Bold architecture, deep-dish pizza, and Midwest warmth, Chicago, Illinois has a way of turning visitors into fans. Set on the shores of Lake Michigan, this city blends big-city energy with small-town friendliness. Wander through Millennium Park, snap skyline photos from the Riverwalk, or catch live jazz echoing through historic clubs. Chicago’s neighborhoods are the real story, each a mix of culture, cuisine, and character. Whether you’re here for art, sports, or skyline views, the Windy City delivers with heart and style.

Things to See and Do in Chicago, Illinois

• Millennium Park: Home to “The Bean” and a hub for art, music, and open-air gatherings.
• Navy Pier: Classic Chicago fun — rides, restaurants, and lakefront views.
• Art Institute of Chicago: One of the world’s best museums, filled with masterpieces and modern icons.
• Chicago Riverwalk: A perfect stroll lined with cafés, architecture tours, and city views.
• Willis Tower Skydeck: Step out on “The Ledge” for a thrilling look 1,300 feet down.
• Wrigley Field: Catch a Cubs game and feel the city’s sports spirit come alive.

Typical Costs When Traveling in Chicago, Illinois

Accommodation: Mid-range hotels average $180–$250 per night, while budget stays and hostels start from $100–$140. Luxury hotels downtown or along the riverfront often begin around $350+ per night.

Food: Grab a slice of deep-dish pizza for $5–$8, enjoy a casual meal for $20–$35, or dine at Michelin-starred restaurants starting around $80+ per person. Chicago’s diverse food scene — from Mexican street eats to fine dining — is part of its charm.

Transportation: The CTA “L” train and buses make getting around simple and affordable — about $2.50 per ride. Taxis and ride-shares range from $10–$25 for short city trips. If you’re staying downtown, walking is half the fun.

Do’s and Don’ts in Chicago, Illinois

Do’s:

• Do explore the neighborhoods. From Wicker Park to Hyde Park, each area tells a different story.
• Do visit the lakefront. The beaches and walking trails are perfect in warmer months.
• Do embrace the seasons. Summer festivals and winter lights both show Chicago’s best sides.

Don’ts:

• Don’t call it “Chi-Town.” Locals rarely do “Chicago” works just fine.
• Don’t skip local eats. Beyond pizza, try Italian beef sandwiches or Garrett’s popcorn.
• Don’t underestimate the wind. Layer up, especially near the lake — it earns its nickname.