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

Explore Chicago's iconic skyline by night with a driving tour, Skydeck visit, and river cruise, complete with hotel pick-up and drop-off.

Chicago
3 hrs 30 min
4.28Rating:
Last updated: November 7, 2025

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
4.34
44 reviews
Viator logo
4.36
25 reviews

Important Information

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

Experience the magic of Chicago at night with our exclusive driving tour, complete with a visit to the Skydeck and a scenic river cruise. Begin your adventure with a breathtaking ascent to the 103rd floor of the Willis Tower, where you'll enjoy panoramic views stretching across four states. Feel the thrill of stepping onto The Ledge, a glass balcony that offers a unique perspective of the city lights below. Next, relax on a narrated Chicago River cruise, taking in the illuminated skyline and over 40 iconic landmarks. Conclude your evening with a visit to Millennium Park's Cloud Gate, famously known as 'The Bean.' With luxury transportation and a small group setting, this tour ensures a personalized and unforgettable experience of Chicago's vibrant nightlife. Book now to discover the Windy City in all its nocturnal glory.

Pros

  • Marvel at panoramic views from the Skydeck
  • Cruise the Chicago River under the stars
  • Explore iconic landmarks like Cloud Gate
  • Enjoy a narrated driving tour
  • Experience Chicago's skyline illuminated
  • Relax with hotel pick-up and drop-off

Includes

  • Complimentary hotel pick-up and drop-off in Downtown Chicago
  • Guided driving tour of Chicago
  • Chicago River cruise (admission included)
  • Skydeck admission included
  • Luxury vehicle transportation

Excludes

  • Gratuities
  • Food and beverages

FAQ

  • Is the Tour Wheelchair Accessible?

    Yes, the tour is wheelchair accessible.

  • What Is the Maximum Group Size?

    The tour accommodates a maximum of 6 guests.

  • Are Food and Drinks Included?

    No, food and drinks are not included.

  • Can Infants Join the Tour?

    Yes, infants can join and ride in a stroller.

  • Is There Free Cancellation?

    Yes, you can cancel for free up to 24 hours in advance.

$189-$204
4.28Rating:

Tour Highlights

  • Marvel at panoramic views from the Skydeck
  • Cruise the Chicago River under the stars
  • Explore iconic landmarks like Cloud Gate
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