Chicago: Bus Tours from Toronto

Tours Culture & history Activities Good for groups Sightseeing Tours Theme Tours Cruises & boat tours Architecture tours History & heritage Group activities Family-friendly

Embark on an exciting journey with us as we travel from Toronto to the vibrant heart of Chicago, one of America's most dynamic urban landscapes.


  • Full-day narrated sightseeing tour of Chicago
  • Three-night stay in a luxurious hotel
  • Three-night stay in a luxurious hotel
  • Three hotel breakfasts


Discover the Windy City: Experience Chicago with Cranberry Tours Embark on an exhilarating journey from Toronto to the heart of Chicago, one of America's most vibrant urban landscapes. Cranberry Tours invites you to immerse yourself in the architectural grandeur, rich history, and culinary delights of this iconic city. What Awaits You in Chicago: Full Day Narrated Chicago City Sightseeing Tour: Explore the best of Chicago with our comprehensive city tour. From the soaring heights of Willis Tower to the historical Wrigley Building and the lush greenery of Millennium Park, our expert guides will lead you through the city's most iconic landmarks. Navy Pier Visit: Dive into the lively atmosphere of Navy Pier, a bustling hub of entertainment along the scenic Lake Michigan shoreline. Enjoy an array of shops, restaurants, and attractions that make Navy Pier a beloved destination. Magnificent Mile Shopping: Shop till you drop on the Magnificent Mile, Chicago's premier commercial district, offering everything from high-end boutiques to charming local shops. Optional Chicago Architectural Cruise: Enhance your experience with a cruise that offers a unique perspective on Chicago's renowned architectural skyline. Glide along the river and discover the stories behind the city's most famous buildings. Your Chicago adventure with Cranberry Tours is more than just a trip; it's a deep dive into the heart of this iconic city. Join us for a journey filled with discovery, excitement, and unforgettable memories. Book now and let your Chicago adventure begin!


Chicago city tour Three hotel breakfasts Flexible leisure time for museums and attractions Visit Chicago Navy Pier Round-trip travel in climate-controlled, comfy coach bus Three-night stay in a luxurious hotel

Easy cancellation

Cancel up to 24 hours in advance for a full refund


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