| Bike and Roll Chicago | | Sunset Segway Tour | | Easily maneuverable segway vehicles traverse the lakefront for views of the Chicago skyline, parks, and lakeside museums | | | | | | |
| GameWorks | | GameWorks Arcade-Game Pass | | Full day of unlimited access to hundreds of interactive games with a $10 game card | | | | | | |
| Randolph Street Market | | Vintage Market | | Vendors collect vintage furniture, art, fashions, antiques, estate jewelry & fancy foods to sell at the Randolph Street Market | | | | | | |
| Chicago History Museum | | Chicago History Museum | | Chicago museum brings history to life with 22 million artifacts & topical exhibits, including a look at railroad workers during WWI | | | | | | |
| Corporate Tailgate Boat Rentals-Chicago | | Pontoon-Boat Rental | | Pontoon boats cruise leisurely up and down the Chicago River on a waterfront tour; see Navy Pier fireworks; bring your own food and drinks | | | | | | |
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| The Comedy Bar | | Standup: The Comedy Bar | | National headliners and up-and-coming comedians take the stage at legendary club’s space inside Gino’s East River North | | | | | | |
| Go City Card | | Chicago Explorer Pass | | Card grants free admission to 3 or 5 Chicago museums, tours, and attractions, chosen from over 20 options | | | | | | |
| Skydive Midwest | | Tandem Skydive Jump | | Experienced instructors hold 30-minute training sessions before strapped-together pairs jump from planes and drift slowly back toward land | | | | | | |
| Lakeview Baseball Club | | Rooftop View of Cubs Game | | Indulge in food and drinks while taking in a ballgame from a facility that mixes old-school charm with lush modern amenities | | | | | | |
| Best Tours | | Cupcake Tour of Chicago | | Tours make six stops along Michigan Avenue, visiting a century-old shop, one with 50 varieties of cupcake, and another with gelato | | | | | | |
| Laugh Factory - Chicago | | Standup Comedy | | Large lineups of top local standup talent, comedic storytelling, and themed shows such as the Facebook-centric Social Takeover | | | | | | |
| Chicago Crime Tours | | Chicago Crime Tour by Bus | | Learn about more than 100 years of Chicago's crime history in a 90-minute tour of famous crime scenes and landmarks | | | | | | |
| Kiddie Kingdom | | Arcade Outing with Pizza | | Entertainment facility houses platefuls of hand-tossed pizza, more than 62 arcade games, and a miniature carousal | | | | | | |
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