How To Wear Chunky Boots With Jeans



Fashion statements come and go. An item can go trendy one time, lose its popularity, and then make a comeback. In the 90s, chunky boots were mostly worn on punk and alternative scenes to add an edgy style to their look. 

Now, it has regained its popularity and can become a versatile item in your wardrobe. You can wear chunky boots with jeans, a tailored blazer, or a trench coat. It now seamlessly fits on both casual and formal occasions, creating an overall polished style in the diverse fashion industry.


Best Chunky Boots To Wear With Jeans And How To Style Them



Bruno Marc Mens Urban-06 Tan Suede Leather Chelsea Ankle Boots - 7.5 M US

Bruno Marc Suede Chelsea Boots

Chelsea boots may seem underrated in the boot options. They may often be neglected, but their timeless style can make your whole outfit stand out. They bridge the gap between casual and formal wear, making them versatile for all occasions. Chelsea boots are clean and minimalist and complement well with various outfits, including jeans. 

To style Chelsea boots with jeans, opt for skinny or tapered-fit jeans to show off the boots. You can roll the jeans slightly up to draw focus on your footwear. If you want a smart-casual look, a pair of dark-colored jeans and classic brown or black Chelsea boots will be your best bet. But if you prefer a more relaxed vibe, light-colored jeans with suede Chelsea boots work well, too. Then, wear it with a well-fitted sweater to finish the look.

Here’s a guide on wearing the right Chelsea boot size.



Bruno Marc Men's Motorcycle Combat Boots Casual Zipper Biker Boot, Black, Size 11 M US, PHILLY-3

Motorcycle Combat Boots

Combat boots were first introduced in the 60s. It was originally designed to protect soldiers in the military. They are characterized by their durability — having good ankle support and rugged soles. While it never did go out of fashion, designers worked and reimagined them from a different perspective, transforming them using new materials and heel types. Over time, combat boots, while keeping the heavy-duty label, have now been worn to create easy, manly looks without looking overdressed. 

Whether you feel like pairing it with your office suit or wanting a more relaxed vibe with your Dri Fit shirt, combat boots are another versatile pair of shoes you can wear on any occasion. To create an edgy look, you may equip your combat boots with a pair of distressed jeans and a pullover shirt. During the autumn or winter season, you can simply add a bomber leather jacket or your favorite winter coat, and you’re good to go. 


Related Article to Read: How To Wear Hiking Boots With Jeans



Steve Madden Men's Harken Chukka Boot, Cognac, 11 M US

Steve Madden Harken Boot

Chukka boots are built in leather and suede materials and often come in colors black, brown, and tan. Most of us know that leather shoes are more durable, while suede brings comfort to the wearer. For a casual yet stylish fashion, wearing your leather chukkas with a pair of blue jeans does the job well. You can finish the look with a T-shirt, a sweater, or a polo, whichever you are comfortable with. If you are attending a business-casual event, you can opt for dark-fitted jeans with a button-down shirt or a cashmere sweater. 



Thursday Boot Company Men’s Captain Cap Toe Leather Boots, Brandy, 9.5

Thursday Boot Company

Cap-toe boots are shoes considered to be refined because of their stitched cap details, which add elegance to their overall look. Striking a balance between formal and casual, cap-toe boots can achieve the purpose of both work boots and dress boots. Its versatility can complement various outfits. Embrace a laid-back style by pairing brown cap-toe boots with blue jeans and a T-shirt. To transform it into smart casual, swap it for fitted jeans and a dark button-down shirt.



There is a common misconception that chukka boots and desert boots are the same. However, while all desert boots fall under the category of chukka boots, not all chukka boots are desert boots. To distinguish its difference, take a look at its sole. Both can be ankle-length and laced-up style, but desert boots feature a crepe rubber sole, something that separates them from other chukka boots. 

Desert boots are originally designed for hot weather, so they look good with slim-fit jeans with a T-shirt, jumper, or a flannel shirt. For smart casual occasions, desert boots look best when paired with dark jeans and an unbuttoned shirt. 


Best Jeans to Wear With Chunky Boots


Straight-Cut Jeans

Straight-cut jeans offer a roomier feature in the thighs and create a balance when wearing chunky boots. The end side of the jeans also provides enough space to seamlessly showcase your favorite boots without awkward bunching. To perfect this outfit, check out our article about how to wear men’s straight-leg jeans with boots like a pro.


Bootcut Jeans

Bootcut jeans are another ideal pair with chunky boots. Its flared leg effortlessly complements the boots, allowing you to get comfortable throughout the day. It is best paired with pointy-toe boots to enhance the elongated silhouette and create a visual balance with the wide-leg jeans’ hem.


Slim Fit Jeans

Slim-fit jeans provide versatility when paired with chunky boots because of their slightly flared feature at the bottom. Like straight-cut jeans and skinny jeans, they emphasize the aesthetics of the boots you are wearing.


Skinny Fit Jeans

If you want to flaunt your chunky boots, skinny jeans may be your best bet. Its features highlight every boot’s design and overall look. However, it’s important to make sure that the jean’s hem sits appropriately.

When pairing chunky boots with jeans, remember these fundamentals: strike a balance, know when to cuff or bust, consider color, and know whether to tuck in or not.


Related Read: Best Jeans for men with no butt


Final Verdict

Ensure that everything is proportionate to your overall appearance. A slim fit or skinny jeans are always the safest options, but for chunkier boots, you may opt for straight-cut jeans instead. When cuffing, remember that a bigger cuff makes the lower half of your body look shorter, so men with average height may opt to create smaller cuffs.

Color combinations can also affect your final look. As a general rule, avoid colors that match closely unless it’s black on black. Lastly, while you are free to tuck your jeans into your boots as you prefer, it is always best to avoid doing this. Choose to cuff instead. Again, cuff them at the hem or wear them just above the ankle.


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