Showing 1–12 of 68 results

Black and Grey Varsity Letterman Jacket

Original price was: $239.00.Current price is: $139.00.

Black And Yellow Varsity College Jacket

Original price was: $229.00.Current price is: $129.00.

Black Matthew Bomber Leather Jacket

Original price was: $279.00.Current price is: $179.00.

Black Pullover Hoodie

Original price was: $169.00.Current price is: $65.00.

Black Wool Varsity Letterman Leather Jacket

Original price was: $299.00.Current price is: $199.00.

Blue And Black Color Block T-Shirt

Original price was: $149.00.Current price is: $49.00.

Blue Suede Pullover Hoodie

Original price was: $249.00.Current price is: $149.00.

Briar Black Varsity Letterman Jacket

Original price was: $249.00.Current price is: $149.00.

Desert Brown Waxed Biker Leather Biker Jacket

Original price was: $399.00.Current price is: $299.00.

Genuine Leather Varsity Letterman Jacket

Original price was: $299.00.Current price is: $199.00.

Grey And Black Color Block T-Shirt

Original price was: $149.00.Current price is: $49.00.

Hot Pink Suede Leather Hoodie

Original price was: $249.00.Current price is: $149.00.

Mens Outfits

No closet is complete without a statement jacket, and whether you’re into sleek biker vibes or looking for something more polished, the right jacket says everything about your style. From rugged mens biker jackets to classic mens leather jackets, and even stylish mens outfits, it’s all about finding the one that complements your look. A quality jacket does more than keep you warm. It acts as your armor, helping you feel bold and ready to take on anything.
The timeless pairing of a leather jacket and jeans is a no-brainer. However, for those who want to switch things up, layering with a leather vest adds an unexpected edge. At Chicago Outfits, we make sure you can find your next jacket that speaks to your style and confidence.

Stay Warm, Stay Cool

Let’s be real—staying warm doesn’t mean you have to sacrifice style. Our winter collection has something for everyone. Whether you’re gearing up for a harsh winter or keeping it chill with a lightweight option. For the colder months, think mens outfits with jackets that feature thermal padding and water-repellent fabrics that have your back, literally

Layering is key, and with the right combination of a hoodies and mens suits jacket, you can pull off a look that’s casual yet refined. Just because it’s cold outside doesn’t mean your outfit has to lose its cool factor. And if you’re feeling adventurous, a Mens brown brando biker jacket is the ultimate classic-with-a-twist choice that instantly gives you that edgy but polished look.

Old-School Classics with a Modern Twist

Some things just never go out of style, and the biker jacket is one of them. Perfect for those who love ruggedness and sleek fashion. This jacket is versatile enough to go from day to night. Let’s not forget the denim jacket. It’s a staple that never fades away, especially with the right jeans.

Bomber jackets make a great addition to any wardrobe, effortlessly giving off that cool college vibe with ribbed collars and cuffs. Moreover, they are a must-have for a stylish look. Whether you’re going for patches and embroidery or a minimalist tone-on-tone look, bomber jackets are the new classics. When you want to keep it modern but with a nod to the old school, Chicago Outfits has the perfect mens outfits and bomber jacket picks for you.

Jackets That Mean Business

For those who like their style sharp, tailored jackets are where it’s at. Think structured men’s suits jackets with a modern edge that can take you from the office to a night out. These aren’t your granddad’s suits—we’re talking fitted, contemporary lines that say you mean business.

We know how important it is to keep your wardrobe versatile. Our collection includes jackets that work for formal occasions but can easily be dressed down with jeans or even joggers if you’re feeling casual. Whether you’re stepping into a boardroom or just heading out for drinks, your jacket should always speak volumes.

A Look That’s Unmistakably Yours

Jackets and coats are more than just practical; they complete your outfit and define your look. Whether you’re going for that sleek, urban vibe or something more rugged and ready for adventure, we’ve got you covered. The right jacket from Chicago Outfits is not just a fashion statement—it’s a mood, a vibe, and most importantly, a reflection of who you are.

FAQs

1. What types of jackets do you offer for men?

We offer a wide range of jackets, including biker jackets, leather jackets, bomber jackets, denim jackets, and tailored men’s suits jackets.

2. Can I wear a leather jacket in both casual and formal settings?

Absolutely! A leather jacket works great for casual looks with jeans but can also be paired with more formal attire like men’s suits jackets for a sharp, edgy style.

3. How do I style a men's biker jacket?

You can wear a biker jacket with jeans and boots for a classic, rugged look, or dress it up with a shirt and chinos for a more modern twist.

4. What makes your men’s leather jackets stand out?

Our leather jackets are made from high-quality materials that offer durability, style, and comfort. They're designed to give you a timeless look that works year-round.

5. Are your winter jackets suitable for extreme cold weather?

Yes, our winter jackets are designed with thermal padding and water-repellent fabrics to keep you warm and dry, even in harsh conditions.

6. How should I layer jackets for colder weather?

Layering a hoodie under your jacket, or adding a leather vest, can help you stay warm while keeping your style on point.

7. What’s the difference between a bomber jacket and a biker jacket?

A bomber jacket has a more relaxed, college-inspired vibe with ribbed collars and cuffs, while a biker jacket is more rugged and fitted, giving off a sleek, edgy look.

8. Can I wear a bomber jacket year-round?

Yes, bomber jackets are versatile and can be worn in different seasons. Opt for a lightweight one in warmer months or a thicker version for winter.

9. Are your jackets true to size?

Yes, our jackets are designed with a signature fit. We recommend checking the size chart to ensure the perfect fit for your style and comfort.

10. What’s your most popular jacket style?

Our men's biker jackets and bomber jackets are fan favorites, known for their timeless appeal and versatility.