New York🇺🇸 New York
VS
Chicago🇺🇸 Chicago

New York vs Chicago: Which Should You Visit?

America's two great skyscraper cities. New York is the biggest and most famous, with world-class museums, Broadway and neighbourhoods that feel like different cities. Chicago is easier to navigate, known for its architecture, lakefront and food.

Chicago is usually cheaper. Its winters are cold and windy; summer is festival season.

Our verdict: Pick New York for icons, museums and endless choice. Pick Chicago for architecture, a lakefront and better value.

Choose New York if…

  • It is your first trip to the United States
  • Broadway and big museums are on the list
  • You want to explore many neighbourhoods

Choose Chicago if…

  • Architecture is a big interest
  • You want a more relaxed big city
  • You want good value

At a glance

New YorkChicago
Country🇺🇸 USA🇺🇸 USA
Population8.3 million2,700,000
ClimateHumid continentalHumid continental
Best time to visitApril–June, September–NovemberMay–October
Budget€€€€ Expensive€€€ Pricey
Safety (our rating)7/106/10
Known forTimes Square, Broadway, Statue of LibertySkyscrapers, Deep-dish pizza, Blues & jazz

📅 Best months for both:May, June, September, October

Where to go in New York

The city that never sleeps: iconic skyline, world-class museums and distinct neighbourhoods.

  1. Central Park. Walk, cycle or row through 340 hectares in the middle of Manhattan.
  2. The Met and MoMA. Two of the world's great art museums.
  3. Statue of Liberty. Visit by official ferry, or see it for free from the Staten Island Ferry.
  4. Brooklyn Bridge and DUMBO. Walk across for skyline views.
  5. The High Line. A park on an old elevated railway.

🛏️ Where to stay

  • Midtown: Central for first-timers and Broadway.
  • Brooklyn: Often better value, with great neighbourhoods.

🍽️ What to eat

Pizza by the slice, bagels, deli sandwiches and food from every country.

Full New York guide →

Where to go in Chicago

A Midwestern metropolis on Lake Michigan, famous for architecture, museums and food.

  1. Architecture boat tour. The best introduction to the city's skyscrapers, on the river.
  2. Millennium Park. Cloud Gate ("The Bean") and free summer concerts.
  3. The Art Institute. An outstanding collection, including Impressionists.
  4. The Lakefront Trail. Cycle or walk along the lake beaches.
  5. Jazz and blues clubs. Chicago has a long live-music tradition.

🛏️ Where to stay

  • The Loop: Central and close to the museums.
  • River North: Restaurants, bars and galleries.

🍽️ What to eat

Deep-dish pizza, Italian beef sandwiches and Chicago-style hot dogs.

Full Chicago guide →

Can you visit both?

Frequent flights link the two cities. The Amtrak train takes most of a day.

✈️ Flightabout 2–2.5 hours
🚆 Trainabout 19 hours
📏 Distance1,144 km

Journey times are approximate and vary by service. Check the operator before you book. Work out flying times with the flight calculator.

How we compare cities

The table uses the same data as our city guides: our budget and safety ratings, the climate and the months we recommend. The advice on what to see, where to stay and which city to choose is written by our editors. Prices, opening arrangements and timetables change, so check official sources for anything important. To compare any two cities of your choice side by side, use City vs City.

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