24 Hours in Chicago

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In 2015, all eyes are on the USA’s new ‘It’ city: Chicago. The ‘Second City’ (behind New York) has seen an influx of trendy restaurants, luxury shops, and swanky high-rise skyscrapers recently. But where Chicago shines is its down-to-earth, everyman sensibility mixed with its unabashed lifelong love for architecture, urban planning, and design. When winter whips in off icy Lake Michigan, tough Midwesterners just throw on an extra layer or head inside those beautiful buildings.


At sunrise, arrive at the lakefront’s Millennium Park before the crowds. Admire the Chicago skyline reflected in the mirrored Cloud Gate sculpture, its curves earning it the nickname ‘the Bean’.

Dive right into Chicago’s world-class culinary scene with breakfast at Little Goat. The classic American diner adds fun, haute cuisine twists: think French toast with barbecue maple syrup.

Explore Chicago’s famous skyline and architectural history at the Chicago Architecture Foundation headquarters, where you can venture out on an elevated architecture tour via the ‘L’ train.

Newcomer The Kitchen Chicago offers Midwestern farm-fresh cuisine with a view of the Chicago River and skyline. On your way out, your view will be the statuesque Trump International Hotel and Tower.

Arrive at Michigan Avenue and its famed Magnificent Mile. Stylish department stores, luxury jewellery, grand hotels – the glittering avenue is considered one of the top 10 shopping districts in the world.

Time to head up, way up. Take the express elevator to the 94th floor of the John Hancock building’s 360° Chicago observatory. Winter offers gorgeous views of icy Lake Michigan and snow-covered Chicago.

After a day of walking, you’ve earned a classic Chicago-style deep-dish pizza. No counting calories at Giordano’s, where these pies come stuffed with layers of gooey cheese and fresh chunky tomato sauce.

Stop in and watch the jam sessions at Buddy Guy’s Legends, home to the most American of music styles – the blues. On occasion, the blues guitar legend himself performs

A dozen clubs host late-night comedy stand-up, sketch, and open-mic nights, including the famed Second City. Come and see where many US comedy actors and actresses got their start.


Chicago, USA
Distance: 11,473 km
Flight Time: 14 hour, 35 minutes
Frequency: Daily

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