Chicago
Guide
Known for a rich culture that birthed performing arts scenes and world class cuisine, Chicago is a unique destination for teams to discover together.

One of the most iconic destinations in the United States, Chicago is a city of traditions. Your first visit there will be filled with classic sights and flavors that make this city what it is.
Indulging in the ooey-gooey goodness of a cheesy deep-dish pizza or a true Chicago-style hot dog, cruising the Chicago River aboard Chicago’s First Lady to admire the mesmerizing architecture—old and new, and wandering down The Magnificent Mile to find The Bean are just a few of the must-do activities.
The chill of The Windy City is real in the colder months, so pencil in your visit for warmer spring and summer days.
Spring
45–55°F
Summer
70–80°F
Autumn
50–60°F
Winter
25–35°F
High Season
March–May, Sept–Nov
Shoulder Season
Late May–Early June Mid Nov–Mid Dec
Low Season
Mid June–Aug, Mid Dec–Feb
Walk Score
77
Airport → Downtown
40min
Avg Hotel Cost
$$
Uber Accessibility
High
Transit Score
65
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