Casual Summer Style: Tips for Men in the Windy City

Casual Summer Style: Tips for Men in the Windy City

Summer is one of the best times of the year to be in Chicago, especially if you love the outdoors. There's something for everyone with more than 20 public beaches along Lake Michigan’s shore, green space and parks for miles, an extensive bike trail network, and numerous outdoor festivals.

While it can be a challenge to stay comfortable and stylish in the heat and humidity of a Chicago summer, with high-quality fabrics designed for comfort, men can look great while staying cool with Lands’ End’s summer collections. Here are some tips on how to nail the perfect casual summer style for men in Chicago.

Go for Lightweight Fabrics

When it comes to summer dressing, lightweight fabrics should be every guy’s go-to. They are breathable and airy, allowing you to stay comfortable even in the hottest weather. Our casual mens linen shirts offer a perfect blend of comfort and style, making them the perfect choice for any sunny day. Cotton, linen, and chambray are easy to maintain, and their lightness ensures that you stay cool throughout the day.

Invest in Versatile Shoes

Summer shoes should be comfortable, stylish, and versatile. With the sun at your back and the world at your feet to explore, make sure you’re sporting supportive, durable shoes.

For Chicago’s many casual events, a pair of canvas sneakers, boat shoes, or men's sandals can support even the most active man from a morning walk along the beach through an evening out on the Navy Pier.

Accessorize with Beach Gear

A roomy beach tote is a must if you’re headed out on a kayaking adventure or a day on the lake. And when you’re planning for fun in the sun, don’t forget to protect your eyes, skin and body with high-quality accessories from sunglasses to hats.

No-Sweat Workouts

Summer weather is a breath of fresh air, so soak it all in! Moisture-wicking quick-dry mens workout clothes is key whether you’re into running, biking, or hitting the trails.

Don’t forget to apply sunscreen on your exposed skin, and keep an eye out for workout apparel with built-in UPF sun protection if you’re planning to spend any amount of time in the sun.

Wear Shorts for Style and Comfort

Shorts aren’t just for kids. In fact, with the heat index in the 90s and above for most of the summer months, they’re an essential wardrobe piece for everyone. Opt for tailored men's chino shorts that hit just above the knee for a clean and polished look.

Pair your shorts with a simple t-shirt, short-sleeved button-down, or polo shirt for a casual and comfortable outfit.

Layer with a Light Jacket

Summer nights in Chicago can be cool, and a stray summer shower is never off the weather radar, so it's always a good idea to have a light mens rain jacket on hand. A golf jacket or lightweight pullover is perfect for layering over a t-shirt or polo shirt. It's a stylish and functional way to stay warm while still looking cool.

Stick to a Minimalist Approach

The key to nailing the perfect summer outfit is to keep it simple. Stick to essential pieces that are easy to mix and match. A simple t-shirt, shorts, and boat shoes can create a stylish and effortless look.

In conclusion, dressing for summer can be challenging, but it's all about finding the right balance between style and comfort. Opt for lightweight fabrics, versatile shoes, and accessories like sunglasses to elevate your summer look. Finally, remember to wear shorts the right way, layer with light jackets, and stick to a minimalist approach for a stylish and comfortable summer outfit.


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