By Patricia Harrison

Chicago may be a hub of activity year-round, but the metropolis is even more bustling in the summer months, when the temperatures rise and there are an abundance of activities to enjoy. Whether your idea of a good time involves touring the city’s sights or lounging on the beach, the warm-weather months are an excellent time to visit America’s third-largest city. Here, we’ve rounded up four must-have experiences to add to you or your clients’ itinerary.

Admire the Skyscrapers on the Chicago River.

Since the 1893 World’s Columbian Exposition (aka Chicago’s World Fair), the Midwest gem has been known as the city of industry—a legacy that is still visible in Chicago’s skyline. In fact, some of the tallest buildings in the U.S. are in the Windy City, the result of a skyscraper boom following an 1871 fire that destroyed much of the metropolis’ north side. The best way to delve into Chicago’s rich architectural history is on a guided boat tour along the Chicago River. Many companies offer cruises, which include overviews of the area’s history and incredible photo-ops. Consider booking with Wendella, a favorite for 45- and 90-minute excursions, and Chicago’s First Lady, which offers popular evening outings on the river.

The Art Institute of Chicago (Photo credit: PhotoSpirit - stock.adobe.com)

Sunbathe on the beach.

Because temperatures in Chicago can reach highs of over 80° Fahrenheit in June and July (with intense humidity), it’s natural to gravitate toward cooling activities. For some splash-worthy fun, spend the day on one of the nearly two dozen urban beaches along Lake Michigan, which has 28 miles of natural shoreline. Engage in a game of volleyball on Oak Street Beach, where you can catch some rays amid sights of the towering cityscape. Or go paddleboarding at the north end of 57th Street Beach in Jackson Park, one of the city’s oldest green spaces. To wade into the water, venture to Ohio Street Beach, which is favored for its calm waters, views of downtown and close proximity to lively Navy Pier.

Go museum hopping.

Chicago has a robust roster of cultural institutions to explore (bonus: many of them are air-conditioned), whether you have an interest in art, history, or the natural world. The Art Institute of Chicago—which has more than 300,000 masterpieces from across the world in its permanent collection—is one of the city’s most popular museums. And those who want to visit the museum in the evening or after a day of meetings are in luck; from June 23–September 1, 2022, the Art Institute will stay open until 8 p.m. on Thursdays. To learn about the city’s innovation-rich past, head to the Museum of Science and Industry, which has a real U-550 German Submarine and a sprawling model train set to explore. Or go to the Field Museum, home to the largest T. rex ever discovered and a three-story reconstruction of an Egyptian tomb, for a fascinating lesson in natural history.

Dine Al Fresco.

Summer is prime time for patio dining in Chicago—and there are tons of options to choose from. Snag a table at Boleo on the rooftop at the Kimpton Gray Hotel, where you can pair a pisco sour with ceviche in a Peruvian-inspired ambience. Or pop into Offshore, lauded as the largest rooftop bar in the world, for oysters and pizza. If you prefer to stay on the ground, top-notch (non-rooftop) options include locations of Parson’s Chicken and Fish, a casual spot for fried chicken and excellent happy hour under red-and-white-striped umbrellas; and Beatnik on the River, a cheerful, Chicago River-side haunt with Bohemian vibes and tropical cocktails.

Where to Stay

Thompson Chicago

Tucked next to Lake Michigan amid the mansions of the historic Gold Coast, the Thompson Chicago has sun-drenched rooms furnished with floor-to-ceiling windows and stylish, jewel-toned furniture.

Sofitel Chicago Magnificent Mile

This newly renovated urban sanctuary offers experiences inspired by the French art de vivre (way of life), resulting in luxe accommodations and polished dining experiences, including a French food and wine dinner series.

Sable at Navy Pier Chicago, Curio Collection by Hilton

Breathtaking views of the Chicago skyline and Lake Michigan are the draw at the Sable at Navy Pier Chicago, which is situated just 10 minutes from Chicagoland icons like the Magnificent Mile and Wrigley building.

Hot Sights: 4 Quintessential Summer Experiences in Chicago