A city that earns its reputation from the ground up, with bold architecture, deep-dish debates, and neighborhoods that each feel like a city of their own. From the grandeur of the lakefront to the intimacy of a corner blues bar, it rewards those who get off the tourist trail and dig in.
Where to stay
seafront classics and polished stays
For the best overall luxury stay, go with The Peninsula Chicago — deepest service culture, strongest amenities, and the clearest classic luxury pick in the city. For a quieter, more contemporary tower-hotel feel, choose The Langham, Chicago. For a stylish stay with better food-and-nightlife access, start with Nobu Hotel Chicago in Fulton Market.
