ChicagoTravel Guide

A boat tour along the Chicago River narrated by a Chicago Architecture Center-trained docent — widely considered one of the best city introductions in the US, covering nearly a century of skyscraper design.

Home to Cloud Gate ("The Bean"), the reflective steel sculpture that's become Chicago's most photographed landmark, alongside the Crown Fountain and Frank Gehry's Pritzker Pavilion.

One of the world's great art museums, holding Grant Wood's American Gothic and one of the largest Impressionist collections outside France — allow at least half a day for a proper visit.

A century-old pier on Lake Michigan with a Ferris wheel, gardens, and lake cruises — busiest with families, and a good spot for skyline views back toward downtown.

The observation deck near the top of one of the tallest buildings in the Western Hemisphere, with glass ledge boxes ("The Ledge") that extend out from the 103rd floor.

A neighbourhood northwest of downtown known for its restaurant density and independent food scene — a good half-day alternative to the more touristed Loop and Magnificent Mile.

A free Beaux-Arts building holding the world's largest Tiffany stained-glass dome, plus rotating art exhibitions and free concerts — an underrated stop most tourists walk past.

The stretch of Michigan Avenue north of the river, Chicago's premier shopping and skyscraper-watching strip, including the Tribune Tower and Wrigley Building.

One of the few free zoos in the US, in a lakefront park north of downtown — easily combined with a walk through the surrounding Lincoln Park neighbourhood.

The landmark 1921 marquee sign is one of the most photographed spots downtown; the theatre itself still hosts concerts and shows, with backstage tours available.