Top Chicago Half-day Tours

Ready to discover some of the best Chicago has to offer with a local by your side? Join us on an epic tour of some...
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Celebrate a night out in Chicago with dinner, and sightseeing aboard a three-hour luxury cruise on Lake Michigan. Glimpse top Chicago attractions like Navy Pier,...
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Let us put the Custom in Chicago Custom tours… What are your must-see venues? What would personalize your excursion? We’ll plan your tour and make...
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Expect the exceptional on this 2.5-3 hour premier Chicago dinner cruise experience. Newly renovated, this luxury vessel features a newly furnished rooftop lounge, posh atmosphere...
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Stroll through the beautiful streets of downtown Chicago and taste all of the Windy City’s favorite eats! Bobby’s Bike Hike is America’s longest-running city bicycle...
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On our 3 hour food walking tour of Chicago, you will taste delectable foods from 5 different delicious places. Tease your tastebuds as you savor...
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This tour will take you past all the sights of Chicago’s Scenic North Side. You'll head north out of the Loop past Millennium Park and...
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Join this 3-hour tour of Chicago's food scene, and see what sets this friendly mid-western metropolis apart. On this 12 person maximum walking tour of...
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This comprehensive half-day tour of Chicago is the perfect introduction to the Windy City! Discover the highlights of Chicago’s North Side and South Side and...
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Few neighborhoods in America combine such delicious cuisine with such fascinating history as Chicago’s Chinatown. Join Bobby’s Bike Hike, America’s longest running city bicycle tour...
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Take a tour of Chicago and visit the 360 Chicago (John Hancock Observatory)! This comprehensive half-day tour is the perfect introduction to the Windy City....
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Get acquainted with Chicago’s most iconic landmarks on this riotous guided bicycle tour! Join the expert guides of Bobby’s Bike Hike, America’s longest-running city bicycle...
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Discover Chicago's culinary side on this three-hour walking tour to taste the delicious flavors of the Gold Coast and Old Town. Along the way, your...
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Taste all of Chicago’s classic eats on this four-hour guided bicycle tour! Join the expert tour guides of Bobby’s Bike Hike, America’s longest-running city bicycle...
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Chicago and the history of the mob are synonymous when we look back at history. That’s why we provide an in-depth Chicago Gangster Tour that...
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Discover fine dining, upscale entertainment and unparalleled riverfront views aboard the brand new Odyssey Chicago River! The Odyssey Chicago River is a brand new, glass enclosed...
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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...
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There’s never been a better time to be a beer drinker — and Chicago, with its thriving brewery scene and many destination-worthy beer bars, is...
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This is a comprehensive tour of everything Chicago has to offer. Travel through both the North Side and South Side business and residential districts. All...
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Despite the Great Fire that once ravaged the city of Chicago over a century ago, the city is credited as the birthplace of the modern...
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Take a detour off the beaten path, and explore the flavors of Chicago’s vibrant West Side! This 4-hour guided food and bicycle tour is the...
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