Chicago Overview

For those planning a trip on America’s most famous highway Route 66, it starts right here in downtown Chicago. Affixed by stunning Lake Michigan and decorated with inspiring architecture, Chicago is more than a big city. Besides its striking downtown area, which includes some of the tallest buildings in the world, Chicago has a distinctive coastline with hundreds of vibrant parks. A city of neighbourhoods, Chicago is wholly unique and no matter where you go, each part has its own draw: the buzzing Loop downtown and upscale River North, artsy Wicker Park, scholarly Hyde Park, and flamboyant Boystown. Add to that some of the world’s best architecture and museums, a thriving music and dining scene, and its multi-cultural make-up, and you’ll see why for many, the Second City is second to none.

Whether you’re in the mood for comedy, jazz clubs, fine dining, glittering skyscrapers, or an afternoon of shopping, Chicago has it all. Come here to marvel at the cutting-edge architecture or take in the gorgeous views of Lake Michigan; to spend a day cheering with baseball fans and a night laughing at a comedy show; to shop, to visit renowned institutions like the Field Museum and the Adler Planetarium, and to experience the legendary blues scene.

Millennium Park, deep dish pizza and Wrigley Field are all compelling enough reasons to visit Chicago, but the city’s most endearing quality is its people. Chicago’s neighbourhoods represent more than 100 countries and it’s through this diversity and profound city culture that you are able to develop the country’s best restaurants, theatres and museums. Enjoy your visit to Chicago.



Visit Chicago

View our itinerary suggestions and accommodation offerings for Chicago. Treat them as inspiration, because your trip will be created uniquely by one of our specialists.

View holidays