Chicago travel cost guide

America’s third city on Lake Michigan and birthplace of the modern skyscraper, with landmark towers along the river; famous for the Art Institute, Millennium Park and deep-dish pizza.

Suggested stay: 3–4 days

Estimate a 3-night, 4-day Chicago trip

When to visit Chicago

May–September
Great for the lakefront, river architecture cruises and outdoor festivals. source
September–October
The heat eases — good for walking architecture tours. source

Weather: May–September is best, with lakefront days and festivals in summer; December–March is bitterly cold off the lake. source

Times to avoid: In winter (December–March) the lake wind makes it feel far colder; keep indoor days like the Art Institute in reserve. source

Weather varies from year to year; check the forecast before you go.

Don't miss in Chicago

  1. Art Institute of Chicago Renowned for Impressionist masterpieces like Seurat’s A Sunday on La Grande Jatte; prices depend on where you live, and under-14s are free. source
  2. Skydeck Chicago (Willis Tower) The 103rd-floor observatory with The Ledge, glass boxes jutting out from the tower. source
  3. Millennium Park The downtown park with the mirrored Cloud Gate (“The Bean”) — free. source
  4. Deep-dish pizza Born in 1940s Chicago: a bowl-shaped crust filled with cheese, sauce, then toppings. source

Where to stay in Chicago

The Loop (Downtown)
The centre ringed by the elevated L, within walking distance of the Art Institute, Millennium Park and Willis Tower.
River North / Magnificent Mile
Restaurants and shopping, close to the river architecture cruises.

What to eat in Chicago

Chicago tips and things to watch out for

Chicago travel tips

Good to know in United States

Watch out for in United States

General advice for the whole country. Check official government travel advice for entry rules and safety before you go.

Restaurant prices for Chicago are still being collected. The estimate also uses some official meal and transit prices checked in other cities in United States.

Chicago attraction & theme park tickets

Official sellers’ prices for one adult admission. Select attractions in the calculator to add them to your budget.

Estimate a 3-night, 4-day Chicago trip

Must-see spots, local tips, admission prices and foods to try in Chicago. Price data as of 2026-10-18.