Chicago is a city of 2,664,452 people in Illinois, United States. It sits about 704 km from Toronto. Known for pioneering architectural skyscrapers, deep-dish cornmeal-crust pizza, historic electric blues venues, and extensive public parklands lining the Lake Michigan shoreline.
Tell us what interests you and we'll write the full guide — what to see, do and eat, stop by stop. It takes a few seconds.
This field guide to Chicago, Illinois turns your own interests — food and seafood, history, architecture, markets, beaches, nature trails, wine and day trips — into a timed itinerary. Choose up to four lenses and the plan is written around them, stop by stop, with the local context behind every recommendation.
One day in Chicago works best with one or two lenses: a morning walk through the old centre, a long local lunch, and a single evening stop, planned so you never cross town twice.
Two days in Chicago separates the place itself from what surrounds it — a second theme on day two, plus time for a slower meal and one trip beyond the centre.
Three days is where Chicago opens up: day trips, coastline or countryside, and the experiences that only work when you are not rushing. Blend up to four interests and the three-day itinerary spreads them so no day repeats itself.