The Windy City: Top Things You Can’t Miss in Chicago

19. Chicago’s Underground Pedway – A Hidden City Beneath the Streets

Most visitors to Chicago only experience the bustling streets above ground, but beneath the city lies a vast network of underground tunnels that many don’t even realize exists. The Chicago Pedway is a little-known labyrinth of passageways, connecting some of the most famous buildings in downtown Chicago, including hotels, shopping centers, train stations, and office towers.Originally built to help commuters and pedestrians navigate the city without dealing with harsh winter weather, the 40-block network is a fascinating world of its own. As you explore, you’ll find quirky shops, art installations, coffee spots, and hidden entrances to some of the city’s most famous landmarks.But the real fun comes from the feeling of being "in-the-know." Locals use the Pedway to avoid traffic, wind, and rain, while tourists who discover it feel like urban explorers uncovering a secret underground world.For those who want to fully dive in, there are even guided tours that reveal the Pedway’s hidden history, quirky landmarks, and little-known access points to Chicago’s most famous sites. Whether you're looking to stay warm in the winter or just explore a side of the city most people overlook, the Chicago Pedway is an adventure waiting to happen.