand at one point). The Royal Lo is the brand’s timeless retro sneaker that looks better as it wears with age. Just make sure to upgrade to the all-leather model.
Read more: Best Leather Sneakers
Most Versatile Casual Shoe
Rothys The RS01 Sneakers
Most Versatile Casual Shoe
Rothys The RS01 Sneakers
One of our favorite sneakers of 2023 (and Pedro Pascal’s too), the RS01 is an eco-friendly, lightweight sneaker that will match nearly everything in your wardrobe. The best part is they come in a ton of colors.
Best Casual Loafers
GH Bass Larson Colorblock Weejuns Loafer
Best Casual Loafers
GH Bass Larson Colorblock Weejuns Loafer
GH Bass loafers have an incredibly long lifespan. Once you break them in (they’re going to need a break-in period) it’s likely they become your favorite slip-on shoe in your closet.
Best Fun Casual Shoe
Crocs Classic All-Terrain Clog
Best Fun Casual Shoe
Crocs Classic All-Terrain Clog
Now 25% off
Crocs have become a beautiful kind of ugly, which means you can now enjoy the shoe’s ease and cushy comfort and make a style statement when wearing. You can go for the traditional design, but this boosted All-Terrain Clog is going to help you stomp around more and give your shoes a crunchy edge.
Read more: Best Shoes for Standing All Day
Best High-Top Casual Shoe
Converse Chuck 70 High Top Black
Best High-Top Casual Shoe
Converse Chuck 70 High Top Black
There’s hardly any casual shoe more timeless and versatile than the Chuck 70. If you’ve yet to own a pair, now is the time.
Read more: Best Retro Sneakers
Best Eco-Friendly Casual Shoe
Cariuma Shadow Blue Canvas
Best Eco-Friendly Casual Shoe
Cariuma Shadow Blue Canvas
Handmade from materials such as organic cotton, natural rubber, and recycled plastics, Cariuma sneakers are the poster child for how comfortable, stylish shoes can be made from eco-friendly materials. We love the number of different color variations you can choose from the OCA Low sneaker.
Best Casual Shoes Under $100
Reebok Classic Leather Shoes
Best Casual Shoes Under $100
Reebok Classic Leather Shoes
The Classic Leather is a collegiate-inspired look that’s big on value. The shoe is under $100 and yet is built to last much longer than one might expect.
Most Comfortable Casual Shoe
New Balance 990 v5
Most Comfortable Casual Shoe
New Balance 990 v5
The true neutral in the world of casual shoes, the 990 is an iconic silhouette that will match pretty much anything. Not to mention it has elite comfort.
Read more: Best Walking Shoes
Most Stylish Casual Shoe
Adidas Samba Vegan
Most Stylish Casual Shoe
Adidas Samba Vegan
Sambas have been around for what seems like forever (since 1949 to be exact), but they’re having a moment in fashion right now. This everyday sneaker is an easy grab if you’re looking to add the most style points to your casual outfits.
Read more: Best White Sneakers
Best Casual Sandals
Birkenstock Boston Soft Footbed
Best Casual Sandals
Birkenstock Boston Soft Footbed
You couldn’t have gone wrong with wearing Birkenstock Bostons at any point in time, but now that they’re on trend it gives us all a reason to grab a pair of what many refer to as the most comfortable sandals money can buy.
Best Suede Casual Shoe
Clarks Wallabee Maple Suede
Best Suede Casual Shoe
Clarks Wallabee Maple Suede
The Wallabee is high on comfort and style. This shoe looks especially great with jeans, and is a nice change-up if you’re looking for shoes that aren’t sneakers.
Best Rugged Casual Shoe
Blundstone Blundstone #585
Best Rugged Casual Shoe
Blundstone Blundstone #585
Trusted for well over 100 years, the Blundstone 585 is about as comfortable as a boot you can get (while still prioritizing toughness and durability). You can wear these with your favorite denim or rugged pants, or if you’re doing some off-roading in the summer heat you can throw them on with a pair of shorts and look like a true adventurer.
Best casual derby shoe
Dr. Martens Dr. Martens Plain Toe Derby
Best casual derby shoe
Dr. Martens Dr. Martens Plain Toe Derby
In the same way a man should have a pair of loafers in his wardrobe, he should also have a pair of derby shoes. The no-brainer pick (that will match so much and more) is a pair of Dr. Martens. All-black color, please.
Best Casual Chelsea Boot
Amberjack The Chelsea
Best Casual Chelsea Boot
Amberjack The Chelsea
Chelsea boots are great because they can be dressed up and dressed down. A pair of all-black Chelsea boots can take a casual outfit and make it sharper, and much more refined (think black denim, white tee, clean jacket). We love this boot style from Amberjack, as they’re made with a robust duel-density outsole and a heat-activated insole that forms to your foot to create ideal support.
Best Luxury Casual Shoe
P448 Jack Peltro
Best Luxury Casual Shoe
P448 Jack Peltro
If you’re looking for a more elevated sneaker, P448 makes its footwear in Italy with fine leather. The sneakers have a luxe feel and come in a ton of fun variations and colors, making them a solid casual shoe pick if you’re looking for expression.
Best Casual Boot
Wolverine Men’s 1000 Mile Plain-Toe Classic Boot
Best Casual Boot
Wolverine Men’s 1000 Mile Plain-Toe Classic Boot
When it comes to lace-up boots, the 1000 Mile stands with the best of them. The legacy boot is built to handle years of wear and tear, and will look good with everything from jeans and a t-shirt to chinos and an oxford shirt.
Best Casual Tennis Shoe
On Running The Roger Clubhouse
Best Casual Tennis Shoe
On Running The Roger Clubhouse
You can’t go wrong with any On Running shoe model, but if you’re looking for a stylish design built for more casual wear (as opposed to fitness) then The Roger is your pick. And yes, that’s Roger as in Roger Federer; his go-to shoe.
Read more: Best On Running Shoes to Buy
Best casual slip-on shoe
Allbirds Men’s Tree Loungers
Best casual slip-on shoe
Allbirds Men’s Tree Loungers
Sure you could go with an Allbirds lace-up, but we’re also fans of the Tree Loungers. These comfortable slip-ons are breathable and versatile in how you can wear them and when you can wear them. They also make a dang good travel shoe.
Best Wool Casual Shoe
TravisMathew The Daily Wool Shoe
Best Wool Casual Shoe
TravisMathew The Daily Wool Shoe
The Daily Wool is a more sporty option for those who like the feel and performance of a wool shoe. The shoes are breathable, soft, and look great with athleisure outfits.
Best casual boat shoes
Sperry Authentic Original Boat Shoe
Best casual boat shoes
Sperry Authentic Original Boat Shoe
The Authentic Original from Sperry is the poster child for boat shoes. This casual leather shoe is especially great in warm weather and feels great on the feet when broken in.
Gear and Commerce Editor
John Thompson is the Gear and Commerce Editor at Men’s Health, where he covers fashion, grooming, gear, and technology. He was previously the Style & Gear Editor at BroBible.com, and a commerce writer for TheManual.com. His interests include shopping for rare vintage clothes and following his favorite baseball team, the Kansas City Royals.
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