Chicago Detours

Chase Tower

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In a Nutshell

Guides lauded by the Chicago Reader show bars' importance to Chicago history, Prohibition, and the development of jazz

The Fine Print

Promotional value expires Dec 4, 2013. Amount paid never expires. Limit 1 per person, may buy 1 additional as a gift. Limit 1 per visit. Valid only for option purchased. Reservation required; subject to availability. New clients only. Must use promotional value in 1 visit. Not valid on holiday weekends. Guests pay cash at start of tour to cover all server gratuities and chosen beverage option: $18 for wine, $16 for beer, $5 for soda, $3 for water. Merchant is solely responsible to purchasers for the care and quality of the advertised goods and services.

Walking tours let you explore the very sidewalks where that city's famous denizens once strolled and yelled, "I'm famous and I will live forever!" at passing cars. Feel the history beneath your feet with this Groupon.

Choose Between Two Options

  • $45 for a Good Times Historic Tour for two on a Saturday (a $68 value)
  • $45 for a Good Times Historic Tour for two on a Sunday–Friday (a $68 value)

A look into the city's raucous tradition of entertainment, the Good Times Historic Tour highlights the places where Chicagoans came to get their kicks. The tour stops off at three historic watering holes, where the guide illustrates how each bar was important in the development of jazz, Prohibition, theater, and other facets of the city. Along the way, the guides point out places notable for both their architecture and their importance to entertainment history. Guests also share iPads loaded with historic photos and video clips that add color to the guide's informed commentary. Appetizers are included, but drinks, which can include beer, cocktails, or soda, are available at an extra cost.

Chicago Detours

Founder Amanda Scotese, an avid traveler and freelance writer for Rick Steves's renowned travel guides, delegates sure-footed guides to lead sightseers to iconic landmarks and down the back alleys and lesser-known nooks of the Windy City. Tours probe the ins and outs of the Chicago's neighborhoods, such as the Loop, where they fill eyes with the sights of world-renowned architecture and minds with the secrets of the Pedway, an underground walkway that connects buildings throughout the business district with the Ninja Turtles' lair. The Historic Chicago Bar Tour, born of Chicago Detours' desire to spread knowledge of the city's entertainment history, takes tour-goers to three historic bars in an exploration of how the city had fun. Private group Jazz, Blues & Beyond tours explore historic neighborhoods on the North and South sides, and include diversions such as harmonica lessons from a bona fide blues blower. Chicago Detours also offers private-group tours for birthdays, family reunions, and corporate team-building exercises. Private group tour options also include Meat History of Fulton Market and Chicago Neighborhoods and Cultural Diversity.

Customer Reviews

Highly recommend!
Tanya W. · August 4, 2013
Interesting facts, beautiful sights, energetic guide! Look forward to another tour in the future!
William S. · August 9, 2014
Great tour, very interesting!
Kat B. · January 31, 2014
Merchant Location Map
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    Chase Tower

    10 S Dearborn St.

    Chicago, IL 60603


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