Flights from Appleton to Chicago

Deep-Dish, Big City Dreams: Hello Chicago

Windy City wonders beckon—towering architecture, lakefront parks, and deep‑dish dreams. Enjoy world‑class museums like the Art Institute, admire the skyline from a Riverwalk cruise, then grab a Chicago‑style hot dog or slice of Lou Malnati’s infamous deep‑dish.

In the evening, enjoy a stand-up comedy show in River North or dance to blues in a vintage South Side club. With sweeping views, soulful music, and legendary grub, Chicago offers city-wide charm and contagious energy.