Chicago Sightseeing Tours & Cruises tours

Chicago Sightseeing Tours & Cruises - Page 7

329 experiences to discover

Air & Helicopter Tours City & Sightseeing Tours Cruises & Sailing Tours Cultural & Theme Tours Day Trips & Excursions Multi-Day & Extended Tours Private & Custom Tours Shopping & Fashion Tours Walking & Biking Tours

Explore the best sightseeing tours & cruises tours and activities in Chicago. Our unbiased ratings help you find the perfect experiences for your trip.

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4.57

Detroit to Cleveland Multi-City Tour 5 Days

From $1191

1 provider live

Explore Detroit's Motor City heritage

Admission to Toronto Sightseeing Harbour Tour, Skylon Tower, and lunch (if selected)

4.57

Chicago Loop Neighborhood Walking Tour

From $60

1 provider live

Immerse in Chicago's vibrant Loop

Local Guide

4.57

Chicago Sailboat Charter with Captain 3 hr

From $719

1 provider live

Sail along the Chicago Lakefront

USCG-Certified Captain trained in First Aid and CPR

4.57

Chicago Galena Historic Sites and River Views Day Tour

From $126

1 provider live

Explore historic Galena

Ulysses S. Grant Home (if price option selected)

4.57

Chicago Skyscraper Evolution Tour in French

From $35

1 provider live

Explore Chicago's architectural history

Free for Chicago Architecture Center members

4.57

Chicago Highlights and Landmarks Walking Tour

From $118

1 provider live

Explore iconic landmarks like Willis Tower

Professional and experienced tour guide

4.57

Chicago Architectural and Historical Private Tour

From $199

1 provider live

Explore iconic buildings

No fees during tour

4.57

Chicago River Dinner Cruise

From $204

1 provider live

Savor a delicious plated dinner

Delicious plated dinner with freshly prepared entrees, salads, and desserts

4.57

Chicago Shopping Tour to Lighthouse Place Outlets

From $378

1 provider live

Explore luxury boutiques

Private transportation

4.57

Gatlinburg 4-Day Tour from Chicago

From $1002

1 provider live

Explore the Great Smoky Mountains

Professional vehicles transportation

4.57

Chicago Walking Tour of Artsy Cultural Landmarks

From $664

1 provider live

Explore Chicago's iconic artistic gems

Local Professional Guide

4.57

Chicago Bike Tour

From $129

1 provider live

Explore Chicago's iconic landmarks

Iconic places for photoshoot