Chicago, IL (CHI) United States

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Compare and book cheap flights from Sydney (SYD) to Chicago, IL (CHI) in United States with Skiddoo. Use the Skiddoo flight explorer to find the cheapest time to fly to Chicago, IL (CHI) from Sydney on a range of leading airlines. Save with our exclusive Sydney to Chicago, IL flight deals online today.

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What to do in Chicago

Chicago is an exciting city in the United States of America. It’s home to iconic sights, world-class museums, beaches, parks, and plenty of other spots that charms visitors from all over the world.

Hop on a cab and see the stars at the Adler Planetarium. Impress your kids with the giant T-Rex of the Field Museum. See live animals at the Shedd Aquarium, and nearby you can also visit the Museum of Science and Industry.

Head on over to the Museum of Contemporary Art, the Art Institute of Chicago, and the National Museum of Mexican Art. Don’t miss the city’s other museums too, like the fascinating DuSable Museum of African-American History.

Combine your love of architecture and nature at Hyde Park, Oak Park, and Rogers Park. Marvel at the details of St Mary of the Angels and St Hyacinth Basilica. Then take a selfie with the popular Chicago Bean. See more architecture in Chicago with a budget-friendly tour and ride the Loop train around the city. Then have a food trip around Chicago for a taste of the local life.

Add a pop of green to your travel photos and visit Grant Park, Millennium Park, and Midway Park. After riding a bicycle at Lincoln Park, you can also spend a few hours at Lincoln Park Zoo. Then catch a football game at Soldier Field or a basketball game at United Center.

Bring your bathers and soak up the sun at Chicago’s famous Lake Michigan. Enjoy kayaking at Montrose Beach. Get enough sand space at Rainbow Beach and Park and the hidden Columbia Beach. See amazing views of the Chicago skyline at 31st Street Beach.

Complete your Chicago trip by seeing spectacular views of Chicago and other US states at the Sears Tower’s Skydeck Chicago.

So start planning your holiday now and go over this Chicago travel guide.

When to visit Chicago

The best time to visit Chicago is from April to May and September to October for great weather, fewer crowds, and cheaper hotel rates. Save more money on airfare and book your flights for November, because it’s the cheapest time to fly to Chicago.

Australians can fly to the US and travel to Chicago for up to 90 days when you secure an Electronic System for Travel Authorisation (ESTA). Visit Smartraveller for the full scoop on US travel info.

Travelling to and around Chicago

You’ll be flying in to O'Hare International Airport or Midway International Airport, where you can ride a taxi, bus, train, limousine, or use ridesharing apps like Uber to reach the city. Travel around Chicago by the train, bus, taxi, water taxi, and rideshare apps.

See the city’s museums, monuments, and all that jazz and book your Chicago flights with Skiddoo today!

Today's currency rate

AUD 1.00 = USD 0.758

Temperature average in December

-4.7 - 2.4°C

Rainfall average in December

50.8 mm

Cheapest time to fly to Chicago, IL (CHI)

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