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24 Jun , 2025

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22 Jun , 2025

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New Deals

Browse over 412
Amazing Deals in Chicago

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Chicago Art Deco Madness Walking Tour


Architecture Tours, Historical Tours, Likely to Sell Out, Likely To Sell Out

Details
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Chicago New Year's Eve Buffet Dinner Cruise on Lake Michigan


New Years , Half-day Tours, Likely to Sell Out, Likely To Sell Out

Details
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Private Chicago Guided Tour with Hotel Pickup


Bus Tours, City Tours, Likely to Sell Out, Car Tours

Details
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Walking Tour: Chicago's Prairie Ave Dist. - Street of the Elite


Historical Tours, Walking Tours, Likely to Sell Out, Likely To Sell Out

Details
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Chicago Premier Lake Michigan Brunch Cruise


Day Cruises, Likely to Sell Out, Food & Drink, Likely To Sell Out

Details
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Food Walking Tour in Windy City of Chicago


Walking Tours, Likely to Sell Out, Food & Drink, Likely To Sell Out

Details
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Chicago Highlights Running Tour


Running Tours, Likely to Sell Out, Small Group, Likely To Sell Out

Details
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Fluid Bear Public Art Class in Chicago


Art Classes , Painting Classes , Likely to Sell Out, Likely To Sell Out

Details
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Chicago Foods Tour with The Loop, Skyline, Millennium Park


Walking Tours, Likely to Sell Out, Food & Drink, Likely To Sell Out

Details
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Chicago Private Foodie Tour: Windy City Faves


City Tours, Likely to Sell Out, Food & Drink, Likely To Sell Out

Details
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Chicago Private Instagram Car Tour (Private & All-Inclusive)


Bus Tours, City Tours, Likely to Sell Out, Car Tours

Details
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Group Walking Tour around Chicago Downtown


Historical Tours, Walking Tours, Likely to Sell Out, Likely To Sell Out

Details
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Walking Tour of Chicago’s Artsy Cultural Landmarks


Historical Tours, Walking Tours, Likely to Sell Out, Likely To Sell Out

Details
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Walkin' with Colin: Chicago History-Mystery-Comedy-Tragedy Tour


Historical Tours, City Tours, Likely to Sell Out, Best Conversion

Details
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Chicago River 45-Minute Architecture Tour from Magnificent Mile


Architecture Tours, City Tours, Likely to Sell Out, Best Conversion

Details
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Private 2-Hour Walking Tour: Chicago Loop Interior Architecture


Architecture Tours, Historical Tours, City Tours, Likely to Sell Out

Details
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Chicago Neighborhood Food Private Walking Tour


Walking Tours, Likely to Sell Out, Food & Drink, Likely To Sell Out

Details
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Chicago Ghosts & Haunted History Walking Tour


Historical Tours, Walking Tours, Likely to Sell Out, Likely To Sell Out

Details
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Learn To Make Mole The Real Mexican Way Before Lunch


Cooking Classes, Likely to Sell Out, Restaurants, Food & Drink

Details
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Prairie Avenue Haunted History Tour and Ghost Hunt


Historical Tours, Walking Tours, Likely to Sell Out, Likely To Sell Out

Details
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Walking Tour: Pilsen Chicago - Creativity & Community


Historical Tours, Walking Tours, Likely to Sell Out, Likely To Sell Out

Details
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Love is in the Windy City - Chicago Walking Tour


Romantic Tours, Historical Tours, Likely to Sell Out, Likely To Sell Out

Details
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Chicago Walking Tour: The Magnificent Mile


Architecture Tours, Historical Tours, Likely to Sell Out, Likely To Sell Out

Details
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Chicago Private Architecture Walking Tour


Architecture Tours, Walking Tours, Likely to Sell Out, Likely To Sell Out

Details
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Private Bear Painting Class in Chicago


Art Classes , Painting Classes , Likely to Sell Out, Likely To Sell Out

Details
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New Year's Eve Plated Dinner Cruise on Lake Michigan


New Years , Half-day Tours, Likely to Sell Out, Likely To Sell Out

Details
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Chicago Walking Tour: A Walk Through Time


Architecture Tours, Historical Tours, City Tours, Likely to Sell Out

Details
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Walking Tour: Historic Chicago Pubs in River North and the Loop


Historical Tours, Walking Tours, Likely to Sell Out, Likely To Sell Out

Details
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Mother's Day Signature Dinner Cruise on Lake Michigan


Day Cruises, Likely to Sell Out, Coffee Cruises, Food & Drink

Details
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Loop Architecture tour in Chicago


Historical Tours, Walking Tours, Likely to Sell Out, Likely To Sell Out

Details
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Chicago: Culture and Architecture of the Prohibition Era


Private and Luxury, Architecture Tours, Historical Tours, Likely to Sell Out

Details
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Chicago River Yoga Walk Tour


Historical Tours, Walking Tours, Likely to Sell Out, Likely To Sell Out

Details
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Wind City Wanderlust: A Chicago Family Odyssey


Historical Tours, Walking Tours, Likely to Sell Out, Likely To Sell Out

Details
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Chicago Tour - South Side


Bus Tours, Architecture Tours, Likely to Sell Out, Car Tours

Details
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️ Chicago Instagram Walking Tour (Private & All- Inclusive)


Walking Tours, City Tours, Likely to Sell Out, Likely To Sell Out

Details
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Chicago Gangsters Tour - Colorful History and Dark Past


Historical Tours, Walking Tours, Likely to Sell Out, Likely To Sell Out

Details
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Chicago Local Fashion Designers Shopping Tour with a Stylist


Shopping Tours, Likely to Sell Out, Fashion Tours, Fashion Shows

Details
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African American Heritage Tour of Chicago


Bus Tours, Audio Guides, Historical Tours, Likely to Sell Out

Details
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Workers Cottages of Oldtown Triangle Walking Tour


Architecture Tours, Historical Tours, Likely to Sell Out, Likely To Sell Out

Details
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Historic Homes and Cottages of Wicker Park Walking Tour


Architecture Tours, Historical Tours, Likely to Sell Out, Likely To Sell Out

Details
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Art of a City Downtown Chicago - Exclusive Guided Walking Tour


Architecture Tours, Historical Tours, Art Tours, Likely to Sell Out

Details
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Walking Tour: Chicago's Loop - Home of the Modern Skyscraper


Architecture Tours, Historical Tours, Likely to Sell Out, Likely To Sell Out

Details
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Private Acrylic Painting Class in Chicago


Art Classes , Likely to Sell Out, Likely To Sell Out

Details
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Chicago Hauntings Original Ghost Walk through Old Chicago


Historical Tours, Walking Tours, Likely to Sell Out, Likely To Sell Out

Details
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Chicago Architecture, Art and History Tour - Off The Beaten Path


Architecture Tours, Historical Tours, Art Tours, Likely to Sell Out

Details
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Oktoberfest Walking Brewery Tour in Logan Square


Beer & Brewery Tours, Likely to Sell Out, Food & Drink, Spring Break

Details
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Walking Tour: Underground Chicago via the Pedway


Historical Tours, Walking Tours, Likely to Sell Out, Likely To Sell Out

Details
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Private Shooting and Spinning DIY Painting Class in Chicago


Art Classes , Painting Classes , Likely to Sell Out, Likely To Sell Out

Details
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Retro River North Walking Tour


Architecture Tours, Historical Tours, Likely to Sell Out, Likely To Sell Out

Details
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Chicago Gourmet Dinner Cruise on Lake Michigan


Day Cruises, Likely to Sell Out, Food & Drink, Likely To Sell Out

Details
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Chicago Lake and River Architecture Tour


Architecture Tours, City Tours, Likely to Sell Out, Best Conversion

Details
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Come Sailing at Navy Pier Marina - Sunset Sail on Lake Michigan


Day Cruises, Sunset Cruises, Likely to Sell Out, Likely To Sell Out

Details
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Chicago River 90-Minute Architecture Tour


City Tours, Likely to Sell Out, Best Conversion, Viator Experience Award 2024

Details
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Chicago History and Architecture Walking Tour with Boat Cruise


Historical Tours, Walking Tours, Likely to Sell Out, Likely To Sell Out

Details
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Chicago's West Side Foodie Ride Bike Tour


Beer & Brewery Tours, City Tours, Likely to Sell Out, Food & Drink

Details
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Lake Michigan 21+ July Fireworks Buffet Dinner Cruise


Culinary Tours, Likely to Sell Out, Food & Drink, Likely To Sell Out

Details
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History of the Jazz Age at Chicago Art Deco Architecture Tour


Architecture Tours, Art Tours, Likely to Sell Out, Likely To Sell Out

Details
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Lincoln Park Spirits Ghost Private Walking Tour


Historical Tours, Walking Tours, Likely to Sell Out, Likely To Sell Out

Details
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Chicago Walking Tour: Connecting Past and Present


Architecture Tours, Historical Tours, City Tours, Likely to Sell Out

Details
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Chicago Food Tour with The Magnificent Mile and Millennium Park


Beer & Brewery Tours, Chocolate Tours , Likely to Sell Out, Food & Drink

Details
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Explore the Historic Old Post Office in Chicago


Full-day Tours, Architecture Tours, Historical Tours, Likely to Sell Out

Details
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Bike Tour in Chicago


Historical Tours, City Tours, Likely to Sell Out, Likely To Sell Out

Details
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Chicago Walking Tour: Art Deco Skyscrapers Riverfront


Architecture Tours, Historical Tours, Likely to Sell Out, Likely To Sell Out

Details
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Chicago River Sunday Funday Mimosa or Bloody Mary Party Cruise


Day Cruises, Likely to Sell Out, Food & Drink, Spring Break

Details
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Make Your Own Art: Adults-Only Private Art Experience in Chicago


Art Classes , Painting Classes , Likely to Sell Out, Likely To Sell Out

Details
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Downtown Chicago Walking Tour - Semi-Private 12ppl Max


Architecture Tours, Historical Tours, Art Tours, Likely to Sell Out

Details
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Classic Chicago Food Lovers Tour in River North


Likely to Sell Out, Pastry Tours, Food & Drink, Likely To Sell Out

Details
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Chicago Walking Tour: Historic Skyscrapers


Architecture Tours, Historical Tours, Likely to Sell Out, Likely To Sell Out

Details
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Chicago Haunts and Hooligans Tour


Historical Tours, Likely to Sell Out, Food & Drink, Likely To Sell Out

Details
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Bucktown Pizza Crawl in Chicago


City Tours, Likely to Sell Out, Food & Drink, Likely To Sell Out

Details
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Echoes of Elegance: Chicago’s Architectural Splendors


Historical Tours, Walking Tours, Likely to Sell Out, Likely To Sell Out

Details
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Chicago Signature Brunch Cruise on Lake Michigan


Day Cruises, Likely to Sell Out, Food & Drink, Likely To Sell Out

Details
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Lake Michigan 30-Minute Speedboat Ride


Jet Boat Rentals, Likely to Sell Out, Speed Boat Rentals, Adventure Tours

Details
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Chicago Shot Of Art After Dark


Art Classes , Painting Classes , Likely to Sell Out, Likely To Sell Out

Details
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Chicago: Downtown Loop & Millennium Park 2 Hour Walking Tour


Historical Tours, Walking Tours, Likely to Sell Out, Likely To Sell Out

Details
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Oktoberfest Walking Brewery Tour in Malt Row


Beer & Brewery Tours, Likely to Sell Out, Food & Drink, Spring Break

Details
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Chicago Architecture Walking Tour: What's New


Architecture Tours, Historical Tours, City Tours, Likely to Sell Out

Details
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Offbeat Street Art Tour of Chicago: Urban Graffiti, Art, and Murals


Art Tours, Likely to Sell Out, Street Art Tour, Likely To Sell Out

Details
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The Deep Pockets Of Graceland Cemetery Walking Tour


Historical Tours, Walking Tours, Likely to Sell Out, Likely To Sell Out

Details
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Lake Michigan Sunset Cruise in Chicago


Sunset Cruises, Likely to Sell Out, Adventure Tours, Best Conversion

Details
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Fun Chicago Bike Tour with Pizza, Hot Dogs, Cupcakes and Beer


Beer & Brewery Tours, Likely to Sell Out, Food & Drink, Spring Break

Details
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Chicago River 4th of July Plated Dinner Cruise


Culinary Tours, Likely to Sell Out, Food & Drink, Likely To Sell Out

Details
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Small-Group Tour of Chicago Neighborhoods - North and South Side


Bus Tours, Audio Guides, Historical Tours, Likely to Sell Out

Details
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Private & All-Inclusive Chicago Downtown Highlights Walking Tour


Architecture Tours, Walking Tours, Likely to Sell Out, Likely To Sell Out

Details
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2 Hour Private Chicago Soul House Tour


Bus Tours, Historical Tours, Likely to Sell Out, Likely To Sell Out

Details