Chicago Night Driving Tour with Skydeck and River Cruise

Discover Chicago’s most iconic landmarks illuminated after dark on this small-group night tour (max 6 guests) with hotel pick-up and drop-off included in the price.

Start your evening at the legendary Willis Tower Skydeck, the tallest building in the Western Hemisphere. Ride up to the 103rd floor for panoramic 360-degree views that stretch up to 50 miles across four states, and step onto The Ledge for a thrilling glass-floor experience above the sparkling city lights.

Next, relax on a narrated Chicago River skyline cruise, where you’ll marvel at more than 40 landmarks as the city’s famous architecture glows brilliantly against the night sky. To complete your adventure, visit the iconic Cloud Gate (“The Bean”) in Millennium Park, one of the most photographed attractions in Chicago.

With luxury transportation, small group comfort, and round-trip hotel pick-up and drop-off included, this Chicago night tour offers the perfect way to experience the Windy City at its most dazzling.