Chicago City Tour with Architecture River Cruise Option
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Discover Chicago's most iconic sights on this engaging small-group city tour. Travel comfortably in a 13-passenger minibus with an expert guide, and see everything from historic architecture to vibrant neighborhoods.
Choose to upgrade with the renowned Chicago Architecture River Cruise—tripadvisor’s most booked boat tour in Chicago for five years running. Enjoy stunning skyline views, a bar onboard, and the chance to see the city from a whole new perspective.
After your tour, you'll end at Shoreline Sightseeing’s Navy Pier location, placing you within walking distance of many other attractions. Please note, transportation after the boat cruise is not included, so plan accordingly.
Frequently asked questions
How long does the Chicago City Tour last?
The tour lasts between 2 to 4 hours, depending on the options and stops chosen.
What languages are available for the tour?
The tour is conducted in English.
Is the tour suitable for children and all fitness levels?
Yes. Infants and small children can ride in strollers, and the tour is suitable for all physical fitness levels.
What is included in the tour?
Your experience includes a local guide, three photo stops, transportation in an air-conditioned minibus, and the Chicago River Architecture Boat Tour if you select the upgrade.
Can I customize my experience?
Yes. You can choose to add the popular architecture river cruise, which lasts about 75 minutes and offers breathtaking views of the city from the water.
Free cancellation
Cancel at least 24 hours before your scheduled departure for a full refund.
Reserve now
Check a date here, then finish booking with our partner. Payment options are confirmed at checkout.
Duration 2 hours – 4 hours
Check availability to see start times.
Live tour guide
English
Key facts
What's included
Included
- Local guide
- Three photo stops
- Transport by 13-passenger, air-conditioned minibus
- Chicago River Architecture Boat Tour (if option selected)
Not included
- Transportation after the boat tour
- Meals and personal expenses
- Additional attractions not listed
Itinerary
A comprehensive tour passing Chicago’s top sights, with optional architecture river cruise.
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Chicago's main shopping street
Drive past this popular retail area.
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Major tourist attraction
See a well-known Chicago landmark.
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The Bean and Millennium Park
Pass by The Bean, Pritzker Pavilion, Crown Fountain, and more. Drop-off available at the end if desired.
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Chicago River, Wrigley Building, Tribune Tower
View these historic buildings and the river for 5 minutes.
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Buckingham Fountain
Stop to admire one of the world's most beautiful fountains, operational from May to October for about 10 minutes.
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Skyline Viewpoint
Enjoy the best city skyline view for approximately 10 minutes.
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Lincoln Park
Explore the park's zoo, gardens, fountains, and sculptures.
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Nightlife District & Residential Area
Pass through this lively neighborhood with restaurants and historic sites.
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Historic Skyscraper
See one of the first skyscrapers designed by Frank Lloyd Wright, used in movies like The Untouchables and Home Alone 2. A 10-minute stop.
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Iconic Skyline from the Water
Get a stunning perspective of Chicago's skyline from the water during the river cruise.
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Art and Cultural Landmarks
Pass by the Art Institute of Chicago, featuring impressionist paintings, American Gothic, Nighthawks, and more.
Meeting point & pickup
Meet at the start point
The driver will meet you at the Wabash street entrance of the Palmer House Hotel, between the UPS Store and Sugar Bliss.
Open in Google MapsCancellation & confirmation
Free cancellation
Cancel at least 24 hours before your scheduled departure for a full refund.
- 100% refund if canceled at least 1 day in advance
- No refund if canceled within 24 hours of departure
Instant confirmation
Your booking is confirmed immediately after checkout.
From $49.95 per person
- Free cancellation
- Secure checkout with our booking partner
