A Trolley Ride Through Time: My Journey on Chicago’s Route 66. Choose Chicago’s Route 66 Neighborhoods by Trolley Tour is a moving immersion into the layered neighborhoods of Chicago.

Chicago is a city packed with beauty – and never is it more beautiful than when it’s decked out for the winter holidays. Now is the time to fill your memory banks with illuminated visions of what ...

Kevin Doerksen has been giving tours for as long as he can remember. As a kid, he’d show out-of-town friends and family all around Chicago. Today, he says he’s found his life’s niche-as a tour guide ...

Chicago Trolley & Double Decker Co., which provides tours of the city’s downtown and popular tourist sites, said it is ending operations with the new year. Rich Hein/Sun-Times SHARE ...

Oak Park residents will get a chance next month to debate the merits of a trolley bus service that would shuttle tourists to and from the village’s major attractions. The trolley bus, operati… ...

On one of my days off, I decided to take my “resident” cap off and do Chicago’s most touristy things possible. I hopped on a trolley, waited in lines with the throngs at Garrett Popcorn and ...