Best Driving experiences in Chicago

Local Recommendations from our My Guide Chicago team

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Route 66 Self-Guided Drive from Chicago to St Louis

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Route 66 Self-Guided Drive from Chicago to St Louis

Embark on a self-guided road trip from Chicago to Springfield. Drive along the historic Route 66, explore the Route 66 Hall of Fame and Museum, and visit the Illinois State Capitol.

$4.30

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Soul House Tour

Tourists will see a dozen houses of famous, black residents in Chicago. This guided tour will stop for photos as well.

$65.00

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