Tours & Attractions - Chicago, Illinois



61. Chicago Elevated

City: Chicago, IL
Category: Tours & Attractions

62. Chicago Neighborhood Tours

City: Chicago, IL
Category: Tours & Attractions
Address: 77 E. Randolph St.

63. Chicago Red Cap Tours

City: Chicago, IL
Category: Tours & Attractions

64. Chicago Trolley & Double Decker Co.

City: Chicago, IL
Category: Tours & Attractions

65. Chicago’s Finest Riverwalk Tour

City: Chicago, IL
Category: Tours & Attractions

66. City Segway Tours—Chicago

City: Chicago, IL
Category: Tours & Attractions

Description: This world-class and worldwide operation was one of the first to offer tours via Segway. Good idea, we think. After all, in 2 or 3 hours, you roll a route through town that would take much longer to walk. On the shorter tour, the focus is on the rad ride, while the 3-hour tour adds in more stops and more history of the cultural institutions, parks, and skyscrapers you glide by. Open to participants 12 years and older, the tours all include a 30-minute orientation and cost $60 for 2 hours and $70 for 3 hours. Tours run year-round, Nov 1 through Mar 30 daily at 11 a.m.; Apr 1 through Oct 31 at 10 a.m., 11 a.m., 2 p.m., and 6 p.m.

67. Grayline Chicago

City: Chicago, IL
Category: Tours & Attractions

68. Mies Van Der Rohe And Iit: An Architectural Tour

City: Chicago, IL
Category: Tours & Attractions
Address: 3201 S. State St.

69. O’leary’s Chicago Fire Truck

City: Chicago, IL
Category: Tours & Attractions
Telephone: (312) 287-6565

Description: Need a rescue from the norm? The hot ticket in town is this fire truck tour. Booked by charter only for groups of up to 26 (small groups by special request), the tours are run by retired Chicago fire department Captain George Rabiela. He knows his way around this town and his ride-ons give passengers a unique vantage point for some sightseeing and history, particularly about that little fire in 1871 that burned the city to the ground. $250 per hour for up to 26 people; 2-hour minimum.

70. Second City Neighborhood Tour

City: Chicago, IL
Category: Tours & Attractions
Telephone: (312) 337-3992

Description: Written and led by Margaret Hicks (who’s also the force behind the Chicago Elevated tours), this entertaining 90-minute tour takes you to stops around Chicago’s famed Second City theater. Hear about the history of the surrounding Old Town neighborhood, discover the “secret” haunts of The Second City actors who have performed throughout its 50-plus years, and wind up back at the theater for a browse around the lobby filled with historic photos of comedic legends who carved their funny careers at this venerable skit-comedy club. Tours are $15. They run generally from June through Oct every Sun at 1 p.m. and Wed at 4 p.m.

71. Steve’s Segway Tours

City: Chicago, IL
Category: Tours & Attractions
Address: 350 E. Monroe St. (bottom of the ramp)

72. Untouchable Tours

City: Chicago, IL
Category: Tours & Attractions
Telephone: (773) 881-1195
Insider Pick:

Description: Your guide’s name will be “Shoulders” or “Southside,” or maybe “Al Dente,” and he expects you to listen up to his stories of ”da good ol’ gangster days” of Chicago. Well, maybe they weren’t so good, but they do provide some pretty entertaining history. Ride along with “dees guys” on their 2-hour bus tour, and you’ll pass a church with bullet holes in it, former speakeasies and red-light districts, old gang hangs, and the theater where FBI’s most wanted John Dillinger was shot. It’s all light-hearted fun, but it’s also fascinating and informative. Tours are $30 per person. They run daily, with more tours during the summer months.

73. Weird Chicago Tours

City: Chicago, IL
Category: Tours & Attractions

74. Chicago Architecture Foundation River Cruise Aboard Chicago’s First Lady

City: Chicago, IL
Category: Tours & Attractions
Telephone: (800) 982-2787
Insider Pick:

Description: The official fleet of the Chicago Architecture Foundation’s acclaimed 90-minute, docent-led architecture river tour, Chicago’s First Lady cruises along past more than 50 important buildings that line the water, accompanied by history and architectural info. Watch from the lower indoor deck or take in the breezes up top. Tickets $35. Tours run daily.

75. Mercury The Skyline Cruiseline

City: Chicago, IL
Category: Tours & Attractions
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