Segways are sidewalk legal in 44 states, guess IL is one of those states as one can use them to take tours.

City Segway Tours www.citysegwaytours.com/chi

Segway Experience www.segwayexperience.com

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The way I see the cops and rent-a-cops at Millenium Park constantly stopping due to pedestrian traffic, I can't see this being too efficient. I hope they don't go out on the bike path - those damned four wheel bicycle buggies are problem enough, especially when their trying to pedal them uphill going north before they cross the Lake Shore Drive bridge.