Chicago Night Driving Tour with Skydeck and River Cruise - Image 1
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Chicago Night Driving Tour with Skydeck and River Cruise

Discover Chicago's iconic landmarks at night with a driving tour, Skydeck visit, and river cruise, complete with hotel pickup and drop-off.

Chicago
3 hrs 30 min
4.09Rating:
Last updated: January 1, 2026

Provider Score Distribution

Cumulative distribution showing how many tours score at or below each rating on each provider platform in Chicago.

Platform Scores

GYG logo
4.42
44 reviews
Viator logo
4.35
26 reviews

Important Information

  • Wheelchair accessible
  • Infants and small children can ride in a stroller
  • Service animals allowed
  • Public transportation nearby
  • Suitable for all fitness levels

Experience the magic of Chicago at night with this comprehensive driving tour that includes visits to the city's most iconic landmarks. Begin your adventure with a thrilling ascent to the Skydeck at Willis Tower, where you'll enjoy breathtaking 360-degree views from the tallest building in the Western Hemisphere. Feel the excitement as you step onto The Ledge, a glass balcony offering a unique perspective of the city lights below. Next, relax on a scenic Chicago River cruise, marveling at over 40 architectural wonders illuminated against the night sky. Your journey continues with a visit to the famous Cloud Gate, affectionately known as 'The Bean,' in Millennium Park. With luxury transportation, small group comfort, and round-trip hotel pickup and drop-off, this tour is the perfect way to discover the Windy City at its most dazzling. Book now to secure your spot on this unforgettable Chicago night tour.

Pros

  • Admire panoramic views from the Skydeck
  • Cruise along the Chicago River at night
  • Explore iconic landmarks like Cloud Gate
  • Enjoy convenient hotel pickup and drop-off
  • Experience a narrated driving tour

Includes

  • Complimentary hotel pickup and drop-off in Downtown Chicago
  • Guided driving tour of Chicago
  • Chicago River cruise admission
  • Skydeck admission

Excludes

  • Gratuities
  • Food and beverages
$189-$204
4.09Rating:

Tour Highlights

  • Admire panoramic views from the Skydeck
  • Cruise along the Chicago River at night
  • Explore iconic landmarks like Cloud Gate
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