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Tours, activities and experiences bookable on Tripadvisor, ranked using exclusive Tripadvisor data including reviews, ratings, photos, popularity, user preferences, price, and bookings made through Tripadvisor.
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Tours, activities and experiences bookable on Tripadvisor, ranked in alphabetical order.
“The night tour was great and James was an amazing tour guide who did all these extras to make the ride fun, like light strings and a bubble gun! Perfect views during the day and at night!”
Known as a world-famous hub for architecture, art, and politics, the lakeside city of Chicago has a wealth of must-see sights. Know exactly where to go in the Windy City on this hop-on, hop-off bus tour, complete...read more
“Dave was excellent in providing a personable and unscripted view of Chicago’s history including architecture, development, arts, ethnicity, and the all important food & drink.”
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“Walking pace between food stops was just right, food choices were scrumptious, and history narratives, views of the river, architecture, and choice of stops superb!”
Combine tastes of Chicago's most famous foods with stops at local must-see landmarks on a single tour. Instead of spending the day chasing down these foods and highlights on your own, save valuable vacation time by...read more
“We really enjoyed the guided tour of Chicago's historic crime scenes and although many places have changed since the time the crimes took place, Leah, our guide's vivid description made it interesting and fun.”
Chicago has a past filled with big gangster names such as John Dillinger and the infamous Al Capone. Dive deep into the city’s mobster ways with a guide who knows where “the business” was done. Stay comfortable...read more
“The tour guide was knowledgeable about Chicago pizza history, and we had a lot of fun on our tour, sampling a wide range of flavors and styles we wouldn’t have otherwise gotten to experience!”
Sample some of the best pizza in Chicago during this half-day food tour that travels by bus. Visit...read more
“Our tour guide Matt was hilarious!!! Amazing night time views.”
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“As the other tours from the Chicago Architecture it was a great tour and gave valuable insights about the buildings along the Magnificent Mile and their history.”
Discover how a dirt road known as Pine Street transformed into a "Paris on the Prairie" and later into the Magnificent Mile, the city’s premier shopping district. Hear the secrets and stories behind the striking...read more
“This tour offered a local perspective of Chicago so it totally didn’t feel like a scripted tour at all. Kelly gave us interesting and unique facts about Chicago’s architecture and transportation and history, even...”
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“The tour was very informative and the stops for photos was great Our driver Rick was very friendly and funny The boat tour was also very informative and the crew was great I would definitely recommend this tour to...”
Check many Chicago landmarks off your must-see list on this small-group sightseeing tour aboard a...read more
“We loved the sites that we saw from Grant Park, The Stock Exchange, the view of the skyline, Duncan's Toy Chest, the World's largest Starbucks, Lincoln Park, the Chicago River and the Playboy Mansion.”
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“The views were breathtaking, music was great and Abby our guide made it super fun!”
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“Thanks to Nick we had an excellent bike tour of the neighbourhoods around the city, up through Lincoln park to the zoo, lots of interesting facts and figures from Nick along the way.”
Explore the lakefront districts of Chicago's North Side on a bike tour along quiet streets and waterside paths in the Windy City. You cover ground quickly as you pedal with your guide from Lake Shore Drive to the...read more
Schedule your transfers in advance so you don't have to worry or be late to start your vacation or to begin your business trip.Reliable transportation that you can count on.First class limo/car serviceProfessional,...read more
Schedule your transfers in advance so you don't have to worry or be late to get your business trip or vacation started.Reliable transportation that you can count on.Professional chauffeured-driven in luxury car...read more
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Flytographer Private Vacation Photo ShootConnect with a local hand-picked professional photographer in Chicago and capture your most memorable moments during this private photo shoot. Get insider tips on the best...read more
“Great afternoon for us and we brought our two small kids who loved all the pizza as well!!!! THANK YOU JON”
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Schedule your transfers in advance so you don't have to worry or be late to get your business trip or vacation started.Reliable transportation that you can count on.Professional chauffeured-driven in luxury car...read more
Schedule your transfers in advance so you don't have to worry or be late to start your vacation or to begin your business trip.Reliable transportation that you can count on.First class limo/car serviceProfessional,...read more
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Choose the number of hours and we can help you make the most out of your time! Book a VIP treatment to see the city in your private car. Our knowledgeable drivers will do the hard work so that you an enjoy the view....read more
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“Our guide was friendly and informative and we were able to eat some amazing food along the way.”
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“Our guide was super fun, friendly and knowledgeable.”
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Welcome to Chicago! Here in the Windy City, there’s got outstanding architecture, inspiring public art, and a fabulous downtown district. Come along with a local guide to check out some of the Must See spots in...read more
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