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Chicago Holidays

After navigating the behemoth O'Hare International Airport, the wonders of Chicago await. Located in America's Midwest, Chicago is one of the most fast-paced, action-filled cities the US has to offer.

City Skyline with Willis Tower
City Skyline with Willis Tower

After navigating the behemoth O'Hare International Airport, the wonders of Chicago await. Located in America's Midwest, Chicago is one of the most fast-paced, action-filled cities the US has to offer.

Tour Boats on the Chicago River
Tour Boats on the Chicago River

After navigating the behemoth O'Hare International Airport, the wonders of Chicago await. Located in America's Midwest, Chicago is one of the most fast-paced, action-filled cities the US has to offer.

'The Bean' at Millennium Park
'The Bean' at Millennium Park

After navigating the behemoth O'Hare International Airport, the wonders of Chicago await. Located in America's Midwest, Chicago is one of the most fast-paced, action-filled cities the US has to offer.

Buckingham Fountain, Grant Park
Buckingham Fountain, Grant Park
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air_ex_points Economy Class
Sydney to Chicago
Return from
$2,218*
Adelaide to Chicago
Return from
$2,363*
Darwin to Chicago
Return from
$2,486*
Melbourne to Chicago
Return from
$2,554*
Brisbane to Chicago
Return from
$2,567*
Perth to Chicago
Return from
$2,626*

Explore the unofficial capital of the Midwest

By day, Millennium Park and Lincoln Zoo are tourism staples, as is eating a deep-dish pizza and exercising your credit card on the Magnificent Mile, Chicago's premier shopping strip. For a little bit of a culture change, check out Little Ukraine for some Eastern European bites, or the Puerto Rican Quarter for some salsa and vibrant street art.

Chicago: Navy PierNavy Pier

By night, the underground, jazz-fuelled vibe of prohibition era Chicago still runs rampant through the city, filling the city with velvety soul and just enough razzle dazzle to brighten even the darkest of alleys. Chicago nightlife is a force to be reckoned with – there's no shortage of hotspots to suit every taste, particularly in Wicker Park and Bucktown. The morning after can be spent lazing at one of the street-side cafes and wandering through one of the world-class museums or galleries. You might even be able to catch a Cubs game at Wrigley Field if they're in town.

Chicago: Grant ParkGrant Park

Chicago certainly is a city of contrasts – ever-changing, expanding and merging – to offer visitors and locals alike something new and different every minute. Anything is possible in Chicago!

Why book your Chicago holiday with us?

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  • A Guided Tour of Chicago - Blog

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