| Kane County Cougars | | Minor-League Baseball Game & Cap | | The Class A minor-league affiliate of the Arizona Diamondbacks host opponents all summer long at Fifth Third Bank Ballpark | | | | | | |
| Seadog Cruises | | Boat Tour or Thrill Ride | | Speedboats zip past famed Chicago landmarks along the lakefront and river; informative narration on city’s history and architecture | | | | | | |
| Naperville Kayak | | Kayak Rental | | Float on the waters of downtown Naperville’s Paddleboat Quarry in a kayak | | | | | | |
| White Deer Run Golf Club | | Round of Golf with Cart | | Play an 18-hole, par 72 course set among 240 acres of rolling terrain and scenic lakes | | | | | | |
| Go Bananas | | Indoor Amusement Center | | Bumper cars, a bounce castle, a mini roller coaster, and abundant arcade games enthrall youngsters | | | | | | |
| 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 | | | | | | |
| Chicago White Sox | | White Sox Game & Patio Party | | Enjoy a pregame buffet before Jose Abreu, Todd Frazier, and the White Sox charge onto the field to take on the Nationals, Royals, or Tigers | | | | | | |
| Tall Ship Windy of Chicago | | Tall Ship Sailing Tour | | A 148-foot-long, traditional four-masted schooner sails throughout Lake Michigan for about 75 minutes | | | | | | |
| Color in Motion 5K | | Color in Motion 5K Race | | Runners in white are playfully pelted with safe, biodegradable color powder that turns their clothes purple, blue, and yellow | | | | | | |
| 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 | | | | | | |
| Offshore Adventures | | BYOB Sailing Cruises | | Daytime or sunset Lake Michigan cruises delight with views of the Chicago skyline; passengers can bring their own drinks and playlists | | | | | | |
| Skydiving Great Lakes | | Tandem Skydiving Jump | | Guests experience 30- to 60-second freefall during tandem skydive followed by leisurely 6- to 9-minute parachute ride; makes a great gift | | | | | | |
| Bike and Roll Chicago | | Sunset Segway Tour | | Easily maneuverable segway vehicles traverse the lakefront for views of the Chicago skyline, parks, and lakeside museums | | | | | | |
| Rugged Maniac 5K | | 5K Obstacle Race | | This obstacle-filled 5K has runners climbing walls and crawling through mud to reach a beer- and music-filled party at the finish line | | | | | | |
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