Hold onto your hats because fall group activities in the windy city of Chicago just got real. With a little something for everyone, your crew can pedal their way through the picturesque Chicago River on water pedal tours, soak up the breathtaking views on a paddleboard, or hop from one lively venue to another on an epic party bar-hopping tour.
The windy city sure blows us away. Scroll through our picks of the best activities for groups in the fall and see why.



















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