Since then, the number has grown to 121, and their design and height have become increasingly impressive. The world’s first was constructed here in 1885, just ten stories high. The city’s also known as the birthplace of skyscrapers.
In a city famous for pizza, I also rate Pizzeria Uno, Chicago’s first deep-dish pizza restaurant. The city warrants a few nights’ stay to take in its live music venues and museums, the sculptures of Millennium Park and the sandy beaches of Lake Michigan. Starting the road trip in Chicago Chicago RiverĬhicago is the starting point for most Route 66 tours. It will take you through small-town America and past some of the most obscure attractions in the country. The original road no longer exists unbroken, but as a road trip the route holds strong. The epitome of an American road trip, Route 66 takes you east to west, from Chicago to Santa Monica, Los Angeles, tracing the development of the pioneering country. It spans 2,400 miles, crosses eight states and three time zones, and enlists you for at least three weeks.
