Category 3-Hour Experiences

Chicago · 3-HOUR EXPERIENCES

The 3 Best 3-Hour Experiences in Chicago

2 tours

Chicago runs more of these than anyone can sort through in a week off. The 3 below are the ones to book, with what each costs, how long it takes and the sort of trip it suits.

Chicago: Private 3-Hour Al Capone Gangster Tour

Chicago: Private 3-Hour Al Capone Gangster Tour - The stops that shape the whole story

1.Private 3-Hour Al Capone Gangster Tour

★★★★★★★★★★4.8 · 9 reviews · 3 hours · from $880Our pick

Private 3-hour Al Capone gangster tour in Chicago with historian guide, luxury transport, and major mob sites from Green Mill to Dillinger.

“I enjoyed that we had a say in what areas we wanted to focus on. We chose to do more of the Al Capone items as he was possibly a frequent visitor of a bar our family once owned in the area.”

Check availability →Read our full review

Chicago: 3-Hour Private Speakeasy Cocktail VIP Tour

Chicago: 3-Hour Private Speakeasy Cocktail VIP Tour - Prohibition-Era Stories, Not Just Speakeasy Stops

2.3-Hour Private Speakeasy Cocktail VIP Tour

★★★★★★★★★★5.0 · 7 reviews · 3 hours · from $950Top rated

Private Chicago speakeasy VIP tour with a historian, secret entrances, luxury pickup, and 3-4 working 1920s bars for cocktails.

“Alan, our host, was knowledgeable, kind and funny. He took us to great spots and made everything so fun. It was a huge hit with my group.”

Check availability →Read our full review