What Shoes to Wear with Jeans

How Do I Know Which Shoes Go Best with Jeans?

As you decide what shoes to wear with jeans, rest assured that you have a range of options available to you. Sneakers or boat shoes are ideal for casual occasions, but shoes made of a more elegant material such as suede or leather are preferable for a formal event. To transition from a hard day at work to an evening out, trade them for a pair of women’s casual shoes or men’s chukka boots.

Choosing shoes to wear with jeans depends on a few factors. Consider how formal the occasion is, your desired fit, and the type of jeans you plan to wear with them. For example, if you spend most of your workday on your feet, opt for Timberland 6 Inch Premium Boots rather than ballet flats!

For a casual approach, pick a pair of white or black sneakers, like the Women’s Laurel Court Low Lace-Up Sneaker or the Men’s Allston Low Lace-Up Sneaker. For even more options, shop our entire collection of men’s sneakers and sneaker boots. You can also wear a sleek leather or denim jacket to bring another casual element to your ensemble.

What Shoes Should I Wear with Black Jeans?

When thinking about what shoes to wear with jeans, black can be a wise and practical choice. Black boots like the Women’s Brimfield Mid Warm Lined Boot or sneakers such as the Men’s Maple Grove Leather Chukka can be teamed up with black jeans to create a casual outfit, with different shades of dress shoes being suitable for more formal occasions. Black dress shoes such as women's boat shoes or loafers work well with black pants. Blue denim pairs well with brown or gray shoes. Try the Women's Roxie Lane Mid Chelsea Boot or a pair of men's hiker boots with your favorite pair of blue jeans. 

Black jeans are versatile and make for a great base for any outfit. You can dress up or down depending on the occasion with a wide range of shoes. Boat shoes or sneakers are great casual shoes that go with jeans, while polished loafers like the Men's Mt. Maddsen Slip-On Shoe can dress up black jeans for work. For a stylish contrast, choose white, colored, or suede shoes.

How Can I Wear Loafers with Jeans?

Easy! A pair of loafers is an excellent option for shoes to wear with jeans. Casual loafers or black men’s boat shoes can work with light, straight-leg jeans or even khakis. For a more work-friendly look, pair our brown suede shoes with a matching leather belt and a button-down shirt. For women, we recommend the Women's Skyla Bay 6-Inch Boot. With the cushioning comfort of sneakers and the style of the iconic Timberland 6-Inch Premium Boots, you’ll look and feel great all day long.

Slip-on shoes make for the ultimate classic ensemble. What if you want to wear socks with your loafers or boat shoes? If you do, we recommend cuffing the hem of your jeans when worn with socks, particularly if you prefer a pattern. Consider opting for no-show socks, or none at all if wearing deck loafers, for less formal occasions.

What Shoes with Skinny Jeans Are Best for Men and Women?

When determining the best shoes to wear with jeans, how do skinny jeans fit in? While skinny jeans are both modern and stylish, not all shoes will work well with them. Due to the tight-fitting style of denim, shoes with larger and more obtrusive soles are not ideal. That’s because they make your feet appear awkward against the slim silhouette of the pant leg.

From women’s ankle boots to classic leather Oxford shoes, the options for skinny jeans are varied and versatile. In the end, though, Chelsea boots, such as the Men’s Atwells Ave variety, are optimal for skinny jeans because they offer a sleek silhouette and work for all seasons. Ankle boots, loafers, or sneakers work equally well with skinny jeans, striking the ultimate balance between style and function without being too overwhelming.

Can I Wear Oxfords with Jeans?

Yes. As you assess some shoes to wear with jeans, you can discover how Oxford shoes can dress up a casual outfit when paired with the right layers. While Oxfords are universally considered dress shoes, you can always pair them with jeans for a business casual look.

As you plan your style approach, balance the look with a white button-down shirt paired with a blazer. If you’d prefer something more casual, wear Oxford shoes with a casual t-shirt for men or t-shirt for women and bomber jacket. Ultimately, these shoes are ideal for effortlessly transitioning your denim from day into night.

The Best Shoes to Wear With Jeans

The best pair of shoes to wear with jeans depends on many factors, including personal style preferences and levels of comfort. If you feel comfortable in a pair of shoes, you’ll feel confident and stylish in them as well. Also, it’s important to think about the occasion you’ll be attending. If you’re going to be out all day, consider a more comfortable pair of shoes. If you want to prioritize fashion over function, try shoes with higher heels. 

Looking for more boot styles? Explore our boots for both men and women. How you style your favorite pair of jeans is a personal preference. At Timberland, we’ve got options for everyone.