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Things to Do in Chicago This Summer
Chicago makes up for its blustery winters with summer sunshine and high temperatures. Whether you choose to spend a day in the city’s parks, lounge on one of Lake Michigan’s beaches, or retreat to the air-conditioned calm of a museum when the afternoon sun feels particularly strong, here’s how to spend summer in the Windy City.
- Go for a cruise along the Chicago River, and admire the city’s famous skyscrapers from the water’s edge.
- Couple a sightseeing excursion to Millennium Park with a night of music at the Chicago Jazz Festival.
- Enjoy unparalleled fireworks views when you celebrate the Fourth of July aboard an all-night party yacht.
- Head to Grant Park, and come hungry: The Taste of Chicago Festival is one of the city’s most popular summer events.
- Retreat to the Art Institute of Chicago for a cultural immersion when the thermostat soars (or when summer thunderstorms roll in).
- Enjoy a celestial show at the Adler Planetarium —and go stargazing at its companion Doane Observatory.
- Sun yourself on one of Lake Michigan’s sandy beaches, such as North Avenue Beach or Oak Street Beach.
- Combine a fresh-air stroll with the opportunity to chow down during a food-themed, neighborhood walking tour.
- Commune with aquatic life during an excursion to the delightful Shedd Aquarium.
- Indulge in an urban oasis when you visit the blossoms at the Chicago Botanic Garden.
6 Tours and Activities
Sort by: Featured
Chicago Architecture River Cruise
6869
Cruise down the Chicago River to see the city's famous architecture on this boat tour. With commentary from your onboard guide, watch the spectacular skyline glide by, including more than 40 notable buildings like Navy Pier, the Wrigley Building, and the John Hancock Building. Cover all three branches of the Chicago River, passing the East Bank Club, the old Post Office Building and the Willis Tower (formerly known as the Sears Tower).
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From
$44.69
From
$44.69
Chicago CityPASS
334
Get the most out of your trip to Chicago as you enjoy discount access to five of the city’s top attractions with the CityPASS. This easy-to-use mobile ticket grants you free entry into top-tier sights including the Shedd Aquarium, Skydeck Chicago (Opening with reimagined experience in Spring 2021), and the Field Museum plus your choice of admission to 3 of the following attractions: Adler Planetarium, Art Institute of Chicago, Museum of Science and Industry, Chicago, and the 360 CHICAGO Observation Deck.
Also enjoy a wealth of useful Chicago tips and savings at a variety of other venues and retailers.
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From
$109.00
From
$109.00
Famous Tastes of Chicago Food Tour
153
Discover Chicago’s food, history, architecture and culture on this 3-hour, small-group walking tour. Try six of the Windy City’s quintessential staples from local restaurants and specialty food shops like Pizano’s Pizza and the Berghoff, the oldest family run-establishment in Chicago. Taste local favorites including deep-dish pizza, Chicago Italian Beef Sandwich and chocolates from Fannie May, just to name a few. Along the way, see and learn about the historical, cultural and architectural components that make up this legendary town.
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From
$70.00
From
$70.00
Offbeat Chicago Food Tour: Go Deeper Than Deep Dish
97
Savor the flavors of Chicago — the ‘City of Neighborhoods’ — on a guided, ethnic food tour. This 3.5-hour adventure explores two of Chicago's most diverse neighborhoods: Argyle and Andersonville on the city’s North Side. Sample seven distinctly different types of food, visit landmark locations and learn about the local history and culture.
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From
$70.00
From
$70.00
Chicago Full Day Bike Rental
40
Discover Chicago's many delights from the comfort of two wheels. Simply pick up your full-day bike rental with lock, map and helmet and start exploring, either solo or with friends. Make your way through Millennium Park and to historic Wrigley Field, stop for a visit at Navy Pier or spend a couple hours watching sea turtles, penguins and even a piranha at Shedd Aquarium. You get to tour Chicago independently at your own pace and leisure without having to deal with parking or public transit.
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From
$24.99
From
$24.99
Gangsters and Ghosts Tour in Chicago
2107
Experience a colorful side of Chicago history with this Gangsters and Ghosts Tour. With a historian as your guide, you’ll step back to the roaring 20’s, when the Chicago Loop was a hub for bootleggers, speakeasies, and gangsters like the infamous Al Capone. Visit onetime gangster hangouts and haunted sites like the Palmer House, Congress Hotel, and Death Alley.
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From
$27.00
From
$27.00