Best Driving experiences in Chicago

Local Recommendations from our My Guide Chicago team

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Chicago Premium Driving Tour with River Boat Cruise

20 Reviews

ExperiencesCulture & historyLandmarks & monumentsToursDay Trips FromSightseeing on wheelsWater activitiesWheelchair accessibleOutdoor activitiesDay tripsGuided toursFamily-friendly activitiesWater sportsPrivate toursViewing pointsSightseeingCruises & boat toursDriving experiencesArchitecture

See the best of Chicago in just 1 day on this guided small group sightseeing tour. Visit iconic landmarks including Architecture River Cruise, Cloud Gate "the Bean", and Adler view point.

$254.00

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Chicago Scenic Driving Tour

1 Reviews

ExperiencesToursLandmarks & monumentsSightseeing on wheelsGuided toursSightseeingPrivate toursDriving experiences

Explore Chicago's iconic landmarks and hidden gems on a personalized sightseeing tour. Tailor the experience to your interests and preferences for a unique and unforgettable adventure.

$315.00

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Chicago Night Driving Tour with Skydeck and River Cruise

44 Reviews

ExperiencesActivities for couplesToursFamily-friendly activitiesLuxury experiencesOutdoor activitiesLandmarks & monumentsGuided toursSightseeing on wheelsWater activitiesHidden gemsSightseeingPrivate toursCruises & boat toursViewing pointsDriving experiences

Experience Chicago's most prominent sights on this night tour with hotel transfers. Enjoy a skyline cruise of the Windy City, and head to the top of the Skydeck observation deck at Willis Tower.

$204.00

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