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The Best Men’s Slip-On Boots - 2022

Last updated on January 21, 2022
Best Men's Slip-On Boots

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Our Picks For The Top

Show Contents
Our Take
  Top Pick

ROCKROOSTER Steel Toecap Slip-Resistant Men’s Slip-On Boots

Don't Waste Your Money Seal of Approval

ROCKROOSTER

Steel Toecap Slip-Resistant Men's Slip-On Boots

Overall Take

Comfortable Yet ToughThe insoles provide the softness while the exterior handles the hard stuff.

  Runner Up

Ariat Rambler Recon Slip & Oil Resistant Men’s Slip-On Boots

Ariat

Rambler Recon Slip & Oil Resistant Men's Slip-On Boots

Overall Take

Fashionable Yet SturdyKeep stylish on the job or on the go with this footwear.

  We Also Like

Dr. Martens Steel Toe Moisture Wicking Men’s Slip-On Boots

Dr. Martens

Steel Toe Moisture Wicking Men's Slip-On Boots

Overall Take

Quality LeatherThese classic boots break in quickly and feel great.

  Strong Contender

Skechers Blaine Orsen Dual Pull-On Leather Tabs Men’s Slip-On Boots

Skechers

Blaine Orsen Dual Pull-On Leather Tabs Men's Slip-On Boots

Overall Take

Class and ComfortEnjoy a night out or a day at work in these classy boots.

Guide written by Tod Caviness
Last updated on January 21, 2022

There are few types of footwear that combine function and fashion like a good set of boots. Whether you’re working on a construction site or an office pitch, heading out on the trail or on the town, there’s a boot out there that fits the moment perfectly. Slip-on boots add another layer of versatility: All the protection and fashion with drastically less time spent putting them on.

Also known as pull-up boots, this type of boot can come in many sizes and styles. The main feature is the shaft, or top of the boot, which has elastic or mesh sides that allow the foot to slide right in. Unless they’re on for cosmetic purposes, you won’t find any laces here.

While that stretchy part is what makes it a slip-on boot, the rest of the material is far more important in terms of quality. And while you can find cheaper footwear made out of a variety of synthetics, leather is and always has been the gold standard for any shoe you plan to work in. It’s naturally water resistant, durable, looks great and feels comfortable once you’ve broken in the boot.

Of course, not all leather boots are created equal. There’s a dizzying array of grades for leather, but it helps to know the most popular ones. Full-grain leather is widely considered the top of the line, giving wearers a boot that can last for years and that only looks better and more authentic over time (provided you administer the occasional polishing). Top-grain (or split-grain) leather is a more common type, not quite as distinctive or hardy but still a great choice as long as the stitching and general construction of the boot is up to snuff. Suede boots are instantly recognizable for their baby-soft texture, and while they’re best suited to dress boots they can be quite durable with the proper care. “Genuine” leather, ironically enough, is a designation that should raise a red flag if you’re paying top dollar. While it may sound artisanal, genuine leather products are cobbled together from scraps on the lower layers of the hide.

Now that you’ve got the look you want, it’s time to consider the fit. This is a little more crucial with slip-on boots. Looser boots in a more traditional style can always be tightened up with the laces. There’s no such option with slip-ons, so make sure they’re near that sweet spot straight out of the box — not too loose, not too tight.

From there, there’s another range of factors to consider based on where you plan on wearing your boots the most. Heavy construction boots are going to need steel protection around the toes, and durable materials. (As long as they fit well enough, pull-on boots can actually be safer than many other types of boot since there are no laces to trip over.) Hiking boots will need good support and an impeccable fit, while dress boots will need to look good with a range of outfits.

The Best

1
  Top Pick

ROCKROOSTER Steel Toecap Slip-Resistant Men’s Slip-On Boots

These boots have the right stuff for work, but the insoles will make you want to wear them all day. The fit is snug, yet it allows room for the toes to breathe, and the material keeps everything ventilated. Little to no break-in time means you can put them to work right out of the box.

Features


Specifications

Brand
ROCKROOSTER
Model
2
  Runner Up

Ariat Rambler Recon Slip & Oil Resistant Men’s Slip-On Boots

You can wear these boots just about anywhere, thanks to the Chelsea look, but that doesn't mean they're all for show. The materials and construction are top quality, and they're easy to slip on. The soles provide traction on a range of surfaces.

Features


Specifications

Brand
Ariat
Model
3
  We Also Like

Dr. Martens Steel Toe Moisture Wicking Men’s Slip-On Boots

The feel of full-grain leather is evident from the moment you pull these on. Break-in time is short, and the soles can grip on the slipperiest surfaces. Through it all, the insoles keep feet secure and comfy.

Features


Specifications

Brand
Dr. Martens
Model
4
  Strong Contender

Skechers Blaine Orsen Dual Pull-On Leather Tabs Men’s Slip-On Boots

After just a bit of break-in time you can expect these boots to perform. The insoles provide ample cushion and the fit gives the toes a little room without slippage. The leather stays presentable even after hard days on the job.

Features


Specifications

Brand
Skechers
Model
5
  Also Great

Georgia Boot High Romeo Waterproof Men’s Slip-On Boots

These comfortable boots are ready for any kind of weather. Not only is the material waterproof, it can stand up to plenty of wear without undue scuffing. Breaking them in takes a bit of time, but it's worth it.

Features


Specifications

Brand
Georgia Boot
Model

Our Buying Guide

There are few types of footwear that combine function and fashion like a good set of boots. Whether you’re working on a construction site or an office pitch, heading out on the trail or on the town, there’s a boot out there that fits the moment perfectly. Slip-on boots add another layer of versatility: All the protection and fashion with drastically less time spent putting them on.

Also known as pull-up boots, this type of boot can come in many sizes and styles. The main feature is the shaft, or top of the boot, which has elastic or mesh sides that allow the foot to slide right in. Unless they’re on for cosmetic purposes, you won’t find any laces here.

While that stretchy part is what makes it a slip-on boot, the rest of the material is far more important in terms of quality. And while you can find cheaper footwear made out of a variety of synthetics, leather is and always has been the gold standard for any shoe you plan to work in. It’s naturally water resistant, durable, looks great and feels comfortable once you’ve broken in the boot.

Of course, not all leather boots are created equal. There’s a dizzying array of grades for leather, but it helps to know the most popular ones. Full-grain leather is widely considered the top of the line, giving wearers a boot that can last for years and that only looks better and more authentic over time (provided you administer the occasional polishing). Top-grain (or split-grain) leather is a more common type, not quite as distinctive or hardy but still a great choice as long as the stitching and general construction of the boot is up to snuff. Suede boots are instantly recognizable for their baby-soft texture, and while they’re best suited to dress boots they can be quite durable with the proper care. “Genuine” leather, ironically enough, is a designation that should raise a red flag if you’re paying top dollar. While it may sound artisanal, genuine leather products are cobbled together from scraps on the lower layers of the hide.

Now that you’ve got the look you want, it’s time to consider the fit. This is a little more crucial with slip-on boots. Looser boots in a more traditional style can always be tightened up with the laces. There’s no such option with slip-ons, so make sure they’re near that sweet spot straight out of the box — not too loose, not too tight.

From there, there’s another range of factors to consider based on where you plan on wearing your boots the most. Heavy construction boots are going to need steel protection around the toes, and durable materials. (As long as they fit well enough, pull-on boots can actually be safer than many other types of boot since there are no laces to trip over.) Hiking boots will need good support and an impeccable fit, while dress boots will need to look good with a range of outfits.

DWYM Fun Fact

As you might expect, it didn’t take long for slip-on boots to become popular once they were introduced around the early 1800s. While boots with elastic sides first appeared in and around the court of Queen Victoria, they soon came to be known as Congress boots or gaiters in the United States.

The Tips and Advice

  • It bears repeating that a first impression is crucial when you’re buying slip-on boots. Literally and figuratively, you don’t have a lot of wiggle room when it comes to fit since there are no laces for you to tighten.
  • Most shoe experts agree that you should have about a half-inch of space left in the toe of the boot, measured from the end of your longest digit. If things are feeling too cramped around the balls of your feet, consider returning the boots. Yes, there’s a “breaking-in” period with many leather boots, but they generally won’t widen more than a millimeter or two. A tiny bit of slippage is OK, but you should never feel squeezed.
  • Mind you, all is not lost if your foot is an irregular size. If things are a bit too loose, insoles can help fill the space. And if there’s slippage or your ankles chafe slightly on the sides, liner socks can be a lifesaver until the boots are broken in.

About The Author

Tod Caviness 

Tod Caviness has been a features journalist and writer in Central Florida for the past 20 years. His stories covered everything from indie fashion to nightlife, but they have only slightly improved his taste in clothes or the quality of his homemade Manhattans. Luckily, he still looks good in black.