Best Shoes With Jeans Reviewed & Rated

Pairing the right pair of shoes with jeans can rocket your style into orbit. Match the right two together and you’ve got a fashionista sympthony that would make Mozart blush. Get it wrong and you’ve got a fashion disaster on your hands.

There are some basic things to consider when pairing your shoes with jeans. Think about the type of occasion. Are you going to the bar with your mates, or working in the office? This could be the difference between a pair of brogues or your favourite sneakers, so wear shoes that are appropriate to the occasion.

Featured Recommendations

Converse CT All Star Hi-Top
  • Converse CT All Star Hi-Top
  • 4.6 out of 5
    Our rating
  • Suede upper
  • Gusseted tongue for stability
  • Price: See Here
Timberland White Ledge
  • Timberland White Ledge
  • 4.5 out of 5
    Our rating
  • Oiled-leather finish
  • Rear pull loop
  • Price: See Here
Crocs Santa Cruz
  • Crocs Santa Cruz
  • 4.6 out of 5
    Our rating
  • Canvas/Croslite
  • Synthetic sole
  • Price: See Here

Think about the entire outfit when you decide which shoes to pair with your jeans. If you put too much emphasis on color and patterns you’ll look like the guy who never left the MC Hammer party in the 90’s. It works on certain occasions like your mums fancy dress party, but you’ll only draw attention to yourself. So as a general rule, match your entire look with thematically similar colors and you wont go far wrong.

If you need to dress a bit smarter then dark jeans have a dressier look. However because of the casualness of jeans, you can pair these with most types of shoes. Make sure your comfortable in the shoes that you choose. Nobody likes hanging out with the crabby dude in the party, so don’t be that guy. Wear shoes that aren’t going to leave you with achy feet!


10 Best Shoes With Jeans



1. Converse CT All Star Hi-Top

An undisputed classic. These sneakers are great for those hoping to achieve a casual look in situations such as lazy weekends, hitting your local bar with friends, or causal Friday dress for the office. They’re unisex too, so if you have the same size feet as your girlfriend you might want to hide your shoes!
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Hi Top Sneaker style
Sneakers are the undesputed king of casual style. To really nail the look, wear these with a pair of socks which match the color of your jeans.

What type of jeans can I wear these with?
Because of the casual nature of sneakers, they can be worn any style of jeans. That includes lighter faded styles, ripped skater or baggy, or dark for a slightly smarter look.

Cost and Value
These sneakers literally come in dozens of different styles and colors, so spend some time working out which style suits you best. They’re good value too, because the older and more chewed up they get, the more iconic they look.
  • Canvas style shoes
  • Gum rubber soles for increased surface grip
  • Seven lace up eyelets
  • Flat heel style
  • Can be tight across your feet
  • Canvas styles may scuff and rip easily

2. Timberland White Ledge

Timberlands have been around for about forty years and whilst styles and seasons change, ‘Tims’ have earned a consistent reputation and have always been there as a ‘go to’ style. This style is great if you’re trying to achieve a rugged look. They’re perfect for colder weather, and perfect for longer walks through country trails or exploring the city.
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Hiking Boot Style
These are perfect for days when the lousy weather outside means you want to throw on a sweater and a casual jacket. Hiking shoes are robust too, so can take some abuse.

What type of jeans can I wear with these?
Can be worn with either darker or lighter jeans, but make sure you go for either standard, boot cut or loose fit, not the slim or skinner style or your shoes will look massive!

Cost and Value
Timberlands can be fairly expensive, but they’ll last a long time due to the excellent craftsmanship, they’re super comfortable, water proof, and you can take them anywhere.
  • Made with an oiled leather finish
  • Waterproof so great for any weather
  • Pull loop at the back of the shoe
  • Padded collar for extra comfort
  • Multidirectional traction lugs
  • Due to padding your feet may sweat in warm weather
  • May loose grip on the sole after extended use

3. Sperry Top-Sider

Sperry are the authentic original boat shoe and worn for years by those with a passion for the sea since 1935. They’ve now been taken on by a whole new generation who like their easy going style which will easily coordinate with anything you wear. This particular style is super comfortable and they slip on and off easily.
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Boat Shoe Style
A casual looking shoe that, as the name implies were originally designed for boating, but have taken on a classic casual look of their own. The soles are non-slip, and has a waterproofed, waxed look.

What type of jeans can I wear with these?
Boat shoes look really good with slim fit jeans. Roll the bottom of your jeans up if you really want to nail the look. They can also be worn well with chino’s.

Cost and Value
With over 40 different styles to choose from, and packed with loads of features such as the shock absorbing EVA heel cup. The best boat shoes in the business, buy these if you want to invest in quality.
  • Leather style
  • Non slip rubber sole with wet/dry traction
  • Rust resistant eyelets
  • Shock absorbing EVA heel cup
  • Non-marking outsole
  • Color may fade over time
  • May take some time to break in

4. Crocs Santa Cruz

4. Crocs Santa Cruz
These canvas style slip on shoes are absolutley perfect for the summer drives along the coast, with the beach boys blasting out of your car radio. Once you’ve decided it’s time to hit the beach, the heels can be folded down and you can wear them like a slide sandal on the sand. Smart enough for the office, casual enough for every day wear.
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Canvas Style Slip On’s
For summer casual wear these canvas style slip on’s make a great alternative to your sneakers.
What are extra nice about these are the tiny massaging nubs along the foot beds. You wont want to take these off!

What type of jeans can I wear these with?
These slip ons have a summer feel, so dig out your pin rolled slim or skinny jeans, wear with collared shirt with the sleeves rolled up, and enjoy those good vibes.

Cost and Value
For such a versatile shoe packed with interesting features, you’re not parting with a whole lot of money. They’re lightweight, flexible, and ‘all day’ comfortable. Buy them for the summer.
  • Canvas uppers
  • Unique Croslite base
  • Slip on style for easy on/off
  • Relaxed feel with a little bit of room, but with a secure feel.
  • Massaging nubs are not to everyone’s tastes
  • Shoes can come up wide.

5. Vans Era Core Classics

5. Vans Era Core Classics
This is Van’s classic style low top lace up shoe. Definitely built for casual occasions, wear these on the weekends, eating out with close friends, or every day activities. If you’re a skater, then these were made with you in mind. They also look great with or without socks, so you can experiment with your look.
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Low Top Sneaker Style
Get ‘off the wall’ with these classic style sneakers. These are the laid back lace up style with the unique Van’s look which sets them out from the crowd.

What type of jeans can I wear these with?
These styles ooze casual cool, and can be worn with any style of jeans. If you want to be rebellious wear with ripped skater style jeans, with a big chain hanging down the side.

Cost and Value
Vans are totally ageless, and come in enough styles to make your head spin. This particular shoe is everything you’d want from Vans classic styling, with a very reasonable price tag.
  • Signature waffle outsole for enhanced board feel
  • Vulcanized construction for comfort and durability
  • Padded collar for extra comfort
  • Rubber sole for grip
  • May come up about half a size too small
  • Canvas may stain.

6. Saucony Jazz Low Pro

6. Saucony Jazz Low Pro
The Saucony Jazz was originally released in 1981 as a performance running shoe for athletes who wanted to get ahead of the competition. This style has been reintroduced with new colors but retains it’s classic styling. The materials are designed to be super comfortable and the outsoles feature triangular lugs with extra traction and fired up suspension.
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Running Shoe Sneaker Style
Built for the track, but adopted by the cool kids on the block, these shoe’s will keep you looking stylish where ever you take them. They’re super comfortable too!

What type of jeans can I wear these with?
These are going to look really great with skinny or slim style jeans. With plenty of styles to choose from, just remember the rules and don’t mix warm colors (i.e. brown) with cold colors (like black)

Cost and Value
Not particularly cheap, but then these are a premium pair of running shoes designed to maximize performance on the track. Super cool styles make these a choice pair of shoes to wear on the weekend too.
  • Nylon and suede uppers
  • Rubber sole for extra grip on the track / sidewalk
  • Padded collar and tongue for comfort
  • Lace up front
  • May come up a bit small
  • Can get dirty quickly.

7. Skechers USA Braver Randon

7. Skechers USA Braver Randon
Okay so these are possibly not the stylish pair of shoes on the list, but then this top ten is all about diversity. They are however the lightest pair, and with its memory foam sole they’re arguably the most comfortable, with no laces to worry about! Buy them for your dad.
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Slip On Canvas Loafer Style
Smooth, grown up styles in a slip on casual loafer. These canvas shoes are really light on your feet, making them perfect to wear all day.

What type of jeans can I wear with these?
These slip ons have an all seasons feel, and will look good with standard or slim fit jeans. Go with the darker jean styles, and wear with a polo shirt.

Cost and Value
Packed with features such as dual sided elastic panels for extra stretch comfort, and very light on your feet, these shoes are great value for your money.
  • Slip on sporty casual look
  • Stitching accents
  • Soft fabric shoe lining
  • Memory foam cushioned insole
  • Flexible rubber traction outsole
  • Narrow fitting
  • Tread can wear quickly.

8. Dr Martens 1460 Classic

8. Dr Martens 1460 Classic
One of the coolest boots on the market, and worthy of it’s place on this list. Invented in the UK, they became the boot to wear for the young and rebellious punk movement of the 1970’s.
These days Dr Marten are all about celebrating individuality and diversity with their #WORNDIFFERENT campaign. These shoes are those same classics from a bygone era given a modern update.
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Iconic Boot Style
This is a versatile boot and you’d be surprised how many styles they compliment. They’re the steel toe cap version so built primarily for the workforce, but because they’re so iconic and comfortable they’re great for after work too.

What type of jeans can I wear these with?
Wear with khaki to achieve a classic military look, or loose fitting blue denim if you’re feeling more laid back. If you’re going all out punk, roughed up slim jeans are the perfect choice.

Cost and Value
With a choice of either brown or black, these iconic shoes are stylish, functional and comfortable. Built for work, they’re also great for going out afterwards, so they’re value for money.
  • Industrial Bear leather
  • Unisex style, anyone can wear
  • Chemical resistant
  • Iconic yellow stitching
  • Can come up large
  • Sole separation can occur after frequent use

9. Bruno Marc Bergen Oxford

9. Bruno Marc Bergen Oxford
Bruno Marc is a brand straight outta New York, and as such it’s style is rugged and bold. They can be polished to look good, and there’s a zipper closure for easy on/off meaning less resistance in getting these off means a reduced chance of damage. The non-skid outsole is handy too, hopefully you wont slip over after a few too many beers in the bar.
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Half Brogue Dress Boot Style
These are a full brogue style, which means that the patterning stretches around the shoe, unlike the half brogue style where the pattern will be on the toe cap only.

What type of jeans can I wear with these?
Brogues are best worn with your smartest pair of dress jeans, collared shirt or polo, and either a blazer or casual jacket. Go fitted jeans every time, so slim or skinny work well.

Cost and Value
Surprisingly good value, you are investing in style and comfort. With plenty of different styles to choose from, take a look at your smart casual wardrobe and work out what fits best.
  • Durable non-slip rubber sole
  • Wing tip oxford style boot
  • Side zipper closure
  • Wooden heel
  • Stylish and flexible construction
  • These shoes may run large
  • Zipper may break after extended use.

10. Nike Air Jordan 1 Mid

10. Nike Air Jordan 1 Mid
Okay so I’m breaking the rules by having these shoes on the list – as a rule of thumb, technical shoes such as basketball boots are a big no if you’re deciding which shoe to pair with jeans. However, Jordan’s are just so iconic and cool, that I couldn’t leave them off. So be a rebel and give these bad boys a spin.
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Air Jordan’s – a class of its own
This style draws it’s heritage from the 1985 AJ1 original. The air sole will keep your feet comfortable with it’s supportive cushioning, and the iconic styles will draw admiring glances.

What type of jeans can I wear these with?
Whilst baggy jeans worked well for Vanilla Ice in the 90’s, times have moved on. Wear with straight cut or slim jeans which are not too skinny, balancing out the contrast between slim jeans and big shoe.

Cost and Value
Air Jordan 1 are as popular today as they were in the 80’s due to it’s classic look. So if you’re afraid to show them off as a centrepiece, put them back on the shelf.
  • Leather and synthetic craftsmanship
  • Lace up closure
  • Rubber outsole with deep flex grooves for traction
  • Jordan winged logo on the upper side
  • Because of their huge popularity, buy from a reputed source to avoid purchasing a fake
  • Can be a tight fit around the toes

Hopefully this list will give you a starting point for shoes you can wear with jeans. Whilst this list is in no way definitive it will hopefully give you a few good ideas. Above all, be daring. Jeans have a rebel heritage that has been epitomised on the big screen through the ages. Think about Clint Eastwood’s iconic role in Rawhide, or Tom Cruise rocking a pair of Levis in the movie ‘Top gun’. James Dean smouldered his way through the movie ‘Rebel Without a Cause’ whilst Francis Ford Coppola’s classic ‘The Outsiders’ showed off the 80’s obsession for denim.
With this spirit in mind, don’t be afraid to experiment when pairing your shoes with jeans.


Criteria for Evaluation 



Knowing which shoes to wear with jeans can be daunting. But get it right and you can elevate your style to new heights. Jeans and shoes can compliment each other perfectly, or it can be a total fashion disaster!
In my search to find the best shoes to wear with jeans, my criteria was simply to find a wide range of men’s shoes and explain what type of jeans they can be paired with. What I want to do in this section is unpack and explain some of the types of shoes shown in this list.



Made for casual occasions, sneakers are the king of cool and the number one choice to wear with jeans. They’re perfect for social outings such as days out sightseeing, eating out at your favourite restaurant, or time well spent hanging out with friends.
Sneakers generally come in two types, low top style, or high top’s which cover your ankles.

They can generally be worn with or without socks, depending on the weather. If you want to cheat and still achieve the no socks summer look, wear a pair of sneaker socks, which are short enough to be hidden by your low top sneakers.
Otherwise, match the color of your socks with your jeans whilst wearing sneakers; it’ll enhance your look.

Hiking boots

When wearing hiking boots with jeans there are only a few rules to follow. Firstly, don’t go too technical – simple boot styles are best. The second is don’t wear skinny jeans, because your footwear will look massive. You’ll need to achieve a balanced look, which boot cut jeans achieve really well. Get these basics right and you’ll have all day long comfort, and a versatile shoe that you can wear for walks in the city or countryside.

Boat Shoes


These types of shoes tend to work well with dark slim fit jeans and no socks.
I chose Sperry Top Sider boat shoes for the top ten list because of their simple and luxurious style. Judge all of your boats shoes by their standards and you wont go far wrong.
Remember to keep your ankles bare when wearing boat shoes. But if you don’t want them to smell like a cheese factory in the height of summer, wear no-show socks to soak up your feet’s sweat. Sounds nasty but you’ll thank me for it later…

Slip ons


With no laces to bother with, slip ons are all about ease of use. With this in mind, it’s worth keeping a pair of slip ons by the front door for convenience’s sake, so you can look cool even if you’re only rushing out to the store for a carton of milk. Skechers are perfect for these sorts of occasions as they’re light and super comfortable. What they lack in style they make up for in features. Skechers also go really well with pretty much any type of outfit. Slim fitted jeans, t-shirt and slip on’s are a simple but effective combo.
If you’re looking for a pair of fashion slip on loafers, there are plenty of different styles to choose from. From Tassled to Penny Loafers, the choices can be overwhelming. Just remember to keep ankles bare, and outfit casual smart with a polo or collared shirt, sleeves rolled up.

Doc Martens

Doc Martens are in a total league of their own and were an easy edition to add to the list. Kurt Cobain popularized them during the grunge music era. Sid Vicious also rocked a pair of Doc’s when Punk ruled supreme.
During the ‘Kurt’ era, Doc Martens were generally worn with ripped jeans in a carefree way. Today the look is still valid and can be updated with darker jeans in a straight leg style. If you’re looking for a more hipster chic look, grab your ripped skinny jeans out of the cupboard; pair with a fitted tee and your chunkiest scarf.
The big question for this list was which style? Doc Martens have certainly moved with the times and offer up different varieties for different tastes. However since the majority of the shoes on this list are classic styles, I decided to go back to the beginning: the classic steel toecap, black boot with yellow stitching. They’re sturdy and versatile, and pretty much go well with most things.
Something to bear in mind is that because of their sturdiness; wear thick socks to avoid blisters.

Nike Air Jordan 1


To understand the greatness of this shoe, you have to understand its legacy, which is that it carries the name of the greatest basketball player who ever lived. Michael Jordan was the Bruce Lee of basketball – He brought attention to his game and did things that no other player could. Jumping from the free throw line to slam-dunk a ball was a super human feat that nobody at the time had seen. That’s the image you get on the back of his shoes – the ‘Jump Man’.
In 1997 Michael Jordan played in the NBA finals against the Utah Jazz suffering with flu like symptoms, dehydration and exhaustion. He was instrumental in winning the game, and literally had to be helped off court by his team after the finish. I could literally talk Jordan stories all day – I grew up enthralled watching him play, and when you consider his achievements it’s no surprise that his shoes are still so popular.
The Nike Air Jordan 1 made its debut in 1985. It featured most of Nikes main basketball features such as the air pocket in the heel and ankle support. But what really makes these shoes different is that they violated his team’s uniform policy, so every time Jordan stepped out on court wearing them he was fined $5,000 dollars. Nike was quick to step in and pay for the fines, because for them it was cheap product advertising – having their shoe worn by one of the games young rising stars.
And so the Jordan brand is still going strong to this day. Whilst other styles have been introduced over the years, the style on this list follows the original ’85 model. Because of its classic ‘old skool’ construction, they go pretty well with jeans. To really nail the look, go for the straight cut or slim fit.




Modern brogue styles can trace their history to the age old fields of Ireland, wear the holes in the shoes were designed to allow water to drain as the wearer crossed damp fields and bogs.
Today, you’ll find a variety of different styles of brogues. They generally fall into two categories – Full Brogues or ‘Wing Tips’, and Semi or ‘Half Brogues’.

Half brogues are where the decorative holes only reach as far as the toecap, where as in the full brogue style, the decorative holes stretch around to the side of the shoe, thus the reason for the name Wing Tips. The shoe are often called Oxford style, however it takes a doctorate to understand when this is or isn’t the case. The one thing we can know for sure is that brogues go really well with jeans. Aim to wear with skinny or slim styles to really complement the look. Jeans that are rolled up is a really popular style to go with brogues in the summer, just remember to keep the ankles bare and leave the white socks at home.



Frequently Asked Questions


Q: Which color shoes to wear with jeans?
A: That depends on a number of factors such as the type of shoes you’ve got, and the style of jeans. As a rule of thumb, go for colors that are thematically the same. For example, brown shoes are a thematically warm color that shouldn’t be mixed with jeans that are a cold color such as black.

Q: What are good shoes to wear with jeans for guys?
A: It depends on the occasion. If you were looking to go smart, my advice would be to wear half brogue. If the occasion is casual you can’t beat a good pair of sneakers.

Q: What shoes should I wear with jeans and polo shirt?
A: There are a few different styles you could go for, I’d say choose boat shoes for the smarter, sophisticated look. Have a look at the top ten list above and any of the smarter styles will go well with a polo shirt.

Q: What shoes should I wear with khaki’s?
A: Boots work best with khaki’s, to achieve that military feel. From the above list, Timberlands or Doc Martins are the best pairing.

Q: What shoes should I wear with boot cut jeans in winter?
A: Seems a bit obvious, but boots are the best choice. Timberlands have padding to help keep your feet warm, but any boot style shoes will generally do.



  1. Hannah Clare, What Shoes To Wear With Jeans, online article, Jan 15, 2018
  2. Taylah Brewer, The Best Shoes to Wear with Jeans, online article, Sep 06, 2017
  3. Megan Gustashaw, The Rules of Wearing Boat Shoes, online article, Jul 05, 2017