Architecture, Art, and All That Jazz
Bold architecture. World-class art. Iconic eats. Chicago blends big-city energy with Midwest charm in all the right ways. From deep-dish pizza and jazz clubs to the Impressionist treasures at the Art Institute of Chicago, there’s something for every kind of traveler. Cruise the river to marvel at towering skyscrapers, cheer for the Cubs at historic Wrigley Field, or snap a photo from 1,353 feet up at the Willis Tower Skydeck. Your Envoyage advisor will pair you with the perfect Windy City itinerary, whether it’s foodie-focused, family-friendly, or all about luxury.
Chicago in Focus
Currency: U.S. Dollar ($)
Tipping Customs: Tip anywhere between 10 – 15%, unless service charge is added
Power Up: Type A or Type B plug, 120 V (the standard in the United States)
Popular Drink: Jeppson’s Malört
Must Eat: Chicago Hot Dog and Deep Dish Pizza
Language: English
Weather: Late spring, summer, and early fall, being warm and mild.
Best Time to Visit: Visit between late May and early October for the best weather.
Chicago Offers
Meet Our Chicago Experts
Moments Worth Chasing
Feel the Rhythm of the City
Catch live jazz at the legendary Green Mill or discover Chicago’s thriving music scene in eclectic venues across the city.
Admire the Masters at the Art Institute
Home to one of the most incredible Impressionist collections in the world—plus modern and contemporary works—it’s a must for any art lover.
Take in the Architecture
Hop on an architectural river cruise and see the city from a new perspective, or explore the legacy of Frank Lloyd Wright in nearby Oak Park.
Catch the Cubs at Wrigley
Step into a slice of baseball history at one of the country’s most iconic ballparks, get yourself a hot dog, and cheer for the lovable Cubs.
Take it All in at Willis Tower
Brave the Skydeck’s glass ledge and take in sweeping views of the Chicago skyline and beyond. On a clear day, you'll be able to see multiple states.
