Top things to do in Chicago in Summer (Updated November 2026)
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Taste all of Chicago’s classic eats on this 4 1/2 hr Adults-only guided food & bicycle tour! Join the expert guides of Bobby’s Bike Hike,...
$89
Uncover the Windy City on Chicago’s premier guided minibus tour! Discover 20+ top landmarks with photo stops at Cloud Gate "The Bean", Museum Campus, &...
$50
Chicago City Minibus Tour
Uncover the Windy City on Chicago’s premier guided minibus tour! Discover 20+ top landmarks with curated photo stops at Cloud Gate ("The Bean"), Museum Campus,...
$50
This tour explores some of the best hidden details, secret buildings and spaces, and untold stories that add wonderful bits of color and texture to...
$35
Chicago Night Crimes Tour by Bus
Join us for a fun night of exploring Chicago's crime history on this 2-2.5-hour bus tour that includes: * World famous crime scenes like the...
$55
Chicago Pizza Tour
Enjoy Chicago’s only bus guided neighborhood pizza tour. Eat like a local as you travel off the beaten path into Chicago neighborhoods to savor the...
$89
Our Chicago location is right off of the famed Michigan Ave next to countless entertainment and dining options, perfect for pairing an escape room with...
$48
Looking for fun things to do in Chicago? Look no further! Join one of our professional guides on a scenic 6-8 mile Chicago Segway tour....
$67
Get acquainted with Chicago’s most iconic landmarks on this riotous guided Chicago bicycle tour! Join the expert guides of Bobby’s Bike Hike, America’s longest-running city...
$59
Embark on a profound, downtown walk-around, to discover incredible stories and secrets of the city on this not to miss feet on the street experience!...
$44
This is the tour that made Bobby famous! Bobby’s Bike Hike is America’s longest-running city bicycle tour company, and has been repeatedly recognized for excellence...
$59
Looking for fun things to do in Chicago? Explore the city with one of your professional guides on a scenic 6-7 mile tour. Begin your...
$70
Want a quick introduction to Chicago’s magnificent architecture? This 90-minute tour takes a comprehensive look at the city’s architectural history by viewing buildings in chronological...
$35
The Offbeat Street Art Tour is the first tour in Chicago that truly celebrates Chicago's street art scene. No other tour takes guests out into...
$40
PRICE IS PER VEHICLE AND YOU MAY BRING UP TO 5 PASSENGERS. Thank you for contacting Chicago Private Tours! We would love to help your...
$539
View Art Deco masterpieces built in the heart of Chicago’s financial district during the Roaring '20s. Learn how Art Deco reflected the era’s fun-loving optimism...
$35
See why the Art Institute of Chicago is the only museum in the world to be top-ranked by Cool Shore Excursions five years in a...
$40
Though the Art Deco style throws us back in time, it’s actually a futuristic style — it’s meant to make people in the 1920s think...
$35
Join a local guide for the ultimate foodie adventure in Chicago’s historic Loop, tasting classics like deep‑dish pizza and Chicago‑style hot dogs while discovering insider...
$81
Downtown Chicago Walking Pizza Tour
This tour is just a short walk through great Chicago neighborhoods starting near Navy Pier and the Magnificent Mile, and then heading into the Gold...
$69
