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47 Chicago group tour routes found
Planning a trip to Chicago? Trip.com offers a wide selection of Chicago group tours and guided tour packages with different trip lengths, routes, and travel styles. Whether you're joining a group tour for the first time or prefer a well-organized itinerary with transportation, sightseeing, and accommodations arranged for you, you can compare options by departure date, trip duration, and itinerary to find a Chicago tour that fits your needs.
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Why choose Group Tours?
Free cancellation
No shopping
Guaranteed departure
Group Tours
Max. 55 people
A 6-day tour of the scenery of three of the Great Lakes in the United States: Lake Michigan + a large freshwater lake + Lake Huron. | Famous cities by the Great Lakes: Chicago + Milwaukee + the port city of Green Bay + historic Sault Ste. Marie + Traverse City. | We offer airport pick-up service at Chicago Airport, making it more convenient for out-of-state guests to join the tour.
Mandarin and English
No mandatory shopping
Tour guide included
Arr. & dep. transfers incl.
4.7/5
2 reviews
4 booked
Departs: Chicago
Free cancellation
CAD 1,576
incl. taxes & fees
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Group Tours
Max. 55 people
Explore the scenery of three of the Great Lakes in the United States in 5 days. | Lake Michigan in the United States + a massive freshwater lake + Lake Huron, which has the longest shoreline among the Great Lakes | Famous cities by the Great Lakes: the third-largest city in the United States + industrial hub + port city + historic Sault Ste. Marie + scenic Traverse City
Mandarin and English
No mandatory shopping
Tour guide included
4.7/5
5 reviews
10 booked
Departs: Chicago
Free cancellation
CAD 1,398
incl. taxes & fees
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Group Tours
Max. 55 people
Unlock the best of Chicago, New York, and other cities with a one-stop experience that combines urban landmarks, industrial heritage, natural wonders, and rock legends. | Travel along the US East Coast's golden route, check in at popular landmarks, and unlock Chicago's stunning architectural aesthetics. | A special commemorative itinerary: touch the pulse of the birth of the United States at the Liberty Bell and witness the historic moment of the nation's founding.
Mandarin and English
No mandatory shopping
Tour guide included
Departs: Chicago
CAD 1,783
incl. taxes & fees
Ask about trip
Group Tours
Max. 55 people
Unlock the best of Chicago, New York, and other cities with a one-stop experience that combines urban landmarks, industrial heritage, natural wonders, and rock legends. | Travel along the US East Coast's golden route, check in at popular landmarks, and unlock Chicago's stunning architectural aesthetics. | A special commemorative tour allows participants to feel the pulse of America's birth at the Liberty Bell and witness this historic moment
Mandarin and English
No mandatory shopping
Tour guide included
4.5/5
1 review
2 booked
Departs: Chicago
CAD 1,556
incl. taxes & fees
Ask about trip
Group Tours
Max. 55 people
Unlock the best of Chicago, New York, and other cities with a one-stop experience that combines urban landmarks, industrial heritage, natural wonders, and rock legends. | Check out the iconic Cloud Gate landmark and unlock Chicago's stunning architectural aesthetics | A special commemorative itinerary: touch the pulse of the birth of the United States at the Liberty Bell and witness the historic moment of the nation's founding.
Mandarin and English
No mandatory shopping
Tour guide included
Arr. & dep. transfers incl.
Departs: Chicago
CAD 1,823
incl. taxes & fees
Ask about trip
Group Tours
Max. 55 people
Visit Indiana State Capitol + Mammoth Cave National Park | Explore the natural wonders of Tennessee. Optional activities at your own expense include Rock City, Ruby Falls, and the Incline Railway. From the summit, take in breathtaking views of seven United States states. | Chicago, a city renowned nationwide for its exemplary architecture, where you can admire iconic buildings such as Cloud Gate and the Grand Theater.
Mandarin and English
No mandatory shopping
Tour guide included
5.0/5
1 review
3 booked
Departs: Chicago
CAD 1,398
incl. taxes & fees
Ask about trip
Group Tours
Max. 13 people
Discover the legendary Harley-Davidson Museum in Milwaukee and the vibrant Milwaukee Public Market. | Explore the stunning natural beauty of Lake Superior, Tahquamenon Falls, and the charming Mackinac Island. | Immerse yourself in Chicago's architectural splendor, visiting Millennium Park, the Art Institute, and enjoying a panoramic view from 360 Chicago.
English
No mandatory shopping
Tour guide included
4.9/5
2 reviews
Departs: Chicago
CAD 1,563
incl. taxes & fees
Ask about trip
Group Tours
Max. 55 people
Visit Indiana State Capitol + Mammoth Cave National Park | Join an optional tour to explore the natural wonders of Tennessee, including Rock City, Ruby Falls, and the Incline Railway. From the mountaintop, you can take in breathtaking views of seven United States states. | Chicago, a city renowned nationwide for its exemplary architecture, where you can admire iconic buildings such as Cloud Gate and the Grand Theater.
Mandarin and English
No mandatory shopping
Tour guide included
4.8/5
1 review
2 booked
Departs: Chicago
CAD 1,577
incl. taxes & fees
Ask about trip
Group Tours
English/Spanish
No mandatory shopping
Departs: Toronto
CAD 7,201
incl. taxes & fees
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Group Tours
English/Spanish
No mandatory shopping
Departs: Toronto
CAD 5,181
incl. taxes & fees
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Group Tours
English/Spanish
No mandatory shopping
Departs: New York
CAD 10,015
incl. taxes & fees
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Group Tours
English/Spanish
No mandatory shopping
Departs: New York
CAD 8,132
incl. taxes & fees
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Group Tours
English/Spanish
No mandatory shopping
Departs: Montreal
CAD 3,827
incl. taxes & fees
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Group Tours
English/Spanish
No mandatory shopping
Departs: New York
CAD 5,048
incl. taxes & fees
Ask about trip
Group Tours
English/Spanish
No mandatory shopping
Departs: Montreal
CAD 6,714
incl. taxes & fees
Ask about trip
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